Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research

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Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research (en)
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Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines

Nikolić, Andrea; Stanić, Jelena; Zlatar, Matija; Gruden, Maja; Anđelković, Boban; Selaković, Života; Ajdačić, Vladimir; Opsenica, Igor

(American Chemical Society (ACS), 2021)

TY  - JOUR
AU  - Nikolić, Andrea
AU  - Stanić, Jelena
AU  - Zlatar, Matija
AU  - Gruden, Maja
AU  - Anđelković, Boban
AU  - Selaković, Života
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4358
AB  - The Pd-catalyzed N-arylation method for the synthesis of eighteen N,1-diaryl-1H-tetrazol-5-amine derivatives is reported. By running the reactions at 35 °C, compounds were isolated as single isomers since the undesired Dimroth rearrangement was completely suppressed. Furthermore, the Dimroth rearrangement of N,1-diaryl-1H-tetrazol-5-amines was rationalized by conducting comprehensive experiments and NMR analysis as well as density functional theory (DFT) calculations of thermodynamic stability of the compounds. It was established that the Dimroth rearrangement is thermodynamically controlled, and the equilibrium of the reaction is determined by the stability of the corresponding isomers. The mechanism was investigated by additional DFT calculations, and the opening of the tetrazole ring was shown to be the rate-determining step. By maneuvering Pd-catalyzed N-arylation and the subsequent Dimroth rearrangement, two more N,1-diaryl-1H-tetrazol-5-amine derivatives were acquired, which otherwise cannot be synthesized by employing the C–N cross-coupling reaction.
PB  - American Chemical Society (ACS)
T2  - The Journal of Organic Chemistry
T1  - Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines
VL  - 86
IS  - 6
SP  - 4794
EP  - 4803
DO  - 10.1021/acs.joc.1c00282
ER  - 
@article{
author = "Nikolić, Andrea and Stanić, Jelena and Zlatar, Matija and Gruden, Maja and Anđelković, Boban and Selaković, Života and Ajdačić, Vladimir and Opsenica, Igor",
year = "2021",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/4358",
abstract = "The Pd-catalyzed N-arylation method for the synthesis of eighteen N,1-diaryl-1H-tetrazol-5-amine derivatives is reported. By running the reactions at 35 °C, compounds were isolated as single isomers since the undesired Dimroth rearrangement was completely suppressed. Furthermore, the Dimroth rearrangement of N,1-diaryl-1H-tetrazol-5-amines was rationalized by conducting comprehensive experiments and NMR analysis as well as density functional theory (DFT) calculations of thermodynamic stability of the compounds. It was established that the Dimroth rearrangement is thermodynamically controlled, and the equilibrium of the reaction is determined by the stability of the corresponding isomers. The mechanism was investigated by additional DFT calculations, and the opening of the tetrazole ring was shown to be the rate-determining step. By maneuvering Pd-catalyzed N-arylation and the subsequent Dimroth rearrangement, two more N,1-diaryl-1H-tetrazol-5-amine derivatives were acquired, which otherwise cannot be synthesized by employing the C–N cross-coupling reaction.",
publisher = "American Chemical Society (ACS)",
journal = "The Journal of Organic Chemistry",
title = "Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines",
volume = "86",
number = "6",
pages = "4794-4803",
doi = "10.1021/acs.joc.1c00282"
}
Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines.
The Journal of Organic Chemistry
American Chemical Society (ACS)., 86(6), 4794-4803.
https://doi.org/10.1021/acs.joc.1c00282
Nikolić A, Stanić J, Zlatar M, Gruden M, Anđelković B, Selaković Ž, Ajdačić V, Opsenica I. Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry. 2021;86(6):4794-4803
Nikolić Andrea, Stanić Jelena, Zlatar Matija, Gruden Maja, Anđelković Boban, Selaković Života, Ajdačić Vladimir, Opsenica Igor, "Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines" The Journal of Organic Chemistry, 86, no. 6 (2021):4794-4803,
https://doi.org/10.1021/acs.joc.1c00282 .
9

Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines

Nikolić, Andrea; Stanić, Jelena; Zlatar, Matija; Gruden, Maja; Anđelković, Boban; Selaković, Života; Ajdačić, Vladimir; Opsenica, Igor

(American Chemical Society (ACS), 2021)

TY  - JOUR
AU  - Nikolić, Andrea
AU  - Stanić, Jelena
AU  - Zlatar, Matija
AU  - Gruden, Maja
AU  - Anđelković, Boban
AU  - Selaković, Života
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4359
AB  - The Pd-catalyzed N-arylation method for the synthesis of eighteen N,1-diaryl-1H-tetrazol-5-amine derivatives is reported. By running the reactions at 35 °C, compounds were isolated as single isomers since the undesired Dimroth rearrangement was completely suppressed. Furthermore, the Dimroth rearrangement of N,1-diaryl-1H-tetrazol-5-amines was rationalized by conducting comprehensive experiments and NMR analysis as well as density functional theory (DFT) calculations of thermodynamic stability of the compounds. It was established that the Dimroth rearrangement is thermodynamically controlled, and the equilibrium of the reaction is determined by the stability of the corresponding isomers. The mechanism was investigated by additional DFT calculations, and the opening of the tetrazole ring was shown to be the rate-determining step. By maneuvering Pd-catalyzed N-arylation and the subsequent Dimroth rearrangement, two more N,1-diaryl-1H-tetrazol-5-amine derivatives were acquired, which otherwise cannot be synthesized by employing the C–N cross-coupling reaction.
PB  - American Chemical Society (ACS)
T2  - The Journal of Organic Chemistry
T1  - Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines
VL  - 86
IS  - 6
SP  - 4794
EP  - 4803
DO  - 10.1021/acs.joc.1c00282
ER  - 
@article{
author = "Nikolić, Andrea and Stanić, Jelena and Zlatar, Matija and Gruden, Maja and Anđelković, Boban and Selaković, Života and Ajdačić, Vladimir and Opsenica, Igor",
year = "2021",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/4359",
abstract = "The Pd-catalyzed N-arylation method for the synthesis of eighteen N,1-diaryl-1H-tetrazol-5-amine derivatives is reported. By running the reactions at 35 °C, compounds were isolated as single isomers since the undesired Dimroth rearrangement was completely suppressed. Furthermore, the Dimroth rearrangement of N,1-diaryl-1H-tetrazol-5-amines was rationalized by conducting comprehensive experiments and NMR analysis as well as density functional theory (DFT) calculations of thermodynamic stability of the compounds. It was established that the Dimroth rearrangement is thermodynamically controlled, and the equilibrium of the reaction is determined by the stability of the corresponding isomers. The mechanism was investigated by additional DFT calculations, and the opening of the tetrazole ring was shown to be the rate-determining step. By maneuvering Pd-catalyzed N-arylation and the subsequent Dimroth rearrangement, two more N,1-diaryl-1H-tetrazol-5-amine derivatives were acquired, which otherwise cannot be synthesized by employing the C–N cross-coupling reaction.",
publisher = "American Chemical Society (ACS)",
journal = "The Journal of Organic Chemistry",
title = "Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines",
volume = "86",
number = "6",
pages = "4794-4803",
doi = "10.1021/acs.joc.1c00282"
}
Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines.
The Journal of Organic Chemistry
American Chemical Society (ACS)., 86(6), 4794-4803.
https://doi.org/10.1021/acs.joc.1c00282
Nikolić A, Stanić J, Zlatar M, Gruden M, Anđelković B, Selaković Ž, Ajdačić V, Opsenica I. Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry. 2021;86(6):4794-4803
Nikolić Andrea, Stanić Jelena, Zlatar Matija, Gruden Maja, Anđelković Boban, Selaković Života, Ajdačić Vladimir, Opsenica Igor, "Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines" The Journal of Organic Chemistry, 86, no. 6 (2021):4794-4803,
https://doi.org/10.1021/acs.joc.1c00282 .
9

Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282

Nikolić, Andrea; Stanić, Jelena; Zlatar, Matija; Gruden, Maja; Anđelković, Boban; Selaković, Života; Ajdačić, Vladimir; Opsenica, Igor

(American Chemical Society (ACS), 2021)

TY  - BOOK
AU  - Nikolić, Andrea
AU  - Stanić, Jelena
AU  - Zlatar, Matija
AU  - Gruden, Maja
AU  - Anđelković, Boban
AU  - Selaković, Života
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4360
AB  - Copies of 1H and 13C NMR spectra for the synthesized compounds; Extended computational results, and total electronic energies, number of imaginary frequencies;  Cartesian coordinates of all structures.
PB  - American Chemical Society (ACS)
T2  - The Journal of Organic Chemistry
T1  - Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282
DO  - 10.1021/acs.joc.1c00282.s001
ER  - 
@book{
author = "Nikolić, Andrea and Stanić, Jelena and Zlatar, Matija and Gruden, Maja and Anđelković, Boban and Selaković, Života and Ajdačić, Vladimir and Opsenica, Igor",
year = "2021",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/4360",
abstract = "Copies of 1H and 13C NMR spectra for the synthesized compounds; Extended computational results, and total electronic energies, number of imaginary frequencies;  Cartesian coordinates of all structures.",
publisher = "American Chemical Society (ACS)",
journal = "The Journal of Organic Chemistry",
title = "Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282",
doi = "10.1021/acs.joc.1c00282.s001"
}
Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282.
The Journal of Organic Chemistry
American Chemical Society (ACS)..
https://doi.org/10.1021/acs.joc.1c00282.s001
Nikolić A, Stanić J, Zlatar M, Gruden M, Anđelković B, Selaković Ž, Ajdačić V, Opsenica I. Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282. The Journal of Organic Chemistry. 2021;
Nikolić Andrea, Stanić Jelena, Zlatar Matija, Gruden Maja, Anđelković Boban, Selaković Života, Ajdačić Vladimir, Opsenica Igor, "Supporting information for the article: Nikolić, A., Stanić, J., Zlatar, M., Gruden, M., Anđelković, B., Selaković, Ž., Ajdačić, V.,& Opsenica, I. (2021). Controlling Pd-Catalyzed N-Arylation and Dimroth Rearrangement in the Synthesis of N,1-Diaryl-1H-tetrazol-5-amines. The Journal of Organic Chemistry, American Chemical Society (ACS)., 86(6), 4794-4803. https://doi.org/10.1021/acs.joc.1c00282" The Journal of Organic Chemistry (2021),
https://doi.org/10.1021/acs.joc.1c00282.s001 .

One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles

Nikolić, Andrea M.; Živković, Filip; Selaković, Života; Wipf, Peter; Opsenica, Igor

(Wiley, 2020)

TY  - JOUR
AU  - Nikolić, Andrea M.
AU  - Živković, Filip
AU  - Selaković, Života
AU  - Wipf, Peter
AU  - Opsenica, Igor
PY  - 2020
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4294
AB  - An efficient one-pot, two step method for fusing two biologically active motifs, CF3-substituted pyrazoles and isochromenes, was developed. Selective O-benzylation of CF3-substituted pyrazolones and subsequent Pd-catalyzed direct C–H arylation generate a fused tricycle. For the synthesized compounds through-space 13C–19F spin–spin coupling was revealed. In addition, the synthesis of three thioisochromene analogues, and one isocoumarin derivative, was accomplished.
PB  - Wiley
T2  - European Journal of Organic Chemistry
T2  - 2-s2.0-85089311831
T1  - One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles
VL  - 2020
IS  - 34
SP  - 5616
EP  - 5619
DO  - https://doi.org/10.1002/ejoc.202000942
ER  - 
@article{
author = "Nikolić, Andrea M. and Živković, Filip and Selaković, Života and Wipf, Peter and Opsenica, Igor",
year = "2020",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/4294",
abstract = "An efficient one-pot, two step method for fusing two biologically active motifs, CF3-substituted pyrazoles and isochromenes, was developed. Selective O-benzylation of CF3-substituted pyrazolones and subsequent Pd-catalyzed direct C–H arylation generate a fused tricycle. For the synthesized compounds through-space 13C–19F spin–spin coupling was revealed. In addition, the synthesis of three thioisochromene analogues, and one isocoumarin derivative, was accomplished.",
publisher = "Wiley",
journal = "European Journal of Organic Chemistry, 2-s2.0-85089311831",
title = "One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles",
volume = "2020",
number = "34",
pages = "5616-5619",
doi = "https://doi.org/10.1002/ejoc.202000942"
}
Nikolić, A. M., Živković, F., Selaković, Ž., Wipf, P.,& Opsenica, I. (2020). One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles.
2-s2.0-85089311831
Wiley., 2020(34), 5616-5619.
https://doi.org/https://doi.org/10.1002/ejoc.202000942
Nikolić AM, Živković F, Selaković Ž, Wipf P, Opsenica I. One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles. 2-s2.0-85089311831. 2020;2020(34):5616-5619
Nikolić Andrea M., Živković Filip, Selaković Života, Wipf Peter, Opsenica Igor, "One-Pot Two-Step Synthesis of Isochromene-Fused CF3-Substituted Pyrazoles" 2-s2.0-85089311831, 2020, no. 34 (2020):5616-5619,
https://doi.org/https://doi.org/10.1002/ejoc.202000942 .
1
1

Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid

Pantić, Darko N.; Mihajlović-Lalić, Ljiljana; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - JOUR
AU  - Pantić, Darko N.
AU  - Mihajlović-Lalić, Ljiljana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3116
AB  - Three new ruthenium(II)-arene halido complexes, [(η 6 -p-cymene) RuX(L)] (1–3), were synthesized in a reaction of [(η 6 -p-cymene)RuX 2 ] 2 with 5-chloro-1H-benzimidazole-2-carboxylic acid (HL) in ethanol (X – = Cl – (1), Br – (2), I – (3)). The complexes were characterized by elemental analysis, mass spectrometry, IR, 1 H and 13 C NMR spectroscopy. The cytotoxic activity of the ligand precursor and its ruthenium complexes was tested by MTT assay in human cancer cell lines: lung adenocarcinoma (A549), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5). The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to HL in the range of concentrations up to 300 µM. In terms of halido ligand substitution, cytotoxic activity toward A549 and K562 cell lines in 1–3 serie significantly increased (e.g., IC 50 values for K562: 1: 205.76 µM; 2: 174.77 µM; 3: 83.97 µM). All studied compounds were found to be ineffective toward MRC-5. Hydrolysis of 1–3 was followed by UV-vis spectroscopy at 25 °C, revealing ligand-substitution reactions at the Ru(II) center. Compounds 2 and 3 underwent rapid hydrolysis ranging from a few minutes for the aquation to ca. 20 min, confirming typical Ru-arene behavior in aqueous solutions.
T2  - Journal of Coordination Chemistry
T1  - Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid
VL  - 72
IS  - 5-7
SP  - 908
EP  - 919
DO  - 10.1080/00958972.2019.1583332
ER  - 
@article{
author = "Pantić, Darko N. and Mihajlović-Lalić, Ljiljana and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3116",
abstract = "Three new ruthenium(II)-arene halido complexes, [(η 6 -p-cymene) RuX(L)] (1–3), were synthesized in a reaction of [(η 6 -p-cymene)RuX 2 ] 2 with 5-chloro-1H-benzimidazole-2-carboxylic acid (HL) in ethanol (X – = Cl – (1), Br – (2), I – (3)). The complexes were characterized by elemental analysis, mass spectrometry, IR, 1 H and 13 C NMR spectroscopy. The cytotoxic activity of the ligand precursor and its ruthenium complexes was tested by MTT assay in human cancer cell lines: lung adenocarcinoma (A549), myelogenous leukemia (K562) as well as in one normal human fetal lung fibroblast cell line (MRC-5). The results show that ruthenium(II)-arene complexes possess enhanced cytotoxicity when compared to HL in the range of concentrations up to 300 µM. In terms of halido ligand substitution, cytotoxic activity toward A549 and K562 cell lines in 1–3 serie significantly increased (e.g., IC 50 values for K562: 1: 205.76 µM; 2: 174.77 µM; 3: 83.97 µM). All studied compounds were found to be ineffective toward MRC-5. Hydrolysis of 1–3 was followed by UV-vis spectroscopy at 25 °C, revealing ligand-substitution reactions at the Ru(II) center. Compounds 2 and 3 underwent rapid hydrolysis ranging from a few minutes for the aquation to ca. 20 min, confirming typical Ru-arene behavior in aqueous solutions.",
journal = "Journal of Coordination Chemistry",
title = "Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid",
volume = "72",
number = "5-7",
pages = "908-919",
doi = "10.1080/00958972.2019.1583332"
}
Pantić, D. N., Mihajlović-Lalić, L., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S. (2019). Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid.
Journal of Coordination Chemistry, 72(5-7), 908-919.
https://doi.org/10.1080/00958972.2019.1583332
Pantić DN, Mihajlović-Lalić L, Aranđelović S, Radulović S, Grgurić-Šipka S. Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid. Journal of Coordination Chemistry. 2019;72(5-7):908-919
Pantić Darko N., Mihajlović-Lalić Ljiljana, Aranđelović Sandra, Radulović Siniša, Grgurić-Šipka Sanja, "Synthesis, characterization and cytotoxic activity of organoruthenium(II)-halido complexes with 5-chloro-1H-benzimidazole-2-carboxylic acid" Journal of Coordination Chemistry, 72, no. 5-7 (2019):908-919,
https://doi.org/10.1080/00958972.2019.1583332 .
2
2
3

Supplementary material for the article: Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S. Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019, 72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332

Pantić, Darko N.; Mihajlović-Lalić, Ljiljana; Aranđelović, Sandra; Radulović, Siniša; Grgurić-Šipka, Sanja

(2019)

TY  - BOOK
AU  - Pantić, Darko N.
AU  - Mihajlović-Lalić, Ljiljana
AU  - Aranđelović, Sandra
AU  - Radulović, Siniša
AU  - Grgurić-Šipka, Sanja
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3117
T2  - Journal of Coordination Chemistry
T1  - Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332
ER  - 
@book{
author = "Pantić, Darko N. and Mihajlović-Lalić, Ljiljana and Aranđelović, Sandra and Radulović, Siniša and Grgurić-Šipka, Sanja",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3117",
journal = "Journal of Coordination Chemistry",
title = "Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332"
}
Pantić, D. N., Mihajlović-Lalić, L., Aranđelović, S., Radulović, S.,& Grgurić-Šipka, S. (2019). Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332.
Journal of Coordination Chemistry.
Pantić DN, Mihajlović-Lalić L, Aranđelović S, Radulović S, Grgurić-Šipka S. Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332. Journal of Coordination Chemistry. 2019;
Pantić Darko N., Mihajlović-Lalić Ljiljana, Aranđelović Sandra, Radulović Siniša, Grgurić-Šipka Sanja, "Supplementary material for the article:
Pantić, D. N.; Mihajlović-Lalić, L. E.; Aranđelović, S.; Radulović, S.; Grgurić-Šipka, S.
Synthesis, Characterization and Cytotoxic Activity of Organoruthenium(II)-Halido Complexes
with 5-Chloro-1H-Benzimidazole-2-Carboxylic Acid. Journal of Coordination Chemistry 2019,
72 (5–7), 908–919. https://doi.org/10.1080/00958972.2019.1583332" Journal of Coordination Chemistry (2019)

Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines

Nikolić, Andrea M.; Ajdačić, Vladimir; Opsenica, Igor

(Elsevier, 2019)

TY  - JOUR
AU  - Nikolić, Andrea M.
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3787
PB  - Elsevier
T2  - Journal of Organometallic Chemistry
T1  - Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines
VL  - 880
SP  - 134
EP  - 142
DO  - 10.1016/j.jorganchem.2018.11.007
ER  - 
@article{
author = "Nikolić, Andrea M. and Ajdačić, Vladimir and Opsenica, Igor",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3787",
publisher = "Elsevier",
journal = "Journal of Organometallic Chemistry",
title = "Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines",
volume = "880",
pages = "134-142",
doi = "10.1016/j.jorganchem.2018.11.007"
}
Nikolić, A. M., Ajdačić, V.,& Opsenica, I. (2019). Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines.
Journal of Organometallic Chemistry
Elsevier., 880, 134-142.
https://doi.org/10.1016/j.jorganchem.2018.11.007
Nikolić AM, Ajdačić V, Opsenica I. Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines. Journal of Organometallic Chemistry. 2019;880:134-142
Nikolić Andrea M., Ajdačić Vladimir, Opsenica Igor, "Palladium-catalyzed N-Arylation of 1-substituted-1H-tetrazol-5-amines" Journal of Organometallic Chemistry, 880 (2019):134-142,
https://doi.org/10.1016/j.jorganchem.2018.11.007 .
1
2
2
3

Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007

Nikolić, Andrea M.; Ajdačić, Vladimir; Opsenica, Igor

(Elsevier, 2019)

TY  - BOOK
AU  - Nikolić, Andrea M.
AU  - Ajdačić, Vladimir
AU  - Opsenica, Igor
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3788
PB  - Elsevier
T2  - Journal of Organometallic Chemistry
T1  - Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007
DO  - 10.1016/j.jorganchem.2018.11.007
ER  - 
@book{
author = "Nikolić, Andrea M. and Ajdačić, Vladimir and Opsenica, Igor",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3788",
publisher = "Elsevier",
journal = "Journal of Organometallic Chemistry",
title = "Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007",
doi = "10.1016/j.jorganchem.2018.11.007"
}
Nikolić, A. M., Ajdačić, V.,& Opsenica, I. (2019). Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007.
Journal of Organometallic Chemistry
Elsevier..
https://doi.org/10.1016/j.jorganchem.2018.11.007
Nikolić AM, Ajdačić V, Opsenica I. Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007. Journal of Organometallic Chemistry. 2019;
Nikolić Andrea M., Ajdačić Vladimir, Opsenica Igor, "Supplementary data for article: Nikolić, A. M.; Ajdačić, V.; Opsenica, I. M. Palladium-Catalyzed N-Arylation of 1-Substituted-1H-Tetrazol-5-Amines. Journal of Organometallic Chemistry 2019, 880, 134–142. https://doi.org/10.1016/j.jorganchem.2018.11.007" Journal of Organometallic Chemistry (2019),
https://doi.org/10.1016/j.jorganchem.2018.11.007 .
1
2
2
3

Supplementary data for the article: Vulovic, B.; Trmcic, M.; Matovic, R.; Saicic, R. N. Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation. Organic Letters 2019, 21 (23), 9618–9621. https://doi.org/10.1021/acs.orglett.9b03791

Vulović, Bojan; Trmčić, Milena; Matović, Radomir; Saičić, Radomir

(ACS, 2019)

TY  - BOOK
AU  - Vulović, Bojan
AU  - Trmčić, Milena
AU  - Matović, Radomir
AU  - Saičić, Radomir
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3841
PB  - ACS
T2  - Organic Letters
T1  - Supplementary data for the article: Vulovic, B.; Trmcic, M.; Matovic, R.; Saicic, R. N. Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation. Organic Letters 2019, 21 (23), 9618–9621. https://doi.org/10.1021/acs.orglett.9b03791
ER  - 
@book{
author = "Vulović, Bojan and Trmčić, Milena and Matović, Radomir and Saičić, Radomir",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3841",
publisher = "ACS",
journal = "Organic Letters",
title = "Supplementary data for the article: Vulovic, B.; Trmcic, M.; Matovic, R.; Saicic, R. N. Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation. Organic Letters 2019, 21 (23), 9618–9621. https://doi.org/10.1021/acs.orglett.9b03791"
}
Vulović, B., Trmčić, M., Matović, R.,& Saičić, R. (2019). Supplementary data for the article: Vulovic, B.; Trmcic, M.; Matovic, R.; Saicic, R. N. Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation. Organic Letters 2019, 21 (23), 9618–9621. https://doi.org/10.1021/acs.orglett.9b03791.
Organic Letters
ACS..
Vulović B, Trmčić M, Matović R, Saičić R. Supplementary data for the article: Vulovic, B.; Trmcic, M.; Matovic, R.; Saicic, R. N. Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation. Organic Letters 2019, 21 (23), 9618–9621. https://doi.org/10.1021/acs.orglett.9b03791. Organic Letters. 2019;
Vulović Bojan, Trmčić Milena, Matović Radomir, Saičić Radomir, "Supplementary data for the article: Vulovic, B.; Trmcic, M.; Matovic, R.; Saicic, R. N. Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation. Organic Letters 2019, 21 (23), 9618–9621. https://doi.org/10.1021/acs.orglett.9b03791" Organic Letters (2019)

Phenolic Composition Influences the Health-Promoting Potential of Bee-Pollen

Mosić, Mirjana; Trifković, Jelena; Vovk, Irena; Gašić, Uroš M.; Tešić, Živoslav Lj.; Šikoparija, Branko; Milojković-Opsenica, Dušanka

(MDPI AG, 2019)

TY  - JOUR
AU  - Mosić, Mirjana
AU  - Trifković, Jelena
AU  - Vovk, Irena
AU  - Gašić, Uroš M.
AU  - Tešić, Živoslav Lj.
AU  - Šikoparija, Branko
AU  - Milojković-Opsenica, Dušanka
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3774
PB  - MDPI AG
T2  - Biomolecules
T1  - Phenolic Composition Influences the
Health-Promoting Potential of Bee-Pollen
VL  - 9
IS  - 12
DO  - 10.3390/biom9120783
ER  - 
@article{
author = "Mosić, Mirjana and Trifković, Jelena and Vovk, Irena and Gašić, Uroš M. and Tešić, Živoslav Lj. and Šikoparija, Branko and Milojković-Opsenica, Dušanka",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3774",
publisher = "MDPI AG",
journal = "Biomolecules",
title = "Phenolic Composition Influences the
Health-Promoting Potential of Bee-Pollen",
volume = "9",
number = "12",
doi = "10.3390/biom9120783"
}
Mosić, M., Trifković, J., Vovk, I., Gašić, U. M., Tešić, Ž. Lj., Šikoparija, B.,& Milojković-Opsenica, D. (2019). Phenolic Composition Influences the
Health-Promoting Potential of Bee-Pollen.
Biomolecules
MDPI AG., 9(12).
https://doi.org/10.3390/biom9120783
Mosić M, Trifković J, Vovk I, Gašić UM, Tešić ŽL, Šikoparija B, Milojković-Opsenica D. Phenolic Composition Influences the
Health-Promoting Potential of Bee-Pollen. Biomolecules. 2019;9(12)
Mosić Mirjana, Trifković Jelena, Vovk Irena, Gašić Uroš M., Tešić Živoslav Lj., Šikoparija Branko, Milojković-Opsenica Dušanka, "Phenolic Composition Influences the
Health-Promoting Potential of Bee-Pollen" Biomolecules, 9, no. 12 (2019),
https://doi.org/10.3390/biom9120783 .
1
8
3
8

Supplementary data for article: Mosić, M.; Trifković, J.; Vovk, I.; Gašić, U.; Tešić, Ž.; Šikoparija, B.; Milojković-Opsenica, D. Phenolic Composition Influences the Health-Promoting Potential of Bee-Pollen. Biomolecules 2019, 9 (12). https://doi.org/10.3390/biom9120783

Mosić, Mirjana; Trifković, Jelena; Vovk, Irena; Gašić, Uroš M.; Tešić, Živoslav Lj.; Šikoparija, Branko; Milojković-Opsenica, Dušanka

(MDPI AG, 2019)

TY  - BOOK
AU  - Mosić, Mirjana
AU  - Trifković, Jelena
AU  - Vovk, Irena
AU  - Gašić, Uroš M.
AU  - Tešić, Živoslav Lj.
AU  - Šikoparija, Branko
AU  - Milojković-Opsenica, Dušanka
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3775
PB  - MDPI AG
T2  - Biomolecules
T1  - Supplementary data for article:           Mosić, M.; Trifković, J.; Vovk, I.; Gašić, U.; Tešić, Ž.; Šikoparija, B.; Milojković-Opsenica, D. Phenolic Composition Influences the Health-Promoting Potential of Bee-Pollen. Biomolecules 2019, 9 (12). https://doi.org/10.3390/biom9120783
ER  - 
@book{
author = "Mosić, Mirjana and Trifković, Jelena and Vovk, Irena and Gašić, Uroš M. and Tešić, Živoslav Lj. and Šikoparija, Branko and Milojković-Opsenica, Dušanka",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3775",
publisher = "MDPI AG",
journal = "Biomolecules",
title = "Supplementary data for article:           Mosić, M.; Trifković, J.; Vovk, I.; Gašić, U.; Tešić, Ž.; Šikoparija, B.; Milojković-Opsenica, D. Phenolic Composition Influences the Health-Promoting Potential of Bee-Pollen. Biomolecules 2019, 9 (12). https://doi.org/10.3390/biom9120783"
}
Mosić, M., Trifković, J., Vovk, I., Gašić, U. M., Tešić, Ž. Lj., Šikoparija, B.,& Milojković-Opsenica, D. (2019). Supplementary data for article:           Mosić, M.; Trifković, J.; Vovk, I.; Gašić, U.; Tešić, Ž.; Šikoparija, B.; Milojković-Opsenica, D. Phenolic Composition Influences the Health-Promoting Potential of Bee-Pollen. Biomolecules 2019, 9 (12). https://doi.org/10.3390/biom9120783.
Biomolecules
MDPI AG..
Mosić M, Trifković J, Vovk I, Gašić UM, Tešić ŽL, Šikoparija B, Milojković-Opsenica D. Supplementary data for article:           Mosić, M.; Trifković, J.; Vovk, I.; Gašić, U.; Tešić, Ž.; Šikoparija, B.; Milojković-Opsenica, D. Phenolic Composition Influences the Health-Promoting Potential of Bee-Pollen. Biomolecules 2019, 9 (12). https://doi.org/10.3390/biom9120783. Biomolecules. 2019;
Mosić Mirjana, Trifković Jelena, Vovk Irena, Gašić Uroš M., Tešić Živoslav Lj., Šikoparija Branko, Milojković-Opsenica Dušanka, "Supplementary data for article:           Mosić, M.; Trifković, J.; Vovk, I.; Gašić, U.; Tešić, Ž.; Šikoparija, B.; Milojković-Opsenica, D. Phenolic Composition Influences the Health-Promoting Potential of Bee-Pollen. Biomolecules 2019, 9 (12). https://doi.org/10.3390/biom9120783" Biomolecules (2019)

Proteomika posttranslacionih i hemijskih modifikacija proteina i interakcije proteina od značaja u alergiji na hranu

Mihailović, Jelena

(Универзитет у Београду, Хемијски факултет, 2019)

TY  - BOOK
AU  - Mihailović, Jelena
PY  - 2019
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=7675
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:22858/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=24146185
UR  - https://nardus.mpn.gov.rs/handle/123456789/17611
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4381
AB  - Alergija na hranu je reakcija preosetljivosti imunskog sistema na hranu koja dovodi dostvaranja IgE antitela. Ne postoji efikasan tretman i izbegavanje namirnica koje izazivajusimptome je jedini način za sprečavanje ozbiljnih posledica. Cilj ove teze je izučavanjeposttranslacionih i hemijskih modifikacija (PTM i HM) i interakcija alergena hrane sabiološki aktivnim polifenolom biljnog porekla.Alergija na crveno meso je novootkriveni tip odložene reakcije, sa PTM galaktozil-α-1,3-galaktozom (α-Gal) kao epitopom. Ispitani su podložnost model proteina - tiroglobulina(TG) digestiji pepsinom, prisustvo α-Gal na rezultujućim peptidima i pretpostavljenomesto vezivanja α-Gal za TG. Pokazano je da je α-Gal celim tokom simulirane želudačnedigestije vezan za nastale peptide TG, koji zadržavaju sposobnost da vežu IgE.Alergija na kikiriki je među najopasnijim zbog učestalosti, postojanosti i ozbiljnostisimptoma. Postoje razlike u alergenosti između sirovog i pečenog kikirikija, koje mogupoticati od razlika u modifikacijama alergena. U ovoj disertaciji je proučena razlika umodifikacijama glavnih alergena iz sirovog i pečenog kikirikija. Detektovano je 27modifikacija, od kojih 4 isključivo na proteinima pečenog kikirikija. Pokazane su razlikeu profilima modifikacija proteina između ekstrakata, koje mogu uticati na alergenost.2S albumini kikirikija su zbog kompaktne strukture otporni na delovanje digestivnihenzima, što se povezuje sa njihovom alergenošću. Ispitane su interakcije između njih iepigalokatehin-3-galata (EGCG), katehina zelenog čaja sa imunomodulatornimsvojstvima koji pospešuje digestiju proteina pepsinom. Vezivanje EGCG-a za alergeneizaziva promene u njihovoj strukturi (entalpijski povoljan proces), sa konstantamavezivanja reda veličine 104 M-1.
AB  - Food allergy is an immune system reaction to certain foods that results in IgE antibodygeneration. Efficient treatment does not exist, so avoidance of trigger foods is the onlyway to prevent serious consequences. The aim of this thesis was to study posttranslationaland chemical modifications (PTM and CM) of food allergens and their interactions withbiologically active plant polyphenol.Red meat allergy is a newly discovered type of allergy with delayed symptoms and aPTM - galactose-α-1,3-galactose (α-Gal) as an epitope. Digestibility of a model protein -thyroglobulin (TG) by pepsin and presence of α-Gal on resulting peptides was studied,and the position of α-Gal containing glycan on TG was proposed. It was shown thatthroughout simulated gastric digestion α-Gal remains bound to IgE reactive TG peptides.Peanut allergy is among most dangerous types of food allergies due to prevalence,persistence and symptom severity. Differences in allergenicity between raw and roastedpeanuts were previously shown and might stem from differences in protein modifications.Differences in major allergen modifications between raw and roasted peanut werestudied. Twenty-seven modifications were detected, 4 of which exclusively on allergensfrom roasted peanuts. Differences in modification profiling were found between the twoprotein preparations that can affect their allergenicity.Peanut 2S albumins are compact digestion-resistant proteins, which attributes to theirallergenicity. Their interactions with epigallocatechin-3-gallate (EGCG), animmunomodulatory green tea catechin that facilitates pepsin digestion of proteins werestudied. The results show that binding of EGCG to these allergens induces conformationalchanges, and is enthalpy favorable with binding constants of 104 M-1.
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Proteomika posttranslacionih i hemijskih modifikacija proteina i interakcije proteina od značaja u alergiji na hranu
ER  - 
@phdthesis{
author = "Mihailović, Jelena",
year = "2019",
url = "http://eteze.bg.ac.rs/application/showtheses?thesesId=7675, https://fedorabg.bg.ac.rs/fedora/get/o:22858/bdef:Content/download, http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=24146185, https://nardus.mpn.gov.rs/handle/123456789/17611, http://cherry.chem.bg.ac.rs/handle/123456789/4381",
abstract = "Alergija na hranu je reakcija preosetljivosti imunskog sistema na hranu koja dovodi dostvaranja IgE antitela. Ne postoji efikasan tretman i izbegavanje namirnica koje izazivajusimptome je jedini način za sprečavanje ozbiljnih posledica. Cilj ove teze je izučavanjeposttranslacionih i hemijskih modifikacija (PTM i HM) i interakcija alergena hrane sabiološki aktivnim polifenolom biljnog porekla.Alergija na crveno meso je novootkriveni tip odložene reakcije, sa PTM galaktozil-α-1,3-galaktozom (α-Gal) kao epitopom. Ispitani su podložnost model proteina - tiroglobulina(TG) digestiji pepsinom, prisustvo α-Gal na rezultujućim peptidima i pretpostavljenomesto vezivanja α-Gal za TG. Pokazano je da je α-Gal celim tokom simulirane želudačnedigestije vezan za nastale peptide TG, koji zadržavaju sposobnost da vežu IgE.Alergija na kikiriki je među najopasnijim zbog učestalosti, postojanosti i ozbiljnostisimptoma. Postoje razlike u alergenosti između sirovog i pečenog kikirikija, koje mogupoticati od razlika u modifikacijama alergena. U ovoj disertaciji je proučena razlika umodifikacijama glavnih alergena iz sirovog i pečenog kikirikija. Detektovano je 27modifikacija, od kojih 4 isključivo na proteinima pečenog kikirikija. Pokazane su razlikeu profilima modifikacija proteina između ekstrakata, koje mogu uticati na alergenost.2S albumini kikirikija su zbog kompaktne strukture otporni na delovanje digestivnihenzima, što se povezuje sa njihovom alergenošću. Ispitane su interakcije između njih iepigalokatehin-3-galata (EGCG), katehina zelenog čaja sa imunomodulatornimsvojstvima koji pospešuje digestiju proteina pepsinom. Vezivanje EGCG-a za alergeneizaziva promene u njihovoj strukturi (entalpijski povoljan proces), sa konstantamavezivanja reda veličine 104 M-1., Food allergy is an immune system reaction to certain foods that results in IgE antibodygeneration. Efficient treatment does not exist, so avoidance of trigger foods is the onlyway to prevent serious consequences. The aim of this thesis was to study posttranslationaland chemical modifications (PTM and CM) of food allergens and their interactions withbiologically active plant polyphenol.Red meat allergy is a newly discovered type of allergy with delayed symptoms and aPTM - galactose-α-1,3-galactose (α-Gal) as an epitope. Digestibility of a model protein -thyroglobulin (TG) by pepsin and presence of α-Gal on resulting peptides was studied,and the position of α-Gal containing glycan on TG was proposed. It was shown thatthroughout simulated gastric digestion α-Gal remains bound to IgE reactive TG peptides.Peanut allergy is among most dangerous types of food allergies due to prevalence,persistence and symptom severity. Differences in allergenicity between raw and roastedpeanuts were previously shown and might stem from differences in protein modifications.Differences in major allergen modifications between raw and roasted peanut werestudied. Twenty-seven modifications were detected, 4 of which exclusively on allergensfrom roasted peanuts. Differences in modification profiling were found between the twoprotein preparations that can affect their allergenicity.Peanut 2S albumins are compact digestion-resistant proteins, which attributes to theirallergenicity. Their interactions with epigallocatechin-3-gallate (EGCG), animmunomodulatory green tea catechin that facilitates pepsin digestion of proteins werestudied. The results show that binding of EGCG to these allergens induces conformationalchanges, and is enthalpy favorable with binding constants of 104 M-1.",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Proteomika posttranslacionih i hemijskih modifikacija proteina i interakcije proteina od značaja u alergiji na hranu"
}
Mihailović, J. (2019). Proteomika posttranslacionih i hemijskih modifikacija proteina i interakcije proteina od značaja u alergiji na hranu.
Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
Mihailović J. Proteomika posttranslacionih i hemijskih modifikacija proteina i interakcije proteina od značaja u alergiji na hranu. Универзитет у Београду. 2019;
Mihailović Jelena, "Proteomika posttranslacionih i hemijskih modifikacija proteina i interakcije proteina od značaja u alergiji na hranu" Универзитет у Београду (2019)

Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir; Bihelović, Filip

(Wiley, 2019)

TY  - JOUR
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
AU  - Bihelović, Filip
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2869
AB  - A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.
PB  - Wiley
T2  - Chemistry - A European Journal
T1  - Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone
VL  - 25
IS  - 17
SP  - 4340
EP  - 4344
DO  - 10.1002/chem.201900497
ER  - 
@article{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir and Bihelović, Filip",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2869",
abstract = "A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.",
publisher = "Wiley",
journal = "Chemistry - A European Journal",
title = "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone",
volume = "25",
number = "17",
pages = "4340-4344",
doi = "10.1002/chem.201900497"
}
Trajković, M., Ferjančić, Z., Saičić, R.,& Bihelović, F. (2019). Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone.
Chemistry - A European Journal
Wiley., 25(17), 4340-4344.
https://doi.org/10.1002/chem.201900497
Trajković M, Ferjančić Z, Saičić R, Bihelović F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal. 2019;25(17):4340-4344
Trajković Milos, Ferjančić Zorana, Saičić Radomir, Bihelović Filip, "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone" Chemistry - A European Journal, 25, no. 17 (2019):4340-4344,
https://doi.org/10.1002/chem.201900497 .
3

Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir; Bihelović, Filip

(Wiley, 2019)

TY  - JOUR
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
AU  - Bihelović, Filip
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2874
AB  - A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.
PB  - Wiley
T2  - Chemistry - A European Journal
T1  - Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone
VL  - 25
IS  - 17
SP  - 4340
EP  - 4344
DO  - 10.1002/chem.201900497
ER  - 
@article{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir and Bihelović, Filip",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2874",
abstract = "A chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.",
publisher = "Wiley",
journal = "Chemistry - A European Journal",
title = "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone",
volume = "25",
number = "17",
pages = "4340-4344",
doi = "10.1002/chem.201900497"
}
Trajković, M., Ferjančić, Z., Saičić, R.,& Bihelović, F. (2019). Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone.
Chemistry - A European Journal
Wiley., 25(17), 4340-4344.
https://doi.org/10.1002/chem.201900497
Trajković M, Ferjančić Z, Saičić R, Bihelović F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal. 2019;25(17):4340-4344
Trajković Milos, Ferjančić Zorana, Saičić Radomir, Bihelović Filip, "Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone" Chemistry - A European Journal, 25, no. 17 (2019):4340-4344,
https://doi.org/10.1002/chem.201900497 .
3

Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation

Vulović, Bojan; Trmčić, Milena; Matović, Radomir; Saičić, Radomir

(ACS, 2019)

TY  - JOUR
AU  - Vulović, Bojan
AU  - Trmčić, Milena
AU  - Matović, Radomir
AU  - Saičić, Radomir
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3819
AB  - Unsaturated oxyallyl cations with a suitably positioned alkene bond undergo 5-exo-cyclization with the formation of vinylcyclopentane derivatives. Alkyne analogues provide allenes. The reaction proceeds with a moderate to excellent level of stereoselectivity and allows for asymmetric induction in the reaction with chiral substrate.
PB  - ACS
T2  - Organic Letters
T1  - Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation
VL  - 21
IS  - 23
SP  - 9618
EP  - 9621
DO  - 10.1021/acs.orglett.9b03791
ER  - 
@article{
author = "Vulović, Bojan and Trmčić, Milena and Matović, Radomir and Saičić, Radomir",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3819",
abstract = "Unsaturated oxyallyl cations with a suitably positioned alkene bond undergo 5-exo-cyclization with the formation of vinylcyclopentane derivatives. Alkyne analogues provide allenes. The reaction proceeds with a moderate to excellent level of stereoselectivity and allows for asymmetric induction in the reaction with chiral substrate.",
publisher = "ACS",
journal = "Organic Letters",
title = "Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation",
volume = "21",
number = "23",
pages = "9618-9621",
doi = "10.1021/acs.orglett.9b03791"
}
Vulović, B., Trmčić, M., Matović, R.,& Saičić, R. (2019). Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation.
Organic Letters
ACS., 21(23), 9618-9621.
https://doi.org/10.1021/acs.orglett.9b03791
Vulović B, Trmčić M, Matović R, Saičić R. Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation. Organic Letters. 2019;21(23):9618-9621
Vulović Bojan, Trmčić Milena, Matović Radomir, Saičić Radomir, "Cyclization Reactions of Oxyallyl Cation. A Method for Cyclopentane Ring Formation" Organic Letters, 21, no. 23 (2019):9618-9621,
https://doi.org/10.1021/acs.orglett.9b03791 .
1
1

Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497

Trajković, Milos; Ferjančić, Zorana; Saičić, Radomir; Bihelović, Filip

(Wiley, 2019)

TY  - BOOK
AU  - Trajković, Milos
AU  - Ferjančić, Zorana
AU  - Saičić, Radomir
AU  - Bihelović, Filip
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3842
PB  - Wiley
T2  - Chemistry - A European Journal
T1  - Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497
ER  - 
@book{
author = "Trajković, Milos and Ferjančić, Zorana and Saičić, Radomir and Bihelović, Filip",
year = "2019",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3842",
publisher = "Wiley",
journal = "Chemistry - A European Journal",
title = "Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497"
}
Trajković, M., Ferjančić, Z., Saičić, R.,& Bihelović, F. (2019). Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497.
Chemistry - A European Journal
Wiley..
Trajković M, Ferjančić Z, Saičić R, Bihelović F. Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497. Chemistry - A European Journal. 2019;
Trajković Milos, Ferjančić Zorana, Saičić Radomir, Bihelović Filip, "Supplementary data for the article: Trajkovic, M.; Ferjancic, Z.; Saicic, R. N.; Bihelovic, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. https://doi.org/10.1002/chem.201900497" Chemistry - A European Journal (2019)

Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes

Ajdačić, Vladimir; Nikolić, Andrea; Kerner, Michael; Wipf, Peter; Opsenica, Igor

(Georg Thieme Verlag Kg, Stuttgart, 2018)

TY  - JOUR
AU  - Ajdačić, Vladimir
AU  - Nikolić, Andrea
AU  - Kerner, Michael
AU  - Wipf, Peter
AU  - Opsenica, Igor
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2192
AB  - An improved method for the decarbonylation of aliphatic aldehydes by using a commercially available Pd/C catalyst is described. The reaction conditions are suitable for linear, cyclic, or sterically demanding substrates, as they afford the corresponding alkanes in yields of up to 99%. In addition, this Pd/C-catalyzed method exhibits good functional-group tolerance. A comparison of previously reported methods with the present one showed that the reaction conditions play a crucial role in the outcome of the reaction. The method can also be applied in a two-step reaction sequence for the synthesis of industrially important compounds.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synlett
T1  - Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes
VL  - 29
IS  - 13
SP  - 1781
EP  - 1785
DO  - 10.1055/s-0037-1610433
ER  - 
@article{
author = "Ajdačić, Vladimir and Nikolić, Andrea and Kerner, Michael and Wipf, Peter and Opsenica, Igor",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2192",
abstract = "An improved method for the decarbonylation of aliphatic aldehydes by using a commercially available Pd/C catalyst is described. The reaction conditions are suitable for linear, cyclic, or sterically demanding substrates, as they afford the corresponding alkanes in yields of up to 99%. In addition, this Pd/C-catalyzed method exhibits good functional-group tolerance. A comparison of previously reported methods with the present one showed that the reaction conditions play a crucial role in the outcome of the reaction. The method can also be applied in a two-step reaction sequence for the synthesis of industrially important compounds.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synlett",
title = "Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes",
volume = "29",
number = "13",
pages = "1781-1785",
doi = "10.1055/s-0037-1610433"
}
Ajdačić, V., Nikolić, A., Kerner, M., Wipf, P.,& Opsenica, I. (2018). Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes.
Synlett
Georg Thieme Verlag Kg, Stuttgart., 29(13), 1781-1785.
https://doi.org/10.1055/s-0037-1610433
Ajdačić V, Nikolić A, Kerner M, Wipf P, Opsenica I. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett. 2018;29(13):1781-1785
Ajdačić Vladimir, Nikolić Andrea, Kerner Michael, Wipf Peter, Opsenica Igor, "Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes" Synlett, 29, no. 13 (2018):1781-1785,
https://doi.org/10.1055/s-0037-1610433 .
1
3
2
2

Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433

Ajdačić, Vladimir; Nikolić, Andrea; Kerner, Michael; Wipf, Peter; Opsenica, Igor

(Georg Thieme Verlag Kg, Stuttgart, 2018)

TY  - BOOK
AU  - Ajdačić, Vladimir
AU  - Nikolić, Andrea
AU  - Kerner, Michael
AU  - Wipf, Peter
AU  - Opsenica, Igor
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3252
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synlett
T1  - Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433
ER  - 
@book{
author = "Ajdačić, Vladimir and Nikolić, Andrea and Kerner, Michael and Wipf, Peter and Opsenica, Igor",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3252",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synlett",
title = "Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433"
}
Ajdačić, V., Nikolić, A., Kerner, M., Wipf, P.,& Opsenica, I. (2018). Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433.
Synlett
Georg Thieme Verlag Kg, Stuttgart..
Ajdačić V, Nikolić A, Kerner M, Wipf P, Opsenica I. Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433. Synlett. 2018;
Ajdačić Vladimir, Nikolić Andrea, Kerner Michael, Wipf Peter, Opsenica Igor, "Supplementary material for the article: Ajdačić, V.; Nikolić, A.; Kerner, M.; Wipf, P.; Opsenica, I. M. Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes. Synlett 2018, 29 (13), 1781–1785. https://doi.org/10.1055/s-0037-1610433" Synlett (2018)

Human serum albumin binding of certain antimalarials

Marković, Olivera S.; Cvijetić, Ilija; Zlatović, Mario; Opsenica, Igor; Konstantinović, Jelena M.; Terzić-Jovanović, Nataša; Šolaja, Bogdan A.; Verbić, Tatjana

(Pergamon-Elsevier Science Ltd, Oxford, 2018)

TY  - JOUR
AU  - Marković, Olivera S.
AU  - Cvijetić, Ilija
AU  - Zlatović, Mario
AU  - Opsenica, Igor
AU  - Konstantinović, Jelena M.
AU  - Terzić-Jovanović, Nataša
AU  - Šolaja, Bogdan A.
AU  - Verbić, Tatjana
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2085
AB  - Interactions between eight in-house synthesized aminoquinolines, along with well-known chloroquine, and human serum albumin (HSA) have been studied by fluorescence spectroscopy. The synthesized aminoquinolines, despite being structurally diverse, were found to be very potent antimalarials. Fluorescence measurements indicate that three compounds having additional thiophene or benzothiophene substructure bind more strongly to HSA than other studied compounds. Competitive binding experiments indicate that these three compounds bind significantly stronger to warfarin compared to diazepam binding site. Fluorescence quenching at three temperatures (20, 25, and 37 degrees C) was analyzed using classical Stern-Volmer equation, and a static quenching mechanism was proposed. The enthalpy and entropy changes upon sulphur-containing compound-HSA interactions were calculated using Van't Hoff equation. Positive values of enthalpy and entropy changes indicate that non-specific, hydrophobic interactions are the main contributors to HSA-compound interaction. Molecular docking and calculated lipophilicity descriptors indicate the same, pointing out that the increased lipophilicity of sulphur-containing compounds might be a reason for their better binding to HSA. Obtained results might contribute to design of novel derivatives with improved-pharmacokinetic properties and drug efficacy. (C) 2017 Elsevier B.V. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
T1  - Human serum albumin binding of certain antimalarials
VL  - 192
SP  - 128
EP  - 139
DO  - 10.1016/j.saa.2017.10.061
ER  - 
@article{
author = "Marković, Olivera S. and Cvijetić, Ilija and Zlatović, Mario and Opsenica, Igor and Konstantinović, Jelena M. and Terzić-Jovanović, Nataša and Šolaja, Bogdan A. and Verbić, Tatjana",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2085",
abstract = "Interactions between eight in-house synthesized aminoquinolines, along with well-known chloroquine, and human serum albumin (HSA) have been studied by fluorescence spectroscopy. The synthesized aminoquinolines, despite being structurally diverse, were found to be very potent antimalarials. Fluorescence measurements indicate that three compounds having additional thiophene or benzothiophene substructure bind more strongly to HSA than other studied compounds. Competitive binding experiments indicate that these three compounds bind significantly stronger to warfarin compared to diazepam binding site. Fluorescence quenching at three temperatures (20, 25, and 37 degrees C) was analyzed using classical Stern-Volmer equation, and a static quenching mechanism was proposed. The enthalpy and entropy changes upon sulphur-containing compound-HSA interactions were calculated using Van't Hoff equation. Positive values of enthalpy and entropy changes indicate that non-specific, hydrophobic interactions are the main contributors to HSA-compound interaction. Molecular docking and calculated lipophilicity descriptors indicate the same, pointing out that the increased lipophilicity of sulphur-containing compounds might be a reason for their better binding to HSA. Obtained results might contribute to design of novel derivatives with improved-pharmacokinetic properties and drug efficacy. (C) 2017 Elsevier B.V. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy",
title = "Human serum albumin binding of certain antimalarials",
volume = "192",
pages = "128-139",
doi = "10.1016/j.saa.2017.10.061"
}
Marković, O. S., Cvijetić, I., Zlatović, M., Opsenica, I., Konstantinović, J. M., Terzić-Jovanović, N., Šolaja, B. A.,& Verbić, T. (2018). Human serum albumin binding of certain antimalarials.
Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
Pergamon-Elsevier Science Ltd, Oxford., 192, 128-139.
https://doi.org/10.1016/j.saa.2017.10.061
Marković OS, Cvijetić I, Zlatović M, Opsenica I, Konstantinović JM, Terzić-Jovanović N, Šolaja BA, Verbić T. Human serum albumin binding of certain antimalarials. Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy. 2018;192:128-139
Marković Olivera S., Cvijetić Ilija, Zlatović Mario, Opsenica Igor, Konstantinović Jelena M., Terzić-Jovanović Nataša, Šolaja Bogdan A., Verbić Tatjana, "Human serum albumin binding of certain antimalarials" Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy, 192 (2018):128-139,
https://doi.org/10.1016/j.saa.2017.10.061 .
11
10
11

Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061

Marković, Olivera S.; Cvijetić, Ilija; Zlatović, Mario; Opsenica, Igor; Konstantinović, Jelena M.; Terzić-Jovanović, Nataša; Šolaja, Bogdan A.; Verbić, Tatjana

(Pergamon-Elsevier Science Ltd, Oxford, 2018)

TY  - BOOK
AU  - Marković, Olivera S.
AU  - Cvijetić, Ilija
AU  - Zlatović, Mario
AU  - Opsenica, Igor
AU  - Konstantinović, Jelena M.
AU  - Terzić-Jovanović, Nataša
AU  - Šolaja, Bogdan A.
AU  - Verbić, Tatjana
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2913
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
T1  - Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061
ER  - 
@book{
author = "Marković, Olivera S. and Cvijetić, Ilija and Zlatović, Mario and Opsenica, Igor and Konstantinović, Jelena M. and Terzić-Jovanović, Nataša and Šolaja, Bogdan A. and Verbić, Tatjana",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2913",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy",
title = "Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061"
}
Marković, O. S., Cvijetić, I., Zlatović, M., Opsenica, I., Konstantinović, J. M., Terzić-Jovanović, N., Šolaja, B. A.,& Verbić, T. (2018). Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061.
Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy
Pergamon-Elsevier Science Ltd, Oxford..
Marković OS, Cvijetić I, Zlatović M, Opsenica I, Konstantinović JM, Terzić-Jovanović N, Šolaja BA, Verbić T. Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061. Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy. 2018;
Marković Olivera S., Cvijetić Ilija, Zlatović Mario, Opsenica Igor, Konstantinović Jelena M., Terzić-Jovanović Nataša, Šolaja Bogdan A., Verbić Tatjana, "Supplementary data for the article: Marković, O. S.; Cvijetić, I. N.; Zlatović, M. V.; Opsenica, I. M.; Konstantinović, J. M.; Terzić Jovanović, N. V.; Šolaja, B. A.; Verbić, T. Ž. Human Serum Albumin Binding of Certain Antimalarials. Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 2018, 192, 128–139. https://doi.org/10.1016/j.saa.2017.10.061" Spectrochimica Acta. Part A: Molecular and Biomolecular Spectroscopy (2018)

Supplementary material for the article: Minic, S.; Stanic-Vucinic, D.; Radomirovic, M.; Radibratovic, M.; Milcic, M.; Nikolic, M.; Cirkovic Velickovic, T. Characterization and Effects of Binding of Food-Derived Bioactive Phycocyanobilin to Bovine Serum Albumin. Food Chemistry 2018, 239, 1090–1099. https://doi.org/10.1016/j.foodchem.2017.07.066

Minić, Simeon L.; Stanić-Vučinić, Dragana; Radomirović, Mirjana Ž.; Radibratović, Milica; Milčić, Miloš K.; Nikolić, Milan; Ćirković-Veličković, Tanja

(Elsevier, 2018)

TY  - BOOK
AU  - Minić, Simeon L.
AU  - Stanić-Vučinić, Dragana
AU  - Radomirović, Mirjana Ž.
AU  - Radibratović, Milica
AU  - Milčić, Miloš K.
AU  - Nikolić, Milan
AU  - Ćirković-Veličković, Tanja
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3139
PB  - Elsevier
T2  - Food Chemistry
T1  - Supplementary material for the article: Minic, S.; Stanic-Vucinic, D.; Radomirovic, M.; Radibratovic, M.; Milcic, M.; Nikolic, M.;  Cirkovic Velickovic, T. Characterization and Effects of Binding of Food-Derived Bioactive  Phycocyanobilin to Bovine Serum Albumin. Food Chemistry 2018, 239, 1090–1099.  https://doi.org/10.1016/j.foodchem.2017.07.066
ER  - 
@book{
author = "Minić, Simeon L. and Stanić-Vučinić, Dragana and Radomirović, Mirjana Ž. and Radibratović, Milica and Milčić, Miloš K. and Nikolić, Milan and Ćirković-Veličković, Tanja",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3139",
publisher = "Elsevier",
journal = "Food Chemistry",
title = "Supplementary material for the article: Minic, S.; Stanic-Vucinic, D.; Radomirovic, M.; Radibratovic, M.; Milcic, M.; Nikolic, M.;  Cirkovic Velickovic, T. Characterization and Effects of Binding of Food-Derived Bioactive  Phycocyanobilin to Bovine Serum Albumin. Food Chemistry 2018, 239, 1090–1099.  https://doi.org/10.1016/j.foodchem.2017.07.066"
}
Minić, S. L., Stanić-Vučinić, D., Radomirović, M. Ž., Radibratović, M., Milčić, M. K., Nikolić, M.,& Ćirković-Veličković, T. (2018). Supplementary material for the article: Minic, S.; Stanic-Vucinic, D.; Radomirovic, M.; Radibratovic, M.; Milcic, M.; Nikolic, M.;  Cirkovic Velickovic, T. Characterization and Effects of Binding of Food-Derived Bioactive  Phycocyanobilin to Bovine Serum Albumin. Food Chemistry 2018, 239, 1090–1099.  https://doi.org/10.1016/j.foodchem.2017.07.066.
Food Chemistry
Elsevier..
Minić SL, Stanić-Vučinić D, Radomirović MŽ, Radibratović M, Milčić MK, Nikolić M, Ćirković-Veličković T. Supplementary material for the article: Minic, S.; Stanic-Vucinic, D.; Radomirovic, M.; Radibratovic, M.; Milcic, M.; Nikolic, M.;  Cirkovic Velickovic, T. Characterization and Effects of Binding of Food-Derived Bioactive  Phycocyanobilin to Bovine Serum Albumin. Food Chemistry 2018, 239, 1090–1099.  https://doi.org/10.1016/j.foodchem.2017.07.066. Food Chemistry. 2018;
Minić Simeon L., Stanić-Vučinić Dragana, Radomirović Mirjana Ž., Radibratović Milica, Milčić Miloš K., Nikolić Milan, Ćirković-Veličković Tanja, "Supplementary material for the article: Minic, S.; Stanic-Vucinic, D.; Radomirovic, M.; Radibratovic, M.; Milcic, M.; Nikolic, M.;  Cirkovic Velickovic, T. Characterization and Effects of Binding of Food-Derived Bioactive  Phycocyanobilin to Bovine Serum Albumin. Food Chemistry 2018, 239, 1090–1099.  https://doi.org/10.1016/j.foodchem.2017.07.066" Food Chemistry (2018)

Covalent binding of food-derived blue pigment phycocyanobilin to bovine beta-lactoglobulin under physiological conditions

Minić, Simeon L.; Radomirović, Mirjana Ž.; Savković, Nina; Radibratović, Milica; Mihailović-Vesić, Jelena; Vasović, Tamara; Nikolić, Milan; Milčić, Miloš K.; Stanić-Vučinić, Dragana; Ćirković-Veličković, Tanja

(Elsevier Sci Ltd, Oxford, 2018)

TY  - JOUR
AU  - Minić, Simeon L.
AU  - Radomirović, Mirjana Ž.
AU  - Savković, Nina
AU  - Radibratović, Milica
AU  - Mihailović-Vesić, Jelena
AU  - Vasović, Tamara
AU  - Nikolić, Milan
AU  - Milčić, Miloš K.
AU  - Stanić-Vučinić, Dragana
AU  - Ćirković-Veličković, Tanja
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3186
AB  - In this study, we investigated structural aspects of covalent binding of food derived blue pigment phycocyanobilin (PCB) to bovine beta-lactoglobulin (BLG), major whey protein, by spectroscopic, electrophoretic, mass spectrometry and computational methods. At physiological pH (7.2), we found that covalent pigment binding via free cysteine residue is slow (k(a)=0.065 min(-1)), of moderate affinity (K-a=4x10(4) M-1), and stereo-selective. Binding also occurs at a broad pH range and under simulated gastrointestinal conditions. Adduct formation rises with pH, and in concentrated urea (k(a)=0.101 min(-1)). The BLG-PCB adduct has slightly altered secondary and tertiary protein structure, and bound PCB has higher fluorescence and more stretched conformation than free chromophore. Combination of steered molecular dynamic for disulfide exchange, non-covalent and covalent docking, favours Cys119 residue in protein calyx as target for covalent BLG-PCB adduct formation. Our results suggest that this adduct can serve as delivery system of bioactive PCB.
PB  - Elsevier Sci Ltd, Oxford
T2  - Food Chemistry
T1  - Covalent binding of food-derived blue pigment phycocyanobilin to bovine beta-lactoglobulin under physiological conditions
VL  - 269
SP  - 43
EP  - 52
DO  - 10.1016/j.foodchem.2018.06.138
ER  - 
@article{
author = "Minić, Simeon L. and Radomirović, Mirjana Ž. and Savković, Nina and Radibratović, Milica and Mihailović-Vesić, Jelena and Vasović, Tamara and Nikolić, Milan and Milčić, Miloš K. and Stanić-Vučinić, Dragana and Ćirković-Veličković, Tanja",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3186",
abstract = "In this study, we investigated structural aspects of covalent binding of food derived blue pigment phycocyanobilin (PCB) to bovine beta-lactoglobulin (BLG), major whey protein, by spectroscopic, electrophoretic, mass spectrometry and computational methods. At physiological pH (7.2), we found that covalent pigment binding via free cysteine residue is slow (k(a)=0.065 min(-1)), of moderate affinity (K-a=4x10(4) M-1), and stereo-selective. Binding also occurs at a broad pH range and under simulated gastrointestinal conditions. Adduct formation rises with pH, and in concentrated urea (k(a)=0.101 min(-1)). The BLG-PCB adduct has slightly altered secondary and tertiary protein structure, and bound PCB has higher fluorescence and more stretched conformation than free chromophore. Combination of steered molecular dynamic for disulfide exchange, non-covalent and covalent docking, favours Cys119 residue in protein calyx as target for covalent BLG-PCB adduct formation. Our results suggest that this adduct can serve as delivery system of bioactive PCB.",
publisher = "Elsevier Sci Ltd, Oxford",
journal = "Food Chemistry",
title = "Covalent binding of food-derived blue pigment phycocyanobilin to bovine beta-lactoglobulin under physiological conditions",
volume = "269",
pages = "43-52",
doi = "10.1016/j.foodchem.2018.06.138"
}
Minić, S. L., Radomirović, M. Ž., Savković, N., Radibratović, M., Mihailović-Vesić, J., Vasović, T., Nikolić, M., Milčić, M. K., Stanić-Vučinić, D.,& Ćirković-Veličković, T. (2018). Covalent binding of food-derived blue pigment phycocyanobilin to bovine beta-lactoglobulin under physiological conditions.
Food Chemistry
Elsevier Sci Ltd, Oxford., 269, 43-52.
https://doi.org/10.1016/j.foodchem.2018.06.138
Minić SL, Radomirović MŽ, Savković N, Radibratović M, Mihailović-Vesić J, Vasović T, Nikolić M, Milčić MK, Stanić-Vučinić D, Ćirković-Veličković T. Covalent binding of food-derived blue pigment phycocyanobilin to bovine beta-lactoglobulin under physiological conditions. Food Chemistry. 2018;269:43-52
Minić Simeon L., Radomirović Mirjana Ž., Savković Nina, Radibratović Milica, Mihailović-Vesić Jelena, Vasović Tamara, Nikolić Milan, Milčić Miloš K., Stanić-Vučinić Dragana, Ćirković-Veličković Tanja, "Covalent binding of food-derived blue pigment phycocyanobilin to bovine beta-lactoglobulin under physiological conditions" Food Chemistry, 269 (2018):43-52,
https://doi.org/10.1016/j.foodchem.2018.06.138 .
1
3
2
2

Supplementary material for the article: Minic, S.; Radomirovic, M.; Savkovic, N.; Radibratovic, M.; Mihailovic, J.; Vasovic, T.; Nikolic, M.; Milcic, M.; Stanic-Vucinic, D.; Cirkovic Velickovic, T. Covalent Binding of Food-Derived Blue Pigment Phycocyanobilin to Bovine β-Lactoglobulin under Physiological Conditions. Food Chemistry 2018, 269, 43–52. https://doi.org/10.1016/j.foodchem.2018.06.138

Minić, Simeon L.; Radomirović, Mirjana Ž.; Savković, Nina; Radibratović, Milica; Mihailović-Vesić, Jelena; Vasović, Tamara; Nikolić, Milan; Milčić, Miloš K.; Stanić-Vučinić, Dragana; Ćirković-Veličković, Tanja

(Elsevier Sci Ltd, Oxford, 2018)

TY  - BOOK
AU  - Minić, Simeon L.
AU  - Radomirović, Mirjana Ž.
AU  - Savković, Nina
AU  - Radibratović, Milica
AU  - Mihailović-Vesić, Jelena
AU  - Vasović, Tamara
AU  - Nikolić, Milan
AU  - Milčić, Miloš K.
AU  - Stanić-Vučinić, Dragana
AU  - Ćirković-Veličković, Tanja
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3187
PB  - Elsevier Sci Ltd, Oxford
T2  - Food Chemistry
T1  - Supplementary material for the article: Minic, S.; Radomirovic, M.; Savkovic, N.; Radibratovic, M.; Mihailovic, J.; Vasovic, T.; Nikolic, M.; Milcic, M.; Stanic-Vucinic, D.; Cirkovic Velickovic, T. Covalent Binding of 
Food-Derived Blue Pigment Phycocyanobilin to Bovine β-Lactoglobulin under Physiological Conditions. Food Chemistry 2018, 269, 43–52. https://doi.org/10.1016/j.foodchem.2018.06.138
ER  - 
@book{
author = "Minić, Simeon L. and Radomirović, Mirjana Ž. and Savković, Nina and Radibratović, Milica and Mihailović-Vesić, Jelena and Vasović, Tamara and Nikolić, Milan and Milčić, Miloš K. and Stanić-Vučinić, Dragana and Ćirković-Veličković, Tanja",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/3187",
publisher = "Elsevier Sci Ltd, Oxford",
journal = "Food Chemistry",
title = "Supplementary material for the article: Minic, S.; Radomirovic, M.; Savkovic, N.; Radibratovic, M.; Mihailovic, J.; Vasovic, T.; Nikolic, M.; Milcic, M.; Stanic-Vucinic, D.; Cirkovic Velickovic, T. Covalent Binding of 
Food-Derived Blue Pigment Phycocyanobilin to Bovine β-Lactoglobulin under Physiological Conditions. Food Chemistry 2018, 269, 43–52. https://doi.org/10.1016/j.foodchem.2018.06.138"
}
Minić, S. L., Radomirović, M. Ž., Savković, N., Radibratović, M., Mihailović-Vesić, J., Vasović, T., Nikolić, M., Milčić, M. K., Stanić-Vučinić, D.,& Ćirković-Veličković, T. (2018). Supplementary material for the article: Minic, S.; Radomirovic, M.; Savkovic, N.; Radibratovic, M.; Mihailovic, J.; Vasovic, T.; Nikolic, M.; Milcic, M.; Stanic-Vucinic, D.; Cirkovic Velickovic, T. Covalent Binding of 
Food-Derived Blue Pigment Phycocyanobilin to Bovine β-Lactoglobulin under Physiological Conditions. Food Chemistry 2018, 269, 43–52. https://doi.org/10.1016/j.foodchem.2018.06.138.
Food Chemistry
Elsevier Sci Ltd, Oxford..
Minić SL, Radomirović MŽ, Savković N, Radibratović M, Mihailović-Vesić J, Vasović T, Nikolić M, Milčić MK, Stanić-Vučinić D, Ćirković-Veličković T. Supplementary material for the article: Minic, S.; Radomirovic, M.; Savkovic, N.; Radibratovic, M.; Mihailovic, J.; Vasovic, T.; Nikolic, M.; Milcic, M.; Stanic-Vucinic, D.; Cirkovic Velickovic, T. Covalent Binding of 
Food-Derived Blue Pigment Phycocyanobilin to Bovine β-Lactoglobulin under Physiological Conditions. Food Chemistry 2018, 269, 43–52. https://doi.org/10.1016/j.foodchem.2018.06.138. Food Chemistry. 2018;
Minić Simeon L., Radomirović Mirjana Ž., Savković Nina, Radibratović Milica, Mihailović-Vesić Jelena, Vasović Tamara, Nikolić Milan, Milčić Miloš K., Stanić-Vučinić Dragana, Ćirković-Veličković Tanja, "Supplementary material for the article: Minic, S.; Radomirovic, M.; Savkovic, N.; Radibratovic, M.; Mihailovic, J.; Vasovic, T.; Nikolic, M.; Milcic, M.; Stanic-Vucinic, D.; Cirkovic Velickovic, T. Covalent Binding of 
Food-Derived Blue Pigment Phycocyanobilin to Bovine β-Lactoglobulin under Physiological Conditions. Food Chemistry 2018, 269, 43–52. https://doi.org/10.1016/j.foodchem.2018.06.138" Food Chemistry (2018)

Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles

Andrejević, Tina P.; Nikolić, Andrea; Glišić, Biljana Đ.; Wadepohl, Hubert; Vojnović, Sandra; Zlatović, Mario; Petković, Miloš; Nikodinović-Runić, Jasmina; Opsenica, Igor; Đuran, Miloš I.

(Pergamon-Elsevier Science Ltd, Oxford, 2018)

TY  - JOUR
AU  - Andrejević, Tina P.
AU  - Nikolić, Andrea
AU  - Glišić, Biljana Đ.
AU  - Wadepohl, Hubert
AU  - Vojnović, Sandra
AU  - Zlatović, Mario
AU  - Petković, Miloš
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
AU  - Đuran, Miloš I.
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2991
AB  - Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)(2)](n), L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1-3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV-Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1-3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2-8 and 0.16-1.25 mu g/mL (3.8-16.3 and 0.31-2.15 mu M), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1-3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30-60 mu g/mL (57.7-103.4 mu M). (C) 2018 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Polyhedron
T1  - Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles
VL  - 154
SP  - 325
EP  - 333
DO  - 10.1016/j.poly.2018.08.001
ER  - 
@article{
author = "Andrejević, Tina P. and Nikolić, Andrea and Glišić, Biljana Đ. and Wadepohl, Hubert and Vojnović, Sandra and Zlatović, Mario and Petković, Miloš and Nikodinović-Runić, Jasmina and Opsenica, Igor and Đuran, Miloš I.",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2991",
abstract = "Herein, we report the synthesis and structural characteristics of three tetrazole-containing compounds, 1-benzyl-1H-tetrazole (bntz), 1-benzyl-1H-tetrazol-5-amine (bntza) and 1-(4-methoxybenzyl)-1H-tetrazol-5-amine (mbntza) and the corresponding silver(I) complexes of the general formula [Ag(NO3-O)(L-N4)(2)](n), L = bntz (1), bntza (2) and mbntza (3). Silver(I) complexes 1-3 and 1-benzyl-1H-tetrazoles have been studied in detail by NMR, IR and UV-Vis spectroscopic methods and the structures of 1 and 2 have been determined by single-crystal X-ray diffraction analysis. The results of these analyses revealed a monodentate coordination of the ligands to Ag(I) ion via the N4 tetrazole nitrogen. The antimicrobial potential of silver(I) complexes 1-3 was evaluated against the broad panel of Gram-positive and Gram-negative bacteria and fungi, displaying their remarkable inhibiting activity with MIC (minimal inhibitory concentration) values in the range 2-8 and 0.16-1.25 mu g/mL (3.8-16.3 and 0.31-2.15 mu M), respectively. On the other hand, 1-benzyl-1H-tetrazoles used for the synthesis of the silver(I) complexes were not active against the investigated strains, suggesting that the activity of the complexes originates from the Ag(I) ion exclusively. Moreover, silver(I) complexes 1-3 have good therapeutic potential, which can be deduced from their moderate cytotoxicity on the human fibroblast cell line MRC5, with IC50 values falling in the range 30-60 mu g/mL (57.7-103.4 mu M). (C) 2018 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Polyhedron",
title = "Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles",
volume = "154",
pages = "325-333",
doi = "10.1016/j.poly.2018.08.001"
}
Andrejević, T. P., Nikolić, A., Glišić, B. Đ., Wadepohl, H., Vojnović, S., Zlatović, M., Petković, M., Nikodinović-Runić, J., Opsenica, I.,& Đuran, M. I. (2018). Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles.
Polyhedron
Pergamon-Elsevier Science Ltd, Oxford., 154, 325-333.
https://doi.org/10.1016/j.poly.2018.08.001
Andrejević TP, Nikolić A, Glišić BĐ, Wadepohl H, Vojnović S, Zlatović M, Petković M, Nikodinović-Runić J, Opsenica I, Đuran MI. Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles. Polyhedron. 2018;154:325-333
Andrejević Tina P., Nikolić Andrea, Glišić Biljana Đ., Wadepohl Hubert, Vojnović Sandra, Zlatović Mario, Petković Miloš, Nikodinović-Runić Jasmina, Opsenica Igor, Đuran Miloš I., "Synthesis, structural characterization and antimicrobial activity of silver(I) complexes with 1-benzyl-1H-tetrazoles" Polyhedron, 154 (2018):325-333,
https://doi.org/10.1016/j.poly.2018.08.001 .
1
11
11
12

Silica Gel as a Promoter of Sequential Aza-Michael/Michael Reactions of Amines and Propiolic Esters: Solvent- and Metal-Free Synthesis of Polyfunctionalized Conjugated Dienes

Aleksić, Jovana; Stojanović, Milovan; Baranac-Stojanović, Marija

(Wiley-V C H Verlag Gmbh, Weinheim, 2018)

TY  - JOUR
AU  - Aleksić, Jovana
AU  - Stojanović, Milovan
AU  - Baranac-Stojanović, Marija
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/2947
AB  - We present an efficient, simple, metal- and solvent-free silica-gel-promoted synthesis of functionalized conjugated dienes by sequential aza-Michael/Michael reactions by starting from commercially available primary amines and propiolic esters. The scope and usefulness of the method is demonstrated for 31examples, including a range of propiolic esters, aliphatic amines, and differently substituted aromatic amines. For aliphatic amines, the products were obtained within 0.5 to 4h in 52 to 85% yield, compared with 3.5 to 22h under classical solution-phase synthesis, which proceeds with similar or lower yields. The method was found to be particularly useful for weakly nucleophilic aromatic amines, which provided products in 21 to 73% yield over 2.5 to 9.5h compared with yields of 0 to 49% over 1 to 6d under standard solution-phase conditions, and for more hydrophobic esters that gave products in yields of 47 to 79% over 1 to 3h compared with 0 to 45% over 4 to 114h in solvent.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Chemistry. An Asian Journal
T1  - Silica Gel as a Promoter of Sequential Aza-Michael/Michael Reactions of Amines and Propiolic Esters: Solvent- and Metal-Free Synthesis of Polyfunctionalized Conjugated Dienes
VL  - 13
IS  - 14
SP  - 1811
EP  - 1835
DO  - 10.1002/asia.201800645
ER  - 
@article{
author = "Aleksić, Jovana and Stojanović, Milovan and Baranac-Stojanović, Marija",
year = "2018",
url = "http://cherry.chem.bg.ac.rs/handle/123456789/2947",
abstract = "We present an efficient, simple, metal- and solvent-free silica-gel-promoted synthesis of functionalized conjugated dienes by sequential aza-Michael/Michael reactions by starting from commercially available primary amines and propiolic esters. The scope and usefulness of the method is demonstrated for 31examples, including a range of propiolic esters, aliphatic amines, and differently substituted aromatic amines. For aliphatic amines, the products were obtained within 0.5 to 4h in 52 to 85% yield, compared with 3.5 to 22h under classical solution-phase synthesis, which proceeds with similar or lower yields. The method was found to be particularly useful for weakly nucleophilic aromatic amines, which provided products in 21 to 73% yield over 2.5 to 9.5h compared with yields of 0 to 49% over 1 to 6d under standard solution-phase conditions, and for more hydrophobic esters that gave products in yields of 47 to 79% over 1 to 3h compared with 0 to 45% over 4 to 114h in solvent.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Chemistry. An Asian Journal",
title = "Silica Gel as a Promoter of Sequential Aza-Michael/Michael Reactions of Amines and Propiolic Esters: Solvent- and Metal-Free Synthesis of Polyfunctionalized Conjugated Dienes",
volume = "13",
number = "14",
pages = "1811-1835",
doi = "10.1002/asia.201800645"
}
Aleksić, J., Stojanović, M.,& Baranac-Stojanović, M. (2018). Silica Gel as a Promoter of Sequential Aza-Michael/Michael Reactions of Amines and Propiolic Esters: Solvent- and Metal-Free Synthesis of Polyfunctionalized Conjugated Dienes.
Chemistry. An Asian Journal
Wiley-V C H Verlag Gmbh, Weinheim., 13(14), 1811-1835.
https://doi.org/10.1002/asia.201800645
Aleksić J, Stojanović M, Baranac-Stojanović M. Silica Gel as a Promoter of Sequential Aza-Michael/Michael Reactions of Amines and Propiolic Esters: Solvent- and Metal-Free Synthesis of Polyfunctionalized Conjugated Dienes. Chemistry. An Asian Journal. 2018;13(14):1811-1835
Aleksić Jovana, Stojanović Milovan, Baranac-Stojanović Marija, "Silica Gel as a Promoter of Sequential Aza-Michael/Michael Reactions of Amines and Propiolic Esters: Solvent- and Metal-Free Synthesis of Polyfunctionalized Conjugated Dienes" Chemistry. An Asian Journal, 13, no. 14 (2018):1811-1835,
https://doi.org/10.1002/asia.201800645 .
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