Novel Electrochemical and Chemical Methods in Synthesis of Organic Compounds of Interest for Medicine and Material Chemistry

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Novel Electrochemical and Chemical Methods in Synthesis of Organic Compounds of Interest for Medicine and Material Chemistry (en)
Нове електрохемијске и хемијске методе у синтези органских једињења од интереса за медицину и хемију материјала (sr)
Nove elektrohemijske i hemijske metode u sintezi organskih jedinjenja od interesa za medicinu i hemiju materijala (sr_RS)
Authors

Publications

Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas

Minić, Aleksandra; Novaković, Slađana B.; Bogdanović, Goran A.; Bugarinović, Jovana P.; Pešić, Marko S.; Todosijević, Anka; Ilić-Komatina, Danijela; Damljanović, Ivan S.; Stevanović, Dragana D.

(2020)

TY  - JOUR
AU  - Minić, Aleksandra
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Bugarinović, Jovana P.
AU  - Pešić, Marko S.
AU  - Todosijević, Anka
AU  - Ilić-Komatina, Danijela
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8808
AB  - The stereochemical phenomenon that arises from hindered rotation around bonds in nonplanar molecules is termed the atropoisomerism. During our previous work we noted the presence of this kind of isomerism in 1-aryl-4-ferrocenyl-3-phenyltetrahydropyrimidin-2(1H)-ones obtained from ortho-substituted 3-(arylamino)-1-ferrocenylpropan-1-ols. Inspired by an interesting biological/medical features of six-membered cyclic ureas and characteristic of “atropoisomers - things that rotate”, herein we present an easy performable synthesis and full characterisation of novel atropoisomeric ferrocene-containing six-membered cyclic ureas. In addition, we successfully determined the crystal structure of two atropoisomers for the same compound. Molecular structural properties and intermolecular interactions of these two structures have been compared and analyzed in detail. Interesting, it has been found that these two isomers although quite similar in conformation and geometrical parameters, form very different crystal packing. © 2019 Elsevier Ltd
T2  - Polyhedron
T1  - Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas
VL  - 177
SP  - 114316
DO  - 10.1016/j.poly.2019.114316
ER  - 
@article{
author = "Minić, Aleksandra and Novaković, Slađana B. and Bogdanović, Goran A. and Bugarinović, Jovana P. and Pešić, Marko S. and Todosijević, Anka and Ilić-Komatina, Danijela and Damljanović, Ivan S. and Stevanović, Dragana D.",
year = "2020",
abstract = "The stereochemical phenomenon that arises from hindered rotation around bonds in nonplanar molecules is termed the atropoisomerism. During our previous work we noted the presence of this kind of isomerism in 1-aryl-4-ferrocenyl-3-phenyltetrahydropyrimidin-2(1H)-ones obtained from ortho-substituted 3-(arylamino)-1-ferrocenylpropan-1-ols. Inspired by an interesting biological/medical features of six-membered cyclic ureas and characteristic of “atropoisomers - things that rotate”, herein we present an easy performable synthesis and full characterisation of novel atropoisomeric ferrocene-containing six-membered cyclic ureas. In addition, we successfully determined the crystal structure of two atropoisomers for the same compound. Molecular structural properties and intermolecular interactions of these two structures have been compared and analyzed in detail. Interesting, it has been found that these two isomers although quite similar in conformation and geometrical parameters, form very different crystal packing. © 2019 Elsevier Ltd",
journal = "Polyhedron",
title = "Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas",
volume = "177",
pages = "114316",
doi = "10.1016/j.poly.2019.114316"
}
Minić, A., Novaković, S. B., Bogdanović, G. A., Bugarinović, J. P., Pešić, M. S., Todosijević, A., Ilić-Komatina, D., Damljanović, I. S.,& Stevanović, D. D.. (2020). Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas. in Polyhedron, 177, 114316.
https://doi.org/10.1016/j.poly.2019.114316
Minić A, Novaković SB, Bogdanović GA, Bugarinović JP, Pešić MS, Todosijević A, Ilić-Komatina D, Damljanović IS, Stevanović DD. Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas. in Polyhedron. 2020;177:114316.
doi:10.1016/j.poly.2019.114316 .
Minić, Aleksandra, Novaković, Slađana B., Bogdanović, Goran A., Bugarinović, Jovana P., Pešić, Marko S., Todosijević, Anka, Ilić-Komatina, Danijela, Damljanović, Ivan S., Stevanović, Dragana D., "Synthesis and structural characterizations of novel atropoisomeric ferrocene-containing six-membered cyclic ureas" in Polyhedron, 177 (2020):114316,
https://doi.org/10.1016/j.poly.2019.114316 . .
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Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines

Pešić, Marko; Bugarinović, Jovana; Minić, Aleksandra; Bogdanović, Goran A.; Todosijević, Anka; Stevanović, Dragana D.; Damljanović, Ivan S.

(2020)

TY  - JOUR
AU  - Pešić, Marko
AU  - Bugarinović, Jovana
AU  - Minić, Aleksandra
AU  - Bogdanović, Goran A.
AU  - Todosijević, Anka
AU  - Stevanović, Dragana D.
AU  - Damljanović, Ivan S.
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8892
AB  - The design, synthesis, spectral and electrochemical characterization of a series of novel pyrrolidine derivatives have been described. The synthesis was achieved by 1,3-dipolar cycloaddition of azomethine ylides and ferrocene-substituted chalcones, while detailed characterization of the compounds was performed by IR, NMR and elemental analyses, followed by X-ray diffraction experiment for one representative. The electrochemical properties of obtained ferrocene-containing heterocycles were examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). These techniques revealed the quasi-reversible one-electron oxidation process. DNA-binding capacity of all products was studied using CV and DPV, highlighting a derivative with five times better binding affinity than the others. DFT calculations and molecular docking studies were carried out to gain more exhaustive insight into the type of interactions of the distinguished compound and the nucleic acid.
T2  - Journal of The Electrochemical Society
T1  - Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines
VL  - 167
IS  - 2
SP  - 025502
DO  - 10.1149/1945-7111/ab68cc
ER  - 
@article{
author = "Pešić, Marko and Bugarinović, Jovana and Minić, Aleksandra and Bogdanović, Goran A. and Todosijević, Anka and Stevanović, Dragana D. and Damljanović, Ivan S.",
year = "2020",
abstract = "The design, synthesis, spectral and electrochemical characterization of a series of novel pyrrolidine derivatives have been described. The synthesis was achieved by 1,3-dipolar cycloaddition of azomethine ylides and ferrocene-substituted chalcones, while detailed characterization of the compounds was performed by IR, NMR and elemental analyses, followed by X-ray diffraction experiment for one representative. The electrochemical properties of obtained ferrocene-containing heterocycles were examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). These techniques revealed the quasi-reversible one-electron oxidation process. DNA-binding capacity of all products was studied using CV and DPV, highlighting a derivative with five times better binding affinity than the others. DFT calculations and molecular docking studies were carried out to gain more exhaustive insight into the type of interactions of the distinguished compound and the nucleic acid.",
journal = "Journal of The Electrochemical Society",
title = "Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines",
volume = "167",
number = "2",
pages = "025502",
doi = "10.1149/1945-7111/ab68cc"
}
Pešić, M., Bugarinović, J., Minić, A., Bogdanović, G. A., Todosijević, A., Stevanović, D. D.,& Damljanović, I. S.. (2020). Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines. in Journal of The Electrochemical Society, 167(2), 025502.
https://doi.org/10.1149/1945-7111/ab68cc
Pešić M, Bugarinović J, Minić A, Bogdanović GA, Todosijević A, Stevanović DD, Damljanović IS. Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines. in Journal of The Electrochemical Society. 2020;167(2):025502.
doi:10.1149/1945-7111/ab68cc .
Pešić, Marko, Bugarinović, Jovana, Minić, Aleksandra, Bogdanović, Goran A., Todosijević, Anka, Stevanović, Dragana D., Damljanović, Ivan S., "Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines" in Journal of The Electrochemical Society, 167, no. 2 (2020):025502,
https://doi.org/10.1149/1945-7111/ab68cc . .
1
1
1

Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives

Pešić, Marko S.; Bugarinović, Jovana P.; Minić, Aleksandra; Novaković, Slađana B.; Bogdanović, Goran A.; Todosijević, Anka; Stevanović, Dragana D.; Damljanović, Ivan S.

(2020)

TY  - JOUR
AU  - Pešić, Marko S.
AU  - Bugarinović, Jovana P.
AU  - Minić, Aleksandra
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Todosijević, Anka
AU  - Stevanović, Dragana D.
AU  - Damljanović, Ivan S.
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8784
AB  - The synthesis of a series of methyl 2-alkyl-5-aryl-4-ferrocenoylpyrrolidine-2-carboxylates has been achieved by [3 + 2] dipolar cycloaddition of azomethine ylides to acryloylferrocene. The electrochemical properties of novel products were examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). These techniques revealed the quasi-reversible one-electron oxidation process. The DNA-binding capacity of all the products was also studied using CV and DPV, and significant interactions between synthesized compounds and nucleic acid, mostly of the electrostatic type, were disclosed. DFT calculations and molecular docking tests were carried out to gain a more exhaustive insight into the interactions of the obtained products with nucleic acid. A detailed characterization of the new compounds was performed by IR, NMR and elemental analyses, followed by single-crystal X-ray diffraction experiments for two representatives. © 2019 Elsevier B.V.
T2  - Bioelectrochemistry
T1  - Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives
VL  - 132
SP  - 107412
DO  - 10.1016/j.bioelechem.2019.107412
ER  - 
@article{
author = "Pešić, Marko S. and Bugarinović, Jovana P. and Minić, Aleksandra and Novaković, Slađana B. and Bogdanović, Goran A. and Todosijević, Anka and Stevanović, Dragana D. and Damljanović, Ivan S.",
year = "2020",
abstract = "The synthesis of a series of methyl 2-alkyl-5-aryl-4-ferrocenoylpyrrolidine-2-carboxylates has been achieved by [3 + 2] dipolar cycloaddition of azomethine ylides to acryloylferrocene. The electrochemical properties of novel products were examined by cyclic voltammetry (CV) and differential pulse voltammetry (DPV). These techniques revealed the quasi-reversible one-electron oxidation process. The DNA-binding capacity of all the products was also studied using CV and DPV, and significant interactions between synthesized compounds and nucleic acid, mostly of the electrostatic type, were disclosed. DFT calculations and molecular docking tests were carried out to gain a more exhaustive insight into the interactions of the obtained products with nucleic acid. A detailed characterization of the new compounds was performed by IR, NMR and elemental analyses, followed by single-crystal X-ray diffraction experiments for two representatives. © 2019 Elsevier B.V.",
journal = "Bioelectrochemistry",
title = "Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives",
volume = "132",
pages = "107412",
doi = "10.1016/j.bioelechem.2019.107412"
}
Pešić, M. S., Bugarinović, J. P., Minić, A., Novaković, S. B., Bogdanović, G. A., Todosijević, A., Stevanović, D. D.,& Damljanović, I. S.. (2020). Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives. in Bioelectrochemistry, 132, 107412.
https://doi.org/10.1016/j.bioelechem.2019.107412
Pešić MS, Bugarinović JP, Minić A, Novaković SB, Bogdanović GA, Todosijević A, Stevanović DD, Damljanović IS. Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives. in Bioelectrochemistry. 2020;132:107412.
doi:10.1016/j.bioelechem.2019.107412 .
Pešić, Marko S., Bugarinović, Jovana P., Minić, Aleksandra, Novaković, Slađana B., Bogdanović, Goran A., Todosijević, Anka, Stevanović, Dragana D., Damljanović, Ivan S., "Electrochemical characterization and estimation of DNA-binding capacity of a series of novel ferrocene derivatives" in Bioelectrochemistry, 132 (2020):107412,
https://doi.org/10.1016/j.bioelechem.2019.107412 . .
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Pyrazoline derivatives of acryloyl substituted ferrocenyl ketones: Synthesis, antimicrobial activity and structural properties

Burmudžija, Adrijana; Muškinja, Jovana; Ratković, Zoran R.; Kosanić, Marijana; Ranković, Branislav; Novaković, Slađana B.; Bogdanović, Goran A.

(2018)

TY  - JOUR
AU  - Burmudžija, Adrijana
AU  - Muškinja, Jovana
AU  - Ratković, Zoran R.
AU  - Kosanić, Marijana
AU  - Ranković, Branislav
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
PY  - 2018
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1910
AB  - A series of ferrocenyl ketones were synthesized in reaction with ferrocene and corresponding substituted acryloyl chlorides, following previously described procedure. Synthesized products have conjugated enone system, which is suitable for further transformations. In a reaction with hydrazine in acidic medium (acetic acid) new pyrazoline derivatives were obtained. Their antimicrobial properties have been tested. Synthesized pyrazoline derivatives demonstrated expressed in vitro antimicrobial activity towards 12 strains of microorganisms inhibiting all tested bacteria and fungi. The most potent compound in all cases was sorbyl derivative; for bacteria activity was very close to streptomycin, and for fungi in one case the same as ketoconazole. It is established that this compound can be a new, potential antimicrobial agent with minimum inhibitory concentrations from 0.039 to 0.312 mg/mL. One of the starting compounds and two products were crystal substances, suitable for the single crystal X-ray diffraction analysis, which confirmed undoubtedly their structures. (C) 2017 Elsevier B.V. All rights reserved.
T2  - Inorganica Chimica Acta
T1  - Pyrazoline derivatives of acryloyl substituted ferrocenyl ketones: Synthesis, antimicrobial activity and structural properties
VL  - 471
SP  - 570
EP  - 576
DO  - 10.1016/j.ica.2017.11.061
ER  - 
@article{
author = "Burmudžija, Adrijana and Muškinja, Jovana and Ratković, Zoran R. and Kosanić, Marijana and Ranković, Branislav and Novaković, Slađana B. and Bogdanović, Goran A.",
year = "2018",
abstract = "A series of ferrocenyl ketones were synthesized in reaction with ferrocene and corresponding substituted acryloyl chlorides, following previously described procedure. Synthesized products have conjugated enone system, which is suitable for further transformations. In a reaction with hydrazine in acidic medium (acetic acid) new pyrazoline derivatives were obtained. Their antimicrobial properties have been tested. Synthesized pyrazoline derivatives demonstrated expressed in vitro antimicrobial activity towards 12 strains of microorganisms inhibiting all tested bacteria and fungi. The most potent compound in all cases was sorbyl derivative; for bacteria activity was very close to streptomycin, and for fungi in one case the same as ketoconazole. It is established that this compound can be a new, potential antimicrobial agent with minimum inhibitory concentrations from 0.039 to 0.312 mg/mL. One of the starting compounds and two products were crystal substances, suitable for the single crystal X-ray diffraction analysis, which confirmed undoubtedly their structures. (C) 2017 Elsevier B.V. All rights reserved.",
journal = "Inorganica Chimica Acta",
title = "Pyrazoline derivatives of acryloyl substituted ferrocenyl ketones: Synthesis, antimicrobial activity and structural properties",
volume = "471",
pages = "570-576",
doi = "10.1016/j.ica.2017.11.061"
}
Burmudžija, A., Muškinja, J., Ratković, Z. R., Kosanić, M., Ranković, B., Novaković, S. B.,& Bogdanović, G. A.. (2018). Pyrazoline derivatives of acryloyl substituted ferrocenyl ketones: Synthesis, antimicrobial activity and structural properties. in Inorganica Chimica Acta, 471, 570-576.
https://doi.org/10.1016/j.ica.2017.11.061
Burmudžija A, Muškinja J, Ratković ZR, Kosanić M, Ranković B, Novaković SB, Bogdanović GA. Pyrazoline derivatives of acryloyl substituted ferrocenyl ketones: Synthesis, antimicrobial activity and structural properties. in Inorganica Chimica Acta. 2018;471:570-576.
doi:10.1016/j.ica.2017.11.061 .
Burmudžija, Adrijana, Muškinja, Jovana, Ratković, Zoran R., Kosanić, Marijana, Ranković, Branislav, Novaković, Slađana B., Bogdanović, Goran A., "Pyrazoline derivatives of acryloyl substituted ferrocenyl ketones: Synthesis, antimicrobial activity and structural properties" in Inorganica Chimica Acta, 471 (2018):570-576,
https://doi.org/10.1016/j.ica.2017.11.061 . .
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Supporting information for: Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry

Janković, Nenad Ž.; Stefanović, Srđan M.; Petronijević, Jelena; Joksimović, Nenad; Novaković, Slađana B.; Bogdanović, Goran A.; Muškinja, Jovana; Vraneš, Milan; Ratković, Zoran R.; Bugarčić, Zorica M.

(2018)

TY  - DATA
AU  - Janković, Nenad Ž.
AU  - Stefanović, Srđan M.
AU  - Petronijević, Jelena
AU  - Joksimović, Nenad
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Muškinja, Jovana
AU  - Vraneš, Milan
AU  - Ratković, Zoran R.
AU  - Bugarčić, Zorica M.
PY  - 2018
UR  - http://pubs.acs.org/doi/10.1021/acssuschemeng.8b03127
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7886
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7888
AB  - The selective synthesis of 5,6-dihydropyrimidin-4(3H)-one scaffold (precursor of dihydrouracil) was a very difficult synthetic challenge that, so far, has not been achieved. For the first time, in this paper, green, selective and high-yields approach to 40 novel 5,6-dihydropyrimidin-4(3H)-ones (DHPMs) by one-pot reaction of aldehydes, Meldrum's acid and isothioureas under solvent-free conditions, in the presence of water, since an additive is presented. In the majority of cases, introduced methodology gave an unprecedented tautomer-selective fashion toward targeted compounds with excellent tautomeric purity (>99.9%), which reached 100% in few cases. The molecular structure of the five compounds has been determined by X-ray crystallography. In each one of them, very short length for the corresponding N2-C1 bond was noticed, making them especially interesting from a structural standpoint. This experimental fact can imply a highly localized electron π density in this part of each heterocyclic ring. The obtained experimental results, which are determined from NMR and ESI-MS study, indicate that this Biginelli-type reaction smoothly proceeds in a one-pot mode, pointing to the three-step tandem process, proceeding via the Knoevenagel, aza-Michael, and retro-Diels-Alder reactions. The presented strategy also had the following advantages: reduction amount of waste, excellent values of green chemistry metrics (cEF, EcoScale and GCIS), and it is the first eco-friendly strategy toward the DHPMs scaffold. © Copyright 2018 American Chemical Society.
T2  - ACS Sustainable Chemistry and Engineering
T1  - Supporting information for: Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry
VL  - 6
IS  - 10
SP  - 13358
EP  - 13366
DO  - 10.1021/acssuschemeng.8b03127.s006
ER  - 
@misc{
author = "Janković, Nenad Ž. and Stefanović, Srđan M. and Petronijević, Jelena and Joksimović, Nenad and Novaković, Slađana B. and Bogdanović, Goran A. and Muškinja, Jovana and Vraneš, Milan and Ratković, Zoran R. and Bugarčić, Zorica M.",
year = "2018",
abstract = "The selective synthesis of 5,6-dihydropyrimidin-4(3H)-one scaffold (precursor of dihydrouracil) was a very difficult synthetic challenge that, so far, has not been achieved. For the first time, in this paper, green, selective and high-yields approach to 40 novel 5,6-dihydropyrimidin-4(3H)-ones (DHPMs) by one-pot reaction of aldehydes, Meldrum's acid and isothioureas under solvent-free conditions, in the presence of water, since an additive is presented. In the majority of cases, introduced methodology gave an unprecedented tautomer-selective fashion toward targeted compounds with excellent tautomeric purity (>99.9%), which reached 100% in few cases. The molecular structure of the five compounds has been determined by X-ray crystallography. In each one of them, very short length for the corresponding N2-C1 bond was noticed, making them especially interesting from a structural standpoint. This experimental fact can imply a highly localized electron π density in this part of each heterocyclic ring. The obtained experimental results, which are determined from NMR and ESI-MS study, indicate that this Biginelli-type reaction smoothly proceeds in a one-pot mode, pointing to the three-step tandem process, proceeding via the Knoevenagel, aza-Michael, and retro-Diels-Alder reactions. The presented strategy also had the following advantages: reduction amount of waste, excellent values of green chemistry metrics (cEF, EcoScale and GCIS), and it is the first eco-friendly strategy toward the DHPMs scaffold. © Copyright 2018 American Chemical Society.",
journal = "ACS Sustainable Chemistry and Engineering",
title = "Supporting information for: Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry",
volume = "6",
number = "10",
pages = "13358-13366",
doi = "10.1021/acssuschemeng.8b03127.s006"
}
Janković, N. Ž., Stefanović, S. M., Petronijević, J., Joksimović, N., Novaković, S. B., Bogdanović, G. A., Muškinja, J., Vraneš, M., Ratković, Z. R.,& Bugarčić, Z. M.. (2018). Supporting information for: Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry. in ACS Sustainable Chemistry and Engineering, 6(10), 13358-13366.
https://doi.org/10.1021/acssuschemeng.8b03127.s006
Janković NŽ, Stefanović SM, Petronijević J, Joksimović N, Novaković SB, Bogdanović GA, Muškinja J, Vraneš M, Ratković ZR, Bugarčić ZM. Supporting information for: Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry. in ACS Sustainable Chemistry and Engineering. 2018;6(10):13358-13366.
doi:10.1021/acssuschemeng.8b03127.s006 .
Janković, Nenad Ž., Stefanović, Srđan M., Petronijević, Jelena, Joksimović, Nenad, Novaković, Slađana B., Bogdanović, Goran A., Muškinja, Jovana, Vraneš, Milan, Ratković, Zoran R., Bugarčić, Zorica M., "Supporting information for: Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry" in ACS Sustainable Chemistry and Engineering, 6, no. 10 (2018):13358-13366,
https://doi.org/10.1021/acssuschemeng.8b03127.s006 . .
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Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines

Jovanović, Jovana P.; Novaković, Slađana B.; Bogdanović, Goran A.; Minić, Aleksandra; Pejović, Anka; Katanić, Jelena; Mihailović, Vladimir B.; Nastasijević, Branislav J.; Stevanović, Dragana D.; Damljanović, Ivan S.

(2018)

TY  - JOUR
AU  - Jovanović, Jovana P.
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Minić, Aleksandra
AU  - Pejović, Anka
AU  - Katanić, Jelena
AU  - Mihailović, Vladimir B.
AU  - Nastasijević, Branislav J.
AU  - Stevanović, Dragana D.
AU  - Damljanović, Ivan S.
PY  - 2018
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7635
AB  - AlCl3-Catalyzed {[}3 + 2] dipolar cycloaddition of the N,N'-cyclic azomethine imines to the acryloylferrocene enabling access to the series of 5-substituted 6-ferrocenoyl tetrahydropyrazolo {[}1,2-a]pyrazol-1(5H)-ones. This facile methodology shows high substituent tolerance. Furthermore, easy chromatographic separations afford isolation of the pure diastereoisomers. Optimized reaction conditions, spectroscopic and electrochemical characteristics of the reaction products are provided. The X-ray structural analyses of three cycloadducts were done and obtained results were compared with properties of reported N,N'-bicyclic systems those displayed conformational similarity. Antibacterial activities of all products against two Gram-positive and two Gram-negative bacterial strains were evaluated by the experimental methods. (c) 2018 Elsevier B.V. All rights reserved.
T2  - Journal of Organometallic Chemistry
T1  - Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines
VL  - 860
SP  - 85
EP  - 97
DO  - 10.1016/j.jorganchem.2018.02.016
ER  - 
@article{
author = "Jovanović, Jovana P. and Novaković, Slađana B. and Bogdanović, Goran A. and Minić, Aleksandra and Pejović, Anka and Katanić, Jelena and Mihailović, Vladimir B. and Nastasijević, Branislav J. and Stevanović, Dragana D. and Damljanović, Ivan S.",
year = "2018",
abstract = "AlCl3-Catalyzed {[}3 + 2] dipolar cycloaddition of the N,N'-cyclic azomethine imines to the acryloylferrocene enabling access to the series of 5-substituted 6-ferrocenoyl tetrahydropyrazolo {[}1,2-a]pyrazol-1(5H)-ones. This facile methodology shows high substituent tolerance. Furthermore, easy chromatographic separations afford isolation of the pure diastereoisomers. Optimized reaction conditions, spectroscopic and electrochemical characteristics of the reaction products are provided. The X-ray structural analyses of three cycloadducts were done and obtained results were compared with properties of reported N,N'-bicyclic systems those displayed conformational similarity. Antibacterial activities of all products against two Gram-positive and two Gram-negative bacterial strains were evaluated by the experimental methods. (c) 2018 Elsevier B.V. All rights reserved.",
journal = "Journal of Organometallic Chemistry",
title = "Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines",
volume = "860",
pages = "85-97",
doi = "10.1016/j.jorganchem.2018.02.016"
}
Jovanović, J. P., Novaković, S. B., Bogdanović, G. A., Minić, A., Pejović, A., Katanić, J., Mihailović, V. B., Nastasijević, B. J., Stevanović, D. D.,& Damljanović, I. S.. (2018). Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines. in Journal of Organometallic Chemistry, 860, 85-97.
https://doi.org/10.1016/j.jorganchem.2018.02.016
Jovanović JP, Novaković SB, Bogdanović GA, Minić A, Pejović A, Katanić J, Mihailović VB, Nastasijević BJ, Stevanović DD, Damljanović IS. Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines. in Journal of Organometallic Chemistry. 2018;860:85-97.
doi:10.1016/j.jorganchem.2018.02.016 .
Jovanović, Jovana P., Novaković, Slađana B., Bogdanović, Goran A., Minić, Aleksandra, Pejović, Anka, Katanić, Jelena, Mihailović, Vladimir B., Nastasijević, Branislav J., Stevanović, Dragana D., Damljanović, Ivan S., "Acryloylferrocene as a convenient precursor of tetrahydropyrazolopyrazolones: [3+2] cycloaddition with N,N′ -Cyclic azomethine imines" in Journal of Organometallic Chemistry, 860 (2018):85-97,
https://doi.org/10.1016/j.jorganchem.2018.02.016 . .
9
7
9

Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity

Bugarinović, Jovana P.; Pešić, Marko S.; Minić, Aleksandra; Katanić, Jelena; Ilić-Komatina, Danijela; Pejović, Anka; Mihailović, Vladimir B.; Stevanović, Dragana D.; Nastasijević, Branislav J.; Damljanović, Ivan S.

(2018)

TY  - JOUR
AU  - Bugarinović, Jovana P.
AU  - Pešić, Marko S.
AU  - Minić, Aleksandra
AU  - Katanić, Jelena
AU  - Ilić-Komatina, Danijela
AU  - Pejović, Anka
AU  - Mihailović, Vladimir B.
AU  - Stevanović, Dragana D.
AU  - Nastasijević, Branislav J.
AU  - Damljanović, Ivan S.
PY  - 2018
UR  - https://linkinghub.elsevier.com/retrieve/pii/S0162013418302472
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7890
AB  - A series of ferrocenes which contain dinitrogen-fused pyrazolidinone ring were synthesized from acryloylferrocene (4) and N,N′‑cyclic azomethine imines (3). Novel 5‑aryl‑6‑ferrocenoyltetrahydropyrazolo[1,2‑a]pyrazol‑1(5H)-ones were obtained as mixtures of two diastereoisomers (trans and cis) which were separated and isolated as pure substances. Ortho-substituted N,N′‑cyclic azomethine imines 5-oxo-2-(2,4,6-trimethylbenzylidene)pyrazolidin-2-ium-1-ide (3e) and 2-(2-methoxybenzylidene)-5-oxopyrazolidin-2-ium-1-ide (3f) reacted stereoselectively affording only trans-6-ferrocenoyl-5-mesityltetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (5e) and 6-ferrocenoyl-5-(2-methoxyphenyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (5f). Ferrocenyl derivatives were screened for in vitro antioxidant and antifungal activities and excellent DPPH and ABTS radicals scavenging activity was observed with majority of tested 5‑aryl‑6‑ferrocenoyltetrahydropyrazolo[1,2‑a]pyrazol‑1(5H)-ones. Several tested compounds showed selective scavenging properties neutralizing ABTS•+ radical cations in contrast to inactivity toward DPPH[rad] radicals. Trans-5-aryl-6-ferrocenoyltetrahydropyrazolo[1,2-a]pyrazol-1(5H)-ones 5b, 5c, 5d, 5j as well as cis-6-ferrocenoyl-5-(p-tolyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6d) displayed fungal growth inhibition at low concentration against C. albicans and/or A. brasiliensis. Molecular docking studies revealed that the cis-6-ferrocenoyl-5-(4-nitrophenyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6l) and cis-6-ferrocenoyl-5-(naphthalen-2-yl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6n) have potential to become lead molecules in drug discovery process. © 2018 Elsevier Inc.
T2  - Journal of Inorganic Biochemistry
T1  - Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity
VL  - 189
SP  - 134
EP  - 142
DO  - 10.1016/j.jinorgbio.2018.09.015
ER  - 
@article{
author = "Bugarinović, Jovana P. and Pešić, Marko S. and Minić, Aleksandra and Katanić, Jelena and Ilić-Komatina, Danijela and Pejović, Anka and Mihailović, Vladimir B. and Stevanović, Dragana D. and Nastasijević, Branislav J. and Damljanović, Ivan S.",
year = "2018",
abstract = "A series of ferrocenes which contain dinitrogen-fused pyrazolidinone ring were synthesized from acryloylferrocene (4) and N,N′‑cyclic azomethine imines (3). Novel 5‑aryl‑6‑ferrocenoyltetrahydropyrazolo[1,2‑a]pyrazol‑1(5H)-ones were obtained as mixtures of two diastereoisomers (trans and cis) which were separated and isolated as pure substances. Ortho-substituted N,N′‑cyclic azomethine imines 5-oxo-2-(2,4,6-trimethylbenzylidene)pyrazolidin-2-ium-1-ide (3e) and 2-(2-methoxybenzylidene)-5-oxopyrazolidin-2-ium-1-ide (3f) reacted stereoselectively affording only trans-6-ferrocenoyl-5-mesityltetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (5e) and 6-ferrocenoyl-5-(2-methoxyphenyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (5f). Ferrocenyl derivatives were screened for in vitro antioxidant and antifungal activities and excellent DPPH and ABTS radicals scavenging activity was observed with majority of tested 5‑aryl‑6‑ferrocenoyltetrahydropyrazolo[1,2‑a]pyrazol‑1(5H)-ones. Several tested compounds showed selective scavenging properties neutralizing ABTS•+ radical cations in contrast to inactivity toward DPPH[rad] radicals. Trans-5-aryl-6-ferrocenoyltetrahydropyrazolo[1,2-a]pyrazol-1(5H)-ones 5b, 5c, 5d, 5j as well as cis-6-ferrocenoyl-5-(p-tolyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6d) displayed fungal growth inhibition at low concentration against C. albicans and/or A. brasiliensis. Molecular docking studies revealed that the cis-6-ferrocenoyl-5-(4-nitrophenyl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6l) and cis-6-ferrocenoyl-5-(naphthalen-2-yl)tetrahydropyrazolo[1,2-a]pyrazol-1(5H)-one (6n) have potential to become lead molecules in drug discovery process. © 2018 Elsevier Inc.",
journal = "Journal of Inorganic Biochemistry",
title = "Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity",
volume = "189",
pages = "134-142",
doi = "10.1016/j.jinorgbio.2018.09.015"
}
Bugarinović, J. P., Pešić, M. S., Minić, A., Katanić, J., Ilić-Komatina, D., Pejović, A., Mihailović, V. B., Stevanović, D. D., Nastasijević, B. J.,& Damljanović, I. S.. (2018). Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity. in Journal of Inorganic Biochemistry, 189, 134-142.
https://doi.org/10.1016/j.jinorgbio.2018.09.015
Bugarinović JP, Pešić MS, Minić A, Katanić J, Ilić-Komatina D, Pejović A, Mihailović VB, Stevanović DD, Nastasijević BJ, Damljanović IS. Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity. in Journal of Inorganic Biochemistry. 2018;189:134-142.
doi:10.1016/j.jinorgbio.2018.09.015 .
Bugarinović, Jovana P., Pešić, Marko S., Minić, Aleksandra, Katanić, Jelena, Ilić-Komatina, Danijela, Pejović, Anka, Mihailović, Vladimir B., Stevanović, Dragana D., Nastasijević, Branislav J., Damljanović, Ivan S., "Ferrocene-containing tetrahydropyrazolopyrazolones: Antioxidant and antimicrobial activity" in Journal of Inorganic Biochemistry, 189 (2018):134-142,
https://doi.org/10.1016/j.jinorgbio.2018.09.015 . .
25
14
21

Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones

Pejović, Anka; Minić, Aleksandra; Jovanović, Jovana P.; Pešić, Marko S.; Ilić-Komatina, Danijela; Damljanović, Ivan S.; Stevanović, Dragana D.; Mihailović, Vladimir B.; Katanić, Jelena; Bogdanović, Goran A.

(2018)

TY  - JOUR
AU  - Pejović, Anka
AU  - Minić, Aleksandra
AU  - Jovanović, Jovana P.
AU  - Pešić, Marko S.
AU  - Ilić-Komatina, Danijela
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
AU  - Mihailović, Vladimir B.
AU  - Katanić, Jelena
AU  - Bogdanović, Goran A.
PY  - 2018
UR  - http://linkinghub.elsevier.com/retrieve/pii/S0022328X18303796
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7701
AB  - Synthesis of twenty novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones has been achieved in good to excellent yields by the Knoevenagel condensation of 2-ferrocenyl-1,3-thiazolidin-4-ones with aromatic aldehydes. The reaction was performed by refluxing the mixture of reactants and potassium tert-butoxide in dioxane overnight. All new compounds were characterized by the IR and NMR spectral data, and their electrochemical properties were investigated using the cyclic voltammetry. The X-ray crystal structure of one of the representative thiazolidin-4(1H)-ones is also presented. All obtained products were evaluated for their in vitro antioxidant, antibacterial and antifungal activity.
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones
VL  - 869
SP  - 1
EP  - 10
DO  - 10.1016/j.jorganchem.2018.05.014
ER  - 
@article{
author = "Pejović, Anka and Minić, Aleksandra and Jovanović, Jovana P. and Pešić, Marko S. and Ilić-Komatina, Danijela and Damljanović, Ivan S. and Stevanović, Dragana D. and Mihailović, Vladimir B. and Katanić, Jelena and Bogdanović, Goran A.",
year = "2018",
abstract = "Synthesis of twenty novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones has been achieved in good to excellent yields by the Knoevenagel condensation of 2-ferrocenyl-1,3-thiazolidin-4-ones with aromatic aldehydes. The reaction was performed by refluxing the mixture of reactants and potassium tert-butoxide in dioxane overnight. All new compounds were characterized by the IR and NMR spectral data, and their electrochemical properties were investigated using the cyclic voltammetry. The X-ray crystal structure of one of the representative thiazolidin-4(1H)-ones is also presented. All obtained products were evaluated for their in vitro antioxidant, antibacterial and antifungal activity.",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones",
volume = "869",
pages = "1-10",
doi = "10.1016/j.jorganchem.2018.05.014"
}
Pejović, A., Minić, A., Jovanović, J. P., Pešić, M. S., Ilić-Komatina, D., Damljanović, I. S., Stevanović, D. D., Mihailović, V. B., Katanić, J.,& Bogdanović, G. A.. (2018). Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones. in Journal of Organometallic Chemistry, 869, 1-10.
https://doi.org/10.1016/j.jorganchem.2018.05.014
Pejović A, Minić A, Jovanović JP, Pešić MS, Ilić-Komatina D, Damljanović IS, Stevanović DD, Mihailović VB, Katanić J, Bogdanović GA. Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones. in Journal of Organometallic Chemistry. 2018;869:1-10.
doi:10.1016/j.jorganchem.2018.05.014 .
Pejović, Anka, Minić, Aleksandra, Jovanović, Jovana P., Pešić, Marko S., Ilić-Komatina, Danijela, Damljanović, Ivan S., Stevanović, Dragana D., Mihailović, Vladimir B., Katanić, Jelena, Bogdanović, Goran A., "Synthesis, characterization, antioxidant and antimicrobial activity of novel 5-arylidene-2-ferrocenyl-1,3-thiazolidin-4-ones" in Journal of Organometallic Chemistry, 869 (2018):1-10,
https://doi.org/10.1016/j.jorganchem.2018.05.014 . .
19
11
16

Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group

(2018)

TY  - JOUR
PY  - 2018
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7583
AB  - Twenty-two novel 1,3-ketourea derivatives bearing ferrocene moiety were synthesized in good-to-excellent yields (up to 99%) via simple and efficient protocol. This solvent- and catalyst-free synthesis was achieved by additions of different ferrocene-containing Mannich bases - 3-(arylamino)-1-ferrocenyl-propan-1-ones to phenyl isocyanate promoted only by ultrasound irradiations at ambient temperature. All synthesized 1-aryl-3-phenyl-1-(3-ferrocenyl-3-oxopropyl)ureas were characterized by standard spectral data (H-1 NMR, C-13 NMR and IR), and their electrochemical behavior were investigated by cyclic voltammetry. Detailed single-crystal X-ray diffraction analysis of three representative ferrocene-containing 1,3-ketoureas, among which one crystallized with two independent molecules in an asymmetric unit, were done. (C) 2017 Elsevier Ltd. All rights reserved.
T2  - Polyhedron
T1  - Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group
VL  - 141
SP  - 343
EP  - 351
DO  - 10.1016/j.poly.2017.12.018
ER  - 
@article{
year = "2018",
abstract = "Twenty-two novel 1,3-ketourea derivatives bearing ferrocene moiety were synthesized in good-to-excellent yields (up to 99%) via simple and efficient protocol. This solvent- and catalyst-free synthesis was achieved by additions of different ferrocene-containing Mannich bases - 3-(arylamino)-1-ferrocenyl-propan-1-ones to phenyl isocyanate promoted only by ultrasound irradiations at ambient temperature. All synthesized 1-aryl-3-phenyl-1-(3-ferrocenyl-3-oxopropyl)ureas were characterized by standard spectral data (H-1 NMR, C-13 NMR and IR), and their electrochemical behavior were investigated by cyclic voltammetry. Detailed single-crystal X-ray diffraction analysis of three representative ferrocene-containing 1,3-ketoureas, among which one crystallized with two independent molecules in an asymmetric unit, were done. (C) 2017 Elsevier Ltd. All rights reserved.",
journal = "Polyhedron",
title = "Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group",
volume = "141",
pages = "343-351",
doi = "10.1016/j.poly.2017.12.018"
}
(2018). Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group. in Polyhedron, 141, 343-351.
https://doi.org/10.1016/j.poly.2017.12.018
Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group. in Polyhedron. 2018;141:343-351.
doi:10.1016/j.poly.2017.12.018 .
"Synthesis, structural and electrochemical characterization of novel 1,3-ketoureas bearing a ferrocenyl group" in Polyhedron, 141 (2018):343-351,
https://doi.org/10.1016/j.poly.2017.12.018 . .
1
5
3
4

Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation

Minić, Aleksandra; Bugarinović, Jovana P.; Pejović, Anka; Ilić-Komatina, Danijela; Bogdanović, Goran A.; Damljanović, Ivan S.; Stevanović, Dragana D.

(2018)

TY  - JOUR
AU  - Minić, Aleksandra
AU  - Bugarinović, Jovana P.
AU  - Pejović, Anka
AU  - Ilić-Komatina, Danijela
AU  - Bogdanović, Goran A.
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
PY  - 2018
UR  - https://linkinghub.elsevier.com/retrieve/pii/S0040403918310189
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7845
AB  - A simple one-pot synthesis of new ferrocene-containing 1,3-thiazinan-2-imines from 3-arylamino-1-ferrocenylpropan-1-ols and phenyl isothiocyanate has been developed. The key intermediate β-hydroxy thioureas were generated in situ using ultrasound irradiation and subsequent cyclization was achieved by the addition of acetic acid. The scope of the reaction towards various 3-arylamino-1-ferrocenylpropan-1-ols has been explored and the corresponding 3-aryl-6-ferrocenyl-N-phenyl-1,3-thiazinan-2-imines were obtained in moderate to high yields (52–90%).
T2  - Tetrahedron Letters
T1  - Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation
VL  - 59
IS  - 38
SP  - 3499
EP  - 3502
DO  - 10.1016/j.tetlet.2018.08.029
ER  - 
@article{
author = "Minić, Aleksandra and Bugarinović, Jovana P. and Pejović, Anka and Ilić-Komatina, Danijela and Bogdanović, Goran A. and Damljanović, Ivan S. and Stevanović, Dragana D.",
year = "2018",
abstract = "A simple one-pot synthesis of new ferrocene-containing 1,3-thiazinan-2-imines from 3-arylamino-1-ferrocenylpropan-1-ols and phenyl isothiocyanate has been developed. The key intermediate β-hydroxy thioureas were generated in situ using ultrasound irradiation and subsequent cyclization was achieved by the addition of acetic acid. The scope of the reaction towards various 3-arylamino-1-ferrocenylpropan-1-ols has been explored and the corresponding 3-aryl-6-ferrocenyl-N-phenyl-1,3-thiazinan-2-imines were obtained in moderate to high yields (52–90%).",
journal = "Tetrahedron Letters",
title = "Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation",
volume = "59",
number = "38",
pages = "3499-3502",
doi = "10.1016/j.tetlet.2018.08.029"
}
Minić, A., Bugarinović, J. P., Pejović, A., Ilić-Komatina, D., Bogdanović, G. A., Damljanović, I. S.,& Stevanović, D. D.. (2018). Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation. in Tetrahedron Letters, 59(38), 3499-3502.
https://doi.org/10.1016/j.tetlet.2018.08.029
Minić A, Bugarinović JP, Pejović A, Ilić-Komatina D, Bogdanović GA, Damljanović IS, Stevanović DD. Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation. in Tetrahedron Letters. 2018;59(38):3499-3502.
doi:10.1016/j.tetlet.2018.08.029 .
Minić, Aleksandra, Bugarinović, Jovana P., Pejović, Anka, Ilić-Komatina, Danijela, Bogdanović, Goran A., Damljanović, Ivan S., Stevanović, Dragana D., "Synthesis of novel ferrocene-containing 1,3-thiazinan-2-imines: One-pot reaction promoted by ultrasound irradiation" in Tetrahedron Letters, 59, no. 38 (2018):3499-3502,
https://doi.org/10.1016/j.tetlet.2018.08.029 . .
13
7
10

Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones

Pejović, Anka; Minić, Aleksandra; Bugarinović, Jovana P.; Pešić, Marko S.; Damljanović, Ivan S.; Stevanović, Dragana D.; Mihailović, Vladimir B.; Katanić, Jelena; Bogdanović, Goran A.

(2018)

TY  - JOUR
AU  - Pejović, Anka
AU  - Minić, Aleksandra
AU  - Bugarinović, Jovana P.
AU  - Pešić, Marko S.
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
AU  - Mihailović, Vladimir B.
AU  - Katanić, Jelena
AU  - Bogdanović, Goran A.
PY  - 2018
UR  - https://linkinghub.elsevier.com/retrieve/pii/S0277538718305394
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7884
AB  - A new series of ferrocene-containing thiazolylpyrazoles – 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones have been synthesized using convenient one-pot three component condensation. Twelve newly synthesized compounds were fully characterized by spectroscopic (IR and NMR) and electrochemical methods (cyclic voltammetry). Single crystal X-ray structure analysis were undertaken on two compounds. The twelve novel ferrocene derivatives were also evaluated for antimicrobial activity. The results showed moderate antimicrobial activity of synthesized compounds with better effect on Candida albicans and Gram-negative bacteria than Gram-positive bacterial strains. © 2018 Elsevier Ltd
T2  - Polyhedron
T1  - Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones
VL  - 155
SP  - 382
EP  - 389
DO  - 10.1016/j.poly.2018.08.071
ER  - 
@article{
author = "Pejović, Anka and Minić, Aleksandra and Bugarinović, Jovana P. and Pešić, Marko S. and Damljanović, Ivan S. and Stevanović, Dragana D. and Mihailović, Vladimir B. and Katanić, Jelena and Bogdanović, Goran A.",
year = "2018",
abstract = "A new series of ferrocene-containing thiazolylpyrazoles – 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones have been synthesized using convenient one-pot three component condensation. Twelve newly synthesized compounds were fully characterized by spectroscopic (IR and NMR) and electrochemical methods (cyclic voltammetry). Single crystal X-ray structure analysis were undertaken on two compounds. The twelve novel ferrocene derivatives were also evaluated for antimicrobial activity. The results showed moderate antimicrobial activity of synthesized compounds with better effect on Candida albicans and Gram-negative bacteria than Gram-positive bacterial strains. © 2018 Elsevier Ltd",
journal = "Polyhedron",
title = "Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones",
volume = "155",
pages = "382-389",
doi = "10.1016/j.poly.2018.08.071"
}
Pejović, A., Minić, A., Bugarinović, J. P., Pešić, M. S., Damljanović, I. S., Stevanović, D. D., Mihailović, V. B., Katanić, J.,& Bogdanović, G. A.. (2018). Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones. in Polyhedron, 155, 382-389.
https://doi.org/10.1016/j.poly.2018.08.071
Pejović A, Minić A, Bugarinović JP, Pešić MS, Damljanović IS, Stevanović DD, Mihailović VB, Katanić J, Bogdanović GA. Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones. in Polyhedron. 2018;155:382-389.
doi:10.1016/j.poly.2018.08.071 .
Pejović, Anka, Minić, Aleksandra, Bugarinović, Jovana P., Pešić, Marko S., Damljanović, Ivan S., Stevanović, Dragana D., Mihailović, Vladimir B., Katanić, Jelena, Bogdanović, Goran A., "Synthesis, characterization and antimicrobial activity of novel 3-ferrocenyl-2-pyrazolyl-1,3-thiazolidin-4-ones" in Polyhedron, 155 (2018):382-389,
https://doi.org/10.1016/j.poly.2018.08.071 . .
1
15
12
15

Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry

Janković, Nenad Ž.; Stefanović, Srđan M.; Petronijević, Jelena; Joksimović, Nenad; Novaković, Slađana B.; Bogdanović, Goran A.; Muškinja, Jovana; Vraneš, Milan; Ratković, Zoran R.; Bugarčić, Zorica M.

(2018)

TY  - JOUR
AU  - Janković, Nenad Ž.
AU  - Stefanović, Srđan M.
AU  - Petronijević, Jelena
AU  - Joksimović, Nenad
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Muškinja, Jovana
AU  - Vraneš, Milan
AU  - Ratković, Zoran R.
AU  - Bugarčić, Zorica M.
PY  - 2018
UR  - http://pubs.acs.org/doi/10.1021/acssuschemeng.8b03127
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7886
AB  - The selective synthesis of 5,6-dihydropyrimidin-4(3H)-one scaffold (precursor of dihydrouracil) was a very difficult synthetic challenge that, so far, has not been achieved. For the first time, in this paper, green, selective and high-yields approach to 40 novel 5,6-dihydropyrimidin-4(3H)-ones (DHPMs) by one-pot reaction of aldehydes, Meldrum's acid and isothioureas under solvent-free conditions, in the presence of water, since an additive is presented. In the majority of cases, introduced methodology gave an unprecedented tautomer-selective fashion toward targeted compounds with excellent tautomeric purity (>99.9%), which reached 100% in few cases. The molecular structure of the five compounds has been determined by X-ray crystallography. In each one of them, very short length for the corresponding N2-C1 bond was noticed, making them especially interesting from a structural standpoint. This experimental fact can imply a highly localized electron π density in this part of each heterocyclic ring. The obtained experimental results, which are determined from NMR and ESI-MS study, indicate that this Biginelli-type reaction smoothly proceeds in a one-pot mode, pointing to the three-step tandem process, proceeding via the Knoevenagel, aza-Michael, and retro-Diels-Alder reactions. The presented strategy also had the following advantages: reduction amount of waste, excellent values of green chemistry metrics (cEF, EcoScale and GCIS), and it is the first eco-friendly strategy toward the DHPMs scaffold. © Copyright 2018 American Chemical Society.
T2  - ACS Sustainable Chemistry and Engineering
T1  - Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry
VL  - 6
IS  - 10
SP  - 13358
EP  - 13366
DO  - 10.1021/acssuschemeng.8b03127
ER  - 
@article{
author = "Janković, Nenad Ž. and Stefanović, Srđan M. and Petronijević, Jelena and Joksimović, Nenad and Novaković, Slađana B. and Bogdanović, Goran A. and Muškinja, Jovana and Vraneš, Milan and Ratković, Zoran R. and Bugarčić, Zorica M.",
year = "2018",
abstract = "The selective synthesis of 5,6-dihydropyrimidin-4(3H)-one scaffold (precursor of dihydrouracil) was a very difficult synthetic challenge that, so far, has not been achieved. For the first time, in this paper, green, selective and high-yields approach to 40 novel 5,6-dihydropyrimidin-4(3H)-ones (DHPMs) by one-pot reaction of aldehydes, Meldrum's acid and isothioureas under solvent-free conditions, in the presence of water, since an additive is presented. In the majority of cases, introduced methodology gave an unprecedented tautomer-selective fashion toward targeted compounds with excellent tautomeric purity (>99.9%), which reached 100% in few cases. The molecular structure of the five compounds has been determined by X-ray crystallography. In each one of them, very short length for the corresponding N2-C1 bond was noticed, making them especially interesting from a structural standpoint. This experimental fact can imply a highly localized electron π density in this part of each heterocyclic ring. The obtained experimental results, which are determined from NMR and ESI-MS study, indicate that this Biginelli-type reaction smoothly proceeds in a one-pot mode, pointing to the three-step tandem process, proceeding via the Knoevenagel, aza-Michael, and retro-Diels-Alder reactions. The presented strategy also had the following advantages: reduction amount of waste, excellent values of green chemistry metrics (cEF, EcoScale and GCIS), and it is the first eco-friendly strategy toward the DHPMs scaffold. © Copyright 2018 American Chemical Society.",
journal = "ACS Sustainable Chemistry and Engineering",
title = "Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry",
volume = "6",
number = "10",
pages = "13358-13366",
doi = "10.1021/acssuschemeng.8b03127"
}
Janković, N. Ž., Stefanović, S. M., Petronijević, J., Joksimović, N., Novaković, S. B., Bogdanović, G. A., Muškinja, J., Vraneš, M., Ratković, Z. R.,& Bugarčić, Z. M.. (2018). Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry. in ACS Sustainable Chemistry and Engineering, 6(10), 13358-13366.
https://doi.org/10.1021/acssuschemeng.8b03127
Janković NŽ, Stefanović SM, Petronijević J, Joksimović N, Novaković SB, Bogdanović GA, Muškinja J, Vraneš M, Ratković ZR, Bugarčić ZM. Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry. in ACS Sustainable Chemistry and Engineering. 2018;6(10):13358-13366.
doi:10.1021/acssuschemeng.8b03127 .
Janković, Nenad Ž., Stefanović, Srđan M., Petronijević, Jelena, Joksimović, Nenad, Novaković, Slađana B., Bogdanović, Goran A., Muškinja, Jovana, Vraneš, Milan, Ratković, Zoran R., Bugarčić, Zorica M., "Water-Tuned Tautomer-Selective Tandem Synthesis of the 5,6-Dihydropyrimidin-4(3 H )-ones, Driven under the Umbrella of Sustainable Chemistry" in ACS Sustainable Chemistry and Engineering, 6, no. 10 (2018):13358-13366,
https://doi.org/10.1021/acssuschemeng.8b03127 . .
16
6
11

DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid

Tomović, Dušan Lj.; Bukonjić, Andriana M.; Jevtić, Verica V.; Ratković, Zoran R.; Bogojeski, Jovana V.; Đeković, Ana; Radojevic, Ivana D.; Čomić, Ljiljana R.; Novaković, Slađana B.; Bogdanović, Goran A.; Trifunović, Srećko R.; Radić, Gordana P.; Cupara, Snežana

(2018)

TY  - JOUR
AU  - Tomović, Dušan Lj.
AU  - Bukonjić, Andriana M.
AU  - Jevtić, Verica V.
AU  - Ratković, Zoran R.
AU  - Bogojeski, Jovana V.
AU  - Đeković, Ana
AU  - Radojevic, Ivana D.
AU  - Čomić, Ljiljana R.
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Trifunović, Srećko R.
AU  - Radić, Gordana P.
AU  - Cupara, Snežana
PY  - 2018
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1954
AB  - The biological activities of two binuclear copper(II) complexes containing S-alkenyl derivatives of thiosalicylic acid are reported [alkenyl = propenyl (L1), isobutenyl (L2)]. The structure of the complex with the S-isobutenyl derivative (C2) was confirmed by single-crystal X-ray structure analysis, which revealed that the structure consists of centrosymmetric, dinuclear complex molecules [Cu-2(S-i-butenyl-thiosal)(4)(DMSO)(2)] containing two Cu(II) centers bridged by four S-isobutyl-thiosalicylate ligands in a paddle-wheel type structure. The Cu(II) atom is situated in a distorted square-pyramidal environment formed by carboxylate oxygen atoms in the basal plane and a DMSO ligand in the axial position. The reactivities of the complexes toward guanosine-5-monophosphate (5-GMP) were investigated. Complex C2 ([Cu-2(S-i-butenyl-thiosal)(4)(H2O)(2)]) reacted more rapidly with 5-GMP than complex C1. The interactions of complexes C1 and C2 with calf thymus DNA (CT-DNA) were examined by absorption (UV-Vis) and emission spectral studies (ethidium bromide displacement studies), revealing good DNA interaction abilities. The antimicrobial activities of the free ligands and their complexes were tested by microdilution method, and both minimal inhibitory and microbicidal concentrations were determined. All the tested substances demonstrated selective and moderate antibacterial activity on gram-positive bacteria, but low antibacterial activity on gram-negative bacteria. Also, the tested substances demonstrated low antifungal activity.
T2  - Transition Metal Chemistry
T1  - DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid
VL  - 43
IS  - 2
SP  - 137
EP  - 148
DO  - 10.1007/s11243-018-0201-0
ER  - 
@article{
author = "Tomović, Dušan Lj. and Bukonjić, Andriana M. and Jevtić, Verica V. and Ratković, Zoran R. and Bogojeski, Jovana V. and Đeković, Ana and Radojevic, Ivana D. and Čomić, Ljiljana R. and Novaković, Slađana B. and Bogdanović, Goran A. and Trifunović, Srećko R. and Radić, Gordana P. and Cupara, Snežana",
year = "2018",
abstract = "The biological activities of two binuclear copper(II) complexes containing S-alkenyl derivatives of thiosalicylic acid are reported [alkenyl = propenyl (L1), isobutenyl (L2)]. The structure of the complex with the S-isobutenyl derivative (C2) was confirmed by single-crystal X-ray structure analysis, which revealed that the structure consists of centrosymmetric, dinuclear complex molecules [Cu-2(S-i-butenyl-thiosal)(4)(DMSO)(2)] containing two Cu(II) centers bridged by four S-isobutyl-thiosalicylate ligands in a paddle-wheel type structure. The Cu(II) atom is situated in a distorted square-pyramidal environment formed by carboxylate oxygen atoms in the basal plane and a DMSO ligand in the axial position. The reactivities of the complexes toward guanosine-5-monophosphate (5-GMP) were investigated. Complex C2 ([Cu-2(S-i-butenyl-thiosal)(4)(H2O)(2)]) reacted more rapidly with 5-GMP than complex C1. The interactions of complexes C1 and C2 with calf thymus DNA (CT-DNA) were examined by absorption (UV-Vis) and emission spectral studies (ethidium bromide displacement studies), revealing good DNA interaction abilities. The antimicrobial activities of the free ligands and their complexes were tested by microdilution method, and both minimal inhibitory and microbicidal concentrations were determined. All the tested substances demonstrated selective and moderate antibacterial activity on gram-positive bacteria, but low antibacterial activity on gram-negative bacteria. Also, the tested substances demonstrated low antifungal activity.",
journal = "Transition Metal Chemistry",
title = "DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid",
volume = "43",
number = "2",
pages = "137-148",
doi = "10.1007/s11243-018-0201-0"
}
Tomović, D. Lj., Bukonjić, A. M., Jevtić, V. V., Ratković, Z. R., Bogojeski, J. V., Đeković, A., Radojevic, I. D., Čomić, L. R., Novaković, S. B., Bogdanović, G. A., Trifunović, S. R., Radić, G. P.,& Cupara, S.. (2018). DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid. in Transition Metal Chemistry, 43(2), 137-148.
https://doi.org/10.1007/s11243-018-0201-0
Tomović DL, Bukonjić AM, Jevtić VV, Ratković ZR, Bogojeski JV, Đeković A, Radojevic ID, Čomić LR, Novaković SB, Bogdanović GA, Trifunović SR, Radić GP, Cupara S. DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid. in Transition Metal Chemistry. 2018;43(2):137-148.
doi:10.1007/s11243-018-0201-0 .
Tomović, Dušan Lj., Bukonjić, Andriana M., Jevtić, Verica V., Ratković, Zoran R., Bogojeski, Jovana V., Đeković, Ana, Radojevic, Ivana D., Čomić, Ljiljana R., Novaković, Slađana B., Bogdanović, Goran A., Trifunović, Srećko R., Radić, Gordana P., Cupara, Snežana, "DNA binding, antibacterial and antifungal activities of copper(II) complexes with some S-alkenyl derivatives of thiosalicylic acid" in Transition Metal Chemistry, 43, no. 2 (2018):137-148,
https://doi.org/10.1007/s11243-018-0201-0 . .
7
3
7

Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity

Milutinović, Milan M.; Čanović, Petar P.; Stevanović, Dragana D.; Masnikosa, Romana; Vraneš, Milan; Tot, Aleksandar; Zarić, Milan M.; Marković-Simović, Bojana; Misirkić-Marjanović, Maja; Vučićević, Ljubica; Savić, Maja; Jakovljević, Vladimir Lj.; Trajković, Vladimir S.; Volarević, Vladislav; Kanjevac, Tatjana; Rilak Simović, Ana

(2018)

TY  - JOUR
AU  - Milutinović, Milan M.
AU  - Čanović, Petar P.
AU  - Stevanović, Dragana D.
AU  - Masnikosa, Romana
AU  - Vraneš, Milan
AU  - Tot, Aleksandar
AU  - Zarić, Milan M.
AU  - Marković-Simović, Bojana
AU  - Misirkić-Marjanović, Maja
AU  - Vučićević, Ljubica
AU  - Savić, Maja
AU  - Jakovljević, Vladimir Lj.
AU  - Trajković, Vladimir S.
AU  - Volarević, Vladislav
AU  - Kanjevac, Tatjana
AU  - Rilak Simović, Ana
PY  - 2018
UR  - http://pubs.acs.org/doi/10.1021/acs.organomet.8b00604
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/7967
AB  - The two new heterometallic Ru(II)-tpy/ferrocene complexes [Ru(tpy)Cl2(mtefc)] (1) and [Ru(tpy)Cl2(mtpfc)] (2) (where tpy = 2,2′:6′,2′′-terpyridine, mtefc = (2-(methylthio)ethyl)ferrocene, and mtpfc = (3-(methylthio)propyl)ferrocene) have been synthesized and then characterized through elemental analysis, followed by various spectroscopic (IR, UV-vis, 1D and 2D NMR) and mass spectrometric techniques (MALDI TOF and ESI Q-TOF MS). UV-vis and fluorescence spectroscopy and viscometry were employed to study the interactions of the complexes 1 and 2 with calf thymus DNA. Both 1 and 2 expelled ethidium bromide (EB) from the EB/DNA complex (Ksv = (1.5-1.8) × 104 M-1), which suggested that the complexes intercalated into the double helix of DNA. Both complexes strongly quenched the fluorescence of tryptophan residues in serum albumin through both static and dynamic quenching. Molecular docking confirmed the intercalative mode of complex interaction with DNA. The docking results implied that 1 and 2 interacted with hydrophobic residues of albumin, particularly with those lying in the proximity of Tyr 160. We here demonstrate the high cytotoxic potential of complexes 1 and 2 against the breast cancer cells that originated either from humans (MDA-MB-231) or from mice (4T1), with apoptosis being the main mechanism of complex-induced cell death. It is worth noting that both complexes promoted activation of innate and acquired antitumor immunity, which contributed to the reduced growth and progression of mammary carcinoma in vivo. Copyright © 2018 American Chemical Society.
T2  - Organometallics
T1  - Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity
VL  - 37
IS  - 22
SP  - 4250
EP  - 4266
DO  - 10.1021/acs.organomet.8b00604
ER  - 
@article{
author = "Milutinović, Milan M. and Čanović, Petar P. and Stevanović, Dragana D. and Masnikosa, Romana and Vraneš, Milan and Tot, Aleksandar and Zarić, Milan M. and Marković-Simović, Bojana and Misirkić-Marjanović, Maja and Vučićević, Ljubica and Savić, Maja and Jakovljević, Vladimir Lj. and Trajković, Vladimir S. and Volarević, Vladislav and Kanjevac, Tatjana and Rilak Simović, Ana",
year = "2018",
abstract = "The two new heterometallic Ru(II)-tpy/ferrocene complexes [Ru(tpy)Cl2(mtefc)] (1) and [Ru(tpy)Cl2(mtpfc)] (2) (where tpy = 2,2′:6′,2′′-terpyridine, mtefc = (2-(methylthio)ethyl)ferrocene, and mtpfc = (3-(methylthio)propyl)ferrocene) have been synthesized and then characterized through elemental analysis, followed by various spectroscopic (IR, UV-vis, 1D and 2D NMR) and mass spectrometric techniques (MALDI TOF and ESI Q-TOF MS). UV-vis and fluorescence spectroscopy and viscometry were employed to study the interactions of the complexes 1 and 2 with calf thymus DNA. Both 1 and 2 expelled ethidium bromide (EB) from the EB/DNA complex (Ksv = (1.5-1.8) × 104 M-1), which suggested that the complexes intercalated into the double helix of DNA. Both complexes strongly quenched the fluorescence of tryptophan residues in serum albumin through both static and dynamic quenching. Molecular docking confirmed the intercalative mode of complex interaction with DNA. The docking results implied that 1 and 2 interacted with hydrophobic residues of albumin, particularly with those lying in the proximity of Tyr 160. We here demonstrate the high cytotoxic potential of complexes 1 and 2 against the breast cancer cells that originated either from humans (MDA-MB-231) or from mice (4T1), with apoptosis being the main mechanism of complex-induced cell death. It is worth noting that both complexes promoted activation of innate and acquired antitumor immunity, which contributed to the reduced growth and progression of mammary carcinoma in vivo. Copyright © 2018 American Chemical Society.",
journal = "Organometallics",
title = "Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity",
volume = "37",
number = "22",
pages = "4250-4266",
doi = "10.1021/acs.organomet.8b00604"
}
Milutinović, M. M., Čanović, P. P., Stevanović, D. D., Masnikosa, R., Vraneš, M., Tot, A., Zarić, M. M., Marković-Simović, B., Misirkić-Marjanović, M., Vučićević, L., Savić, M., Jakovljević, V. Lj., Trajković, V. S., Volarević, V., Kanjevac, T.,& Rilak Simović, A.. (2018). Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity. in Organometallics, 37(22), 4250-4266.
https://doi.org/10.1021/acs.organomet.8b00604
Milutinović MM, Čanović PP, Stevanović DD, Masnikosa R, Vraneš M, Tot A, Zarić MM, Marković-Simović B, Misirkić-Marjanović M, Vučićević L, Savić M, Jakovljević VL, Trajković VS, Volarević V, Kanjevac T, Rilak Simović A. Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity. in Organometallics. 2018;37(22):4250-4266.
doi:10.1021/acs.organomet.8b00604 .
Milutinović, Milan M., Čanović, Petar P., Stevanović, Dragana D., Masnikosa, Romana, Vraneš, Milan, Tot, Aleksandar, Zarić, Milan M., Marković-Simović, Bojana, Misirkić-Marjanović, Maja, Vučićević, Ljubica, Savić, Maja, Jakovljević, Vladimir Lj., Trajković, Vladimir S., Volarević, Vladislav, Kanjevac, Tatjana, Rilak Simović, Ana, "Newly Synthesized Heteronuclear Ruthenium(II)/Ferrocene Complexes Suppress the Growth of Mammary Carcinoma in 4T1-Treated BALB/c Mice by Promoting Activation of Antitumor Immunity" in Organometallics, 37, no. 22 (2018):4250-4266,
https://doi.org/10.1021/acs.organomet.8b00604 . .
4
24
14
21

Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates

Minić, Aleksandra; Stevanović, Dragana D.; Vukićević, Mirjana; Bogdanović, Goran A.; D'hooghe, Matthias; Radulović, Niko S.; Vukićević, Rastko D.

(2017)

TY  - JOUR
AU  - Minić, Aleksandra
AU  - Stevanović, Dragana D.
AU  - Vukićević, Mirjana
AU  - Bogdanović, Goran A.
AU  - D'hooghe, Matthias
AU  - Radulović, Niko S.
AU  - Vukićević, Rastko D.
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1797
AB  - A series of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines were synthesized in high-to-excellent yields (up to 99%) starting from the corresponding ferrocenoylethyl aryl amines. These Mannich bases were reduced (NaBH4) to the corresponding 3-(arylamino)-1-ferrocenylpropan-1-ols and submitted to an intramolecular cyclization prompted by acetic acid, proceeding via the corresponding alpha-ferrocenyl carbenium ion intermediates. Subsequently, the obtained tetrahydroquinolines were smoothly oxidized (aromatized) by means of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) to provide the corresponding 4-ferrocenylquinolines (up to 93%). (C) 2017 Elsevier Ltd. All rights reserved.
T2  - Tetrahedron
T1  - Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates
VL  - 73
IS  - 44
SP  - 6268
EP  - 6274
DO  - 10.1016/j.tet.2017.09.014
ER  - 
@article{
author = "Minić, Aleksandra and Stevanović, Dragana D. and Vukićević, Mirjana and Bogdanović, Goran A. and D'hooghe, Matthias and Radulović, Niko S. and Vukićević, Rastko D.",
year = "2017",
abstract = "A series of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines were synthesized in high-to-excellent yields (up to 99%) starting from the corresponding ferrocenoylethyl aryl amines. These Mannich bases were reduced (NaBH4) to the corresponding 3-(arylamino)-1-ferrocenylpropan-1-ols and submitted to an intramolecular cyclization prompted by acetic acid, proceeding via the corresponding alpha-ferrocenyl carbenium ion intermediates. Subsequently, the obtained tetrahydroquinolines were smoothly oxidized (aromatized) by means of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) to provide the corresponding 4-ferrocenylquinolines (up to 93%). (C) 2017 Elsevier Ltd. All rights reserved.",
journal = "Tetrahedron",
title = "Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates",
volume = "73",
number = "44",
pages = "6268-6274",
doi = "10.1016/j.tet.2017.09.014"
}
Minić, A., Stevanović, D. D., Vukićević, M., Bogdanović, G. A., D'hooghe, M., Radulović, N. S.,& Vukićević, R. D.. (2017). Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates. in Tetrahedron, 73(44), 6268-6274.
https://doi.org/10.1016/j.tet.2017.09.014
Minić A, Stevanović DD, Vukićević M, Bogdanović GA, D'hooghe M, Radulović NS, Vukićević RD. Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates. in Tetrahedron. 2017;73(44):6268-6274.
doi:10.1016/j.tet.2017.09.014 .
Minić, Aleksandra, Stevanović, Dragana D., Vukićević, Mirjana, Bogdanović, Goran A., D'hooghe, Matthias, Radulović, Niko S., Vukićević, Rastko D., "Synthesis of novel 4-ferrocenyl-1,2,3,4-tetrahydroquinolines and 4-ferrocenylquinolines via alpha-ferrocenyl carbenium ions as key intermediates" in Tetrahedron, 73, no. 44 (2017):6268-6274,
https://doi.org/10.1016/j.tet.2017.09.014 . .
18
11
13

Acid-Catalyzed [3+2] Cycloaddition of Enones with Azomethine Imines for Easy Access to Tetrahydropyrazolopyrazolones

Jovanović, Jovana P.; Bogdanović, Goran A.; Damljanović, Ivan S.

(2017)

TY  - JOUR
AU  - Jovanović, Jovana P.
AU  - Bogdanović, Goran A.
AU  - Damljanović, Ivan S.
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1359
AB  - Aluminum chloride (AlCl3) or zirconium chloride (ZrCl4) catalyzes efficiently the [3+2] cycloaddition of N, N-cyclic azomethine imines with enones which contain the vinyl group. The scope of the reaction towards various azomethine imines and enones has been explored. Access to diastereomerically pure 6-acyl-5-aryltetrahydropyrazolo[1,2-a] pyrazol-1(5H)-ones is provided by easy chromatographic separations.
T2  - Synlett
T1  - Acid-Catalyzed [3+2] Cycloaddition of Enones with Azomethine Imines for Easy Access to Tetrahydropyrazolopyrazolones
VL  - 28
IS  - 6
SP  - 664
EP  - 668
DO  - 10.1055/s-0036-1588678
ER  - 
@article{
author = "Jovanović, Jovana P. and Bogdanović, Goran A. and Damljanović, Ivan S.",
year = "2017",
abstract = "Aluminum chloride (AlCl3) or zirconium chloride (ZrCl4) catalyzes efficiently the [3+2] cycloaddition of N, N-cyclic azomethine imines with enones which contain the vinyl group. The scope of the reaction towards various azomethine imines and enones has been explored. Access to diastereomerically pure 6-acyl-5-aryltetrahydropyrazolo[1,2-a] pyrazol-1(5H)-ones is provided by easy chromatographic separations.",
journal = "Synlett",
title = "Acid-Catalyzed [3+2] Cycloaddition of Enones with Azomethine Imines for Easy Access to Tetrahydropyrazolopyrazolones",
volume = "28",
number = "6",
pages = "664-668",
doi = "10.1055/s-0036-1588678"
}
Jovanović, J. P., Bogdanović, G. A.,& Damljanović, I. S.. (2017). Acid-Catalyzed [3+2] Cycloaddition of Enones with Azomethine Imines for Easy Access to Tetrahydropyrazolopyrazolones. in Synlett, 28(6), 664-668.
https://doi.org/10.1055/s-0036-1588678
Jovanović JP, Bogdanović GA, Damljanović IS. Acid-Catalyzed [3+2] Cycloaddition of Enones with Azomethine Imines for Easy Access to Tetrahydropyrazolopyrazolones. in Synlett. 2017;28(6):664-668.
doi:10.1055/s-0036-1588678 .
Jovanović, Jovana P., Bogdanović, Goran A., Damljanović, Ivan S., "Acid-Catalyzed [3+2] Cycloaddition of Enones with Azomethine Imines for Easy Access to Tetrahydropyrazolopyrazolones" in Synlett, 28, no. 6 (2017):664-668,
https://doi.org/10.1055/s-0036-1588678 . .
8
6
7

Antibacterial, antibiofilm and antioxidant screening of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-propyl derivative of thiosalicylic acid

Bukonjić, Andriana M.; Tomović, Dušan Lj.; Nikolić, Miloš V.; Mijajlović, Marina Ž.; Jevtić, Verica V.; Ratković, Zoran R.; Novaković, Slađana B.; Bogdanović, Goran A.; Radojevic, Ivana D.; Maksimović, Jovana Z.; Vasić, Sava M.; Čomić, Ljiljana R.; Trifunović, Srećko R.; Radić, Gordana P.

(2017)

TY  - JOUR
AU  - Bukonjić, Andriana M.
AU  - Tomović, Dušan Lj.
AU  - Nikolić, Miloš V.
AU  - Mijajlović, Marina Ž.
AU  - Jevtić, Verica V.
AU  - Ratković, Zoran R.
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Radojevic, Ivana D.
AU  - Maksimović, Jovana Z.
AU  - Vasić, Sava M.
AU  - Čomić, Ljiljana R.
AU  - Trifunović, Srećko R.
AU  - Radić, Gordana P.
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1296
AB  - The spectroscopically predicted structure of the obtained copper(II)-complex with S-propyl derivative of thiosalicylic acid was confirmed by X-ray structural study. The binuclear copper(II)-complex with S-propyl derivative of thiosalicylic acid crystallized in two polymorphic forms with main structural difference in the orientation of phenyl rings relative to corresponding carboxylate groups. The antibacterial activity was tested determining the minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) by using microdilution method. The influence on bacterial biofilm formation was determined by tissue culture plate method. In general, the copper(II)-complexes manifested a selective and moderate activity. The most sensitive bacteria to the effects of Cu(II)-complexes was a clinical isolate of Pseudomonas aeruginosa. For this bacteria MIC and biofilm inhibitory concentration (BIC) values for all tested complexes were in the range or better than the positive control, doxycycline. Also, for the established biofilm of clinical isolate Staphylococcus aureus, BIC values for the copper(II)-complex with S-ethyl derivative of thiosalicylic acid, [Cu-2(S-et-thiosal)(4)(H2O)(2)] (C3) and copper(II)-complex with S-butyl derivative of thiosalicylic acid, [Cu-2(S-bu-thiosal)(4)(H2O)(2)] (C5) were in range or better than the positive control. All the complexes acted better against Gram-positive bacteria (Staphylococcus aureus and Staphylococcus aureus ATCC 25923) than Gram-negative bacteria (Proteus mirabilis ATCC 12453, Pseudomonas aeruginosa, and P. aeruginosa. ATCC 27855). The complexes showed weak antioxidative properties tested by two methods (1,1-diphenyl-2-picrylhydrazyl (DPPH) and reducing power assay). (C) 2016 Elsevier B.V. All rights reserved.
T2  - Journal of Molecular Structure
T1  - Antibacterial, antibiofilm and antioxidant screening of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-propyl derivative of thiosalicylic acid
VL  - 1128
SP  - 330
EP  - 337
DO  - 10.1016/j.molstruc.2016.08.086
ER  - 
@article{
author = "Bukonjić, Andriana M. and Tomović, Dušan Lj. and Nikolić, Miloš V. and Mijajlović, Marina Ž. and Jevtić, Verica V. and Ratković, Zoran R. and Novaković, Slađana B. and Bogdanović, Goran A. and Radojevic, Ivana D. and Maksimović, Jovana Z. and Vasić, Sava M. and Čomić, Ljiljana R. and Trifunović, Srećko R. and Radić, Gordana P.",
year = "2017",
abstract = "The spectroscopically predicted structure of the obtained copper(II)-complex with S-propyl derivative of thiosalicylic acid was confirmed by X-ray structural study. The binuclear copper(II)-complex with S-propyl derivative of thiosalicylic acid crystallized in two polymorphic forms with main structural difference in the orientation of phenyl rings relative to corresponding carboxylate groups. The antibacterial activity was tested determining the minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) by using microdilution method. The influence on bacterial biofilm formation was determined by tissue culture plate method. In general, the copper(II)-complexes manifested a selective and moderate activity. The most sensitive bacteria to the effects of Cu(II)-complexes was a clinical isolate of Pseudomonas aeruginosa. For this bacteria MIC and biofilm inhibitory concentration (BIC) values for all tested complexes were in the range or better than the positive control, doxycycline. Also, for the established biofilm of clinical isolate Staphylococcus aureus, BIC values for the copper(II)-complex with S-ethyl derivative of thiosalicylic acid, [Cu-2(S-et-thiosal)(4)(H2O)(2)] (C3) and copper(II)-complex with S-butyl derivative of thiosalicylic acid, [Cu-2(S-bu-thiosal)(4)(H2O)(2)] (C5) were in range or better than the positive control. All the complexes acted better against Gram-positive bacteria (Staphylococcus aureus and Staphylococcus aureus ATCC 25923) than Gram-negative bacteria (Proteus mirabilis ATCC 12453, Pseudomonas aeruginosa, and P. aeruginosa. ATCC 27855). The complexes showed weak antioxidative properties tested by two methods (1,1-diphenyl-2-picrylhydrazyl (DPPH) and reducing power assay). (C) 2016 Elsevier B.V. All rights reserved.",
journal = "Journal of Molecular Structure",
title = "Antibacterial, antibiofilm and antioxidant screening of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-propyl derivative of thiosalicylic acid",
volume = "1128",
pages = "330-337",
doi = "10.1016/j.molstruc.2016.08.086"
}
Bukonjić, A. M., Tomović, D. Lj., Nikolić, M. V., Mijajlović, M. Ž., Jevtić, V. V., Ratković, Z. R., Novaković, S. B., Bogdanović, G. A., Radojevic, I. D., Maksimović, J. Z., Vasić, S. M., Čomić, L. R., Trifunović, S. R.,& Radić, G. P.. (2017). Antibacterial, antibiofilm and antioxidant screening of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-propyl derivative of thiosalicylic acid. in Journal of Molecular Structure, 1128, 330-337.
https://doi.org/10.1016/j.molstruc.2016.08.086
Bukonjić AM, Tomović DL, Nikolić MV, Mijajlović MŽ, Jevtić VV, Ratković ZR, Novaković SB, Bogdanović GA, Radojevic ID, Maksimović JZ, Vasić SM, Čomić LR, Trifunović SR, Radić GP. Antibacterial, antibiofilm and antioxidant screening of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-propyl derivative of thiosalicylic acid. in Journal of Molecular Structure. 2017;1128:330-337.
doi:10.1016/j.molstruc.2016.08.086 .
Bukonjić, Andriana M., Tomović, Dušan Lj., Nikolić, Miloš V., Mijajlović, Marina Ž., Jevtić, Verica V., Ratković, Zoran R., Novaković, Slađana B., Bogdanović, Goran A., Radojevic, Ivana D., Maksimović, Jovana Z., Vasić, Sava M., Čomić, Ljiljana R., Trifunović, Srećko R., Radić, Gordana P., "Antibacterial, antibiofilm and antioxidant screening of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-propyl derivative of thiosalicylic acid" in Journal of Molecular Structure, 1128 (2017):330-337,
https://doi.org/10.1016/j.molstruc.2016.08.086 . .
19
15
18

Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones

Pejović, Anka; Damljanović, Ivan S.; Stevanović, Dragana D.; Minić, Aleksandra; Jovanović, Jovana P.; Mihailović, Vladimir B.; Katanić, Jelena; Bogdanović, Goran A.

(2017)

TY  - JOUR
AU  - Pejović, Anka
AU  - Damljanović, Ivan S.
AU  - Stevanović, Dragana D.
AU  - Minić, Aleksandra
AU  - Jovanović, Jovana P.
AU  - Mihailović, Vladimir B.
AU  - Katanić, Jelena
AU  - Bogdanović, Goran A.
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1686
AB  - A three new series of the ferrocene containing quinolines - 2-ferrocenyl-4-methoxyquinolines, 1benzyl- 2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones - were synthesized in order to test their in vitro antimicrobial activity against six strains of bacteria and one fungal/yeast strain. It has been shown that all 21 quinolines are completely inactive against the Gram-positive bacteria at tested dose, while their activities on the other strains were noteworthy. All new compounds were characterized by the IR and NMR spectral data, and their electrochemical properties were investigated by the cyclic voltammetry. The X-ray crystal structure of one of the representative quinolin-4(1H)-ones is also presented. (C) 2017 Elsevier B.V. All rights reserved.
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones
VL  - 846
SP  - 6
EP  - 17
DO  - 10.1016/j.jorganchem.2017.05.051
ER  - 
@article{
author = "Pejović, Anka and Damljanović, Ivan S. and Stevanović, Dragana D. and Minić, Aleksandra and Jovanović, Jovana P. and Mihailović, Vladimir B. and Katanić, Jelena and Bogdanović, Goran A.",
year = "2017",
abstract = "A three new series of the ferrocene containing quinolines - 2-ferrocenyl-4-methoxyquinolines, 1benzyl- 2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones - were synthesized in order to test their in vitro antimicrobial activity against six strains of bacteria and one fungal/yeast strain. It has been shown that all 21 quinolines are completely inactive against the Gram-positive bacteria at tested dose, while their activities on the other strains were noteworthy. All new compounds were characterized by the IR and NMR spectral data, and their electrochemical properties were investigated by the cyclic voltammetry. The X-ray crystal structure of one of the representative quinolin-4(1H)-ones is also presented. (C) 2017 Elsevier B.V. All rights reserved.",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones",
volume = "846",
pages = "6-17",
doi = "10.1016/j.jorganchem.2017.05.051"
}
Pejović, A., Damljanović, I. S., Stevanović, D. D., Minić, A., Jovanović, J. P., Mihailović, V. B., Katanić, J.,& Bogdanović, G. A.. (2017). Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones. in Journal of Organometallic Chemistry, 846, 6-17.
https://doi.org/10.1016/j.jorganchem.2017.05.051
Pejović A, Damljanović IS, Stevanović DD, Minić A, Jovanović JP, Mihailović VB, Katanić J, Bogdanović GA. Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones. in Journal of Organometallic Chemistry. 2017;846:6-17.
doi:10.1016/j.jorganchem.2017.05.051 .
Pejović, Anka, Damljanović, Ivan S., Stevanović, Dragana D., Minić, Aleksandra, Jovanović, Jovana P., Mihailović, Vladimir B., Katanić, Jelena, Bogdanović, Goran A., "Synthesis, characterization and antimicrobial activity of novel ferrocene containing quinolines: 2-ferrocenyl-4-methoxyquinolines, 1-benzyl-2-ferrocenyl-2,3-dihydroquinolin-4(1H)-ones and 1-benzyl-2-ferrocenylquinolin-4(1H)-ones" in Journal of Organometallic Chemistry, 846 (2017):6-17,
https://doi.org/10.1016/j.jorganchem.2017.05.051 . .
1
15
8
12

Cytotoxic and Antimicrobial Activity of Dehydrozingerone based Cyclopropyl Derivatives

Burmudžija, Adrijana Z.; Muškinja, Jovana; Kosanić, Marijana; Ranković, Branislav; Novaković, Slađana B.; Đorđević, Snežana; Stanojković, Tatjana P.; Baskić, Dejan D.; Ratković, Zoran R.

(2017)

TY  - JOUR
AU  - Burmudžija, Adrijana Z.
AU  - Muškinja, Jovana
AU  - Kosanić, Marijana
AU  - Ranković, Branislav
AU  - Novaković, Slađana B.
AU  - Đorđević, Snežana
AU  - Stanojković, Tatjana P.
AU  - Baskić, Dejan D.
AU  - Ratković, Zoran R.
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1680
AB  - A small series of 1-acetyl-2-(4-alkoxy-3-methoxyphenyl)cyclopropanes was prepared, starting from dehydrozingerone (4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-one) and its O-alkyl derivatives. Their microbiological activities toward some strains of bacteria and fungi were tested, as well as their in vitro cytotoxic activity against some cancer cell lines (HeLa, LS174 and A549). All synthesized compounds showed significant antimicrobial activity and expressed cytotoxic activity against tested carcinoma cell lines, but they showed no significant influence on normal cell line (MRC5). Butyl derivative is the most active on HeLa cells (IC50 = 8.63 m), while benzyl one is active against LS174 and A549 cell lines (IC50 = 10.17 and 12.15 m, respectively).
T2  - Chemistry and Biodiversity
T1  - Cytotoxic and Antimicrobial Activity of Dehydrozingerone based Cyclopropyl Derivatives
VL  - 14
IS  - 8
DO  - 10.1002/cbdv.201700077
ER  - 
@article{
author = "Burmudžija, Adrijana Z. and Muškinja, Jovana and Kosanić, Marijana and Ranković, Branislav and Novaković, Slađana B. and Đorđević, Snežana and Stanojković, Tatjana P. and Baskić, Dejan D. and Ratković, Zoran R.",
year = "2017",
abstract = "A small series of 1-acetyl-2-(4-alkoxy-3-methoxyphenyl)cyclopropanes was prepared, starting from dehydrozingerone (4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-one) and its O-alkyl derivatives. Their microbiological activities toward some strains of bacteria and fungi were tested, as well as their in vitro cytotoxic activity against some cancer cell lines (HeLa, LS174 and A549). All synthesized compounds showed significant antimicrobial activity and expressed cytotoxic activity against tested carcinoma cell lines, but they showed no significant influence on normal cell line (MRC5). Butyl derivative is the most active on HeLa cells (IC50 = 8.63 m), while benzyl one is active against LS174 and A549 cell lines (IC50 = 10.17 and 12.15 m, respectively).",
journal = "Chemistry and Biodiversity",
title = "Cytotoxic and Antimicrobial Activity of Dehydrozingerone based Cyclopropyl Derivatives",
volume = "14",
number = "8",
doi = "10.1002/cbdv.201700077"
}
Burmudžija, A. Z., Muškinja, J., Kosanić, M., Ranković, B., Novaković, S. B., Đorđević, S., Stanojković, T. P., Baskić, D. D.,& Ratković, Z. R.. (2017). Cytotoxic and Antimicrobial Activity of Dehydrozingerone based Cyclopropyl Derivatives. in Chemistry and Biodiversity, 14(8).
https://doi.org/10.1002/cbdv.201700077
Burmudžija AZ, Muškinja J, Kosanić M, Ranković B, Novaković SB, Đorđević S, Stanojković TP, Baskić DD, Ratković ZR. Cytotoxic and Antimicrobial Activity of Dehydrozingerone based Cyclopropyl Derivatives. in Chemistry and Biodiversity. 2017;14(8).
doi:10.1002/cbdv.201700077 .
Burmudžija, Adrijana Z., Muškinja, Jovana, Kosanić, Marijana, Ranković, Branislav, Novaković, Slađana B., Đorđević, Snežana, Stanojković, Tatjana P., Baskić, Dejan D., Ratković, Zoran R., "Cytotoxic and Antimicrobial Activity of Dehydrozingerone based Cyclopropyl Derivatives" in Chemistry and Biodiversity, 14, no. 8 (2017),
https://doi.org/10.1002/cbdv.201700077 . .
9
6
12

Ferrocenyl chalcones with O-alkylated vanillins: synthesis, spectral characterization, microbiological evaluation, and single-crystal X-ray analysis

Muškinja, Jovana; Burmudžija, Adrijana; Ratković, Zoran R.; Ranković, Branislav; Kosanić, Marijana; Bogdanović, Goran A.; Novaković, Slađana B.

(2016)

TY  - JOUR
AU  - Muškinja, Jovana
AU  - Burmudžija, Adrijana
AU  - Ratković, Zoran R.
AU  - Ranković, Branislav
AU  - Kosanić, Marijana
AU  - Bogdanović, Goran A.
AU  - Novaković, Slađana B.
PY  - 2016
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1268
AB  - O-alkylated vanillin derivatives 2a-f and acetylferrocene react under Claisen-Schmidt conditions, resulting in good-to-high yields of the corresponding ferrocene chalcones 3a-f. None of the resultant compounds 3b-f has been previously described in the literature. All synthesized compounds were characterized by spectral and physical data, whereas two of them, 1-ferrocenyl-3-(4-ethoxy-3-methoxyphenyl)-prop-2-en-1-one (3b) and 1-ferrocenyl-3-(4-buthoxy-3-methoxy-phenyl)-prop-2-en-1-one (3e), were crystalline substances, suitable for single-crystal X-ray analysis, which confirmed undoubtedly their structures. Chalcones 3a-f were tested for their biological activity and demonstrated relatively good in vitro antimicrobial activity towards different strains of bacteria and fungi. The best antibacterial activity is expressed by compounds 3b and 3c, while compound 3d shows the best antifungal activity.
T2  - Medicinal Chemistry Research
T1  - Ferrocenyl chalcones with O-alkylated vanillins: synthesis, spectral characterization, microbiological evaluation, and single-crystal X-ray analysis
VL  - 25
IS  - 9
SP  - 1744
EP  - 1753
DO  - 10.1007/s00044-016-1609-8
ER  - 
@article{
author = "Muškinja, Jovana and Burmudžija, Adrijana and Ratković, Zoran R. and Ranković, Branislav and Kosanić, Marijana and Bogdanović, Goran A. and Novaković, Slađana B.",
year = "2016",
abstract = "O-alkylated vanillin derivatives 2a-f and acetylferrocene react under Claisen-Schmidt conditions, resulting in good-to-high yields of the corresponding ferrocene chalcones 3a-f. None of the resultant compounds 3b-f has been previously described in the literature. All synthesized compounds were characterized by spectral and physical data, whereas two of them, 1-ferrocenyl-3-(4-ethoxy-3-methoxyphenyl)-prop-2-en-1-one (3b) and 1-ferrocenyl-3-(4-buthoxy-3-methoxy-phenyl)-prop-2-en-1-one (3e), were crystalline substances, suitable for single-crystal X-ray analysis, which confirmed undoubtedly their structures. Chalcones 3a-f were tested for their biological activity and demonstrated relatively good in vitro antimicrobial activity towards different strains of bacteria and fungi. The best antibacterial activity is expressed by compounds 3b and 3c, while compound 3d shows the best antifungal activity.",
journal = "Medicinal Chemistry Research",
title = "Ferrocenyl chalcones with O-alkylated vanillins: synthesis, spectral characterization, microbiological evaluation, and single-crystal X-ray analysis",
volume = "25",
number = "9",
pages = "1744-1753",
doi = "10.1007/s00044-016-1609-8"
}
Muškinja, J., Burmudžija, A., Ratković, Z. R., Ranković, B., Kosanić, M., Bogdanović, G. A.,& Novaković, S. B.. (2016). Ferrocenyl chalcones with O-alkylated vanillins: synthesis, spectral characterization, microbiological evaluation, and single-crystal X-ray analysis. in Medicinal Chemistry Research, 25(9), 1744-1753.
https://doi.org/10.1007/s00044-016-1609-8
Muškinja J, Burmudžija A, Ratković ZR, Ranković B, Kosanić M, Bogdanović GA, Novaković SB. Ferrocenyl chalcones with O-alkylated vanillins: synthesis, spectral characterization, microbiological evaluation, and single-crystal X-ray analysis. in Medicinal Chemistry Research. 2016;25(9):1744-1753.
doi:10.1007/s00044-016-1609-8 .
Muškinja, Jovana, Burmudžija, Adrijana, Ratković, Zoran R., Ranković, Branislav, Kosanić, Marijana, Bogdanović, Goran A., Novaković, Slađana B., "Ferrocenyl chalcones with O-alkylated vanillins: synthesis, spectral characterization, microbiological evaluation, and single-crystal X-ray analysis" in Medicinal Chemistry Research, 25, no. 9 (2016):1744-1753,
https://doi.org/10.1007/s00044-016-1609-8 . .
21
14
20

Cytotoxicity of Platinum(Iv) and Palladium(Ii) Complexes with Meso-1,2-Diphenyl-Ethylenediamine-N,N -Di-3-Propanoic Acid. Crystal Structure of [Pd(1,2-Dpheddp)] Complex

Mijajlović, Marina Ž.; Nikolić, Miloš V.; Jevtić, Verica V.; Ratković, Zoran R.; Milovanović, Jelena; Arsenijević, Aleksandar; Stojanović, Bojana; Novaković, Slađana B.; Bogdanović, Goran A.; Trifunović, Srećko R.; Radić, Gordana P.

(2016)

TY  - JOUR
AU  - Mijajlović, Marina Ž.
AU  - Nikolić, Miloš V.
AU  - Jevtić, Verica V.
AU  - Ratković, Zoran R.
AU  - Milovanović, Jelena
AU  - Arsenijević, Aleksandar
AU  - Stojanović, Bojana
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Trifunović, Srećko R.
AU  - Radić, Gordana P.
PY  - 2016
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1166
AB  - The syntheses of tetradentate ligand, meso-1,2-diphenyl-ethylenediamine-N,N-di-3-propanoic acid (H-2-1,2-dpheddp) and corresponding platinum(IV) and palladium(II) complexes are reported here. The spectroscopically predicted structure of the obtained palladium(II) complex was confirmed by X-ray analysis. Singe crystals suitable for X-ray measurements were obtained by slow crystallization from a DMSO-water mixture. Cytotoxic effects of platinum(IV), palladium(II) complexes and cisplatin on the 4T1 and Bl6F1 cell lines were determined using the MTT colorimetric technique. The complexes showed a dose dependence on cytotoxic effect toward both cell lines. Both complexes were less active than cisplatin, the exception was concentrations above 62.5 mu M of platinum(IV) complex in the B16F1 cell line.
T2  - Macedonian Journal of Chemistry and Chemical Engineering
T1  - Cytotoxicity of Platinum(Iv) and Palladium(Ii) Complexes with Meso-1,2-Diphenyl-Ethylenediamine-N,N -Di-3-Propanoic Acid. Crystal Structure of [Pd(1,2-Dpheddp)] Complex
VL  - 35
IS  - 1
SP  - 79
EP  - 86
DO  - 10.20450/mjcce.2016.729
ER  - 
@article{
author = "Mijajlović, Marina Ž. and Nikolić, Miloš V. and Jevtić, Verica V. and Ratković, Zoran R. and Milovanović, Jelena and Arsenijević, Aleksandar and Stojanović, Bojana and Novaković, Slađana B. and Bogdanović, Goran A. and Trifunović, Srećko R. and Radić, Gordana P.",
year = "2016",
abstract = "The syntheses of tetradentate ligand, meso-1,2-diphenyl-ethylenediamine-N,N-di-3-propanoic acid (H-2-1,2-dpheddp) and corresponding platinum(IV) and palladium(II) complexes are reported here. The spectroscopically predicted structure of the obtained palladium(II) complex was confirmed by X-ray analysis. Singe crystals suitable for X-ray measurements were obtained by slow crystallization from a DMSO-water mixture. Cytotoxic effects of platinum(IV), palladium(II) complexes and cisplatin on the 4T1 and Bl6F1 cell lines were determined using the MTT colorimetric technique. The complexes showed a dose dependence on cytotoxic effect toward both cell lines. Both complexes were less active than cisplatin, the exception was concentrations above 62.5 mu M of platinum(IV) complex in the B16F1 cell line.",
journal = "Macedonian Journal of Chemistry and Chemical Engineering",
title = "Cytotoxicity of Platinum(Iv) and Palladium(Ii) Complexes with Meso-1,2-Diphenyl-Ethylenediamine-N,N -Di-3-Propanoic Acid. Crystal Structure of [Pd(1,2-Dpheddp)] Complex",
volume = "35",
number = "1",
pages = "79-86",
doi = "10.20450/mjcce.2016.729"
}
Mijajlović, M. Ž., Nikolić, M. V., Jevtić, V. V., Ratković, Z. R., Milovanović, J., Arsenijević, A., Stojanović, B., Novaković, S. B., Bogdanović, G. A., Trifunović, S. R.,& Radić, G. P.. (2016). Cytotoxicity of Platinum(Iv) and Palladium(Ii) Complexes with Meso-1,2-Diphenyl-Ethylenediamine-N,N -Di-3-Propanoic Acid. Crystal Structure of [Pd(1,2-Dpheddp)] Complex. in Macedonian Journal of Chemistry and Chemical Engineering, 35(1), 79-86.
https://doi.org/10.20450/mjcce.2016.729
Mijajlović MŽ, Nikolić MV, Jevtić VV, Ratković ZR, Milovanović J, Arsenijević A, Stojanović B, Novaković SB, Bogdanović GA, Trifunović SR, Radić GP. Cytotoxicity of Platinum(Iv) and Palladium(Ii) Complexes with Meso-1,2-Diphenyl-Ethylenediamine-N,N -Di-3-Propanoic Acid. Crystal Structure of [Pd(1,2-Dpheddp)] Complex. in Macedonian Journal of Chemistry and Chemical Engineering. 2016;35(1):79-86.
doi:10.20450/mjcce.2016.729 .
Mijajlović, Marina Ž., Nikolić, Miloš V., Jevtić, Verica V., Ratković, Zoran R., Milovanović, Jelena, Arsenijević, Aleksandar, Stojanović, Bojana, Novaković, Slađana B., Bogdanović, Goran A., Trifunović, Srećko R., Radić, Gordana P., "Cytotoxicity of Platinum(Iv) and Palladium(Ii) Complexes with Meso-1,2-Diphenyl-Ethylenediamine-N,N -Di-3-Propanoic Acid. Crystal Structure of [Pd(1,2-Dpheddp)] Complex" in Macedonian Journal of Chemistry and Chemical Engineering, 35, no. 1 (2016):79-86,
https://doi.org/10.20450/mjcce.2016.729 . .
1
1

Vanillic aldehydes for the one-pot synthesis of novel 2-oxo-1,2,3,4-tetrahydropyrimidines

Muškinja, Jovana; Janković, Nenad; Ratković, Zoran R.; Bogdanović, Goran A.; Bugarčič, Zorica M.

(2016)

TY  - JOUR
AU  - Muškinja, Jovana
AU  - Janković, Nenad
AU  - Ratković, Zoran R.
AU  - Bogdanović, Goran A.
AU  - Bugarčič, Zorica M.
PY  - 2016
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1163
AB  - A small library of novel 2-oxo-1,2,3,4-tetrahydropyrimidines was synthesized via a one-pot multicomponent Biginelli reaction. Copper complex which was used for the first time as a homogeneous and heterogeneous catalyst, makes this a facile and efficient reaction at room temperature. All the obtained products fall out of the solution in pure form and are easily isolated via filtration in good-to-excellent yields. The molecular structure of one of the products, ethyl 6-methyl-2-oxo-4-(4-isopropoxy-3-methoxyphenyl) - 1,2,3,4 - tetrahydropyrimidine-5- carboxylate, has been determined by X-ray crystallography. All non-hydrogen atoms in the heterocyclic, six-membered ring are determined to be approximately coplanar.
T2  - Molecular Diversity
T1  - Vanillic aldehydes for the one-pot synthesis of novel 2-oxo-1,2,3,4-tetrahydropyrimidines
VL  - 20
IS  - 3
SP  - 591
EP  - 604
DO  - 10.1007/s11030-016-9658-y
ER  - 
@article{
author = "Muškinja, Jovana and Janković, Nenad and Ratković, Zoran R. and Bogdanović, Goran A. and Bugarčič, Zorica M.",
year = "2016",
abstract = "A small library of novel 2-oxo-1,2,3,4-tetrahydropyrimidines was synthesized via a one-pot multicomponent Biginelli reaction. Copper complex which was used for the first time as a homogeneous and heterogeneous catalyst, makes this a facile and efficient reaction at room temperature. All the obtained products fall out of the solution in pure form and are easily isolated via filtration in good-to-excellent yields. The molecular structure of one of the products, ethyl 6-methyl-2-oxo-4-(4-isopropoxy-3-methoxyphenyl) - 1,2,3,4 - tetrahydropyrimidine-5- carboxylate, has been determined by X-ray crystallography. All non-hydrogen atoms in the heterocyclic, six-membered ring are determined to be approximately coplanar.",
journal = "Molecular Diversity",
title = "Vanillic aldehydes for the one-pot synthesis of novel 2-oxo-1,2,3,4-tetrahydropyrimidines",
volume = "20",
number = "3",
pages = "591-604",
doi = "10.1007/s11030-016-9658-y"
}
Muškinja, J., Janković, N., Ratković, Z. R., Bogdanović, G. A.,& Bugarčič, Z. M.. (2016). Vanillic aldehydes for the one-pot synthesis of novel 2-oxo-1,2,3,4-tetrahydropyrimidines. in Molecular Diversity, 20(3), 591-604.
https://doi.org/10.1007/s11030-016-9658-y
Muškinja J, Janković N, Ratković ZR, Bogdanović GA, Bugarčič ZM. Vanillic aldehydes for the one-pot synthesis of novel 2-oxo-1,2,3,4-tetrahydropyrimidines. in Molecular Diversity. 2016;20(3):591-604.
doi:10.1007/s11030-016-9658-y .
Muškinja, Jovana, Janković, Nenad, Ratković, Zoran R., Bogdanović, Goran A., Bugarčič, Zorica M., "Vanillic aldehydes for the one-pot synthesis of novel 2-oxo-1,2,3,4-tetrahydropyrimidines" in Molecular Diversity, 20, no. 3 (2016):591-604,
https://doi.org/10.1007/s11030-016-9658-y . .
20
15
22

Dehydrozingerone based 1-acetyl-5-aryl-4,5-dihydro-1H-pyrazoles: Synthesis, characterization and anticancer activity

Ratković, Zoran R.; Muškinja, Jovana; Burmudžija, Adrijana; Ranković, Branislav; Kosanić, Marijana; Bogdanović, Goran A.; Marković-Simović, Bojana; Nikolić, Aleksandar; Arsenijević, Nebojša N.; Đorđević, Snežana; Vukićević, Rastko D.

(2016)

TY  - JOUR
AU  - Ratković, Zoran R.
AU  - Muškinja, Jovana
AU  - Burmudžija, Adrijana
AU  - Ranković, Branislav
AU  - Kosanić, Marijana
AU  - Bogdanović, Goran A.
AU  - Marković-Simović, Bojana
AU  - Nikolić, Aleksandar
AU  - Arsenijević, Nebojša N.
AU  - Đorđević, Snežana
AU  - Vukićević, Rastko D.
PY  - 2016
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1127
AB  - A small series of 1-acetyl-5-aryl-4,5-dihydro-1H-pyrazoles (aryl = 4-hydroxy-3-methoxyphenyl and 4-alkoxy-3-methoxyphenyl) was prepared, starting from 4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-one, dehydrozingerone, and its alkyl derivatives. Their in vitro cytotoxic activity against some cancer cell lines was tested, showing significant anticancer activity. All the new compounds were well characterized by IR, H-1, C-13 NMR and ESI-MS spectroscopy and physical data, whereas structures of two of them were determined by single crystal X-ray analysis. (C) 2016 Elsevier B.V. All rights reserved.
T2  - Journal of Molecular Structure
T1  - Dehydrozingerone based 1-acetyl-5-aryl-4,5-dihydro-1H-pyrazoles: Synthesis, characterization and anticancer activity
VL  - 1109
SP  - 82
EP  - 88
DO  - 10.1016/j.molstruc.2015.12.079
ER  - 
@article{
author = "Ratković, Zoran R. and Muškinja, Jovana and Burmudžija, Adrijana and Ranković, Branislav and Kosanić, Marijana and Bogdanović, Goran A. and Marković-Simović, Bojana and Nikolić, Aleksandar and Arsenijević, Nebojša N. and Đorđević, Snežana and Vukićević, Rastko D.",
year = "2016",
abstract = "A small series of 1-acetyl-5-aryl-4,5-dihydro-1H-pyrazoles (aryl = 4-hydroxy-3-methoxyphenyl and 4-alkoxy-3-methoxyphenyl) was prepared, starting from 4-(4-hydroxy-3-methoxyphenyl)-3-buten-2-one, dehydrozingerone, and its alkyl derivatives. Their in vitro cytotoxic activity against some cancer cell lines was tested, showing significant anticancer activity. All the new compounds were well characterized by IR, H-1, C-13 NMR and ESI-MS spectroscopy and physical data, whereas structures of two of them were determined by single crystal X-ray analysis. (C) 2016 Elsevier B.V. All rights reserved.",
journal = "Journal of Molecular Structure",
title = "Dehydrozingerone based 1-acetyl-5-aryl-4,5-dihydro-1H-pyrazoles: Synthesis, characterization and anticancer activity",
volume = "1109",
pages = "82-88",
doi = "10.1016/j.molstruc.2015.12.079"
}
Ratković, Z. R., Muškinja, J., Burmudžija, A., Ranković, B., Kosanić, M., Bogdanović, G. A., Marković-Simović, B., Nikolić, A., Arsenijević, N. N., Đorđević, S.,& Vukićević, R. D.. (2016). Dehydrozingerone based 1-acetyl-5-aryl-4,5-dihydro-1H-pyrazoles: Synthesis, characterization and anticancer activity. in Journal of Molecular Structure, 1109, 82-88.
https://doi.org/10.1016/j.molstruc.2015.12.079
Ratković ZR, Muškinja J, Burmudžija A, Ranković B, Kosanić M, Bogdanović GA, Marković-Simović B, Nikolić A, Arsenijević NN, Đorđević S, Vukićević RD. Dehydrozingerone based 1-acetyl-5-aryl-4,5-dihydro-1H-pyrazoles: Synthesis, characterization and anticancer activity. in Journal of Molecular Structure. 2016;1109:82-88.
doi:10.1016/j.molstruc.2015.12.079 .
Ratković, Zoran R., Muškinja, Jovana, Burmudžija, Adrijana, Ranković, Branislav, Kosanić, Marijana, Bogdanović, Goran A., Marković-Simović, Bojana, Nikolić, Aleksandar, Arsenijević, Nebojša N., Đorđević, Snežana, Vukićević, Rastko D., "Dehydrozingerone based 1-acetyl-5-aryl-4,5-dihydro-1H-pyrazoles: Synthesis, characterization and anticancer activity" in Journal of Molecular Structure, 1109 (2016):82-88,
https://doi.org/10.1016/j.molstruc.2015.12.079 . .
13
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14

Cytotoxicity of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-ethyl derivative of thiosalicylic acid

Nikolić, Miloš V.; Mijajlović, Marina Ž.; Jevtić, Verica V.; Ratković, Zoran R.; Novaković, Slađana B.; Bogdanović, Goran A.; Milovanović, Jelena; Arsenijević, Aleksandar; Stojanović, Bojana; Trifunović, Srećko R.; Radić, Gordana P.

(Elsevier, 2016)

TY  - JOUR
AU  - Nikolić, Miloš V.
AU  - Mijajlović, Marina Ž.
AU  - Jevtić, Verica V.
AU  - Ratković, Zoran R.
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Milovanović, Jelena
AU  - Arsenijević, Aleksandar
AU  - Stojanović, Bojana
AU  - Trifunović, Srećko R.
AU  - Radić, Gordana P.
PY  - 2016
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1068
AB  - The spectroscopically predicted structure of the obtained copper(II)-complex with S-ethyl derivative of thiosalicylic acid was confirmed by X-ray structural study and compared to previously reported crystal structure of the Cu complex with S-methyl derivative. Single crystals suitable for X-ray measurements were obtained by slow crystallization from a water solution. Cytotoxic effects of S-alkyl (R = benzyl (L1), methyl (12), ethyl (L3), propyl (IA) and butyl (L5)) derivatives of thiosalicylic acid and the corresponding binuclear copper(II)-complexes on murine colon carcinoma cell lines, 026 and CT26.CL25 and human colon carcinoma cell line HCT-116 were reported here. The analysis of cancer cell viability showed that all the tested complexes had low cytotoxic effect on murine colon carcinoma cell lines, but several times higher cytotoxicity on normal human colon carcinoma cells. (C) 2016 Elsevier B.V. All rights reserved.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Cytotoxicity of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-ethyl derivative of thiosalicylic acid
VL  - 1116
SP  - 264
EP  - 271
DO  - 10.1016/j.molstruc.2016.03.058
ER  - 
@article{
author = "Nikolić, Miloš V. and Mijajlović, Marina Ž. and Jevtić, Verica V. and Ratković, Zoran R. and Novaković, Slađana B. and Bogdanović, Goran A. and Milovanović, Jelena and Arsenijević, Aleksandar and Stojanović, Bojana and Trifunović, Srećko R. and Radić, Gordana P.",
year = "2016",
abstract = "The spectroscopically predicted structure of the obtained copper(II)-complex with S-ethyl derivative of thiosalicylic acid was confirmed by X-ray structural study and compared to previously reported crystal structure of the Cu complex with S-methyl derivative. Single crystals suitable for X-ray measurements were obtained by slow crystallization from a water solution. Cytotoxic effects of S-alkyl (R = benzyl (L1), methyl (12), ethyl (L3), propyl (IA) and butyl (L5)) derivatives of thiosalicylic acid and the corresponding binuclear copper(II)-complexes on murine colon carcinoma cell lines, 026 and CT26.CL25 and human colon carcinoma cell line HCT-116 were reported here. The analysis of cancer cell viability showed that all the tested complexes had low cytotoxic effect on murine colon carcinoma cell lines, but several times higher cytotoxicity on normal human colon carcinoma cells. (C) 2016 Elsevier B.V. All rights reserved.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Cytotoxicity of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-ethyl derivative of thiosalicylic acid",
volume = "1116",
pages = "264-271",
doi = "10.1016/j.molstruc.2016.03.058"
}
Nikolić, M. V., Mijajlović, M. Ž., Jevtić, V. V., Ratković, Z. R., Novaković, S. B., Bogdanović, G. A., Milovanović, J., Arsenijević, A., Stojanović, B., Trifunović, S. R.,& Radić, G. P.. (2016). Cytotoxicity of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-ethyl derivative of thiosalicylic acid. in Journal of Molecular Structure
Elsevier., 1116, 264-271.
https://doi.org/10.1016/j.molstruc.2016.03.058
Nikolić MV, Mijajlović MŽ, Jevtić VV, Ratković ZR, Novaković SB, Bogdanović GA, Milovanović J, Arsenijević A, Stojanović B, Trifunović SR, Radić GP. Cytotoxicity of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-ethyl derivative of thiosalicylic acid. in Journal of Molecular Structure. 2016;1116:264-271.
doi:10.1016/j.molstruc.2016.03.058 .
Nikolić, Miloš V., Mijajlović, Marina Ž., Jevtić, Verica V., Ratković, Zoran R., Novaković, Slađana B., Bogdanović, Goran A., Milovanović, Jelena, Arsenijević, Aleksandar, Stojanović, Bojana, Trifunović, Srećko R., Radić, Gordana P., "Cytotoxicity of copper(II)-complexes with some S-alkyl derivatives of thiosalicylic acid. Crystal structure of the binuclear copper(II)-complex with S-ethyl derivative of thiosalicylic acid" in Journal of Molecular Structure, 1116 (2016):264-271,
https://doi.org/10.1016/j.molstruc.2016.03.058 . .
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19

Cytotoxicity of palladium(II) complexes with some alkyl derivates of thiosalicylic acid. Crystal structure of the bis(S-butyl-thiosalicylate)palladium(II) complex, [Pd(S-bu-thiosal)(2)]

Mijajlović, Marina Ž.; Nikolić, Miloš V.; Jevtić, Verica V.; Ratković, Zoran R.; Marković-Simović, Bojana; Volarevic, Vladislav; Arsenijević, Nebojša N.; Novaković, Slađana B.; Bogdanović, Goran A.; Trifunović, Srećko R.; Radić, Gordana P.

(2015)

TY  - JOUR
AU  - Mijajlović, Marina Ž.
AU  - Nikolić, Miloš V.
AU  - Jevtić, Verica V.
AU  - Ratković, Zoran R.
AU  - Marković-Simović, Bojana
AU  - Volarevic, Vladislav
AU  - Arsenijević, Nebojša N.
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Trifunović, Srećko R.
AU  - Radić, Gordana P.
PY  - 2015
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/497
AB  - The spectroscopically predicted structure of the obtained bis(S-butyl-thiosalicylate)palladium(II) complex, [Pd(S-bu-thiosal)(2)], was confirmed by an X-ray structural study. The asymmetric unit of [Pd(S-bu-thiosal)(2)] consists of neutral complex molecules, where the Pd(II) ion is placed in a cis-square-planar coordination environment formed by O and S atoms of two deprotonated S-butyl-thiosalicylic acid ligands. The cytotoxic effects of the S-alkyl (R = benzyl (L1), methyl (L2), ethyl (L3), propyl (L4) and butyl (L5)) derivatives of thiosalicylic acid and the corresponding palladium(II) complexes are reported here. The analysis of cancer cell viability showed that all the tested complexes are cytotoxic to human colon carcinoma cells (HCT-116 and CaCo-2) and human lung carcinoma epithelial cells (A549). The antitumor activities of the above mentioned Pd(II) complexes are higher in comparison to the corresponding ligands. (C) 2015 Elsevier Ltd. All rights reserved.
T2  - Polyhedron
T1  - Cytotoxicity of palladium(II) complexes with some alkyl derivates of thiosalicylic acid. Crystal structure of the bis(S-butyl-thiosalicylate)palladium(II) complex, [Pd(S-bu-thiosal)(2)]
VL  - 90
SP  - 34
EP  - 40
DO  - 10.1016/j.poly.2015.01.041
ER  - 
@article{
author = "Mijajlović, Marina Ž. and Nikolić, Miloš V. and Jevtić, Verica V. and Ratković, Zoran R. and Marković-Simović, Bojana and Volarevic, Vladislav and Arsenijević, Nebojša N. and Novaković, Slađana B. and Bogdanović, Goran A. and Trifunović, Srećko R. and Radić, Gordana P.",
year = "2015",
abstract = "The spectroscopically predicted structure of the obtained bis(S-butyl-thiosalicylate)palladium(II) complex, [Pd(S-bu-thiosal)(2)], was confirmed by an X-ray structural study. The asymmetric unit of [Pd(S-bu-thiosal)(2)] consists of neutral complex molecules, where the Pd(II) ion is placed in a cis-square-planar coordination environment formed by O and S atoms of two deprotonated S-butyl-thiosalicylic acid ligands. The cytotoxic effects of the S-alkyl (R = benzyl (L1), methyl (L2), ethyl (L3), propyl (L4) and butyl (L5)) derivatives of thiosalicylic acid and the corresponding palladium(II) complexes are reported here. The analysis of cancer cell viability showed that all the tested complexes are cytotoxic to human colon carcinoma cells (HCT-116 and CaCo-2) and human lung carcinoma epithelial cells (A549). The antitumor activities of the above mentioned Pd(II) complexes are higher in comparison to the corresponding ligands. (C) 2015 Elsevier Ltd. All rights reserved.",
journal = "Polyhedron",
title = "Cytotoxicity of palladium(II) complexes with some alkyl derivates of thiosalicylic acid. Crystal structure of the bis(S-butyl-thiosalicylate)palladium(II) complex, [Pd(S-bu-thiosal)(2)]",
volume = "90",
pages = "34-40",
doi = "10.1016/j.poly.2015.01.041"
}
Mijajlović, M. Ž., Nikolić, M. V., Jevtić, V. V., Ratković, Z. R., Marković-Simović, B., Volarevic, V., Arsenijević, N. N., Novaković, S. B., Bogdanović, G. A., Trifunović, S. R.,& Radić, G. P.. (2015). Cytotoxicity of palladium(II) complexes with some alkyl derivates of thiosalicylic acid. Crystal structure of the bis(S-butyl-thiosalicylate)palladium(II) complex, [Pd(S-bu-thiosal)(2)]. in Polyhedron, 90, 34-40.
https://doi.org/10.1016/j.poly.2015.01.041
Mijajlović MŽ, Nikolić MV, Jevtić VV, Ratković ZR, Marković-Simović B, Volarevic V, Arsenijević NN, Novaković SB, Bogdanović GA, Trifunović SR, Radić GP. Cytotoxicity of palladium(II) complexes with some alkyl derivates of thiosalicylic acid. Crystal structure of the bis(S-butyl-thiosalicylate)palladium(II) complex, [Pd(S-bu-thiosal)(2)]. in Polyhedron. 2015;90:34-40.
doi:10.1016/j.poly.2015.01.041 .
Mijajlović, Marina Ž., Nikolić, Miloš V., Jevtić, Verica V., Ratković, Zoran R., Marković-Simović, Bojana, Volarevic, Vladislav, Arsenijević, Nebojša N., Novaković, Slađana B., Bogdanović, Goran A., Trifunović, Srećko R., Radić, Gordana P., "Cytotoxicity of palladium(II) complexes with some alkyl derivates of thiosalicylic acid. Crystal structure of the bis(S-butyl-thiosalicylate)palladium(II) complex, [Pd(S-bu-thiosal)(2)]" in Polyhedron, 90 (2015):34-40,
https://doi.org/10.1016/j.poly.2015.01.041 . .
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