TY  - DATA
AU  - Božinović, Nina S.
AU  - Ajdačić, Vladimir
AU  - Lazić, Jelena O.
AU  - Lecerf, Maxime
AU  - Daventure, Victoria
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
AU  - Dimitrov, Jordan D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3794
PB  - American Chemical Society
T2  - ACS Omega
T1  - Supplementary data for article: Božinović, N.; Ajdačić, V.; Lazic, J.; Lecerf, M.; Daventure, V.; Nikodinovic-Runic, J.; Opsenica, I. M.; Dimitrov, J. D. Aromatic Guanylhydrazones for the Control of Heme-Induced Antibody Polyreactivity. ACS Omega 2019, 4 (24), 20450–20458. https://doi.org/10.1021/acsomega.9b01548
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3794
ER  - 

@misc{
author = "Božinović, Nina S. and Ajdačić, Vladimir and Lazić, Jelena O. and Lecerf, Maxime and Daventure, Victoria and Nikodinović-Runić, Jasmina and Opsenica, Igor and Dimitrov, Jordan D.",
year = "2019",
publisher = "American Chemical Society",
journal = "ACS Omega",
title = "Supplementary data for article: Božinović, N.; Ajdačić, V.; Lazic, J.; Lecerf, M.; Daventure, V.; Nikodinovic-Runic, J.; Opsenica, I. M.; Dimitrov, J. D. Aromatic Guanylhydrazones for the Control of Heme-Induced Antibody Polyreactivity. ACS Omega 2019, 4 (24), 20450–20458. https://doi.org/10.1021/acsomega.9b01548",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3794"
}

Božinović, N. S., Ajdačić, V., Lazić, J. O., Lecerf, M., Daventure, V., Nikodinović-Runić, J., Opsenica, I.,& Dimitrov, J. D.. (2019). Supplementary data for article: Božinović, N.; Ajdačić, V.; Lazic, J.; Lecerf, M.; Daventure, V.; Nikodinovic-Runic, J.; Opsenica, I. M.; Dimitrov, J. D. Aromatic Guanylhydrazones for the Control of Heme-Induced Antibody Polyreactivity. ACS Omega 2019, 4 (24), 20450–20458. https://doi.org/10.1021/acsomega.9b01548. in ACS Omega
American Chemical Society..
https://hdl.handle.net/21.15107/rcub_cherry_3794

Božinović NS, Ajdačić V, Lazić JO, Lecerf M, Daventure V, Nikodinović-Runić J, Opsenica I, Dimitrov JD. Supplementary data for article: Božinović, N.; Ajdačić, V.; Lazic, J.; Lecerf, M.; Daventure, V.; Nikodinovic-Runic, J.; Opsenica, I. M.; Dimitrov, J. D. Aromatic Guanylhydrazones for the Control of Heme-Induced Antibody Polyreactivity. ACS Omega 2019, 4 (24), 20450–20458. https://doi.org/10.1021/acsomega.9b01548. in ACS Omega. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_3794 .

Božinović, Nina S., Ajdačić, Vladimir, Lazić, Jelena O., Lecerf, Maxime, Daventure, Victoria, Nikodinović-Runić, Jasmina, Opsenica, Igor, Dimitrov, Jordan D., "Supplementary data for article: Božinović, N.; Ajdačić, V.; Lazic, J.; Lecerf, M.; Daventure, V.; Nikodinovic-Runic, J.; Opsenica, I. M.; Dimitrov, J. D. Aromatic Guanylhydrazones for the Control of Heme-Induced Antibody Polyreactivity. ACS Omega 2019, 4 (24), 20450–20458. https://doi.org/10.1021/acsomega.9b01548" in ACS Omega (2019),
https://hdl.handle.net/21.15107/rcub_cherry_3794 .

TY  - JOUR
AU  - Jeremić, Sanja
AU  - Đokić, Lidija
AU  - Ajdačić, Vladimir
AU  - Božinović, Nina S.
AU  - Pavlović, Vladimir D.
AU  - Manojlović, Dragan D.
AU  - Babu, Ramesh P.
AU  - Senthamaraikannan, Ramsankar
AU  - Rojas, Orlando
AU  - Opsenica, Igor
AU  - Nikodinović-Runić, Jasmina
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2866
AB  - Bacterial nanocellulose (BNC) emerged as an attractive advanced biomaterial that provides desirable properties such as high strength, lightweight, tailorable surface chemistry, hydrophilicity, and biodegradability. BNC was successfully obtained from a wide range of carbon sources including sugars derived from grass biomass using Komagataeibacter medellinensis ID13488 strain with yields up to 6 g L −1 in static fermentation. Produced BNC was utilized in straightforward catalyst preparation as a solid support for two different transition metals, palladium and copper with metal loading of 20 and 3 wt%, respectively. Sustainable catalysts were applied in the synthesis of valuable fine chemicals, such as biphenyl-4-amine and 4′-fluorobiphenyl-4-amine, used in drug discovery, perfumes and dye industries with excellent product yields of up to 99%. Pd/BNC catalyst was reused 4 times and applied in two consecutive reactions, Suzuki-Miyaura cross-coupling reaction followed by hydrogenation of nitro to amino group while Cu/BNC catalyst was examined in Chan-Lam coupling reaction. Overall, the environmentally benign process of obtaining nanocellulose from biomass, followed by its utilisation as a solid support in metal-catalysed reactions and its recovery has been described. These findings reveal that BNC is a good support material, and it can be used as a support for different catalytic systems.
PB  - Elsevier
T2  - International Journal of Biological Macromolecules
T1  - Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions
VL  - 129
SP  - 351
EP  - 360
DO  - 10.1016/j.ijbiomac.2019.01.154
ER  - 

@article{
author = "Jeremić, Sanja and Đokić, Lidija and Ajdačić, Vladimir and Božinović, Nina S. and Pavlović, Vladimir D. and Manojlović, Dragan D. and Babu, Ramesh P. and Senthamaraikannan, Ramsankar and Rojas, Orlando and Opsenica, Igor and Nikodinović-Runić, Jasmina",
year = "2019",
abstract = "Bacterial nanocellulose (BNC) emerged as an attractive advanced biomaterial that provides desirable properties such as high strength, lightweight, tailorable surface chemistry, hydrophilicity, and biodegradability. BNC was successfully obtained from a wide range of carbon sources including sugars derived from grass biomass using Komagataeibacter medellinensis ID13488 strain with yields up to 6 g L −1 in static fermentation. Produced BNC was utilized in straightforward catalyst preparation as a solid support for two different transition metals, palladium and copper with metal loading of 20 and 3 wt%, respectively. Sustainable catalysts were applied in the synthesis of valuable fine chemicals, such as biphenyl-4-amine and 4′-fluorobiphenyl-4-amine, used in drug discovery, perfumes and dye industries with excellent product yields of up to 99%. Pd/BNC catalyst was reused 4 times and applied in two consecutive reactions, Suzuki-Miyaura cross-coupling reaction followed by hydrogenation of nitro to amino group while Cu/BNC catalyst was examined in Chan-Lam coupling reaction. Overall, the environmentally benign process of obtaining nanocellulose from biomass, followed by its utilisation as a solid support in metal-catalysed reactions and its recovery has been described. These findings reveal that BNC is a good support material, and it can be used as a support for different catalytic systems.",
publisher = "Elsevier",
journal = "International Journal of Biological Macromolecules",
title = "Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions",
volume = "129",
pages = "351-360",
doi = "10.1016/j.ijbiomac.2019.01.154"
}

Jeremić, S., Đokić, L., Ajdačić, V., Božinović, N. S., Pavlović, V. D., Manojlović, D. D., Babu, R. P., Senthamaraikannan, R., Rojas, O., Opsenica, I.,& Nikodinović-Runić, J.. (2019). Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions. in International Journal of Biological Macromolecules
Elsevier., 129, 351-360.
https://doi.org/10.1016/j.ijbiomac.2019.01.154

Jeremić S, Đokić L, Ajdačić V, Božinović NS, Pavlović VD, Manojlović DD, Babu RP, Senthamaraikannan R, Rojas O, Opsenica I, Nikodinović-Runić J. Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions. in International Journal of Biological Macromolecules. 2019;129:351-360.
doi:10.1016/j.ijbiomac.2019.01.154 .

Jeremić, Sanja, Đokić, Lidija, Ajdačić, Vladimir, Božinović, Nina S., Pavlović, Vladimir D., Manojlović, Dragan D., Babu, Ramesh P., Senthamaraikannan, Ramsankar, Rojas, Orlando, Opsenica, Igor, Nikodinović-Runić, Jasmina, "Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions" in International Journal of Biological Macromolecules, 129 (2019):351-360,
https://doi.org/10.1016/j.ijbiomac.2019.01.154 . .

TY  - JOUR
AU  - Jeremić, Sanja
AU  - Đokić, Lidija
AU  - Ajdačić, Vladimir
AU  - Božinović, Nina S.
AU  - Pavlović, Vladimir D.
AU  - Manojlović, Dragan D.
AU  - Babu, Ramesh P.
AU  - Senthamaraikannan, Ramsankar
AU  - Rojas, Orlando
AU  - Opsenica, Igor
AU  - Nikodinović-Runić, Jasmina
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2850
AB  - Bacterial nanocellulose (BNC) emerged as an attractive advanced biomaterial that provides desirable properties such as high strength, lightweight, tailorable surface chemistry, hydrophilicity, and biodegradability. BNC was successfully obtained from a wide range of carbon sources including sugars derived from grass biomass using Komagataeibacter medellinensis ID13488 strain with yields up to 6 g L −1 in static fermentation. Produced BNC was utilized in straightforward catalyst preparation as a solid support for two different transition metals, palladium and copper with metal loading of 20 and 3 wt%, respectively. Sustainable catalysts were applied in the synthesis of valuable fine chemicals, such as biphenyl-4-amine and 4′-fluorobiphenyl-4-amine, used in drug discovery, perfumes and dye industries with excellent product yields of up to 99%. Pd/BNC catalyst was reused 4 times and applied in two consecutive reactions, Suzuki-Miyaura cross-coupling reaction followed by hydrogenation of nitro to amino group while Cu/BNC catalyst was examined in Chan-Lam coupling reaction. Overall, the environmentally benign process of obtaining nanocellulose from biomass, followed by its utilisation as a solid support in metal-catalysed reactions and its recovery has been described. These findings reveal that BNC is a good support material, and it can be used as a support for different catalytic systems.
PB  - Elsevier
T2  - International Journal of Biological Macromolecules
T1  - Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions
VL  - 129
SP  - 351
EP  - 360
DO  - 10.1016/j.ijbiomac.2019.01.154
ER  - 

@article{
author = "Jeremić, Sanja and Đokić, Lidija and Ajdačić, Vladimir and Božinović, Nina S. and Pavlović, Vladimir D. and Manojlović, Dragan D. and Babu, Ramesh P. and Senthamaraikannan, Ramsankar and Rojas, Orlando and Opsenica, Igor and Nikodinović-Runić, Jasmina",
year = "2019",
abstract = "Bacterial nanocellulose (BNC) emerged as an attractive advanced biomaterial that provides desirable properties such as high strength, lightweight, tailorable surface chemistry, hydrophilicity, and biodegradability. BNC was successfully obtained from a wide range of carbon sources including sugars derived from grass biomass using Komagataeibacter medellinensis ID13488 strain with yields up to 6 g L −1 in static fermentation. Produced BNC was utilized in straightforward catalyst preparation as a solid support for two different transition metals, palladium and copper with metal loading of 20 and 3 wt%, respectively. Sustainable catalysts were applied in the synthesis of valuable fine chemicals, such as biphenyl-4-amine and 4′-fluorobiphenyl-4-amine, used in drug discovery, perfumes and dye industries with excellent product yields of up to 99%. Pd/BNC catalyst was reused 4 times and applied in two consecutive reactions, Suzuki-Miyaura cross-coupling reaction followed by hydrogenation of nitro to amino group while Cu/BNC catalyst was examined in Chan-Lam coupling reaction. Overall, the environmentally benign process of obtaining nanocellulose from biomass, followed by its utilisation as a solid support in metal-catalysed reactions and its recovery has been described. These findings reveal that BNC is a good support material, and it can be used as a support for different catalytic systems.",
publisher = "Elsevier",
journal = "International Journal of Biological Macromolecules",
title = "Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions",
volume = "129",
pages = "351-360",
doi = "10.1016/j.ijbiomac.2019.01.154"
}

Jeremić, S., Đokić, L., Ajdačić, V., Božinović, N. S., Pavlović, V. D., Manojlović, D. D., Babu, R. P., Senthamaraikannan, R., Rojas, O., Opsenica, I.,& Nikodinović-Runić, J.. (2019). Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions. in International Journal of Biological Macromolecules
Elsevier., 129, 351-360.
https://doi.org/10.1016/j.ijbiomac.2019.01.154

Jeremić S, Đokić L, Ajdačić V, Božinović NS, Pavlović VD, Manojlović DD, Babu RP, Senthamaraikannan R, Rojas O, Opsenica I, Nikodinović-Runić J. Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions. in International Journal of Biological Macromolecules. 2019;129:351-360.
doi:10.1016/j.ijbiomac.2019.01.154 .

Jeremić, Sanja, Đokić, Lidija, Ajdačić, Vladimir, Božinović, Nina S., Pavlović, Vladimir D., Manojlović, Dragan D., Babu, Ramesh P., Senthamaraikannan, Ramsankar, Rojas, Orlando, Opsenica, Igor, Nikodinović-Runić, Jasmina, "Production of bacterial nanocellulose (BNC) and its application as a solid support in transition metal catalysed cross-coupling reactions" in International Journal of Biological Macromolecules, 129 (2019):351-360,
https://doi.org/10.1016/j.ijbiomac.2019.01.154 . .

TY  - JOUR
AU  - Božinović, Nina S.
AU  - Ajdačić, Vladimir
AU  - Lazić, Jelena O.
AU  - Lecerf, Maxime
AU  - Daventure, Victoria
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
AU  - Dimitrov, Jordan D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3793
AB  - In a healthy immune repertoire, there exists a fraction of polyreactive antibodies that can bind to a variety of unrelated self- and foreign antigens. Apart from naturally polyreactive antibodies, in every healthy individual, there is a fraction of antibody that can gain polyreactivity upon exposure to porphyrin cofactor heme. Molecular mechanisms and biological significance of the appearance of cryptic polyreactivity are not well understood. It is believed that heme acts as an interfacial cofactor between the antibody and the newly recognized antigens. To further test this claim and gain insight into the types of interactions involved in heme binding, we herein investigated the influence of a group of aromatic guanylhydrazone molecules on the heme-induced antibody polyreactivity. From the analysis of SAR and the results of UV-vis absorbance spectroscopy, it was concluded that the most probable mechanism by which the studied molecules inhibit heme-mediated polyreactivity of the antibody is the direct binding to heme, thus preventing heme from binding to antibody and/or antigen. The inhibitory capacity of the most potent compounds was substantially higher than that of chloroquine, a well-known heme binder. Some of the guanylhydrazone molecules were able to induce polyreactivity of the studied antibody themselves, possibly by a mechanism similar to heme. Results described here point to the conclusion that heme indeed must bind to an antibody to induce its polyreactivity, and that both π-stacking interactions and iron coordination contribute to the binding affinity, while certain structures, such as guanylhydrazones, can interfere with these processes.
PB  - American Chemical Society
T2  - ACS Omega
T1  - Aromatic Guanylhydrazones for the Control of Heme-Induced Antibody Polyreactivity
VL  - 4
IS  - 24
SP  - 20450
EP  - 20458
DO  - 10.1021/acsomega.9b01548
ER  - 

@article{
author = "Božinović, Nina S. and Ajdačić, Vladimir and Lazić, Jelena O. and Lecerf, Maxime and Daventure, Victoria and Nikodinović-Runić, Jasmina and Opsenica, Igor and Dimitrov, Jordan D.",
year = "2019",
abstract = "In a healthy immune repertoire, there exists a fraction of polyreactive antibodies that can bind to a variety of unrelated self- and foreign antigens. Apart from naturally polyreactive antibodies, in every healthy individual, there is a fraction of antibody that can gain polyreactivity upon exposure to porphyrin cofactor heme. Molecular mechanisms and biological significance of the appearance of cryptic polyreactivity are not well understood. It is believed that heme acts as an interfacial cofactor between the antibody and the newly recognized antigens. To further test this claim and gain insight into the types of interactions involved in heme binding, we herein investigated the influence of a group of aromatic guanylhydrazone molecules on the heme-induced antibody polyreactivity. From the analysis of SAR and the results of UV-vis absorbance spectroscopy, it was concluded that the most probable mechanism by which the studied molecules inhibit heme-mediated polyreactivity of the antibody is the direct binding to heme, thus preventing heme from binding to antibody and/or antigen. The inhibitory capacity of the most potent compounds was substantially higher than that of chloroquine, a well-known heme binder. Some of the guanylhydrazone molecules were able to induce polyreactivity of the studied antibody themselves, possibly by a mechanism similar to heme. Results described here point to the conclusion that heme indeed must bind to an antibody to induce its polyreactivity, and that both π-stacking interactions and iron coordination contribute to the binding affinity, while certain structures, such as guanylhydrazones, can interfere with these processes.",
publisher = "American Chemical Society",
journal = "ACS Omega",
title = "Aromatic Guanylhydrazones for the Control of Heme-Induced Antibody Polyreactivity",
volume = "4",
number = "24",
pages = "20450-20458",
doi = "10.1021/acsomega.9b01548"
}

Božinović, N. S., Ajdačić, V., Lazić, J. O., Lecerf, M., Daventure, V., Nikodinović-Runić, J., Opsenica, I.,& Dimitrov, J. D.. (2019). Aromatic Guanylhydrazones for the Control of Heme-Induced Antibody Polyreactivity. in ACS Omega
American Chemical Society., 4(24), 20450-20458.
https://doi.org/10.1021/acsomega.9b01548

Božinović NS, Ajdačić V, Lazić JO, Lecerf M, Daventure V, Nikodinović-Runić J, Opsenica I, Dimitrov JD. Aromatic Guanylhydrazones for the Control of Heme-Induced Antibody Polyreactivity. in ACS Omega. 2019;4(24):20450-20458.
doi:10.1021/acsomega.9b01548 .

Božinović, Nina S., Ajdačić, Vladimir, Lazić, Jelena O., Lecerf, Maxime, Daventure, Victoria, Nikodinović-Runić, Jasmina, Opsenica, Igor, Dimitrov, Jordan D., "Aromatic Guanylhydrazones for the Control of Heme-Induced Antibody Polyreactivity" in ACS Omega, 4, no. 24 (2019):20450-20458,
https://doi.org/10.1021/acsomega.9b01548 . .

TY  - JOUR
AU  - Šegan, Sandra B.
AU  - Božinović, Nina S.
AU  - Opsenica, Igor
AU  - Andrić, Filip
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2462
AB  - Lipophilicity is one of the essential properties influencing drug absorption, excretion and metabolism. It is used for screening viable drug candidates. Chromatographic behavior of thiepino[3,2-c: 6,7-c'] dipyridine and 16 benzothiepino[3,2-c] pyridine derivatives as potential antifungal drugs was studied using thin-layer chromatography under typical reversed-phase conditions and two microemulsion chromatographic systems. Seventeen chromatographic and nine in silico lipophilicity measures were estimated. They were compared by classical multivariate approaches: principal component analysis, hierarchical cluster analysis, and ranked and grouped by the non-parametricmethod-Sum of ranking differences. Two computational and two chromatographic descriptors from the typical reversed-phase conditions using acetone/ water mixtures emerged as the best candidates for lipophilicity estimation. The principal component scores related to typical reversed-phase conditions using dioxane/ water were ranked as statistically insignificant ( the worst). Microemulsion systems were positioned in between, performing worse than in silico estimates. Thiepine derivatives were ranked and grouped by sum of ranking differences, fusing multiple lipophilicity measures. In multicriteria maximization ranking, the compound substituted by phenyl group at position 8 was selected as the most lipophilic one. It is also the most active against Candida albicans. The ranking confirmed that introduction of phenyl core is essential for increasing the lipophilicity of the studied compounds.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Journal of Separation Science
T1  - Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs
VL  - 40
IS  - 10
SP  - 2089
EP  - 2096
DO  - 10.1002/jssc.201601442
ER  - 

@article{
author = "Šegan, Sandra B. and Božinović, Nina S. and Opsenica, Igor and Andrić, Filip",
year = "2017",
abstract = "Lipophilicity is one of the essential properties influencing drug absorption, excretion and metabolism. It is used for screening viable drug candidates. Chromatographic behavior of thiepino[3,2-c: 6,7-c'] dipyridine and 16 benzothiepino[3,2-c] pyridine derivatives as potential antifungal drugs was studied using thin-layer chromatography under typical reversed-phase conditions and two microemulsion chromatographic systems. Seventeen chromatographic and nine in silico lipophilicity measures were estimated. They were compared by classical multivariate approaches: principal component analysis, hierarchical cluster analysis, and ranked and grouped by the non-parametricmethod-Sum of ranking differences. Two computational and two chromatographic descriptors from the typical reversed-phase conditions using acetone/ water mixtures emerged as the best candidates for lipophilicity estimation. The principal component scores related to typical reversed-phase conditions using dioxane/ water were ranked as statistically insignificant ( the worst). Microemulsion systems were positioned in between, performing worse than in silico estimates. Thiepine derivatives were ranked and grouped by sum of ranking differences, fusing multiple lipophilicity measures. In multicriteria maximization ranking, the compound substituted by phenyl group at position 8 was selected as the most lipophilic one. It is also the most active against Candida albicans. The ranking confirmed that introduction of phenyl core is essential for increasing the lipophilicity of the studied compounds.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Journal of Separation Science",
title = "Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs",
volume = "40",
number = "10",
pages = "2089-2096",
doi = "10.1002/jssc.201601442"
}

Šegan, S. B., Božinović, N. S., Opsenica, I.,& Andrić, F.. (2017). Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs. in Journal of Separation Science
Wiley-V C H Verlag Gmbh, Weinheim., 40(10), 2089-2096.
https://doi.org/10.1002/jssc.201601442

Šegan SB, Božinović NS, Opsenica I, Andrić F. Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs. in Journal of Separation Science. 2017;40(10):2089-2096.
doi:10.1002/jssc.201601442 .

Šegan, Sandra B., Božinović, Nina S., Opsenica, Igor, Andrić, Filip, "Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs" in Journal of Separation Science, 40, no. 10 (2017):2089-2096,
https://doi.org/10.1002/jssc.201601442 . .

TY  - JOUR
AU  - Šegan, Sandra B.
AU  - Božinović, Nina S.
AU  - Opsenica, Igor
AU  - Andrić, Filip
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3076
AB  - Lipophilicity is one of the essential properties influencing drug absorption, excretion and metabolism. It is used for screening viable drug candidates. Chromatographic behavior of thiepino[3,2-c: 6,7-c'] dipyridine and 16 benzothiepino[3,2-c] pyridine derivatives as potential antifungal drugs was studied using thin-layer chromatography under typical reversed-phase conditions and two microemulsion chromatographic systems. Seventeen chromatographic and nine in silico lipophilicity measures were estimated. They were compared by classical multivariate approaches: principal component analysis, hierarchical cluster analysis, and ranked and grouped by the non-parametricmethod-Sum of ranking differences. Two computational and two chromatographic descriptors from the typical reversed-phase conditions using acetone/ water mixtures emerged as the best candidates for lipophilicity estimation. The principal component scores related to typical reversed-phase conditions using dioxane/ water were ranked as statistically insignificant ( the worst). Microemulsion systems were positioned in between, performing worse than in silico estimates. Thiepine derivatives were ranked and grouped by sum of ranking differences, fusing multiple lipophilicity measures. In multicriteria maximization ranking, the compound substituted by phenyl group at position 8 was selected as the most lipophilic one. It is also the most active against Candida albicans. The ranking confirmed that introduction of phenyl core is essential for increasing the lipophilicity of the studied compounds.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Journal of Separation Science
T1  - Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs
VL  - 40
IS  - 10
SP  - 2089
EP  - 2096
DO  - 10.1002/jssc.201601442
ER  - 

@article{
author = "Šegan, Sandra B. and Božinović, Nina S. and Opsenica, Igor and Andrić, Filip",
year = "2017",
abstract = "Lipophilicity is one of the essential properties influencing drug absorption, excretion and metabolism. It is used for screening viable drug candidates. Chromatographic behavior of thiepino[3,2-c: 6,7-c'] dipyridine and 16 benzothiepino[3,2-c] pyridine derivatives as potential antifungal drugs was studied using thin-layer chromatography under typical reversed-phase conditions and two microemulsion chromatographic systems. Seventeen chromatographic and nine in silico lipophilicity measures were estimated. They were compared by classical multivariate approaches: principal component analysis, hierarchical cluster analysis, and ranked and grouped by the non-parametricmethod-Sum of ranking differences. Two computational and two chromatographic descriptors from the typical reversed-phase conditions using acetone/ water mixtures emerged as the best candidates for lipophilicity estimation. The principal component scores related to typical reversed-phase conditions using dioxane/ water were ranked as statistically insignificant ( the worst). Microemulsion systems were positioned in between, performing worse than in silico estimates. Thiepine derivatives were ranked and grouped by sum of ranking differences, fusing multiple lipophilicity measures. In multicriteria maximization ranking, the compound substituted by phenyl group at position 8 was selected as the most lipophilic one. It is also the most active against Candida albicans. The ranking confirmed that introduction of phenyl core is essential for increasing the lipophilicity of the studied compounds.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Journal of Separation Science",
title = "Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs",
volume = "40",
number = "10",
pages = "2089-2096",
doi = "10.1002/jssc.201601442"
}

Šegan, S. B., Božinović, N. S., Opsenica, I.,& Andrić, F.. (2017). Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs. in Journal of Separation Science
Wiley-V C H Verlag Gmbh, Weinheim., 40(10), 2089-2096.
https://doi.org/10.1002/jssc.201601442

Šegan SB, Božinović NS, Opsenica I, Andrić F. Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs. in Journal of Separation Science. 2017;40(10):2089-2096.
doi:10.1002/jssc.201601442 .

Šegan, Sandra B., Božinović, Nina S., Opsenica, Igor, Andrić, Filip, "Consensus-based comparison of chromatographic and computationally estimated lipophilicity of benzothiepino[3,2-c]pyridine derivatives as potential antifungal drugs" in Journal of Separation Science, 40, no. 10 (2017):2089-2096,
https://doi.org/10.1002/jssc.201601442 . .

TY  - DATA
AU  - Šegan, Sandra B.
AU  - Božinović, Nina S.
AU  - Opsenica, Igor
AU  - Andrić, Filip
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3077
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - Journal of Separation Science
T1  - Supplementary data for article:           Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3077
ER  - 

@misc{
author = "Šegan, Sandra B. and Božinović, Nina S. and Opsenica, Igor and Andrić, Filip",
year = "2017",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "Journal of Separation Science",
title = "Supplementary data for article:           Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3077"
}

Šegan, S. B., Božinović, N. S., Opsenica, I.,& Andrić, F.. (2017). Supplementary data for article:           Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442. in Journal of Separation Science
Wiley-V C H Verlag Gmbh, Weinheim..
https://hdl.handle.net/21.15107/rcub_cherry_3077

Šegan SB, Božinović NS, Opsenica I, Andrić F. Supplementary data for article:           Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442. in Journal of Separation Science. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3077 .

Šegan, Sandra B., Božinović, Nina S., Opsenica, Igor, Andrić, Filip, "Supplementary data for article:           Šegan, S.; Božinović, N.; Opsenica, I.; Andrić, F. Consensus-Based Comparison of Chromatographic and Computationally Estimated Lipophilicity of Benzothiepino[3,2-c]Pyridine Derivatives as Potential Antifungal Drugs. Journal of Separation Science 2017, 40 (10), 2089–2096. https://doi.org/10.1002/jssc.201601442" in Journal of Separation Science (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3077 .

TY  - THES
AU  - Božinović, Nina S.
PY  - 2017
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=4967
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:15598/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=48953359
UR  - http://nardus.mpn.gov.rs/123456789/8117
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2731
AB  - Razvijena je nova metoda za sintezu azepinskih i tiepinskih derivata, zasnovana nadvostrukom N- i S-arilovanju katalizovanom kompleksima paladijuma. Izboromodgovarajućeg liganda, standardizovani su reakcioni uslovi za sintezu N- i S-tricikličnihsistema u jednom koraku, polazeći iz odgovarajućih Z-stilbena. Optimizovani reakcioniuslovi primenjeni su u sintezi novih azepina i tiepina. Daljim strukturnim modifikacijamaosnovnog tiepinskog sistema, sintetisani su novi tiepinski derivati. Određena jeantibakterijska i antifungalna aktivnost sintetisanih jedinjenja. Ispitana je njihovatoksičnost, a urađeni su i preliminarni eksperimenti s ciljem određivanja mehanizmaantifungalnog dejstva tiepinskih molekula. Na osnovu dobijenih rezultata ispitivanjaantifungalne aktivnosti i toksičnosti, može se zaključiti da bi testirani tiepini mogli bitiosnova za razvoj novih antifungalnih terapeutika.
AB  - Novel methodology for the synthesis of azepine and thiepine compounds, based on thepalladium-catalyzed double N- and S-arylation reaction is reported. Reaction conditions forthe preparation of N- and S-tricyclic products in one step from the appropriate stilbeneswere standardized by choosing appropriate ligands. This optimized methodology wassuccessfully applied for the synthesis of new azepine and thiepine derivatives. Structuralmodifications of the initial S-tricyclic core afforded a novel series of thiepine derivatives.The synthesized compounds were evaluated for their antibacterial and antifungal activities.The assessment of toxicity (lethality and teratogenicity) and preliminary tests of possiblemechanism of action on the fungal cell of selected thiepines were performed. Resultsobtained from biological activity and toxicity screenings encourage further structureoptimizations.
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Razvoj metode za sintezu bioloških aktivnih azepinskih i tiepinskih derivata - dvostruko N- i S-arilovanje katalizovano kompleksima paladijuma
UR  - https://hdl.handle.net/21.15107/rcub_nardus_8117
ER  - 

@phdthesis{
author = "Božinović, Nina S.",
year = "2017",
abstract = "Razvijena je nova metoda za sintezu azepinskih i tiepinskih derivata, zasnovana nadvostrukom N- i S-arilovanju katalizovanom kompleksima paladijuma. Izboromodgovarajućeg liganda, standardizovani su reakcioni uslovi za sintezu N- i S-tricikličnihsistema u jednom koraku, polazeći iz odgovarajućih Z-stilbena. Optimizovani reakcioniuslovi primenjeni su u sintezi novih azepina i tiepina. Daljim strukturnim modifikacijamaosnovnog tiepinskog sistema, sintetisani su novi tiepinski derivati. Određena jeantibakterijska i antifungalna aktivnost sintetisanih jedinjenja. Ispitana je njihovatoksičnost, a urađeni su i preliminarni eksperimenti s ciljem određivanja mehanizmaantifungalnog dejstva tiepinskih molekula. Na osnovu dobijenih rezultata ispitivanjaantifungalne aktivnosti i toksičnosti, može se zaključiti da bi testirani tiepini mogli bitiosnova za razvoj novih antifungalnih terapeutika., Novel methodology for the synthesis of azepine and thiepine compounds, based on thepalladium-catalyzed double N- and S-arylation reaction is reported. Reaction conditions forthe preparation of N- and S-tricyclic products in one step from the appropriate stilbeneswere standardized by choosing appropriate ligands. This optimized methodology wassuccessfully applied for the synthesis of new azepine and thiepine derivatives. Structuralmodifications of the initial S-tricyclic core afforded a novel series of thiepine derivatives.The synthesized compounds were evaluated for their antibacterial and antifungal activities.The assessment of toxicity (lethality and teratogenicity) and preliminary tests of possiblemechanism of action on the fungal cell of selected thiepines were performed. Resultsobtained from biological activity and toxicity screenings encourage further structureoptimizations.",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Razvoj metode za sintezu bioloških aktivnih azepinskih i tiepinskih derivata - dvostruko N- i S-arilovanje katalizovano kompleksima paladijuma",
url = "https://hdl.handle.net/21.15107/rcub_nardus_8117"
}

Božinović, N. S.. (2017). Razvoj metode za sintezu bioloških aktivnih azepinskih i tiepinskih derivata - dvostruko N- i S-arilovanje katalizovano kompleksima paladijuma. in Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
https://hdl.handle.net/21.15107/rcub_nardus_8117

Božinović NS. Razvoj metode za sintezu bioloških aktivnih azepinskih i tiepinskih derivata - dvostruko N- i S-arilovanje katalizovano kompleksima paladijuma. in Универзитет у Београду. 2017;.
https://hdl.handle.net/21.15107/rcub_nardus_8117 .

Božinović, Nina S., "Razvoj metode za sintezu bioloških aktivnih azepinskih i tiepinskih derivata - dvostruko N- i S-arilovanje katalizovano kompleksima paladijuma" in Универзитет у Београду (2017),
https://hdl.handle.net/21.15107/rcub_nardus_8117 .

TY  - JOUR
AU  - Božinović, Nina S.
AU  - Šegan, Sandra B.
AU  - Vojnović, Sandra
AU  - Pavić, Aleksandar
AU  - Šolaja, Bogdan A.
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3620
AB  - A novel series of thiepine derivatives were synthesized and evaluated as potential antimicrobials. All the synthesized compounds were evaluated for their antimicrobial activities in vitro against the fungi Candida albicans (ATCC 10231), C.parapsilosis (clinical isolate), Gram-negative bacterium Pseudomonas aeruginosa (ATCC 44752), and Gram-positive bacterium Staphylococcus aureus (ATCC 25923). Synthesized compounds showed higher antifungal activity than antibacterial activity, indicating that they could be used as selective antimicrobials. Selected thiepines efficiently inhibited Candida hyphae formation, a trait necessary for their pathogenicity. Thiepine 8-phenyl[1]benzothiepino[3,2-c]pyridine (16) efficiently killed Candida albicans at 15.6g/mL and showed no embryotoxicity at 75g/mL. Derivative 8-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl][1]benzothiepino[3,2-c]pyridine (23) caused significant hemolysis and in vitro DNA interaction. The position of the phenyl ring was essential for the antifungal activity, while the electronic effects of the substituents did not significantly influence activity. Results obtained from in vivo embryotoxicity on zebrafish (Danio rerio) encourage further structure optimizations.
PB  - Wiley, Hoboken
T2  - Chemical Biology and Drug Design
T1  - Synthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivatives
VL  - 88
IS  - 6
SP  - 795
EP  - 806
DO  - 10.1111/cbdd.12809
ER  - 

@article{
author = "Božinović, Nina S. and Šegan, Sandra B. and Vojnović, Sandra and Pavić, Aleksandar and Šolaja, Bogdan A. and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2016",
abstract = "A novel series of thiepine derivatives were synthesized and evaluated as potential antimicrobials. All the synthesized compounds were evaluated for their antimicrobial activities in vitro against the fungi Candida albicans (ATCC 10231), C.parapsilosis (clinical isolate), Gram-negative bacterium Pseudomonas aeruginosa (ATCC 44752), and Gram-positive bacterium Staphylococcus aureus (ATCC 25923). Synthesized compounds showed higher antifungal activity than antibacterial activity, indicating that they could be used as selective antimicrobials. Selected thiepines efficiently inhibited Candida hyphae formation, a trait necessary for their pathogenicity. Thiepine 8-phenyl[1]benzothiepino[3,2-c]pyridine (16) efficiently killed Candida albicans at 15.6g/mL and showed no embryotoxicity at 75g/mL. Derivative 8-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl][1]benzothiepino[3,2-c]pyridine (23) caused significant hemolysis and in vitro DNA interaction. The position of the phenyl ring was essential for the antifungal activity, while the electronic effects of the substituents did not significantly influence activity. Results obtained from in vivo embryotoxicity on zebrafish (Danio rerio) encourage further structure optimizations.",
publisher = "Wiley, Hoboken",
journal = "Chemical Biology and Drug Design",
title = "Synthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivatives",
volume = "88",
number = "6",
pages = "795-806",
doi = "10.1111/cbdd.12809"
}

Božinović, N. S., Šegan, S. B., Vojnović, S., Pavić, A., Šolaja, B. A., Nikodinović-Runić, J.,& Opsenica, I.. (2016). Synthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivatives. in Chemical Biology and Drug Design
Wiley, Hoboken., 88(6), 795-806.
https://doi.org/10.1111/cbdd.12809

Božinović NS, Šegan SB, Vojnović S, Pavić A, Šolaja BA, Nikodinović-Runić J, Opsenica I. Synthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivatives. in Chemical Biology and Drug Design. 2016;88(6):795-806.
doi:10.1111/cbdd.12809 .

Božinović, Nina S., Šegan, Sandra B., Vojnović, Sandra, Pavić, Aleksandar, Šolaja, Bogdan A., Nikodinović-Runić, Jasmina, Opsenica, Igor, "Synthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivatives" in Chemical Biology and Drug Design, 88, no. 6 (2016):795-806,
https://doi.org/10.1111/cbdd.12809 . .

TY  - DATA
AU  - Božinović, Nina S.
AU  - Šegan, Sandra B.
AU  - Vojnović, Sandra
AU  - Pavić, Aleksandar
AU  - Šolaja, Bogdan A.
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3621
PB  - Wiley, Hoboken
T2  - Chemical Biology and Drug Design
T1  - Supplementary material for the article: Božinović, N.; Šegan, S.; Vojnovic, S.; Pavic, A.; Šolaja, B. A.; Nikodinovic-Runic, J.; Opsenica, I. M. Synthesis and Anti-Candida Activity of Novel Benzothiepino[3,2-c]Pyridine Derivatives. Chemical Biology and Drug Design 2016, 88 (6), 795–806. https://doi.org/10.1111/cbdd.12809
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3621
ER  - 

@misc{
author = "Božinović, Nina S. and Šegan, Sandra B. and Vojnović, Sandra and Pavić, Aleksandar and Šolaja, Bogdan A. and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2016",
publisher = "Wiley, Hoboken",
journal = "Chemical Biology and Drug Design",
title = "Supplementary material for the article: Božinović, N.; Šegan, S.; Vojnovic, S.; Pavic, A.; Šolaja, B. A.; Nikodinovic-Runic, J.; Opsenica, I. M. Synthesis and Anti-Candida Activity of Novel Benzothiepino[3,2-c]Pyridine Derivatives. Chemical Biology and Drug Design 2016, 88 (6), 795–806. https://doi.org/10.1111/cbdd.12809",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3621"
}

Božinović, N. S., Šegan, S. B., Vojnović, S., Pavić, A., Šolaja, B. A., Nikodinović-Runić, J.,& Opsenica, I.. (2016). Supplementary material for the article: Božinović, N.; Šegan, S.; Vojnovic, S.; Pavic, A.; Šolaja, B. A.; Nikodinovic-Runic, J.; Opsenica, I. M. Synthesis and Anti-Candida Activity of Novel Benzothiepino[3,2-c]Pyridine Derivatives. Chemical Biology and Drug Design 2016, 88 (6), 795–806. https://doi.org/10.1111/cbdd.12809. in Chemical Biology and Drug Design
Wiley, Hoboken..
https://hdl.handle.net/21.15107/rcub_cherry_3621

Božinović NS, Šegan SB, Vojnović S, Pavić A, Šolaja BA, Nikodinović-Runić J, Opsenica I. Supplementary material for the article: Božinović, N.; Šegan, S.; Vojnovic, S.; Pavic, A.; Šolaja, B. A.; Nikodinovic-Runic, J.; Opsenica, I. M. Synthesis and Anti-Candida Activity of Novel Benzothiepino[3,2-c]Pyridine Derivatives. Chemical Biology and Drug Design 2016, 88 (6), 795–806. https://doi.org/10.1111/cbdd.12809. in Chemical Biology and Drug Design. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3621 .

Božinović, Nina S., Šegan, Sandra B., Vojnović, Sandra, Pavić, Aleksandar, Šolaja, Bogdan A., Nikodinović-Runić, Jasmina, Opsenica, Igor, "Supplementary material for the article: Božinović, N.; Šegan, S.; Vojnovic, S.; Pavic, A.; Šolaja, B. A.; Nikodinovic-Runic, J.; Opsenica, I. M. Synthesis and Anti-Candida Activity of Novel Benzothiepino[3,2-c]Pyridine Derivatives. Chemical Biology and Drug Design 2016, 88 (6), 795–806. https://doi.org/10.1111/cbdd.12809" in Chemical Biology and Drug Design (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3621 .

TY  - JOUR
AU  - Božinović, Nina S.
AU  - Šegan, Sandra B.
AU  - Vojnović, Sandra
AU  - Pavić, Aleksandar
AU  - Šolaja, Bogdan A.
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2346
AB  - A novel series of thiepine derivatives were synthesized and evaluated as potential antimicrobials. All the synthesized compounds were evaluated for their antimicrobial activities in vitro against the fungi Candida albicans (ATCC 10231), C.parapsilosis (clinical isolate), Gram-negative bacterium Pseudomonas aeruginosa (ATCC 44752), and Gram-positive bacterium Staphylococcus aureus (ATCC 25923). Synthesized compounds showed higher antifungal activity than antibacterial activity, indicating that they could be used as selective antimicrobials. Selected thiepines efficiently inhibited Candida hyphae formation, a trait necessary for their pathogenicity. Thiepine 8-phenyl[1]benzothiepino[3,2-c]pyridine (16) efficiently killed Candida albicans at 15.6g/mL and showed no embryotoxicity at 75g/mL. Derivative 8-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl][1]benzothiepino[3,2-c]pyridine (23) caused significant hemolysis and in vitro DNA interaction. The position of the phenyl ring was essential for the antifungal activity, while the electronic effects of the substituents did not significantly influence activity. Results obtained from in vivo embryotoxicity on zebrafish (Danio rerio) encourage further structure optimizations.
PB  - Wiley, Hoboken
T2  - Chemical Biology and Drug Design
T1  - Synthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivatives
VL  - 88
IS  - 6
SP  - 795
EP  - 806
DO  - 10.1111/cbdd.12809
ER  - 

@article{
author = "Božinović, Nina S. and Šegan, Sandra B. and Vojnović, Sandra and Pavić, Aleksandar and Šolaja, Bogdan A. and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2016",
abstract = "A novel series of thiepine derivatives were synthesized and evaluated as potential antimicrobials. All the synthesized compounds were evaluated for their antimicrobial activities in vitro against the fungi Candida albicans (ATCC 10231), C.parapsilosis (clinical isolate), Gram-negative bacterium Pseudomonas aeruginosa (ATCC 44752), and Gram-positive bacterium Staphylococcus aureus (ATCC 25923). Synthesized compounds showed higher antifungal activity than antibacterial activity, indicating that they could be used as selective antimicrobials. Selected thiepines efficiently inhibited Candida hyphae formation, a trait necessary for their pathogenicity. Thiepine 8-phenyl[1]benzothiepino[3,2-c]pyridine (16) efficiently killed Candida albicans at 15.6g/mL and showed no embryotoxicity at 75g/mL. Derivative 8-[4-(4,5-dihydro-1H-imidazol-2-yl)phenyl][1]benzothiepino[3,2-c]pyridine (23) caused significant hemolysis and in vitro DNA interaction. The position of the phenyl ring was essential for the antifungal activity, while the electronic effects of the substituents did not significantly influence activity. Results obtained from in vivo embryotoxicity on zebrafish (Danio rerio) encourage further structure optimizations.",
publisher = "Wiley, Hoboken",
journal = "Chemical Biology and Drug Design",
title = "Synthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivatives",
volume = "88",
number = "6",
pages = "795-806",
doi = "10.1111/cbdd.12809"
}

Božinović, N. S., Šegan, S. B., Vojnović, S., Pavić, A., Šolaja, B. A., Nikodinović-Runić, J.,& Opsenica, I.. (2016). Synthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivatives. in Chemical Biology and Drug Design
Wiley, Hoboken., 88(6), 795-806.
https://doi.org/10.1111/cbdd.12809

Božinović NS, Šegan SB, Vojnović S, Pavić A, Šolaja BA, Nikodinović-Runić J, Opsenica I. Synthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivatives. in Chemical Biology and Drug Design. 2016;88(6):795-806.
doi:10.1111/cbdd.12809 .

Božinović, Nina S., Šegan, Sandra B., Vojnović, Sandra, Pavić, Aleksandar, Šolaja, Bogdan A., Nikodinović-Runić, Jasmina, Opsenica, Igor, "Synthesis and anti-Candida activity of novel benzothiepino[3,2-c]pyridine derivatives" in Chemical Biology and Drug Design, 88, no. 6 (2016):795-806,
https://doi.org/10.1111/cbdd.12809 . .

TY  - DATA
AU  - Božinović, Nina S.
AU  - Šolaja, Bogdan A.
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3567
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Supplementary data for the article: Božinović, N.; Šolaja, B. A.; Opsenica, I. M. Microwave-Assisted Synthesis of Azepines via Nucleophilic Aromatic Substitution. J. Serb. Chem. Soc. 2016, 81 (11), 1225–1230. https://doi.org/10.2298/JSC160824074B
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3567
ER  - 

@misc{
author = "Božinović, Nina S. and Šolaja, Bogdan A. and Opsenica, Igor",
year = "2016",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Supplementary data for the article: Božinović, N.; Šolaja, B. A.; Opsenica, I. M. Microwave-Assisted Synthesis of Azepines via Nucleophilic Aromatic Substitution. J. Serb. Chem. Soc. 2016, 81 (11), 1225–1230. https://doi.org/10.2298/JSC160824074B",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3567"
}

Božinović, N. S., Šolaja, B. A.,& Opsenica, I.. (2016). Supplementary data for the article: Božinović, N.; Šolaja, B. A.; Opsenica, I. M. Microwave-Assisted Synthesis of Azepines via Nucleophilic Aromatic Substitution. J. Serb. Chem. Soc. 2016, 81 (11), 1225–1230. https://doi.org/10.2298/JSC160824074B. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade..
https://hdl.handle.net/21.15107/rcub_cherry_3567

Božinović NS, Šolaja BA, Opsenica I. Supplementary data for the article: Božinović, N.; Šolaja, B. A.; Opsenica, I. M. Microwave-Assisted Synthesis of Azepines via Nucleophilic Aromatic Substitution. J. Serb. Chem. Soc. 2016, 81 (11), 1225–1230. https://doi.org/10.2298/JSC160824074B. in Journal of the Serbian Chemical Society. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3567 .

Božinović, Nina S., Šolaja, Bogdan A., Opsenica, Igor, "Supplementary data for the article: Božinović, N.; Šolaja, B. A.; Opsenica, I. M. Microwave-Assisted Synthesis of Azepines via Nucleophilic Aromatic Substitution. J. Serb. Chem. Soc. 2016, 81 (11), 1225–1230. https://doi.org/10.2298/JSC160824074B" in Journal of the Serbian Chemical Society (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3567 .

TY  - JOUR
AU  - Božinović, Nina S.
AU  - Šolaja, Bogdan A.
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2354
AB  - A novel and efficient route has been developed to afford dipyridoazepine derivatives from primary amines and 3,3'-(Z)-ethene-1,2-diylbis(4-chloropyridine). The procedure based on a double nucleophilic aromatic substitution provides a valuable synthetic tool for the synthesis of dipyridoazepines. The reaction proceeds without catalyst, under microwave irradiation conditions.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Microwave-assisted synthesis of azepines via nucleophilic aromatic substitution
VL  - 81
IS  - 11
SP  - 1225
EP  - 1230
DO  - 10.2298/JSC160824074B
ER  - 

@article{
author = "Božinović, Nina S. and Šolaja, Bogdan A. and Opsenica, Igor",
year = "2016",
abstract = "A novel and efficient route has been developed to afford dipyridoazepine derivatives from primary amines and 3,3'-(Z)-ethene-1,2-diylbis(4-chloropyridine). The procedure based on a double nucleophilic aromatic substitution provides a valuable synthetic tool for the synthesis of dipyridoazepines. The reaction proceeds without catalyst, under microwave irradiation conditions.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Microwave-assisted synthesis of azepines via nucleophilic aromatic substitution",
volume = "81",
number = "11",
pages = "1225-1230",
doi = "10.2298/JSC160824074B"
}

Božinović, N. S., Šolaja, B. A.,& Opsenica, I.. (2016). Microwave-assisted synthesis of azepines via nucleophilic aromatic substitution. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 81(11), 1225-1230.
https://doi.org/10.2298/JSC160824074B

Božinović NS, Šolaja BA, Opsenica I. Microwave-assisted synthesis of azepines via nucleophilic aromatic substitution. in Journal of the Serbian Chemical Society. 2016;81(11):1225-1230.
doi:10.2298/JSC160824074B .

Božinović, Nina S., Šolaja, Bogdan A., Opsenica, Igor, "Microwave-assisted synthesis of azepines via nucleophilic aromatic substitution" in Journal of the Serbian Chemical Society, 81, no. 11 (2016):1225-1230,
https://doi.org/10.2298/JSC160824074B . .

TY  - JOUR
AU  - Božinović, Nina S.
AU  - Novaković, Irena T.
AU  - Kostić-Rajačić, Slađana
AU  - Opsenica, Igor
AU  - Šolaja, Bogdan A.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1749
AB  - A series of new pyridobenzazepine and pyridobenzothiepine derivatives was synthesized by Pd-catalyzed formation of C-N and C-S bonds. All synthesized compounds were tested for their in vitro antimicrobial activity. The pyridobenzazepine derivatives showed better antibacterial and antifungal activity than the corresponding dipyridoazepine analogue. Among the synthesized azepines, derivative 8 displayed potent activity against the tested bacteria (MIC ranged 39-78 mu g mL(-1)), while azepine 12 showed promising antifungal activity (MIC ranged 156-313 mu g mL(-1)). The synthesized thiepine derivatives exhibited weak antibacterial activity, but showed pronounced antifungal activity.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis and antimicrobial activity of azepine and thiepine derivatives
VL  - 80
IS  - 7
SP  - 839
EP  - 852
DO  - 10.2298/JSC150116013B
ER  - 

@article{
author = "Božinović, Nina S. and Novaković, Irena T. and Kostić-Rajačić, Slađana and Opsenica, Igor and Šolaja, Bogdan A.",
year = "2015",
abstract = "A series of new pyridobenzazepine and pyridobenzothiepine derivatives was synthesized by Pd-catalyzed formation of C-N and C-S bonds. All synthesized compounds were tested for their in vitro antimicrobial activity. The pyridobenzazepine derivatives showed better antibacterial and antifungal activity than the corresponding dipyridoazepine analogue. Among the synthesized azepines, derivative 8 displayed potent activity against the tested bacteria (MIC ranged 39-78 mu g mL(-1)), while azepine 12 showed promising antifungal activity (MIC ranged 156-313 mu g mL(-1)). The synthesized thiepine derivatives exhibited weak antibacterial activity, but showed pronounced antifungal activity.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis and antimicrobial activity of azepine and thiepine derivatives",
volume = "80",
number = "7",
pages = "839-852",
doi = "10.2298/JSC150116013B"
}

Božinović, N. S., Novaković, I. T., Kostić-Rajačić, S., Opsenica, I.,& Šolaja, B. A.. (2015). Synthesis and antimicrobial activity of azepine and thiepine derivatives. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 80(7), 839-852.
https://doi.org/10.2298/JSC150116013B

Božinović NS, Novaković IT, Kostić-Rajačić S, Opsenica I, Šolaja BA. Synthesis and antimicrobial activity of azepine and thiepine derivatives. in Journal of the Serbian Chemical Society. 2015;80(7):839-852.
doi:10.2298/JSC150116013B .

Božinović, Nina S., Novaković, Irena T., Kostić-Rajačić, Slađana, Opsenica, Igor, Šolaja, Bogdan A., "Synthesis and antimicrobial activity of azepine and thiepine derivatives" in Journal of the Serbian Chemical Society, 80, no. 7 (2015):839-852,
https://doi.org/10.2298/JSC150116013B . .

TY  - DATA
AU  - Božinović, Nina S.
AU  - Opsenica, Igor
AU  - Šolaja, Bogdan A.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3490
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synlett
T1  - Supplementary data for article: Božinović, N. S.; Opsenica, I.; Šolaja, B. A. Double Palladium-Catalyzed Synthesis of Azepines. Synlett 2013, 24 (1), 49–52. https://doi.org/10.1055/s-0032-1317667
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3490
ER  - 

@misc{
author = "Božinović, Nina S. and Opsenica, Igor and Šolaja, Bogdan A.",
year = "2013",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synlett",
title = "Supplementary data for article: Božinović, N. S.; Opsenica, I.; Šolaja, B. A. Double Palladium-Catalyzed Synthesis of Azepines. Synlett 2013, 24 (1), 49–52. https://doi.org/10.1055/s-0032-1317667",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3490"
}

Božinović, N. S., Opsenica, I.,& Šolaja, B. A.. (2013). Supplementary data for article: Božinović, N. S.; Opsenica, I.; Šolaja, B. A. Double Palladium-Catalyzed Synthesis of Azepines. Synlett 2013, 24 (1), 49–52. https://doi.org/10.1055/s-0032-1317667. in Synlett
Georg Thieme Verlag Kg, Stuttgart..
https://hdl.handle.net/21.15107/rcub_cherry_3490

Božinović NS, Opsenica I, Šolaja BA. Supplementary data for article: Božinović, N. S.; Opsenica, I.; Šolaja, B. A. Double Palladium-Catalyzed Synthesis of Azepines. Synlett 2013, 24 (1), 49–52. https://doi.org/10.1055/s-0032-1317667. in Synlett. 2013;.
https://hdl.handle.net/21.15107/rcub_cherry_3490 .

Božinović, Nina S., Opsenica, Igor, Šolaja, Bogdan A., "Supplementary data for article: Božinović, N. S.; Opsenica, I.; Šolaja, B. A. Double Palladium-Catalyzed Synthesis of Azepines. Synlett 2013, 24 (1), 49–52. https://doi.org/10.1055/s-0032-1317667" in Synlett (2013),
https://hdl.handle.net/21.15107/rcub_cherry_3490 .

TY  - JOUR
AU  - Božinović, Nina S.
AU  - Opsenica, Igor
AU  - Šolaja, Bogdan A.
PY  - 2013
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1597
AB  - The synthesis of new 5H-pyridobenzazepine and 5H-dipyridoazepine compounds using as key step a palladium-catalyzed amination-cyclization reaction is reported. By choosing an appropriate combination of ligands and reactants under standardized reaction conditions, N- and S-tricyclic products can be prepared in one step from the appropriate stilbenes.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synlett
T1  - Double Palladium-Catalyzed Synthesis of Azepines
VL  - 24
IS  - 1
SP  - 49
EP  - 52
DO  - 10.1055/s-0032-1317667
ER  - 

@article{
author = "Božinović, Nina S. and Opsenica, Igor and Šolaja, Bogdan A.",
year = "2013",
abstract = "The synthesis of new 5H-pyridobenzazepine and 5H-dipyridoazepine compounds using as key step a palladium-catalyzed amination-cyclization reaction is reported. By choosing an appropriate combination of ligands and reactants under standardized reaction conditions, N- and S-tricyclic products can be prepared in one step from the appropriate stilbenes.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synlett",
title = "Double Palladium-Catalyzed Synthesis of Azepines",
volume = "24",
number = "1",
pages = "49-52",
doi = "10.1055/s-0032-1317667"
}

Božinović, N. S., Opsenica, I.,& Šolaja, B. A.. (2013). Double Palladium-Catalyzed Synthesis of Azepines. in Synlett
Georg Thieme Verlag Kg, Stuttgart., 24(1), 49-52.
https://doi.org/10.1055/s-0032-1317667

Božinović NS, Opsenica I, Šolaja BA. Double Palladium-Catalyzed Synthesis of Azepines. in Synlett. 2013;24(1):49-52.
doi:10.1055/s-0032-1317667 .

Božinović, Nina S., Opsenica, Igor, Šolaja, Bogdan A., "Double Palladium-Catalyzed Synthesis of Azepines" in Synlett, 24, no. 1 (2013):49-52,
https://doi.org/10.1055/s-0032-1317667 . .