TY  - JOUR
AU  - Đorđević, Jelena
AU  - Kolarević, Stoimir
AU  - Jovanović, Jovana
AU  - Kostić-Vuković, Jovana
AU  - Novaković, Irena
AU  - Jeremić, Marko
AU  - Sladić, Dušan
AU  - Vuković-Gačić, Branka
PY  - 2020
UR  - https://www.tandfonline.com/doi/full/10.1080/01480545.2018.1514043
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/3214
AB  - Tert-butylquinone (TBQ) and its alkylamino and aralkylamino derivatives are of high interest as a potential antitumor agent. Therefore, it was necessary to investigate if the compounds exert undesirable activities such as interaction with DNA molecule which could result in negative side effects in the case of their use in the diseases treatment. The major aim of this study was to investigate genotoxic potential of TBQ and selected derivatives in an acellular model by using plasmid DNA, in the prokaryotic model by the SOS/umuC assay in Salmonella typhimurium TA1535/pSK1002 and in eukaryotic models by using comet assay in human fetal lung cell line (MRC-5) and human liver cancer cell line (HepG2). Results indicated that in the acellular model TBQ and its derivatives do not interact with plasmid pUC19. In the prokaryotic model, only TBQ exerted weak genotoxic potential and only at highly cytotoxic concentrations. In eukaryotic models, genotoxic potential was detected mainly at the highest concentrations of the tested substances but the effect was lower in both cell lines in comparison with benzo[a]pyrene and etoposide which were used as positive controls. Weak genotoxic potential of tested compounds recommends them as good candidates for further testing in development of new antitumor agents.
T2  - Drug and Chemical Toxicology
T1  - Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models.
IS  - 5
VL  - 43
DO  - 10.1080/01480545.2018.1514043
SP  - 522
EP  - 530
ER  - 

@article{
author = "Đorđević, Jelena and Kolarević, Stoimir and Jovanović, Jovana and Kostić-Vuković, Jovana and Novaković, Irena and Jeremić, Marko and Sladić, Dušan and Vuković-Gačić, Branka",
year = "2020",
abstract = "Tert-butylquinone (TBQ) and its alkylamino and aralkylamino derivatives are of high interest as a potential antitumor agent. Therefore, it was necessary to investigate if the compounds exert undesirable activities such as interaction with DNA molecule which could result in negative side effects in the case of their use in the diseases treatment. The major aim of this study was to investigate genotoxic potential of TBQ and selected derivatives in an acellular model by using plasmid DNA, in the prokaryotic model by the SOS/umuC assay in Salmonella typhimurium TA1535/pSK1002 and in eukaryotic models by using comet assay in human fetal lung cell line (MRC-5) and human liver cancer cell line (HepG2). Results indicated that in the acellular model TBQ and its derivatives do not interact with plasmid pUC19. In the prokaryotic model, only TBQ exerted weak genotoxic potential and only at highly cytotoxic concentrations. In eukaryotic models, genotoxic potential was detected mainly at the highest concentrations of the tested substances but the effect was lower in both cell lines in comparison with benzo[a]pyrene and etoposide which were used as positive controls. Weak genotoxic potential of tested compounds recommends them as good candidates for further testing in development of new antitumor agents.",
journal = "Drug and Chemical Toxicology",
title = "Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models.",
number = "5",
volume = "43",
doi = "10.1080/01480545.2018.1514043",
pages = "522-530"
}

Đorđević, J., Kolarević, S., Jovanović, J., Kostić-Vuković, J., Novaković, I., Jeremić, M., Sladić, D.,& Vuković-Gačić, B.. (2020). Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models.. in Drug and Chemical Toxicology, 43(5), 522-530.
https://doi.org/10.1080/01480545.2018.1514043

Đorđević J, Kolarević S, Jovanović J, Kostić-Vuković J, Novaković I, Jeremić M, Sladić D, Vuković-Gačić B. Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models.. in Drug and Chemical Toxicology. 2020;43(5):522-530.
doi:10.1080/01480545.2018.1514043 .

Đorđević, Jelena, Kolarević, Stoimir, Jovanović, Jovana, Kostić-Vuković, Jovana, Novaković, Irena, Jeremić, Marko, Sladić, Dušan, Vuković-Gačić, Branka, "Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models." in Drug and Chemical Toxicology, 43, no. 5 (2020):522-530,
https://doi.org/10.1080/01480545.2018.1514043 . .

TY  - JOUR
AU  - Kolarević, Stoimir
AU  - Milovanović, Dragana
AU  - Kračun-Kolarević, Margareta
AU  - Kostić, Jovana
AU  - Sunjog, Karolina
AU  - Martinović, Rajko
AU  - Đorđević, Jelena
AU  - Novaković, Irena
AU  - Sladić, Dušan
AU  - Vuković-Gačić, Branka
PY  - 2018
UR  - https://www.tandfonline.com/doi/full/10.1080/01480545.2017.1413108
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/2966
AB  - In this study, mutagenic and genotoxic potential of anti-tumor compounds avarol, avarone, and its derivatives 3'-methoxyavarone, 4'-(methylamino)avarone and 3'-(methylamino)avarone was evaluated and compared to cytostatics commonly used in chemotherapy (5-fluorouracil, etoposid, and cisplatin). Mutagenic potential of selected hydroquinone and quinones was assessed in prokaryotic model by the SOS/umuC assay in Salmonella typhimurium TA1535/pSK1002. Genotoxic potential was also assessed in eukaryotic models using comet assay in human fetal lung cell line (MRC-5), human adenocarcinoma epithelial cell line (A549), and in human peripheral blood cells (HPBC). The results indicated that avarol and avarone do not exert mutagenic/genotoxic potential. Among the studied avarone derivatives, mutagenic potential was detected by SOS/umuC test for 3'-(methylamino)avarone, but only after metabolic activation. The results of comet assay indicated that 3'-methoxyavarone and 3'-(methylamino)avarone have a significant impact on the level of DNA damage in the MRC-5 cell line. Genotoxic potential was not observed in A549 cells or HPBC probably due to a different uptake rate for the compounds and lower in metabolism rate within these cells.
T2  - Drug and Chemical Toxicology
T1  - Evaluation of genotoxic potential of avarol, avarone, and its methoxy and methylamino derivatives in prokaryotic and eukaryotic test models.
IS  - 2
VL  - 42
DO  - 10.1080/01480545.2017.1413108
SP  - 130
EP  - 139
ER  - 

@article{
author = "Kolarević, Stoimir and Milovanović, Dragana and Kračun-Kolarević, Margareta and Kostić, Jovana and Sunjog, Karolina and Martinović, Rajko and Đorđević, Jelena and Novaković, Irena and Sladić, Dušan and Vuković-Gačić, Branka",
year = "2018",
abstract = "In this study, mutagenic and genotoxic potential of anti-tumor compounds avarol, avarone, and its derivatives 3'-methoxyavarone, 4'-(methylamino)avarone and 3'-(methylamino)avarone was evaluated and compared to cytostatics commonly used in chemotherapy (5-fluorouracil, etoposid, and cisplatin). Mutagenic potential of selected hydroquinone and quinones was assessed in prokaryotic model by the SOS/umuC assay in Salmonella typhimurium TA1535/pSK1002. Genotoxic potential was also assessed in eukaryotic models using comet assay in human fetal lung cell line (MRC-5), human adenocarcinoma epithelial cell line (A549), and in human peripheral blood cells (HPBC). The results indicated that avarol and avarone do not exert mutagenic/genotoxic potential. Among the studied avarone derivatives, mutagenic potential was detected by SOS/umuC test for 3'-(methylamino)avarone, but only after metabolic activation. The results of comet assay indicated that 3'-methoxyavarone and 3'-(methylamino)avarone have a significant impact on the level of DNA damage in the MRC-5 cell line. Genotoxic potential was not observed in A549 cells or HPBC probably due to a different uptake rate for the compounds and lower in metabolism rate within these cells.",
journal = "Drug and Chemical Toxicology",
title = "Evaluation of genotoxic potential of avarol, avarone, and its methoxy and methylamino derivatives in prokaryotic and eukaryotic test models.",
number = "2",
volume = "42",
doi = "10.1080/01480545.2017.1413108",
pages = "130-139"
}

Kolarević, S., Milovanović, D., Kračun-Kolarević, M., Kostić, J., Sunjog, K., Martinović, R., Đorđević, J., Novaković, I., Sladić, D.,& Vuković-Gačić, B.. (2018). Evaluation of genotoxic potential of avarol, avarone, and its methoxy and methylamino derivatives in prokaryotic and eukaryotic test models.. in Drug and Chemical Toxicology, 42(2), 130-139.
https://doi.org/10.1080/01480545.2017.1413108

Kolarević S, Milovanović D, Kračun-Kolarević M, Kostić J, Sunjog K, Martinović R, Đorđević J, Novaković I, Sladić D, Vuković-Gačić B. Evaluation of genotoxic potential of avarol, avarone, and its methoxy and methylamino derivatives in prokaryotic and eukaryotic test models.. in Drug and Chemical Toxicology. 2018;42(2):130-139.
doi:10.1080/01480545.2017.1413108 .

Kolarević, Stoimir, Milovanović, Dragana, Kračun-Kolarević, Margareta, Kostić, Jovana, Sunjog, Karolina, Martinović, Rajko, Đorđević, Jelena, Novaković, Irena, Sladić, Dušan, Vuković-Gačić, Branka, "Evaluation of genotoxic potential of avarol, avarone, and its methoxy and methylamino derivatives in prokaryotic and eukaryotic test models." in Drug and Chemical Toxicology, 42, no. 2 (2018):130-139,
https://doi.org/10.1080/01480545.2017.1413108 . .

TY  - JOUR
AU  - Jeremić, Marko
AU  - Dinić, Jelena
AU  - Pešić, Milica
AU  - Nešović, Marija
AU  - Novaković, Irena
AU  - Šegan, Dejan
AU  - Sladić, Dušan
PY  - 2018
UR  - http://www.doiserbia.nb.rs/Article.aspx?ID=0352-51391800062J
UR  - https://radar.ibiss.bg.ac.rs/123456789/3866
AB  - In this paper, the synthesis of fourteen alkylamino and arylamino derivatives of sesquiterpene quinone avarone and its model compound tert-butylquinone is described. Branched, cyclic, allylic and benzylic alkylamino/arylamino groups were introduced into the quinone moiety. For all the obtained derivatives, their biological activity and redox properties were studied. The cytotoxic activity of the synthesized derivatives towards multidrug resistant (MDR) human non-small cell lung carcinoma NCI-H460/R cells, their sensitive counterpart NCI-H460 and human normal keratinocytes (HaCaT) was investigated. The antimicrobial activity towards Gram-positive and Gram-negative bacteria, and fungal cultures was determined. Some of the synthesized derivatives showed selectivity for cancer cells, including MDR cells. Regarding their cell death induction potential, the most promising compounds were allylamino derivatives, preferentially triggering apoptosis, with high selectivity for cancer cells, including MDR cells. Several compounds showed promising antimicrobial activity, comparable to those of commercial antibiotic and antimycotic agents.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Alkylamino and aralkylamino derivatives of avarone and its mimetic as selective agents against non-small cell lung cancer cells, their antibacterial and antifungal potential
IS  - 11
VL  - 83
DO  - 10.2298/JSC180627062J
SP  - 1193
EP  - 1207
ER  - 

@article{
author = "Jeremić, Marko and Dinić, Jelena and Pešić, Milica and Nešović, Marija and Novaković, Irena and Šegan, Dejan and Sladić, Dušan",
year = "2018",
abstract = "In this paper, the synthesis of fourteen alkylamino and arylamino derivatives of sesquiterpene quinone avarone and its model compound tert-butylquinone is described. Branched, cyclic, allylic and benzylic alkylamino/arylamino groups were introduced into the quinone moiety. For all the obtained derivatives, their biological activity and redox properties were studied. The cytotoxic activity of the synthesized derivatives towards multidrug resistant (MDR) human non-small cell lung carcinoma NCI-H460/R cells, their sensitive counterpart NCI-H460 and human normal keratinocytes (HaCaT) was investigated. The antimicrobial activity towards Gram-positive and Gram-negative bacteria, and fungal cultures was determined. Some of the synthesized derivatives showed selectivity for cancer cells, including MDR cells. Regarding their cell death induction potential, the most promising compounds were allylamino derivatives, preferentially triggering apoptosis, with high selectivity for cancer cells, including MDR cells. Several compounds showed promising antimicrobial activity, comparable to those of commercial antibiotic and antimycotic agents.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Alkylamino and aralkylamino derivatives of avarone and its mimetic as selective agents against non-small cell lung cancer cells, their antibacterial and antifungal potential",
number = "11",
volume = "83",
doi = "10.2298/JSC180627062J",
pages = "1193-1207"
}

Jeremić, M., Dinić, J., Pešić, M., Nešović, M., Novaković, I., Šegan, D.,& Sladić, D.. (2018). Alkylamino and aralkylamino derivatives of avarone and its mimetic as selective agents against non-small cell lung cancer cells, their antibacterial and antifungal potential. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 83(11), 1193-1207.
https://doi.org/10.2298/JSC180627062J

Jeremić M, Dinić J, Pešić M, Nešović M, Novaković I, Šegan D, Sladić D. Alkylamino and aralkylamino derivatives of avarone and its mimetic as selective agents against non-small cell lung cancer cells, their antibacterial and antifungal potential. in Journal of the Serbian Chemical Society. 2018;83(11):1193-1207.
doi:10.2298/JSC180627062J .

Jeremić, Marko, Dinić, Jelena, Pešić, Milica, Nešović, Marija, Novaković, Irena, Šegan, Dejan, Sladić, Dušan, "Alkylamino and aralkylamino derivatives of avarone and its mimetic as selective agents against non-small cell lung cancer cells, their antibacterial and antifungal potential" in Journal of the Serbian Chemical Society, 83, no. 11 (2018):1193-1207,
https://doi.org/10.2298/JSC180627062J . .

TY  - JOUR
AU  - Jeremić, Marko
AU  - Pešić, Milica
AU  - Dinić, Jelena
AU  - Banković, Jasna
AU  - Novaković, Irena
AU  - Šegan, Dejan
AU  - Sladić, Dušan
PY  - 2016
UR  - https://www.sciencedirect.com/science/article/pii/S0223523416302938?via%3Dihub
UR  - https://radar.ibiss.bg.ac.rs/123456789/3885
AB  - In this work, synthesis of alkylamino and aralkylamino derivatives of sesquiterpene quinone avarone and its model compound tert-butylquinone was described. For all obtained derivatives biological activity was studied. Cytotoxic activity of the synthesized derivatives towards multidrug resistant MDR human non small cell lung carcinoma NCI-H460/R cells, their sensitive counterpart NCI-H460 and human normal keratinocytes (HaCaT) as well as detection of cell death superoxide anion generation were investigated. Antimicrobial activity towards Gram positive and Gram negative bacteria and fungal cultures was determined. The results showed that strong cytotoxic activity toward cancer cells was improved with simple avarone mimetics. Some derivatives were selective towards MDR cancer cells. The most active derivatives induced apoptosis in both cancer cell lines, but not in normal cells. Superoxide production was induced by 2,6-disubstituted compounds in MDR cancer cells and not by less active 2,5-disubstituted compounds and was accompanied by the collapse of the mitochondrial transmembrane potential. Two tert-butylquinone derivatives were particularly selective towards MDR cancer cells. Some tert-butylquinone derivatives exhibited a strong antimicrobial activity.
PB  - Paris : Elsevier France-Editions Scientifiques Medicales Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Simple avarone mimetics as selective agents against multidrug resistant cancer cells
VL  - 118
DO  - 10.1016/j.ejmech.2016.04.011
SP  - 107
EP  - 120
ER  - 

@article{
author = "Jeremić, Marko and Pešić, Milica and Dinić, Jelena and Banković, Jasna and Novaković, Irena and Šegan, Dejan and Sladić, Dušan",
year = "2016",
abstract = "In this work, synthesis of alkylamino and aralkylamino derivatives of sesquiterpene quinone avarone and its model compound tert-butylquinone was described. For all obtained derivatives biological activity was studied. Cytotoxic activity of the synthesized derivatives towards multidrug resistant MDR human non small cell lung carcinoma NCI-H460/R cells, their sensitive counterpart NCI-H460 and human normal keratinocytes (HaCaT) as well as detection of cell death superoxide anion generation were investigated. Antimicrobial activity towards Gram positive and Gram negative bacteria and fungal cultures was determined. The results showed that strong cytotoxic activity toward cancer cells was improved with simple avarone mimetics. Some derivatives were selective towards MDR cancer cells. The most active derivatives induced apoptosis in both cancer cell lines, but not in normal cells. Superoxide production was induced by 2,6-disubstituted compounds in MDR cancer cells and not by less active 2,5-disubstituted compounds and was accompanied by the collapse of the mitochondrial transmembrane potential. Two tert-butylquinone derivatives were particularly selective towards MDR cancer cells. Some tert-butylquinone derivatives exhibited a strong antimicrobial activity.",
publisher = "Paris : Elsevier France-Editions Scientifiques Medicales Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Simple avarone mimetics as selective agents against multidrug resistant cancer cells",
volume = "118",
doi = "10.1016/j.ejmech.2016.04.011",
pages = "107-120"
}

Jeremić, M., Pešić, M., Dinić, J., Banković, J., Novaković, I., Šegan, D.,& Sladić, D.. (2016). Simple avarone mimetics as selective agents against multidrug resistant cancer cells. in European Journal of Medicinal Chemistry
Paris : Elsevier France-Editions Scientifiques Medicales Elsevier., 118, 107-120.
https://doi.org/10.1016/j.ejmech.2016.04.011

Jeremić M, Pešić M, Dinić J, Banković J, Novaković I, Šegan D, Sladić D. Simple avarone mimetics as selective agents against multidrug resistant cancer cells. in European Journal of Medicinal Chemistry. 2016;118:107-120.
doi:10.1016/j.ejmech.2016.04.011 .

Jeremić, Marko, Pešić, Milica, Dinić, Jelena, Banković, Jasna, Novaković, Irena, Šegan, Dejan, Sladić, Dušan, "Simple avarone mimetics as selective agents against multidrug resistant cancer cells" in European Journal of Medicinal Chemistry, 118 (2016):107-120,
https://doi.org/10.1016/j.ejmech.2016.04.011 . .