Muškinja, Jovana

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orcid::0000-0002-0638-3423
  • Muškinja, Jovana (8)
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Author's Bibliography

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 . .
9
8
10

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 . .
6
11

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

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

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
10
14

4-[(Dimethylamino)methylene]-2-ferrocenyl-5-oxo-4, 5-dihydrofuran-3-carboxaldehyde: Synthesis, spectral characterization and single crystal X-ray analysis

Ratković, Zoran R.; Muškinja, Jovana; Novaković, Slađana B.; Bogdanović, Goran A.; Micskei, Karoly; Vukićević, Rastko D.

(2014)

TY  - JOUR
AU  - Ratković, Zoran R.
AU  - Muškinja, Jovana
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Micskei, Karoly
AU  - Vukićević, Rastko D.
PY  - 2014
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/101
AB  - The title compound 4-[(dimethylamino)methylene]-2-ferrocenyl-5-oxo-4,5-dihydrofuran-3-carboxaldehyde was synthesized by reacting 3-ferrocenoylpropionic acid with Vilsmeier reagent. This result is rather unexpected, since 3-aroylpropanoic acids under these conditions usually give the corresponding 2-aryl-4-chloro-3-formylfurans. 3-Ferrocenoylpropanoic acid is not the only 3-aroylpropanoic acid that exhibit an unusual behavior under the same conditions: 3-thenoylpropanoic acid gave 4-[(dimethylamino)-methylene]-2-(2-thienyl)-5-oxo-4,5-dihydrofuran-3-carboxaldehyde and 4-[(dimethylamino) methylene]-2-(2-thienyl-5-formyl)-5-oxo-4,5-dihydrofuran-3-carboxaldehyde, whereas 3-(4-methoxybenzoyl)propanoic acid yielded 4-[(dimethylamino)methylene]-2-(4-methoxyphenyl)-5-oxo-4,5-dihydrofuran-3-carboxaldehyde and 2-(4-methoxyphenyl)-5-chloro-furan-3,4-dicarboxaldehyde. Single crystal X-ray analysis was successfully performed for 4-[(dimethylamino)methylene]-2-ferrocenyl-5-oxo-4,5-dihydrofuran-3-carboxaldehyde and 4-[(dimethylamino)methylene]-2-(2-thienyl)-5-oxo-4, 5-dihydrofuran-3-carboxaldehyde and their structures were compared. (C) 2014 Elsevier Ltd. All rights reserved.
T2  - Polyhedron
T1  - 4-[(Dimethylamino)methylene]-2-ferrocenyl-5-oxo-4, 5-dihydrofuran-3-carboxaldehyde: Synthesis, spectral characterization and single crystal X-ray analysis
VL  - 80
IS  - SI
SP  - 193
EP  - 197
DO  - 10.1016/j.poly.2014.03.038
ER  - 
@article{
author = "Ratković, Zoran R. and Muškinja, Jovana and Novaković, Slađana B. and Bogdanović, Goran A. and Micskei, Karoly and Vukićević, Rastko D.",
year = "2014",
abstract = "The title compound 4-[(dimethylamino)methylene]-2-ferrocenyl-5-oxo-4,5-dihydrofuran-3-carboxaldehyde was synthesized by reacting 3-ferrocenoylpropionic acid with Vilsmeier reagent. This result is rather unexpected, since 3-aroylpropanoic acids under these conditions usually give the corresponding 2-aryl-4-chloro-3-formylfurans. 3-Ferrocenoylpropanoic acid is not the only 3-aroylpropanoic acid that exhibit an unusual behavior under the same conditions: 3-thenoylpropanoic acid gave 4-[(dimethylamino)-methylene]-2-(2-thienyl)-5-oxo-4,5-dihydrofuran-3-carboxaldehyde and 4-[(dimethylamino) methylene]-2-(2-thienyl-5-formyl)-5-oxo-4,5-dihydrofuran-3-carboxaldehyde, whereas 3-(4-methoxybenzoyl)propanoic acid yielded 4-[(dimethylamino)methylene]-2-(4-methoxyphenyl)-5-oxo-4,5-dihydrofuran-3-carboxaldehyde and 2-(4-methoxyphenyl)-5-chloro-furan-3,4-dicarboxaldehyde. Single crystal X-ray analysis was successfully performed for 4-[(dimethylamino)methylene]-2-ferrocenyl-5-oxo-4,5-dihydrofuran-3-carboxaldehyde and 4-[(dimethylamino)methylene]-2-(2-thienyl)-5-oxo-4, 5-dihydrofuran-3-carboxaldehyde and their structures were compared. (C) 2014 Elsevier Ltd. All rights reserved.",
journal = "Polyhedron",
title = "4-[(Dimethylamino)methylene]-2-ferrocenyl-5-oxo-4, 5-dihydrofuran-3-carboxaldehyde: Synthesis, spectral characterization and single crystal X-ray analysis",
volume = "80",
number = "SI",
pages = "193-197",
doi = "10.1016/j.poly.2014.03.038"
}
Ratković, Z. R., Muškinja, J., Novaković, S. B., Bogdanović, G. A., Micskei, K.,& Vukićević, R. D.. (2014). 4-[(Dimethylamino)methylene]-2-ferrocenyl-5-oxo-4, 5-dihydrofuran-3-carboxaldehyde: Synthesis, spectral characterization and single crystal X-ray analysis. in Polyhedron, 80(SI), 193-197.
https://doi.org/10.1016/j.poly.2014.03.038
Ratković ZR, Muškinja J, Novaković SB, Bogdanović GA, Micskei K, Vukićević RD. 4-[(Dimethylamino)methylene]-2-ferrocenyl-5-oxo-4, 5-dihydrofuran-3-carboxaldehyde: Synthesis, spectral characterization and single crystal X-ray analysis. in Polyhedron. 2014;80(SI):193-197.
doi:10.1016/j.poly.2014.03.038 .
Ratković, Zoran R., Muškinja, Jovana, Novaković, Slađana B., Bogdanović, Goran A., Micskei, Karoly, Vukićević, Rastko D., "4-[(Dimethylamino)methylene]-2-ferrocenyl-5-oxo-4, 5-dihydrofuran-3-carboxaldehyde: Synthesis, spectral characterization and single crystal X-ray analysis" in Polyhedron, 80, no. SI (2014):193-197,
https://doi.org/10.1016/j.poly.2014.03.038 . .