Todosijević, Anka

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  • Todosijević, Anka (4)
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Author's Bibliography

Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones

Minić, Aleksandra; Pešić, Marko S; Novaković, Slađana B.; Bogdanović, Goran A.; Todosijević, Anka; Ilić-Komatina, Danijela; Stevanović, Dragana

(2020)

TY  - JOUR
AU  - Minić, Aleksandra
AU  - Pešić, Marko S
AU  - Novaković, Slađana B.
AU  - Bogdanović, Goran A.
AU  - Todosijević, Anka
AU  - Ilić-Komatina, Danijela
AU  - Stevanović, Dragana
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/9119
AB  - Herein, we report an easy performable method for the synthesis of ferrocene-containing tetrahydropyrimidin-2(1H)-ones starting from the corresponding 3-arylamino-1-ferrocenylpropan-1-ols and sodium cyanate (NaOCN) in the presence of glacial acetic acid. The protocol is included an intramolecular cyclization of an in situ generated 1,3-hydroxyurea. The scope of the reaction towards eleven ferrocene-containing 1,3-amino alcohols has been explored and the targeted 1-aryl-4-ferrocenyltetrahidropyrimidin-2(1H)-ones were obtained in good to high yields (up to 93%). All products have been isolated in high purity >95%. In addition, we have provided a detailed structural characterization of the new compounds, which has been performed by IR and NMR spectroscopy. The single-crystal X-ray diffraction analysis was successfully performed on three representative examples, as well as elemental analysis. Moreover, molecular structure properties and intermolecular interactions of these three structures have been compared and analyzed in detail. Electrochemical properties of products were investigated by cyclic voltammetry. This investigation revealed the quasi-reversible one-electron redox process.
T2  - Journal of Organometallic Chemistry
T1  - Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones
VL  - 923
SP  - 121422
DO  - 10.1016/j.jorganchem.2020.121422
ER  - 
@article{
author = "Minić, Aleksandra and Pešić, Marko S and Novaković, Slađana B. and Bogdanović, Goran A. and Todosijević, Anka and Ilić-Komatina, Danijela and Stevanović, Dragana",
year = "2020",
url = "https://vinar.vin.bg.ac.rs/handle/123456789/9119",
abstract = "Herein, we report an easy performable method for the synthesis of ferrocene-containing tetrahydropyrimidin-2(1H)-ones starting from the corresponding 3-arylamino-1-ferrocenylpropan-1-ols and sodium cyanate (NaOCN) in the presence of glacial acetic acid. The protocol is included an intramolecular cyclization of an in situ generated 1,3-hydroxyurea. The scope of the reaction towards eleven ferrocene-containing 1,3-amino alcohols has been explored and the targeted 1-aryl-4-ferrocenyltetrahidropyrimidin-2(1H)-ones were obtained in good to high yields (up to 93%). All products have been isolated in high purity >95%. In addition, we have provided a detailed structural characterization of the new compounds, which has been performed by IR and NMR spectroscopy. The single-crystal X-ray diffraction analysis was successfully performed on three representative examples, as well as elemental analysis. Moreover, molecular structure properties and intermolecular interactions of these three structures have been compared and analyzed in detail. Electrochemical properties of products were investigated by cyclic voltammetry. This investigation revealed the quasi-reversible one-electron redox process.",
journal = "Journal of Organometallic Chemistry",
title = "Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones",
volume = "923",
pages = "121422",
doi = "10.1016/j.jorganchem.2020.121422"
}
Minić, A., Pešić, M. S., Novaković, S. B., Bogdanović, G. A., Todosijević, A., Ilić-Komatina, D.,& Stevanović, D. (2020). Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones.
Journal of Organometallic Chemistry, 923, 121422.
https://doi.org/10.1016/j.jorganchem.2020.121422
Minić A, Pešić MS, Novaković SB, Bogdanović GA, Todosijević A, Ilić-Komatina D, Stevanović D. Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones. Journal of Organometallic Chemistry. 2020;923:121422
Minić Aleksandra, Pešić Marko S, Novaković Slađana B., Bogdanović Goran A., Todosijević Anka, Ilić-Komatina Danijela, Stevanović Dragana, "Synthesis, structural and electrochemical characterization of novel ferrocene-containing tetrahydropyrimidin-2(1H)-ones" Journal of Organometallic Chemistry, 923 (2020):121422,
https://doi.org/10.1016/j.jorganchem.2020.121422 .

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; Damljanović, Ivan

(2020)

TY  - JOUR
AU  - Pešić, Marko
AU  - Bugarinović, Jovana
AU  - Minić, Aleksandra
AU  - Bogdanović, Goran A.
AU  - Todosijević, Anka
AU  - Stevanović, Dragana
AU  - Damljanović, Ivan
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 and Damljanović, Ivan",
year = "2020",
url = "https://vinar.vin.bg.ac.rs/handle/123456789/8892",
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.,& Damljanović, I. (2020). Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines.
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 D, Damljanović I. Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines. Journal of The Electrochemical Society. 2020;167(2):025502
Pešić Marko, Bugarinović Jovana, Minić Aleksandra, Bogdanović Goran A., Todosijević Anka, Stevanović Dragana, Damljanović Ivan, "Synthesis and Electrochemical Estimation of DNA-Binding Capacity of Novel Ferrocene-Containing Pyrrolidines" Journal of The Electrochemical Society, 167, no. 2 (2020):025502,
https://doi.org/10.1149/1945-7111/ab68cc .

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",
url = "https://vinar.vin.bg.ac.rs/handle/123456789/8808",
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.
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. Polyhedron. 2020;177:114316
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" Polyhedron, 177 (2020):114316,
https://doi.org/10.1016/j.poly.2019.114316 .
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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",
url = "https://vinar.vin.bg.ac.rs/handle/123456789/8784",
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.
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. Bioelectrochemistry. 2020;132:107412
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" Bioelectrochemistry, 132 (2020):107412,
https://doi.org/10.1016/j.bioelechem.2019.107412 .
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