TY  - JOUR
AU  - Krishna de Guzman, Maria
AU  - Stanić-Vučinić, Dragana
AU  - Gligorijević, Nikola
AU  - Wimmer, Lukas
AU  - Gasparyan, Manvel
AU  - Lujić, Tamara
AU  - Vasović, Tamara
AU  - Dailey, Lea Ann
AU  - Van Haute, Sam
AU  - Ćirković-Veličković, Tanja
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6320
AB  - Human ingestion of microplastics (MPs) is common and inevitable due to the widespread contamination of food items, but implications on the gastric digestion of food proteins are still unknown. In this study, the interactions between pepsin and polystyrene (PS) MPs were evaluated by investigating enzyme activity and conformation in a simulated human gastric environment in the presence or absence of PS MPs. The impact on food digestion was also assessed by monitoring the kinetics of protein hydrolysis through static in vitro gastric digestion of cow's milk contaminated with PS. The binding of pepsin to PS showed that the surface chemistry of MPs dictates binding affinity. The key contributor to pepsin adsorption seems to be π−π interactions between the aromatic residues and the PS phenyl rings. During quick exposure (10 min) of pepsin to increasing concentrations (222, 2219, 22188 particles/mL) of 10 μm PS (PS10) and 100 μm PS (PS100), total enzymatic activities were not affected remarkably. However, upon prolonged exposure at 1 and 2 h, preferential binding of pepsin to the small, low zeta-potential PS caused structural changes in the protein which led to a significant reduction of its activity. Digestion of cow's milk mixed with PS10 resulted in transient accumulation of larger peptides (10–35 kDa) and reduced bioavailability of short peptides (2–9 kDa) in the gastric phase. This, however, was only observed at extremely high PS10 concentration (0.3 mg/mL or 5.46E+05 particles/mL). The digestion of milk peptides, bound preferentially over pepsin within the hard corona on the PS10 surface, was delayed up to 15 min in comparison to bulk protein digestion. Intact caseins, otherwise rapidly digested, remained bound to PS10 in the hard corona for up to 15 min. This work presents valuable insights regarding the interaction of MPs, food proteins, and pepsin, and their dynamics during gastric digestion.
PB  - Elsevier
T2  - Environmental Pollution
T1  - Small polystyrene microplastics interfere with the breakdown of milk proteins during static in vitro simulated human gastric digestion
VL  - 335
SP  - 122282
DO  - 10.1016/j.envpol.2023.122282
ER  - 

@article{
author = "Krishna de Guzman, Maria and Stanić-Vučinić, Dragana and Gligorijević, Nikola and Wimmer, Lukas and Gasparyan, Manvel and Lujić, Tamara and Vasović, Tamara and Dailey, Lea Ann and Van Haute, Sam and Ćirković-Veličković, Tanja",
year = "2023",
abstract = "Human ingestion of microplastics (MPs) is common and inevitable due to the widespread contamination of food items, but implications on the gastric digestion of food proteins are still unknown. In this study, the interactions between pepsin and polystyrene (PS) MPs were evaluated by investigating enzyme activity and conformation in a simulated human gastric environment in the presence or absence of PS MPs. The impact on food digestion was also assessed by monitoring the kinetics of protein hydrolysis through static in vitro gastric digestion of cow's milk contaminated with PS. The binding of pepsin to PS showed that the surface chemistry of MPs dictates binding affinity. The key contributor to pepsin adsorption seems to be π−π interactions between the aromatic residues and the PS phenyl rings. During quick exposure (10 min) of pepsin to increasing concentrations (222, 2219, 22188 particles/mL) of 10 μm PS (PS10) and 100 μm PS (PS100), total enzymatic activities were not affected remarkably. However, upon prolonged exposure at 1 and 2 h, preferential binding of pepsin to the small, low zeta-potential PS caused structural changes in the protein which led to a significant reduction of its activity. Digestion of cow's milk mixed with PS10 resulted in transient accumulation of larger peptides (10–35 kDa) and reduced bioavailability of short peptides (2–9 kDa) in the gastric phase. This, however, was only observed at extremely high PS10 concentration (0.3 mg/mL or 5.46E+05 particles/mL). The digestion of milk peptides, bound preferentially over pepsin within the hard corona on the PS10 surface, was delayed up to 15 min in comparison to bulk protein digestion. Intact caseins, otherwise rapidly digested, remained bound to PS10 in the hard corona for up to 15 min. This work presents valuable insights regarding the interaction of MPs, food proteins, and pepsin, and their dynamics during gastric digestion.",
publisher = "Elsevier",
journal = "Environmental Pollution",
title = "Small polystyrene microplastics interfere with the breakdown of milk proteins during static in vitro simulated human gastric digestion",
volume = "335",
pages = "122282",
doi = "10.1016/j.envpol.2023.122282"
}

Krishna de Guzman, M., Stanić-Vučinić, D., Gligorijević, N., Wimmer, L., Gasparyan, M., Lujić, T., Vasović, T., Dailey, L. A., Van Haute, S.,& Ćirković-Veličković, T.. (2023). Small polystyrene microplastics interfere with the breakdown of milk proteins during static in vitro simulated human gastric digestion. in Environmental Pollution
Elsevier., 335, 122282.
https://doi.org/10.1016/j.envpol.2023.122282

Krishna de Guzman M, Stanić-Vučinić D, Gligorijević N, Wimmer L, Gasparyan M, Lujić T, Vasović T, Dailey LA, Van Haute S, Ćirković-Veličković T. Small polystyrene microplastics interfere with the breakdown of milk proteins during static in vitro simulated human gastric digestion. in Environmental Pollution. 2023;335:122282.
doi:10.1016/j.envpol.2023.122282 .

Krishna de Guzman, Maria, Stanić-Vučinić, Dragana, Gligorijević, Nikola, Wimmer, Lukas, Gasparyan, Manvel, Lujić, Tamara, Vasović, Tamara, Dailey, Lea Ann, Van Haute, Sam, Ćirković-Veličković, Tanja, "Small polystyrene microplastics interfere with the breakdown of milk proteins during static in vitro simulated human gastric digestion" in Environmental Pollution, 335 (2023):122282,
https://doi.org/10.1016/j.envpol.2023.122282 . .

TY  - JOUR
AU  - Koračak, Ljiljana
AU  - Lupšić, Ema
AU  - Terzić-Jovanović, Nataša
AU  - Jovanović, Mirna
AU  - Novaković, Miroslav M.
AU  - Nedialkov, Paraskev
AU  - Trendafilova, Antoaneta
AU  - Zlatović, Mario
AU  - Pešić, Milica
AU  - Opsenica, Igor
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6245
AB  - The synthesis of 17 hybrid molecules, consisting of artesunate, a derivative of naturally occurring artemisinin, and synthetic 4-aryl-2-aminopyrimidines, is described. New compounds were designed to improve the parent compounds' cytotoxic properties, activity, and selectivity. The synthesized hybrid molecules (15a–f with ethylenediamine linker and 16a–k with piperazine linker), as well as their precursors – pyrimidine derivatives (13a–f and 14a–k), artemisinin, and artesunate, were tested on sensitive and multidrug-resistant (MDR) human non-small cell lung carcinoma (NSCLC) cells. All hybrid compounds with piperazine linker 16a–k were selective toward NSCLC cells and displayed IC50 values below 5 μM. Although they showed similar anticancer potency as artesunate, their selectivity against cancer cells was considerably improved. Importantly, 16h–k hybrid compounds were able to evade MDR phenotype, inhibit P-glycoprotein (P-gp) activity, and increase the sensitivity of MDR NSCLC cells to doxorubicin (DOX). The inhibition of P-gp activity induced by 16h–j was stronger than the one obtained with artesunate. Among these four hybrid compounds, 16k was the most potent anticancer agent with similar IC50 values of around 1.5 μM (for comparison – over 3.1 μM for artesunate) in sensitive and MDR NSCLC cells.
PB  - Royal Society of Chemistry
T2  - New Journal of Chemistry
T1  - Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells
VL  - 47
IS  - 14
SP  - 6844
EP  - 6855
DO  - 10.1039/D3NJ00427A
ER  - 

@article{
author = "Koračak, Ljiljana and Lupšić, Ema and Terzić-Jovanović, Nataša and Jovanović, Mirna and Novaković, Miroslav M. and Nedialkov, Paraskev and Trendafilova, Antoaneta and Zlatović, Mario and Pešić, Milica and Opsenica, Igor",
year = "2023",
abstract = "The synthesis of 17 hybrid molecules, consisting of artesunate, a derivative of naturally occurring artemisinin, and synthetic 4-aryl-2-aminopyrimidines, is described. New compounds were designed to improve the parent compounds' cytotoxic properties, activity, and selectivity. The synthesized hybrid molecules (15a–f with ethylenediamine linker and 16a–k with piperazine linker), as well as their precursors – pyrimidine derivatives (13a–f and 14a–k), artemisinin, and artesunate, were tested on sensitive and multidrug-resistant (MDR) human non-small cell lung carcinoma (NSCLC) cells. All hybrid compounds with piperazine linker 16a–k were selective toward NSCLC cells and displayed IC50 values below 5 μM. Although they showed similar anticancer potency as artesunate, their selectivity against cancer cells was considerably improved. Importantly, 16h–k hybrid compounds were able to evade MDR phenotype, inhibit P-glycoprotein (P-gp) activity, and increase the sensitivity of MDR NSCLC cells to doxorubicin (DOX). The inhibition of P-gp activity induced by 16h–j was stronger than the one obtained with artesunate. Among these four hybrid compounds, 16k was the most potent anticancer agent with similar IC50 values of around 1.5 μM (for comparison – over 3.1 μM for artesunate) in sensitive and MDR NSCLC cells.",
publisher = "Royal Society of Chemistry",
journal = "New Journal of Chemistry",
title = "Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells",
volume = "47",
number = "14",
pages = "6844-6855",
doi = "10.1039/D3NJ00427A"
}

Koračak, L., Lupšić, E., Terzić-Jovanović, N., Jovanović, M., Novaković, M. M., Nedialkov, P., Trendafilova, A., Zlatović, M., Pešić, M.,& Opsenica, I.. (2023). Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells. in New Journal of Chemistry
Royal Society of Chemistry., 47(14), 6844-6855.
https://doi.org/10.1039/D3NJ00427A

Koračak L, Lupšić E, Terzić-Jovanović N, Jovanović M, Novaković MM, Nedialkov P, Trendafilova A, Zlatović M, Pešić M, Opsenica I. Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells. in New Journal of Chemistry. 2023;47(14):6844-6855.
doi:10.1039/D3NJ00427A .

Koračak, Ljiljana, Lupšić, Ema, Terzić-Jovanović, Nataša, Jovanović, Mirna, Novaković, Miroslav M., Nedialkov, Paraskev, Trendafilova, Antoaneta, Zlatović, Mario, Pešić, Milica, Opsenica, Igor, "Novel artesunate–pyrimidine-based hybrids with anticancer potential against multidrug-resistant cancer cells" in New Journal of Chemistry, 47, no. 14 (2023):6844-6855,
https://doi.org/10.1039/D3NJ00427A . .

TY  - DATA
AU  - Konstantinović, Jelena M.
AU  - Kiris, Erkan
AU  - Kota, Krishna P.
AU  - Kugelman-Tonos, Johanny
AU  - Videnović, Milica
AU  - Cazares, Lisa H.
AU  - Terzić-Jovanović, Nataša
AU  - Verbić, Tatjana
AU  - Anđelković, Boban D.
AU  - Duplantier, Allen J.
AU  - Bavari, Sina
AU  - Šolaja, Bogdan A.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3039
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3039
ER  - 

@misc{
author = "Konstantinović, Jelena M. and Kiris, Erkan and Kota, Krishna P. and Kugelman-Tonos, Johanny and Videnović, Milica and Cazares, Lisa H. and Terzić-Jovanović, Nataša and Verbić, Tatjana and Anđelković, Boban D. and Duplantier, Allen J. and Bavari, Sina and Šolaja, Bogdan A.",
year = "2018",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3039"
}

Konstantinović, J. M., Kiris, E., Kota, K. P., Kugelman-Tonos, J., Videnović, M., Cazares, L. H., Terzić-Jovanović, N., Verbić, T., Anđelković, B. D., Duplantier, A. J., Bavari, S.,& Šolaja, B. A.. (2018). Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington..
https://hdl.handle.net/21.15107/rcub_cherry_3039

Konstantinović JM, Kiris E, Kota KP, Kugelman-Tonos J, Videnović M, Cazares LH, Terzić-Jovanović N, Verbić T, Anđelković BD, Duplantier AJ, Bavari S, Šolaja BA. Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710. in Journal of Medicinal Chemistry. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_3039 .

Konstantinović, Jelena M., Kiris, Erkan, Kota, Krishna P., Kugelman-Tonos, Johanny, Videnović, Milica, Cazares, Lisa H., Terzić-Jovanović, Nataša, Verbić, Tatjana, Anđelković, Boban D., Duplantier, Allen J., Bavari, Sina, Šolaja, Bogdan A., "Supplementary data for the article: Konstantinović, J.; Kiris, E.; Kota, K. P.; Kugelman-Tonos, J.; Videnović, M.; Cazares, L. H.; Terzić Jovanović, N.; Verbić, T. Ž.; Andjelković, B.; Duplantier, A. J.; et al. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. Journal of Medicinal Chemistry 2018, 61 (4), 1595–1608. https://doi.org/10.1021/acs.jmedchem.7b01710" in Journal of Medicinal Chemistry (2018),
https://hdl.handle.net/21.15107/rcub_cherry_3039 .

TY  - JOUR
AU  - Videnović, Milica
AU  - Mojsin, Marija
AU  - Stevanović, Milena
AU  - Opsenica, Igor
AU  - Srdić-Rajić, Tatjana
AU  - Šolaja, Bogdan A.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2233
AB  - A series of new benzothiazole-based carbamates and amides were synthesized and their antiproliferative activity was determined. Derivatives with profound activity were identified and further investigated for their possible mechanism of action. It was found that these compounds induce specific apoptosis, G2/M cell cycle arrest and decrease ROS level in MCF-7 human breast cancer cell line. Moreover, sub-micromolar antiproliferative activity of examined carbamates against NT2/D1 testicular embryonal carcinoma was shown. The most potent derivatives strongly inhibited NT2/D1 cell migration and invasiveness. (C) 2018 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Benzothiazole carbamates and amides as antiproliferative species
VL  - 157
SP  - 1096
EP  - 1114
DO  - 10.1016/j.ejmech.2018.08.067
ER  - 

@article{
author = "Videnović, Milica and Mojsin, Marija and Stevanović, Milena and Opsenica, Igor and Srdić-Rajić, Tatjana and Šolaja, Bogdan A.",
year = "2018",
abstract = "A series of new benzothiazole-based carbamates and amides were synthesized and their antiproliferative activity was determined. Derivatives with profound activity were identified and further investigated for their possible mechanism of action. It was found that these compounds induce specific apoptosis, G2/M cell cycle arrest and decrease ROS level in MCF-7 human breast cancer cell line. Moreover, sub-micromolar antiproliferative activity of examined carbamates against NT2/D1 testicular embryonal carcinoma was shown. The most potent derivatives strongly inhibited NT2/D1 cell migration and invasiveness. (C) 2018 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Benzothiazole carbamates and amides as antiproliferative species",
volume = "157",
pages = "1096-1114",
doi = "10.1016/j.ejmech.2018.08.067"
}

Videnović, M., Mojsin, M., Stevanović, M., Opsenica, I., Srdić-Rajić, T.,& Šolaja, B. A.. (2018). Benzothiazole carbamates and amides as antiproliferative species. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 157, 1096-1114.
https://doi.org/10.1016/j.ejmech.2018.08.067

Videnović M, Mojsin M, Stevanović M, Opsenica I, Srdić-Rajić T, Šolaja BA. Benzothiazole carbamates and amides as antiproliferative species. in European Journal of Medicinal Chemistry. 2018;157:1096-1114.
doi:10.1016/j.ejmech.2018.08.067 .

Videnović, Milica, Mojsin, Marija, Stevanović, Milena, Opsenica, Igor, Srdić-Rajić, Tatjana, Šolaja, Bogdan A., "Benzothiazole carbamates and amides as antiproliferative species" in European Journal of Medicinal Chemistry, 157 (2018):1096-1114,
https://doi.org/10.1016/j.ejmech.2018.08.067 . .

TY  - JOUR
AU  - Videnović, Milica
AU  - Mojsin, Marija
AU  - Stevanović, Milena
AU  - Opsenica, Igor
AU  - Srdić-Rajić, Tatjana
AU  - Šolaja, Bogdan A.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2960
AB  - A series of new benzothiazole-based carbamates and amides were synthesized and their antiproliferative activity was determined. Derivatives with profound activity were identified and further investigated for their possible mechanism of action. It was found that these compounds induce specific apoptosis, G2/M cell cycle arrest and decrease ROS level in MCF-7 human breast cancer cell line. Moreover, sub-micromolar antiproliferative activity of examined carbamates against NT2/D1 testicular embryonal carcinoma was shown. The most potent derivatives strongly inhibited NT2/D1 cell migration and invasiveness. (C) 2018 Elsevier Masson SAS. All rights reserved.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Benzothiazole carbamates and amides as antiproliferative species
VL  - 157
SP  - 1096
EP  - 1114
DO  - 10.1016/j.ejmech.2018.08.067
ER  - 

@article{
author = "Videnović, Milica and Mojsin, Marija and Stevanović, Milena and Opsenica, Igor and Srdić-Rajić, Tatjana and Šolaja, Bogdan A.",
year = "2018",
abstract = "A series of new benzothiazole-based carbamates and amides were synthesized and their antiproliferative activity was determined. Derivatives with profound activity were identified and further investigated for their possible mechanism of action. It was found that these compounds induce specific apoptosis, G2/M cell cycle arrest and decrease ROS level in MCF-7 human breast cancer cell line. Moreover, sub-micromolar antiproliferative activity of examined carbamates against NT2/D1 testicular embryonal carcinoma was shown. The most potent derivatives strongly inhibited NT2/D1 cell migration and invasiveness. (C) 2018 Elsevier Masson SAS. All rights reserved.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Benzothiazole carbamates and amides as antiproliferative species",
volume = "157",
pages = "1096-1114",
doi = "10.1016/j.ejmech.2018.08.067"
}

Videnović, M., Mojsin, M., Stevanović, M., Opsenica, I., Srdić-Rajić, T.,& Šolaja, B. A.. (2018). Benzothiazole carbamates and amides as antiproliferative species. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 157, 1096-1114.
https://doi.org/10.1016/j.ejmech.2018.08.067

Videnović M, Mojsin M, Stevanović M, Opsenica I, Srdić-Rajić T, Šolaja BA. Benzothiazole carbamates and amides as antiproliferative species. in European Journal of Medicinal Chemistry. 2018;157:1096-1114.
doi:10.1016/j.ejmech.2018.08.067 .

Videnović, Milica, Mojsin, Marija, Stevanović, Milena, Opsenica, Igor, Srdić-Rajić, Tatjana, Šolaja, Bogdan A., "Benzothiazole carbamates and amides as antiproliferative species" in European Journal of Medicinal Chemistry, 157 (2018):1096-1114,
https://doi.org/10.1016/j.ejmech.2018.08.067 . .

TY  - DATA
AU  - Videnović, Milica
AU  - Mojsin, Marija
AU  - Stevanović, Milena
AU  - Opsenica, Igor
AU  - Srdić-Rajić, Tatjana
AU  - Šolaja, Bogdan A.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2961
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux
T2  - European Journal of Medicinal Chemistry
T1  - Supplementary material for the article: Videnović, M.; Mojsin, M.; Stevanović, M.; Opsenica, I.; Srdić-Rajić, T.; Šolaja, B. Benzothiazole Carbamates and Amides as Antiproliferative Species. Eur. J. Med. Chem. 2018, 157, 1096–1114. https://doi.org/10.1016/j.ejmech.2018.08.067
VL  - 157
SP  - 1096
EP  - 1114
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2961
ER  - 

@misc{
author = "Videnović, Milica and Mojsin, Marija and Stevanović, Milena and Opsenica, Igor and Srdić-Rajić, Tatjana and Šolaja, Bogdan A.",
year = "2018",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux",
journal = "European Journal of Medicinal Chemistry",
title = "Supplementary material for the article: Videnović, M.; Mojsin, M.; Stevanović, M.; Opsenica, I.; Srdić-Rajić, T.; Šolaja, B. Benzothiazole Carbamates and Amides as Antiproliferative Species. Eur. J. Med. Chem. 2018, 157, 1096–1114. https://doi.org/10.1016/j.ejmech.2018.08.067",
volume = "157",
pages = "1096-1114",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2961"
}

Videnović, M., Mojsin, M., Stevanović, M., Opsenica, I., Srdić-Rajić, T.,& Šolaja, B. A.. (2018). Supplementary material for the article: Videnović, M.; Mojsin, M.; Stevanović, M.; Opsenica, I.; Srdić-Rajić, T.; Šolaja, B. Benzothiazole Carbamates and Amides as Antiproliferative Species. Eur. J. Med. Chem. 2018, 157, 1096–1114. https://doi.org/10.1016/j.ejmech.2018.08.067. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Issy-Les-Moulineaux., 157, 1096-1114.
https://hdl.handle.net/21.15107/rcub_cherry_2961

Videnović M, Mojsin M, Stevanović M, Opsenica I, Srdić-Rajić T, Šolaja BA. Supplementary material for the article: Videnović, M.; Mojsin, M.; Stevanović, M.; Opsenica, I.; Srdić-Rajić, T.; Šolaja, B. Benzothiazole Carbamates and Amides as Antiproliferative Species. Eur. J. Med. Chem. 2018, 157, 1096–1114. https://doi.org/10.1016/j.ejmech.2018.08.067. in European Journal of Medicinal Chemistry. 2018;157:1096-1114.
https://hdl.handle.net/21.15107/rcub_cherry_2961 .

Videnović, Milica, Mojsin, Marija, Stevanović, Milena, Opsenica, Igor, Srdić-Rajić, Tatjana, Šolaja, Bogdan A., "Supplementary material for the article: Videnović, M.; Mojsin, M.; Stevanović, M.; Opsenica, I.; Srdić-Rajić, T.; Šolaja, B. Benzothiazole Carbamates and Amides as Antiproliferative Species. Eur. J. Med. Chem. 2018, 157, 1096–1114. https://doi.org/10.1016/j.ejmech.2018.08.067" in European Journal of Medicinal Chemistry, 157 (2018):1096-1114,
https://hdl.handle.net/21.15107/rcub_cherry_2961 .

TY  - JOUR
AU  - Konstantinović, Jelena M.
AU  - Kiris, Erkan
AU  - Kota, Krishna P.
AU  - Kugelman-Tonos, Johanny
AU  - Videnović, Milica
AU  - Cazares, Lisa H.
AU  - Terzić-Jovanović, Nataša
AU  - Verbić, Tatjana
AU  - Anđelković, Boban D.
AU  - Duplantier, Allen J.
AU  - Bavari, Sina
AU  - Šolaja, Bogdan A.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2099
AB  - The synthesis and inhibitory potencies against botulinum neurotoxin serotype A light chain (BoNT/A LC) using in vitro HPLC based enzymatic assay for various steroidal, benzothiophene, thiophene, and adamantane 4-aminoquinoline derivatives are described. In addition, the compounds were evaluated for the activity against BoNT/A holotoxin in mouse embryonic stem cell derived motor neurons. Steroidal derivative 16 showed remarkable protection (up to 89% of uncleaved SNAP-25) even when administered 30 min postintoxication. This appears to be the first example of LC inhibitors antagonizing BoNT intoxication in mouse embryonic stem cell derived motor neurons (mES-MNs) in a postexposure model. Oral administration of 16 was well tolerated in the mouse up to 600 mg/kg, q.d. Although adequate unbound drug levels were not achieved at this dose, the favorable in vitro ADMET results strongly support further work in this series.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model
VL  - 61
IS  - 4
SP  - 1595
EP  - 1608
DO  - 10.1021/acs.jmedchem.7b01710
ER  - 

@article{
author = "Konstantinović, Jelena M. and Kiris, Erkan and Kota, Krishna P. and Kugelman-Tonos, Johanny and Videnović, Milica and Cazares, Lisa H. and Terzić-Jovanović, Nataša and Verbić, Tatjana and Anđelković, Boban D. and Duplantier, Allen J. and Bavari, Sina and Šolaja, Bogdan A.",
year = "2018",
abstract = "The synthesis and inhibitory potencies against botulinum neurotoxin serotype A light chain (BoNT/A LC) using in vitro HPLC based enzymatic assay for various steroidal, benzothiophene, thiophene, and adamantane 4-aminoquinoline derivatives are described. In addition, the compounds were evaluated for the activity against BoNT/A holotoxin in mouse embryonic stem cell derived motor neurons. Steroidal derivative 16 showed remarkable protection (up to 89% of uncleaved SNAP-25) even when administered 30 min postintoxication. This appears to be the first example of LC inhibitors antagonizing BoNT intoxication in mouse embryonic stem cell derived motor neurons (mES-MNs) in a postexposure model. Oral administration of 16 was well tolerated in the mouse up to 600 mg/kg, q.d. Although adequate unbound drug levels were not achieved at this dose, the favorable in vitro ADMET results strongly support further work in this series.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model",
volume = "61",
number = "4",
pages = "1595-1608",
doi = "10.1021/acs.jmedchem.7b01710"
}

Konstantinović, J. M., Kiris, E., Kota, K. P., Kugelman-Tonos, J., Videnović, M., Cazares, L. H., Terzić-Jovanović, N., Verbić, T., Anđelković, B. D., Duplantier, A. J., Bavari, S.,& Šolaja, B. A.. (2018). New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 61(4), 1595-1608.
https://doi.org/10.1021/acs.jmedchem.7b01710

Konstantinović JM, Kiris E, Kota KP, Kugelman-Tonos J, Videnović M, Cazares LH, Terzić-Jovanović N, Verbić T, Anđelković BD, Duplantier AJ, Bavari S, Šolaja BA. New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model. in Journal of Medicinal Chemistry. 2018;61(4):1595-1608.
doi:10.1021/acs.jmedchem.7b01710 .

Konstantinović, Jelena M., Kiris, Erkan, Kota, Krishna P., Kugelman-Tonos, Johanny, Videnović, Milica, Cazares, Lisa H., Terzić-Jovanović, Nataša, Verbić, Tatjana, Anđelković, Boban D., Duplantier, Allen J., Bavari, Sina, Šolaja, Bogdan A., "New Steroidal 4-Aminoquinolines Antagonize Botulinum Neurotoxin Serotype A in Mouse Embryonic Stem Cell Derived Motor Neurons in Postintoxication Model" in Journal of Medicinal Chemistry, 61, no. 4 (2018):1595-1608,
https://doi.org/10.1021/acs.jmedchem.7b01710 . .

TY  - JOUR
AU  - Ajdačić, Vladimir
AU  - Lazić, Jelena O.
AU  - Mojicevic, Marija
AU  - Šegan, Sandra B.
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2508
AB  - A series of novel guanylhydrazones were designed, synthesized and characterized. All the compounds were screened for their antibacterial and antifungal activity. Compounds 26 and 27 showed excellent antibacterial activities against Staphylococcus aureus ATCC 25923 and Micrococcus luteus ATCC 379 with minimal inhibitory concentrations of 4 ae g mL(-1), and good antifungal activity against Candida parapsilosis ATCC 22019. These results suggested that the selected guanylhydrazones could serve as promising leads for improved antimicrobial development.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Antibacterial and antifungal properties of guanylhydrazones
VL  - 82
IS  - 6
SP  - 641
EP  - 649
DO  - 10.2298/JSC170213033A
ER  - 

@article{
author = "Ajdačić, Vladimir and Lazić, Jelena O. and Mojicevic, Marija and Šegan, Sandra B. and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2017",
abstract = "A series of novel guanylhydrazones were designed, synthesized and characterized. All the compounds were screened for their antibacterial and antifungal activity. Compounds 26 and 27 showed excellent antibacterial activities against Staphylococcus aureus ATCC 25923 and Micrococcus luteus ATCC 379 with minimal inhibitory concentrations of 4 ae g mL(-1), and good antifungal activity against Candida parapsilosis ATCC 22019. These results suggested that the selected guanylhydrazones could serve as promising leads for improved antimicrobial development.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Antibacterial and antifungal properties of guanylhydrazones",
volume = "82",
number = "6",
pages = "641-649",
doi = "10.2298/JSC170213033A"
}

Ajdačić, V., Lazić, J. O., Mojicevic, M., Šegan, S. B., Nikodinović-Runić, J.,& Opsenica, I.. (2017). Antibacterial and antifungal properties of guanylhydrazones. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 82(6), 641-649.
https://doi.org/10.2298/JSC170213033A

Ajdačić V, Lazić JO, Mojicevic M, Šegan SB, Nikodinović-Runić J, Opsenica I. Antibacterial and antifungal properties of guanylhydrazones. in Journal of the Serbian Chemical Society. 2017;82(6):641-649.
doi:10.2298/JSC170213033A .

Ajdačić, Vladimir, Lazić, Jelena O., Mojicevic, Marija, Šegan, Sandra B., Nikodinović-Runić, Jasmina, Opsenica, Igor, "Antibacterial and antifungal properties of guanylhydrazones" in Journal of the Serbian Chemical Society, 82, no. 6 (2017):641-649,
https://doi.org/10.2298/JSC170213033A . .

TY  - JOUR
AU  - Konstantinović, Jelena M.
AU  - Videnović, Milica
AU  - Srbljanović, Jelena
AU  - Đurković-Đaković, Olgica
AU  - Bogojević, Katarina
AU  - Sciotti, Richard J.
AU  - Šolaja, Bogdan A.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2441
AB  - Malaria is a severe and life-threatening disease caused by Plasmodium parasites that are spread to humans through bites of infected Anopheles mosquitoes. Here, we report on the efficacy of aminoquinolines coupled to benzothiophene and thiophene rings in inhibiting Plasmodium falciparum parasite growth. Synthesized compounds were evaluated for their antimalarial activity and toxicity, in vitro and in mice. Benzothiophenes presented in this paper showed improved activities against a chloroquine susceptible (CQS) strain, with potencies of IC50 = 6 nM, and cured 5/5 Plasmodium berghei infected mice when dosed orally at 160 mg/kg/day x 3 days. In the benzothiophene series, the examined antiplasmodials were more active against the CQS strain D6, than against strains chloroquine resistant (CQR) W2 and multidrug-resistant (MDR) TM91C235. For the thiophene series, a very interesting feature was revealed: hypersensitivity to the CQR strains, resistance index (RI) of  lt  1. This is in sharp contrast to chloroquine, indicating that further development of the series would provide us with more potent antimalarials against CQR strains.
PB  - Mdpi Ag, Basel
T2  - Molecules
T1  - Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners
VL  - 22
IS  - 3
DO  - 10.3390/molecules22030343
ER  - 

@article{
author = "Konstantinović, Jelena M. and Videnović, Milica and Srbljanović, Jelena and Đurković-Đaković, Olgica and Bogojević, Katarina and Sciotti, Richard J. and Šolaja, Bogdan A.",
year = "2017",
abstract = "Malaria is a severe and life-threatening disease caused by Plasmodium parasites that are spread to humans through bites of infected Anopheles mosquitoes. Here, we report on the efficacy of aminoquinolines coupled to benzothiophene and thiophene rings in inhibiting Plasmodium falciparum parasite growth. Synthesized compounds were evaluated for their antimalarial activity and toxicity, in vitro and in mice. Benzothiophenes presented in this paper showed improved activities against a chloroquine susceptible (CQS) strain, with potencies of IC50 = 6 nM, and cured 5/5 Plasmodium berghei infected mice when dosed orally at 160 mg/kg/day x 3 days. In the benzothiophene series, the examined antiplasmodials were more active against the CQS strain D6, than against strains chloroquine resistant (CQR) W2 and multidrug-resistant (MDR) TM91C235. For the thiophene series, a very interesting feature was revealed: hypersensitivity to the CQR strains, resistance index (RI) of  lt  1. This is in sharp contrast to chloroquine, indicating that further development of the series would provide us with more potent antimalarials against CQR strains.",
publisher = "Mdpi Ag, Basel",
journal = "Molecules",
title = "Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners",
volume = "22",
number = "3",
doi = "10.3390/molecules22030343"
}

Konstantinović, J. M., Videnović, M., Srbljanović, J., Đurković-Đaković, O., Bogojević, K., Sciotti, R. J.,& Šolaja, B. A.. (2017). Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. in Molecules
Mdpi Ag, Basel., 22(3).
https://doi.org/10.3390/molecules22030343

Konstantinović JM, Videnović M, Srbljanović J, Đurković-Đaković O, Bogojević K, Sciotti RJ, Šolaja BA. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. in Molecules. 2017;22(3).
doi:10.3390/molecules22030343 .

Konstantinović, Jelena M., Videnović, Milica, Srbljanović, Jelena, Đurković-Đaković, Olgica, Bogojević, Katarina, Sciotti, Richard J., Šolaja, Bogdan A., "Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners" in Molecules, 22, no. 3 (2017),
https://doi.org/10.3390/molecules22030343 . .

TY  - DATA
AU  - Konstantinović, Jelena M.
AU  - Videnović, Milica
AU  - Srbljanović, Jelena
AU  - Đurković-Đaković, Olgica
AU  - Bogojević, Katarina
AU  - Sciotti, Richard J.
AU  - Šolaja, Bogdan A.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3022
PB  - Mdpi Ag, Basel
T2  - Molecules
T1  - Supplementary data for article : Konstantinović, J. M.; Selaković, M.; Srbljanovic, J.; Djurkovic-Djakovic, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. A. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22 (3). https://doi.org/10.3390/molecules22030343
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3022
ER  - 

@misc{
author = "Konstantinović, Jelena M. and Videnović, Milica and Srbljanović, Jelena and Đurković-Đaković, Olgica and Bogojević, Katarina and Sciotti, Richard J. and Šolaja, Bogdan A.",
year = "2017",
publisher = "Mdpi Ag, Basel",
journal = "Molecules",
title = "Supplementary data for article : Konstantinović, J. M.; Selaković, M.; Srbljanovic, J.; Djurkovic-Djakovic, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. A. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22 (3). https://doi.org/10.3390/molecules22030343",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3022"
}

Konstantinović, J. M., Videnović, M., Srbljanović, J., Đurković-Đaković, O., Bogojević, K., Sciotti, R. J.,& Šolaja, B. A.. (2017). Supplementary data for article : Konstantinović, J. M.; Selaković, M.; Srbljanovic, J.; Djurkovic-Djakovic, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. A. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22 (3). https://doi.org/10.3390/molecules22030343. in Molecules
Mdpi Ag, Basel..
https://hdl.handle.net/21.15107/rcub_cherry_3022

Konstantinović JM, Videnović M, Srbljanović J, Đurković-Đaković O, Bogojević K, Sciotti RJ, Šolaja BA. Supplementary data for article : Konstantinović, J. M.; Selaković, M.; Srbljanovic, J.; Djurkovic-Djakovic, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. A. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22 (3). https://doi.org/10.3390/molecules22030343. in Molecules. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3022 .

Konstantinović, Jelena M., Videnović, Milica, Srbljanović, Jelena, Đurković-Đaković, Olgica, Bogojević, Katarina, Sciotti, Richard J., Šolaja, Bogdan A., "Supplementary data for article : Konstantinović, J. M.; Selaković, M.; Srbljanovic, J.; Djurkovic-Djakovic, O.; Bogojević, K.; Sciotti, R.; Šolaja, B. A. Antimalarials with Benzothiophene Moieties as Aminoquinoline Partners. Molecules 2017, 22 (3). https://doi.org/10.3390/molecules22030343" in Molecules (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3022 .

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  - Ajdačić, Vladimir
AU  - Šenerović, Lidija
AU  - Vranić, Marija
AU  - Pekmezović, Marina
AU  - Arsić-Arsnijević, Valentina
AU  - Veselinović, Aleksandar
AU  - Veselinović, Jovana
AU  - Šolaja, Bogdan A.
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3627
AB  - A series of new thiophene-based guanylhydrazones (iminoguanidines) were synthesized in high yields using a straightforward two-step procedure. The antifungal activity of compounds was evaluated against a wide range of medicaly important fungal strains including yeasts, molds, and dermatophytes in comparison to clinically used drug voriconazole. Cytotoxic properties of compounds were also determined using human lung fibroblast cell line and hemolysis assay. All guanylhydrazones showed significant activity against broad spectrum of clinically important species of Candida spp., Aspergillus fumigatus, Fusarium oxysporum, Microsporum canis and Trichophyton mentagrophytes, which was in some cases comparable or better than activity of voriconazole. More importantly, compounds 10, 11, 13, 14, 18 and 21 exhibited excellent activity against voriconazole-resistant Candida albicans CA5 with very low minimal inhibitory concentration (MIC) values  lt 2 mu g mL(-1). Derivative 14, bearing bromine on the phenyl ring, was the most effective compound with MICs ranging from 0.25 to 6.25 g mL(-1). However, bis-guanylhydrazone 18 showed better selectivity in terms of therapeutic index values. In vivo embryotoxicity on zebrafish (Danio rerio) showed improved toxicity profile of 11, 14 and 18 in comparison to that of voriconazole. Most guanylhydrazones also inhibited C albicans yeast to hyphal transition, essential for its biofilm formation, while 11 and 18 were able to disperse preformed Candida biofilms. All guanylhydrazones showed the equal potential to interact with genomic DNA of C albicans in vitro, thus indicating a possible mechanism of their action, as well as possible mechanism of observed cytotoxic effects. Tested compounds did not have significant hemolytic effect and caused low liposome leakage, which excluded the cell membrane as a primary target. On the basis of computational docking experiments using both human and cytochrome P450 from Candida it was concluded that the most active guanylhydrazones had minimal structural prerequisites to interact with the cytochrome P450 14a-demethylase (CYP51). Promising guanylhydrazone derivatives also showed satisfactory pharmacokinetic profile based on molecular calculations. (C) 2016 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry
T1  - Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates
VL  - 24
IS  - 6
SP  - 1277
EP  - 1291
DO  - 10.1016/j.bmc.2016.01.058
ER  - 

@article{
author = "Ajdačić, Vladimir and Šenerović, Lidija and Vranić, Marija and Pekmezović, Marina and Arsić-Arsnijević, Valentina and Veselinović, Aleksandar and Veselinović, Jovana and Šolaja, Bogdan A. and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2016",
abstract = "A series of new thiophene-based guanylhydrazones (iminoguanidines) were synthesized in high yields using a straightforward two-step procedure. The antifungal activity of compounds was evaluated against a wide range of medicaly important fungal strains including yeasts, molds, and dermatophytes in comparison to clinically used drug voriconazole. Cytotoxic properties of compounds were also determined using human lung fibroblast cell line and hemolysis assay. All guanylhydrazones showed significant activity against broad spectrum of clinically important species of Candida spp., Aspergillus fumigatus, Fusarium oxysporum, Microsporum canis and Trichophyton mentagrophytes, which was in some cases comparable or better than activity of voriconazole. More importantly, compounds 10, 11, 13, 14, 18 and 21 exhibited excellent activity against voriconazole-resistant Candida albicans CA5 with very low minimal inhibitory concentration (MIC) values  lt 2 mu g mL(-1). Derivative 14, bearing bromine on the phenyl ring, was the most effective compound with MICs ranging from 0.25 to 6.25 g mL(-1). However, bis-guanylhydrazone 18 showed better selectivity in terms of therapeutic index values. In vivo embryotoxicity on zebrafish (Danio rerio) showed improved toxicity profile of 11, 14 and 18 in comparison to that of voriconazole. Most guanylhydrazones also inhibited C albicans yeast to hyphal transition, essential for its biofilm formation, while 11 and 18 were able to disperse preformed Candida biofilms. All guanylhydrazones showed the equal potential to interact with genomic DNA of C albicans in vitro, thus indicating a possible mechanism of their action, as well as possible mechanism of observed cytotoxic effects. Tested compounds did not have significant hemolytic effect and caused low liposome leakage, which excluded the cell membrane as a primary target. On the basis of computational docking experiments using both human and cytochrome P450 from Candida it was concluded that the most active guanylhydrazones had minimal structural prerequisites to interact with the cytochrome P450 14a-demethylase (CYP51). Promising guanylhydrazone derivatives also showed satisfactory pharmacokinetic profile based on molecular calculations. (C) 2016 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry",
title = "Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates",
volume = "24",
number = "6",
pages = "1277-1291",
doi = "10.1016/j.bmc.2016.01.058"
}

Ajdačić, V., Šenerović, L., Vranić, M., Pekmezović, M., Arsić-Arsnijević, V., Veselinović, A., Veselinović, J., Šolaja, B. A., Nikodinović-Runić, J.,& Opsenica, I.. (2016). Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates. in Bioorganic and Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford., 24(6), 1277-1291.
https://doi.org/10.1016/j.bmc.2016.01.058

Ajdačić V, Šenerović L, Vranić M, Pekmezović M, Arsić-Arsnijević V, Veselinović A, Veselinović J, Šolaja BA, Nikodinović-Runić J, Opsenica I. Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates. in Bioorganic and Medicinal Chemistry. 2016;24(6):1277-1291.
doi:10.1016/j.bmc.2016.01.058 .

Ajdačić, Vladimir, Šenerović, Lidija, Vranić, Marija, Pekmezović, Marina, Arsić-Arsnijević, Valentina, Veselinović, Aleksandar, Veselinović, Jovana, Šolaja, Bogdan A., Nikodinović-Runić, Jasmina, Opsenica, Igor, "Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates" in Bioorganic and Medicinal Chemistry, 24, no. 6 (2016):1277-1291,
https://doi.org/10.1016/j.bmc.2016.01.058 . .

TY  - DATA
AU  - Ajdačić, Vladimir
AU  - Šenerović, Lidija
AU  - Vranić, Marija
AU  - Pekmezović, Marina
AU  - Arsić-Arsnijević, Valentina
AU  - Veselinović, Aleksandar
AU  - Veselinović, Jovana
AU  - Šolaja, Bogdan A.
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3628
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry
T1  - Supplementary data for the article: Ajdačić, V.; Senerovic, L.; Vranić, M.; Pekmezovic, M.; Arsic-Arsnijevic, V.; Veselinovic, A.; Veselinovic, J.; Šolaja, B. A.; Nikodinovic-Runic, J.; Opsenica, I. M. Synthesis and Evaluation of Thiophene-Based Guanylhydrazones (Iminoguanidines) Efficient against Panel of Voriconazole-Resistant Fungal Isolates. Bioorganic and Medicinal Chemistry 2016, 24 (6), 1277–1291. https://doi.org/10.1016/j.bmc.2016.01.058
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3628
ER  - 

@misc{
author = "Ajdačić, Vladimir and Šenerović, Lidija and Vranić, Marija and Pekmezović, Marina and Arsić-Arsnijević, Valentina and Veselinović, Aleksandar and Veselinović, Jovana and Šolaja, Bogdan A. and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2016",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry",
title = "Supplementary data for the article: Ajdačić, V.; Senerovic, L.; Vranić, M.; Pekmezovic, M.; Arsic-Arsnijevic, V.; Veselinovic, A.; Veselinovic, J.; Šolaja, B. A.; Nikodinovic-Runic, J.; Opsenica, I. M. Synthesis and Evaluation of Thiophene-Based Guanylhydrazones (Iminoguanidines) Efficient against Panel of Voriconazole-Resistant Fungal Isolates. Bioorganic and Medicinal Chemistry 2016, 24 (6), 1277–1291. https://doi.org/10.1016/j.bmc.2016.01.058",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3628"
}

Ajdačić, V., Šenerović, L., Vranić, M., Pekmezović, M., Arsić-Arsnijević, V., Veselinović, A., Veselinović, J., Šolaja, B. A., Nikodinović-Runić, J.,& Opsenica, I.. (2016). Supplementary data for the article: Ajdačić, V.; Senerovic, L.; Vranić, M.; Pekmezovic, M.; Arsic-Arsnijevic, V.; Veselinovic, A.; Veselinovic, J.; Šolaja, B. A.; Nikodinovic-Runic, J.; Opsenica, I. M. Synthesis and Evaluation of Thiophene-Based Guanylhydrazones (Iminoguanidines) Efficient against Panel of Voriconazole-Resistant Fungal Isolates. Bioorganic and Medicinal Chemistry 2016, 24 (6), 1277–1291. https://doi.org/10.1016/j.bmc.2016.01.058. in Bioorganic and Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_3628

Ajdačić V, Šenerović L, Vranić M, Pekmezović M, Arsić-Arsnijević V, Veselinović A, Veselinović J, Šolaja BA, Nikodinović-Runić J, Opsenica I. Supplementary data for the article: Ajdačić, V.; Senerovic, L.; Vranić, M.; Pekmezovic, M.; Arsic-Arsnijevic, V.; Veselinovic, A.; Veselinovic, J.; Šolaja, B. A.; Nikodinovic-Runic, J.; Opsenica, I. M. Synthesis and Evaluation of Thiophene-Based Guanylhydrazones (Iminoguanidines) Efficient against Panel of Voriconazole-Resistant Fungal Isolates. Bioorganic and Medicinal Chemistry 2016, 24 (6), 1277–1291. https://doi.org/10.1016/j.bmc.2016.01.058. in Bioorganic and Medicinal Chemistry. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3628 .

Ajdačić, Vladimir, Šenerović, Lidija, Vranić, Marija, Pekmezović, Marina, Arsić-Arsnijević, Valentina, Veselinović, Aleksandar, Veselinović, Jovana, Šolaja, Bogdan A., Nikodinović-Runić, Jasmina, Opsenica, Igor, "Supplementary data for the article: Ajdačić, V.; Senerovic, L.; Vranić, M.; Pekmezovic, M.; Arsic-Arsnijevic, V.; Veselinovic, A.; Veselinovic, J.; Šolaja, B. A.; Nikodinovic-Runic, J.; Opsenica, I. M. Synthesis and Evaluation of Thiophene-Based Guanylhydrazones (Iminoguanidines) Efficient against Panel of Voriconazole-Resistant Fungal Isolates. Bioorganic and Medicinal Chemistry 2016, 24 (6), 1277–1291. https://doi.org/10.1016/j.bmc.2016.01.058" in Bioorganic and Medicinal Chemistry (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3628 .

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  - DATA
AU  - Terzić-Jovanović, Nataša
AU  - Konstantinović, Jelena M.
AU  - Tot, Mikloš
AU  - Burojević, Jovana
AU  - Đurković-Đaković, Olgica
AU  - Srbljanović, Jelena
AU  - Štajner, Tijana
AU  - Verbić, Tatjana
AU  - Zlatović, Mario
AU  - Machado, Marta
AU  - Albuquerque, Ines S.
AU  - Prudencio, Miguel
AU  - Sciotii, Richard J.
AU  - Pečić, Stevan
AU  - D'Alessandro, Sarah
AU  - Taramelli, Donatella
AU  - Šolaja, Bogdan A.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3606
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3606
ER  - 

@misc{
author = "Terzić-Jovanović, Nataša and Konstantinović, Jelena M. and Tot, Mikloš and Burojević, Jovana and Đurković-Đaković, Olgica and Srbljanović, Jelena and Štajner, Tijana and Verbić, Tatjana and Zlatović, Mario and Machado, Marta and Albuquerque, Ines S. and Prudencio, Miguel and Sciotii, Richard J. and Pečić, Stevan and D'Alessandro, Sarah and Taramelli, Donatella and Šolaja, Bogdan A.",
year = "2016",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3606"
}

Terzić-Jovanović, N., Konstantinović, J. M., Tot, M., Burojević, J., Đurković-Đaković, O., Srbljanović, J., Štajner, T., Verbić, T., Zlatović, M., Machado, M., Albuquerque, I. S., Prudencio, M., Sciotii, R. J., Pečić, S., D'Alessandro, S., Taramelli, D.,& Šolaja, B. A.. (2016). Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington..
https://hdl.handle.net/21.15107/rcub_cherry_3606

Terzić-Jovanović N, Konstantinović JM, Tot M, Burojević J, Đurković-Đaković O, Srbljanović J, Štajner T, Verbić T, Zlatović M, Machado M, Albuquerque IS, Prudencio M, Sciotii RJ, Pečić S, D'Alessandro S, Taramelli D, Šolaja BA. Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374. in Journal of Medicinal Chemistry. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3606 .

Terzić-Jovanović, Nataša, Konstantinović, Jelena M., Tot, Mikloš, Burojević, Jovana, Đurković-Đaković, Olgica, Srbljanović, Jelena, Štajner, Tijana, Verbić, Tatjana, Zlatović, Mario, Machado, Marta, Albuquerque, Ines S., Prudencio, Miguel, Sciotii, Richard J., Pečić, Stevan, D'Alessandro, Sarah, Taramelli, Donatella, Šolaja, Bogdan A., "Supplementary data for the article: Terzić, N.; Konstantinović, J.; Tot, M.; Burojević, J.; Djurković-Djaković, O.; Srbljanović, J.; Štajner, T.; Verbić, T.; Zlatović, M.; Machado, M.; et al. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials? Journal of Medicinal Chemistry 2016, 59 (1), 264–281. https://doi.org/10.1021/acs.jmedchem.5b01374" in Journal of Medicinal Chemistry (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3606 .

TY  - JOUR
AU  - Ajdačić, Vladimir
AU  - Šenerović, Lidija
AU  - Vranić, Marija
AU  - Pekmezović, Marina
AU  - Arsić-Arsnijević, Valentina
AU  - Veselinović, Aleksandar
AU  - Veselinović, Jovana
AU  - Šolaja, Bogdan A.
AU  - Nikodinović-Runić, Jasmina
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2058
AB  - A series of new thiophene-based guanylhydrazones (iminoguanidines) were synthesized in high yields using a straightforward two-step procedure. The antifungal activity of compounds was evaluated against a wide range of medicaly important fungal strains including yeasts, molds, and dermatophytes in comparison to clinically used drug voriconazole. Cytotoxic properties of compounds were also determined using human lung fibroblast cell line and hemolysis assay. All guanylhydrazones showed significant activity against broad spectrum of clinically important species of Candida spp., Aspergillus fumigatus, Fusarium oxysporum, Microsporum canis and Trichophyton mentagrophytes, which was in some cases comparable or better than activity of voriconazole. More importantly, compounds 10, 11, 13, 14, 18 and 21 exhibited excellent activity against voriconazole-resistant Candida albicans CA5 with very low minimal inhibitory concentration (MIC) values  lt 2 mu g mL(-1). Derivative 14, bearing bromine on the phenyl ring, was the most effective compound with MICs ranging from 0.25 to 6.25 g mL(-1). However, bis-guanylhydrazone 18 showed better selectivity in terms of therapeutic index values. In vivo embryotoxicity on zebrafish (Danio rerio) showed improved toxicity profile of 11, 14 and 18 in comparison to that of voriconazole. Most guanylhydrazones also inhibited C albicans yeast to hyphal transition, essential for its biofilm formation, while 11 and 18 were able to disperse preformed Candida biofilms. All guanylhydrazones showed the equal potential to interact with genomic DNA of C albicans in vitro, thus indicating a possible mechanism of their action, as well as possible mechanism of observed cytotoxic effects. Tested compounds did not have significant hemolytic effect and caused low liposome leakage, which excluded the cell membrane as a primary target. On the basis of computational docking experiments using both human and cytochrome P450 from Candida it was concluded that the most active guanylhydrazones had minimal structural prerequisites to interact with the cytochrome P450 14a-demethylase (CYP51). Promising guanylhydrazone derivatives also showed satisfactory pharmacokinetic profile based on molecular calculations. (C) 2016 Elsevier Ltd. All rights reserved.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry
T1  - Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates
VL  - 24
IS  - 6
SP  - 1277
EP  - 1291
DO  - 10.1016/j.bmc.2016.01.058
ER  - 

@article{
author = "Ajdačić, Vladimir and Šenerović, Lidija and Vranić, Marija and Pekmezović, Marina and Arsić-Arsnijević, Valentina and Veselinović, Aleksandar and Veselinović, Jovana and Šolaja, Bogdan A. and Nikodinović-Runić, Jasmina and Opsenica, Igor",
year = "2016",
abstract = "A series of new thiophene-based guanylhydrazones (iminoguanidines) were synthesized in high yields using a straightforward two-step procedure. The antifungal activity of compounds was evaluated against a wide range of medicaly important fungal strains including yeasts, molds, and dermatophytes in comparison to clinically used drug voriconazole. Cytotoxic properties of compounds were also determined using human lung fibroblast cell line and hemolysis assay. All guanylhydrazones showed significant activity against broad spectrum of clinically important species of Candida spp., Aspergillus fumigatus, Fusarium oxysporum, Microsporum canis and Trichophyton mentagrophytes, which was in some cases comparable or better than activity of voriconazole. More importantly, compounds 10, 11, 13, 14, 18 and 21 exhibited excellent activity against voriconazole-resistant Candida albicans CA5 with very low minimal inhibitory concentration (MIC) values  lt 2 mu g mL(-1). Derivative 14, bearing bromine on the phenyl ring, was the most effective compound with MICs ranging from 0.25 to 6.25 g mL(-1). However, bis-guanylhydrazone 18 showed better selectivity in terms of therapeutic index values. In vivo embryotoxicity on zebrafish (Danio rerio) showed improved toxicity profile of 11, 14 and 18 in comparison to that of voriconazole. Most guanylhydrazones also inhibited C albicans yeast to hyphal transition, essential for its biofilm formation, while 11 and 18 were able to disperse preformed Candida biofilms. All guanylhydrazones showed the equal potential to interact with genomic DNA of C albicans in vitro, thus indicating a possible mechanism of their action, as well as possible mechanism of observed cytotoxic effects. Tested compounds did not have significant hemolytic effect and caused low liposome leakage, which excluded the cell membrane as a primary target. On the basis of computational docking experiments using both human and cytochrome P450 from Candida it was concluded that the most active guanylhydrazones had minimal structural prerequisites to interact with the cytochrome P450 14a-demethylase (CYP51). Promising guanylhydrazone derivatives also showed satisfactory pharmacokinetic profile based on molecular calculations. (C) 2016 Elsevier Ltd. All rights reserved.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry",
title = "Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates",
volume = "24",
number = "6",
pages = "1277-1291",
doi = "10.1016/j.bmc.2016.01.058"
}

Ajdačić, V., Šenerović, L., Vranić, M., Pekmezović, M., Arsić-Arsnijević, V., Veselinović, A., Veselinović, J., Šolaja, B. A., Nikodinović-Runić, J.,& Opsenica, I.. (2016). Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates. in Bioorganic and Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford., 24(6), 1277-1291.
https://doi.org/10.1016/j.bmc.2016.01.058

Ajdačić V, Šenerović L, Vranić M, Pekmezović M, Arsić-Arsnijević V, Veselinović A, Veselinović J, Šolaja BA, Nikodinović-Runić J, Opsenica I. Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates. in Bioorganic and Medicinal Chemistry. 2016;24(6):1277-1291.
doi:10.1016/j.bmc.2016.01.058 .

Ajdačić, Vladimir, Šenerović, Lidija, Vranić, Marija, Pekmezović, Marina, Arsić-Arsnijević, Valentina, Veselinović, Aleksandar, Veselinović, Jovana, Šolaja, Bogdan A., Nikodinović-Runić, Jasmina, Opsenica, Igor, "Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates" in Bioorganic and Medicinal Chemistry, 24, no. 6 (2016):1277-1291,
https://doi.org/10.1016/j.bmc.2016.01.058 . .

TY  - JOUR
AU  - Ajdačić, Vladimir
AU  - Stepanović, Stepan
AU  - Zlatović, Mario
AU  - Gruden-Pavlović, Maja
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2361
AB  - The decarbonylative dibromination of 2-thiophenecarboxaldehyde derivatives with bromine under mild conditions is developed. The mechanism for the decarbonylation is investigated by experimental and instrumental techniques and is extended by a computational study. Alongside removal of the formyl group, this method enables functionalization of the starting compounds in a single reaction step, which can be further exploited for the synthesis of 2,5-diaryl-3-bromothiophenes and 2,3,5-triarylthiophenes.
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synthesis, Stuttgart
T1  - Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine
VL  - 48
IS  - 24
SP  - 4423
EP  - 4430
DO  - 10.1055/s-0035-1562615
ER  - 

@article{
author = "Ajdačić, Vladimir and Stepanović, Stepan and Zlatović, Mario and Gruden-Pavlović, Maja and Opsenica, Igor",
year = "2016",
abstract = "The decarbonylative dibromination of 2-thiophenecarboxaldehyde derivatives with bromine under mild conditions is developed. The mechanism for the decarbonylation is investigated by experimental and instrumental techniques and is extended by a computational study. Alongside removal of the formyl group, this method enables functionalization of the starting compounds in a single reaction step, which can be further exploited for the synthesis of 2,5-diaryl-3-bromothiophenes and 2,3,5-triarylthiophenes.",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synthesis, Stuttgart",
title = "Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine",
volume = "48",
number = "24",
pages = "4423-4430",
doi = "10.1055/s-0035-1562615"
}

Ajdačić, V., Stepanović, S., Zlatović, M., Gruden-Pavlović, M.,& Opsenica, I.. (2016). Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine. in Synthesis, Stuttgart
Georg Thieme Verlag Kg, Stuttgart., 48(24), 4423-4430.
https://doi.org/10.1055/s-0035-1562615

Ajdačić V, Stepanović S, Zlatović M, Gruden-Pavlović M, Opsenica I. Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine. in Synthesis, Stuttgart. 2016;48(24):4423-4430.
doi:10.1055/s-0035-1562615 .

Ajdačić, Vladimir, Stepanović, Stepan, Zlatović, Mario, Gruden-Pavlović, Maja, Opsenica, Igor, "Decarbonylative Dibromination of 5-Phenylthiophene-2-carbaldehyde with Bromine" in Synthesis, Stuttgart, 48, no. 24 (2016):4423-4430,
https://doi.org/10.1055/s-0035-1562615 . .

TY  - DATA
AU  - Ajdačić, Vladimir
AU  - Stepanović, Stepan
AU  - Zlatović, Mario
AU  - Gruden-Pavlović, Maja
AU  - Opsenica, Igor
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3435
PB  - Georg Thieme Verlag Kg, Stuttgart
T2  - Synthesis, Stuttgart
T1  - Supplementary material for the article: Ajdačić, V.; Stepanović, S.; Zlatović, M.; Gruden, M.; Opsenica, I. M. Decarbonylative Dibromination of 5-Phenylthiophene-2-Carbaldehyde with Bromine. Synthesis (Germany) 2016, 48 (24), 4423–4430. https://doi.org/10.1055/s-0035-1562615
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3435
ER  - 

@misc{
author = "Ajdačić, Vladimir and Stepanović, Stepan and Zlatović, Mario and Gruden-Pavlović, Maja and Opsenica, Igor",
year = "2016",
publisher = "Georg Thieme Verlag Kg, Stuttgart",
journal = "Synthesis, Stuttgart",
title = "Supplementary material for the article: Ajdačić, V.; Stepanović, S.; Zlatović, M.; Gruden, M.; Opsenica, I. M. Decarbonylative Dibromination of 5-Phenylthiophene-2-Carbaldehyde with Bromine. Synthesis (Germany) 2016, 48 (24), 4423–4430. https://doi.org/10.1055/s-0035-1562615",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3435"
}

Ajdačić, V., Stepanović, S., Zlatović, M., Gruden-Pavlović, M.,& Opsenica, I.. (2016). Supplementary material for the article: Ajdačić, V.; Stepanović, S.; Zlatović, M.; Gruden, M.; Opsenica, I. M. Decarbonylative Dibromination of 5-Phenylthiophene-2-Carbaldehyde with Bromine. Synthesis (Germany) 2016, 48 (24), 4423–4430. https://doi.org/10.1055/s-0035-1562615. in Synthesis, Stuttgart
Georg Thieme Verlag Kg, Stuttgart..
https://hdl.handle.net/21.15107/rcub_cherry_3435

Ajdačić V, Stepanović S, Zlatović M, Gruden-Pavlović M, Opsenica I. Supplementary material for the article: Ajdačić, V.; Stepanović, S.; Zlatović, M.; Gruden, M.; Opsenica, I. M. Decarbonylative Dibromination of 5-Phenylthiophene-2-Carbaldehyde with Bromine. Synthesis (Germany) 2016, 48 (24), 4423–4430. https://doi.org/10.1055/s-0035-1562615. in Synthesis, Stuttgart. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3435 .

Ajdačić, Vladimir, Stepanović, Stepan, Zlatović, Mario, Gruden-Pavlović, Maja, Opsenica, Igor, "Supplementary material for the article: Ajdačić, V.; Stepanović, S.; Zlatović, M.; Gruden, M.; Opsenica, I. M. Decarbonylative Dibromination of 5-Phenylthiophene-2-Carbaldehyde with Bromine. Synthesis (Germany) 2016, 48 (24), 4423–4430. https://doi.org/10.1055/s-0035-1562615" in Synthesis, Stuttgart (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3435 .

TY  - JOUR
AU  - Terzić-Jovanović, Nataša
AU  - Konstantinović, Jelena M.
AU  - Tot, Mikloš
AU  - Burojević, Jovana
AU  - Đurković-Đaković, Olgica
AU  - Srbljanović, Jelena
AU  - Štajner, Tijana
AU  - Verbić, Tatjana
AU  - Zlatović, Mario
AU  - Machado, Marta
AU  - Albuquerque, Ines S.
AU  - Prudencio, Miguel
AU  - Sciotii, Richard J.
AU  - Pečić, Stevan
AU  - D'Alessandro, Sarah
AU  - Taramelli, Donatella
AU  - Šolaja, Bogdan A.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2036
AB  - The syntheses and antiplasmodial activities of various substituted aminoquinolines coupled to an adamantane carrier are described. The compounds exhibited pronounced in vitro and in vivo activity against Plasmodium berghei in the Thompson test. Tethering a fluorine atom to the aminoquinoline C(3) position afforded fluoroaminoquinolines that act as intrahepatocytic parasite inhibitors, with compound 25 having an IC50 = 0.31 mu M and reducing the liver load in mice by up to 92% at 80 mg/kg dose. Screening our peroxides as inhibitors of liver stage infection revealed that the tetraoxane pharmacophore itself is also an excellent liver stage P. berghei inhibitor (78: IC50 = 0.33 mu M). Up to 91% reduction of the parasite liver load in mice was achieved at 100 mg/kg. Examination of tetraoxane 78 against the transgenic 3D7 strain expressing luciferase under a gametocyte-specific promoter revealed its activity against stage IV-V Plasmodium falciparum gametocytes (IC50 = 1.16 +/- 0.37 mu M). To the best of our knowledge, compounds 25 and 78 are the first examples of either an 4-aminoquinoline or a tetraoxane liver stage inhibitors.
PB  - Amer Chemical Soc, Washington
T2  - Journal of Medicinal Chemistry
T1  - Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?
VL  - 59
IS  - 1
SP  - 264
EP  - 281
DO  - 10.1021/acs.jmedchem.5b01374
ER  - 

@article{
author = "Terzić-Jovanović, Nataša and Konstantinović, Jelena M. and Tot, Mikloš and Burojević, Jovana and Đurković-Đaković, Olgica and Srbljanović, Jelena and Štajner, Tijana and Verbić, Tatjana and Zlatović, Mario and Machado, Marta and Albuquerque, Ines S. and Prudencio, Miguel and Sciotii, Richard J. and Pečić, Stevan and D'Alessandro, Sarah and Taramelli, Donatella and Šolaja, Bogdan A.",
year = "2016",
abstract = "The syntheses and antiplasmodial activities of various substituted aminoquinolines coupled to an adamantane carrier are described. The compounds exhibited pronounced in vitro and in vivo activity against Plasmodium berghei in the Thompson test. Tethering a fluorine atom to the aminoquinoline C(3) position afforded fluoroaminoquinolines that act as intrahepatocytic parasite inhibitors, with compound 25 having an IC50 = 0.31 mu M and reducing the liver load in mice by up to 92% at 80 mg/kg dose. Screening our peroxides as inhibitors of liver stage infection revealed that the tetraoxane pharmacophore itself is also an excellent liver stage P. berghei inhibitor (78: IC50 = 0.33 mu M). Up to 91% reduction of the parasite liver load in mice was achieved at 100 mg/kg. Examination of tetraoxane 78 against the transgenic 3D7 strain expressing luciferase under a gametocyte-specific promoter revealed its activity against stage IV-V Plasmodium falciparum gametocytes (IC50 = 1.16 +/- 0.37 mu M). To the best of our knowledge, compounds 25 and 78 are the first examples of either an 4-aminoquinoline or a tetraoxane liver stage inhibitors.",
publisher = "Amer Chemical Soc, Washington",
journal = "Journal of Medicinal Chemistry",
title = "Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?",
volume = "59",
number = "1",
pages = "264-281",
doi = "10.1021/acs.jmedchem.5b01374"
}

Terzić-Jovanović, N., Konstantinović, J. M., Tot, M., Burojević, J., Đurković-Đaković, O., Srbljanović, J., Štajner, T., Verbić, T., Zlatović, M., Machado, M., Albuquerque, I. S., Prudencio, M., Sciotii, R. J., Pečić, S., D'Alessandro, S., Taramelli, D.,& Šolaja, B. A.. (2016). Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?. in Journal of Medicinal Chemistry
Amer Chemical Soc, Washington., 59(1), 264-281.
https://doi.org/10.1021/acs.jmedchem.5b01374

Terzić-Jovanović N, Konstantinović JM, Tot M, Burojević J, Đurković-Đaković O, Srbljanović J, Štajner T, Verbić T, Zlatović M, Machado M, Albuquerque IS, Prudencio M, Sciotii RJ, Pečić S, D'Alessandro S, Taramelli D, Šolaja BA. Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?. in Journal of Medicinal Chemistry. 2016;59(1):264-281.
doi:10.1021/acs.jmedchem.5b01374 .

Terzić-Jovanović, Nataša, Konstantinović, Jelena M., Tot, Mikloš, Burojević, Jovana, Đurković-Đaković, Olgica, Srbljanović, Jelena, Štajner, Tijana, Verbić, Tatjana, Zlatović, Mario, Machado, Marta, Albuquerque, Ines S., Prudencio, Miguel, Sciotii, Richard J., Pečić, Stevan, D'Alessandro, Sarah, Taramelli, Donatella, Šolaja, Bogdan A., "Reinvestigating Old Pharmacophores: Are 4-Aminoquinolines and Tetraoxanes Potential Two-Stage Antimalarials?" in Journal of Medicinal Chemistry, 59, no. 1 (2016):264-281,
https://doi.org/10.1021/acs.jmedchem.5b01374 . .

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  - DATA
AU  - Opsenica, Igor
AU  - Verbić, Tatjana
AU  - Tot, Mikloš
AU  - Sciotti, Richard J.
AU  - Pybus, Brandon S.
AU  - Đurković-Đaković, Olgica
AU  - Slavić, Ksenija
AU  - Šolaja, Bogdan A.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3381
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry
T1  - Supplementary data for article: Opsenica, I. M.; Verbić, T. Ž.; Tot, M.; Sciotti, R. J.; Pybus, B. S.; Djurković-Djaković, O.; Slavić, K.; Šolaja, B. A. Investigation into Novel Thiophene- and Furan-Based 4-Amino-7-Chloroquinolines Afforded Antimalarials That Cure Mice. Bioorganic and Medicinal Chemistry 2015, 23 (9), 2176–2186. https://doi.org/10.1016/j.bmc.2015.02.061
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3381
ER  - 

@misc{
author = "Opsenica, Igor and Verbić, Tatjana and Tot, Mikloš and Sciotti, Richard J. and Pybus, Brandon S. and Đurković-Đaković, Olgica and Slavić, Ksenija and Šolaja, Bogdan A.",
year = "2015",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry",
title = "Supplementary data for article: Opsenica, I. M.; Verbić, T. Ž.; Tot, M.; Sciotti, R. J.; Pybus, B. S.; Djurković-Djaković, O.; Slavić, K.; Šolaja, B. A. Investigation into Novel Thiophene- and Furan-Based 4-Amino-7-Chloroquinolines Afforded Antimalarials That Cure Mice. Bioorganic and Medicinal Chemistry 2015, 23 (9), 2176–2186. https://doi.org/10.1016/j.bmc.2015.02.061",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3381"
}

Opsenica, I., Verbić, T., Tot, M., Sciotti, R. J., Pybus, B. S., Đurković-Đaković, O., Slavić, K.,& Šolaja, B. A.. (2015). Supplementary data for article: Opsenica, I. M.; Verbić, T. Ž.; Tot, M.; Sciotti, R. J.; Pybus, B. S.; Djurković-Djaković, O.; Slavić, K.; Šolaja, B. A. Investigation into Novel Thiophene- and Furan-Based 4-Amino-7-Chloroquinolines Afforded Antimalarials That Cure Mice. Bioorganic and Medicinal Chemistry 2015, 23 (9), 2176–2186. https://doi.org/10.1016/j.bmc.2015.02.061. in Bioorganic and Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_3381

Opsenica I, Verbić T, Tot M, Sciotti RJ, Pybus BS, Đurković-Đaković O, Slavić K, Šolaja BA. Supplementary data for article: Opsenica, I. M.; Verbić, T. Ž.; Tot, M.; Sciotti, R. J.; Pybus, B. S.; Djurković-Djaković, O.; Slavić, K.; Šolaja, B. A. Investigation into Novel Thiophene- and Furan-Based 4-Amino-7-Chloroquinolines Afforded Antimalarials That Cure Mice. Bioorganic and Medicinal Chemistry 2015, 23 (9), 2176–2186. https://doi.org/10.1016/j.bmc.2015.02.061. in Bioorganic and Medicinal Chemistry. 2015;.
https://hdl.handle.net/21.15107/rcub_cherry_3381 .

Opsenica, Igor, Verbić, Tatjana, Tot, Mikloš, Sciotti, Richard J., Pybus, Brandon S., Đurković-Đaković, Olgica, Slavić, Ksenija, Šolaja, Bogdan A., "Supplementary data for article: Opsenica, I. M.; Verbić, T. Ž.; Tot, M.; Sciotti, R. J.; Pybus, B. S.; Djurković-Djaković, O.; Slavić, K.; Šolaja, B. A. Investigation into Novel Thiophene- and Furan-Based 4-Amino-7-Chloroquinolines Afforded Antimalarials That Cure Mice. Bioorganic and Medicinal Chemistry 2015, 23 (9), 2176–2186. https://doi.org/10.1016/j.bmc.2015.02.061" in Bioorganic and Medicinal Chemistry (2015),
https://hdl.handle.net/21.15107/rcub_cherry_3381 .

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  - JOUR
AU  - Opsenica, Igor
AU  - Verbić, Tatjana
AU  - Tot, Mikloš
AU  - Sciotti, Richard J.
AU  - Pybus, Brandon S.
AU  - Đurković-Đaković, Olgica
AU  - Slavić, Ksenija
AU  - Šolaja, Bogdan A.
PY  - 2015
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/1691
AB  - We herein report the design and synthesis of a novel series of thiophene-and furan-based aminoquinoline derivatives which were found to be potent antimalarials and inhibitors of b-hematin polymerization. Tested compounds were 3-71 times more potent in vitro than CQ against chloroquine-resistant (CQR) W2 strain with benzonitrile 30 being as active as mefloquine (MFQ), and almost all synthesized aminoquinolines (22/27) were more potent than MFQ against multidrug-resistant (MDR) strain C235. In vivo experiments revealed that compound 28 showed clearance with recrudescence at 40 mg/kg/day, while 5/5 mice survived in Thompson test at 160 mg/kg/day.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Bioorganic and Medicinal Chemistry
T1  - Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice
VL  - 23
IS  - 9
SP  - 2176
EP  - 2186
DO  - 10.1016/j.bmc.2015.02.061
ER  - 

@article{
author = "Opsenica, Igor and Verbić, Tatjana and Tot, Mikloš and Sciotti, Richard J. and Pybus, Brandon S. and Đurković-Đaković, Olgica and Slavić, Ksenija and Šolaja, Bogdan A.",
year = "2015",
abstract = "We herein report the design and synthesis of a novel series of thiophene-and furan-based aminoquinoline derivatives which were found to be potent antimalarials and inhibitors of b-hematin polymerization. Tested compounds were 3-71 times more potent in vitro than CQ against chloroquine-resistant (CQR) W2 strain with benzonitrile 30 being as active as mefloquine (MFQ), and almost all synthesized aminoquinolines (22/27) were more potent than MFQ against multidrug-resistant (MDR) strain C235. In vivo experiments revealed that compound 28 showed clearance with recrudescence at 40 mg/kg/day, while 5/5 mice survived in Thompson test at 160 mg/kg/day.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Bioorganic and Medicinal Chemistry",
title = "Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice",
volume = "23",
number = "9",
pages = "2176-2186",
doi = "10.1016/j.bmc.2015.02.061"
}

Opsenica, I., Verbić, T., Tot, M., Sciotti, R. J., Pybus, B. S., Đurković-Đaković, O., Slavić, K.,& Šolaja, B. A.. (2015). Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice. in Bioorganic and Medicinal Chemistry
Pergamon-Elsevier Science Ltd, Oxford., 23(9), 2176-2186.
https://doi.org/10.1016/j.bmc.2015.02.061

Opsenica I, Verbić T, Tot M, Sciotti RJ, Pybus BS, Đurković-Đaković O, Slavić K, Šolaja BA. Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice. in Bioorganic and Medicinal Chemistry. 2015;23(9):2176-2186.
doi:10.1016/j.bmc.2015.02.061 .

Opsenica, Igor, Verbić, Tatjana, Tot, Mikloš, Sciotti, Richard J., Pybus, Brandon S., Đurković-Đaković, Olgica, Slavić, Ksenija, Šolaja, Bogdan A., "Investigation into novel thiophene- and furan-based 4-amino-7-chloroquinolines afforded antimalarials that cure mice" in Bioorganic and Medicinal Chemistry, 23, no. 9 (2015):2176-2186,
https://doi.org/10.1016/j.bmc.2015.02.061 . .