TY  - DATA
AU  - Jeremić, Marko
AU  - Dinić, Jelena
AU  - Pešić, Milica
AU  - Stepanovic, Marija
AU  - Novaković, Irena
AU  - Šegan, Dejan
AU  - Sladić, Dušan
PY  - 2018
UR  - https://www.shd-pub.org.rs/index.php/JSCS/article/view/7014
UR  - https://www.shd-pub.org.rs/index.php/JSCS/article/view/7014/735
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4521
AB  - Additional experimental results, as well as spectroscopic and analytical data
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Supplementary material to: "Alkylamino and aralkylamino derivatives of avarone and its mimetic as selective agents against non-small cell lung cancer cells, their antibacterial and antifungal potential"
UR  - https://hdl.handle.net/21.15107/rcub_cer_4521
ER  - 

@misc{
author = "Jeremić, Marko and Dinić, Jelena and Pešić, Milica and Stepanovic, Marija and Novaković, Irena and Šegan, Dejan and Sladić, Dušan",
year = "2018",
abstract = "Additional experimental results, as well as spectroscopic and analytical data",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Supplementary material to: "Alkylamino and aralkylamino derivatives of avarone and its mimetic as selective agents against non-small cell lung cancer cells, their antibacterial and antifungal potential"",
url = "https://hdl.handle.net/21.15107/rcub_cer_4521"
}

Jeremić, M., Dinić, J., Pešić, M., Stepanovic, M., Novaković, I., Šegan, D.,& Sladić, D.. (2018). Supplementary material to: "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..
https://hdl.handle.net/21.15107/rcub_cer_4521

Jeremić M, Dinić J, Pešić M, Stepanovic M, Novaković I, Šegan D, Sladić D. Supplementary material to: "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;.
https://hdl.handle.net/21.15107/rcub_cer_4521 .

Jeremić, Marko, Dinić, Jelena, Pešić, Milica, Stepanovic, Marija, Novaković, Irena, Šegan, Dejan, Sladić, Dušan, "Supplementary material to: "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),
https://hdl.handle.net/21.15107/rcub_cer_4521 .

TY  - JOUR
AU  - Jeremić, Marko
AU  - Dinić, Jelena
AU  - Pešić, Milica
AU  - Stepanovic, Marija
AU  - Novaković, Irena
AU  - Šegan, Dejan
AU  - Sladić, Dušan
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2361
UR  - https://www.shd-pub.org.rs/index.php/JSCS/article/view/7014
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
T1  - Aлкиламино и аралкиламино деривати аварона и његовог миметика као селективни агенси према ћелијама неситноћелијског карцинома плућа, њихов антибактеријски и антифунгални потенцијал
VL  - 83
IS  - 11
SP  - 1193
EP  - 1207
DO  - 10.2298/JSC180627062J
ER  - 

@article{
author = "Jeremić, Marko and Dinić, Jelena and Pešić, Milica and Stepanovic, 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, Aлкиламино и аралкиламино деривати аварона и његовог миметика као селективни агенси према ћелијама неситноћелијског карцинома плућа, њихов антибактеријски и антифунгални потенцијал",
volume = "83",
number = "11",
pages = "1193-1207",
doi = "10.2298/JSC180627062J"
}

Jeremić, M., Dinić, J., Pešić, M., Stepanovic, 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, Stepanovic 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, Stepanovic, 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  - Bankovic, Jasna
AU  - Novaković, Irena
AU  - Šegan, Dejan
AU  - Sladić, Dušan
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4579
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  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Simple avarone mimetics as selective agents against multidrug resistant cancer cells
VL  - 118
SP  - 107
EP  - 120
DO  - 10.1016/j.ejmech.2016.04.011
ER  - 

@article{
author = "Jeremić, Marko and Pešić, Milica and Dinić, Jelena and Bankovic, 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 = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Simple avarone mimetics as selective agents against multidrug resistant cancer cells",
volume = "118",
pages = "107-120",
doi = "10.1016/j.ejmech.2016.04.011"
}

Jeremić, M., Pešić, M., Dinić, J., Bankovic, 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
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 118, 107-120.
https://doi.org/10.1016/j.ejmech.2016.04.011

Jeremić M, Pešić M, Dinić J, Bankovic 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, Bankovic, 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 . .

TY  - DATA
AU  - Jeremić, Marko
AU  - Pešić, Milica
AU  - Dinić, Jelena
AU  - Bankovic, Jasna
AU  - Novaković, Irena
AU  - Šegan, Dejan
AU  - Sladić, Dušan
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4580
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  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Supplementary material for: "Simple avarone mimetics as selective agents against multidrug resistant cancer cells"
UR  - https://hdl.handle.net/21.15107/rcub_cer_4580
ER  - 

@misc{
author = "Jeremić, Marko and Pešić, Milica and Dinić, Jelena and Bankovic, 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 = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Supplementary material for: "Simple avarone mimetics as selective agents against multidrug resistant cancer cells"",
url = "https://hdl.handle.net/21.15107/rcub_cer_4580"
}

Jeremić, M., Pešić, M., Dinić, J., Bankovic, J., Novaković, I., Šegan, D.,& Sladić, D.. (2016). Supplementary material for: "Simple avarone mimetics as selective agents against multidrug resistant cancer cells". in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris..
https://hdl.handle.net/21.15107/rcub_cer_4580

Jeremić M, Pešić M, Dinić J, Bankovic J, Novaković I, Šegan D, Sladić D. Supplementary material for: "Simple avarone mimetics as selective agents against multidrug resistant cancer cells". in European Journal of Medicinal Chemistry. 2016;.
https://hdl.handle.net/21.15107/rcub_cer_4580 .

Jeremić, Marko, Pešić, Milica, Dinić, Jelena, Bankovic, Jasna, Novaković, Irena, Šegan, Dejan, Sladić, Dušan, "Supplementary material for: "Simple avarone mimetics as selective agents against multidrug resistant cancer cells"" in European Journal of Medicinal Chemistry (2016),
https://hdl.handle.net/21.15107/rcub_cer_4580 .

TY  - JOUR
AU  - Jeremić, Marko
AU  - Pešić, Milica
AU  - Dinić, Jelena
AU  - Bankovic, Jasna
AU  - Novaković, Irena
AU  - Šegan, Dejan
AU  - Sladić, Dušan
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1862
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  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Simple avarone mimetics as selective agents against multidrug resistant cancer cells
VL  - 118
SP  - 107
EP  - 120
DO  - 10.1016/j.ejmech.2016.04.011
ER  - 

@article{
author = "Jeremić, Marko and Pešić, Milica and Dinić, Jelena and Bankovic, 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 = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Simple avarone mimetics as selective agents against multidrug resistant cancer cells",
volume = "118",
pages = "107-120",
doi = "10.1016/j.ejmech.2016.04.011"
}

Jeremić, M., Pešić, M., Dinić, J., Bankovic, 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
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 118, 107-120.
https://doi.org/10.1016/j.ejmech.2016.04.011

Jeremić M, Pešić M, Dinić J, Bankovic 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, Bankovic, 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 . .

TY  - JOUR
AU  - Vilipić, Jovana
AU  - Novaković, Irena
AU  - Stanojković, Tatjana
AU  - Matić, Ivana Z.
AU  - Šegan, Dejan
AU  - Kljajić, Zoran
AU  - Sladić, Dušan
PY  - 2015
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/3438
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3141
AB  - A series of eighteen derivatives of marine sesquiterpene quinone avarone and its model system tert-butylquinone with amino acids has been synthesized by nucleophilic addition of amino acids to the quinones. In vitro cytotoxic activity toward human cancer cell lines (HeLa, A549, Fem-X, 1(562, MDA-MB-453) and normal MRC-5 cell line was determined. Several compounds showed very strong inhibitory activity with IC50 values less than 10 mu M. Avarone derivatives were more active than the corresponding tert-butylquinone derivatives. The results of the cytofluorimetric analysis of cell cycle of HeLa cells showed that apoptosis might be one of possible mechanism of action of these compounds in cancer cells. In order to examine the influence of caspases on cell death, the apoptotic mechanisms induced by the tested compounds were determined using specific caspases 3, 8 and 9 inhibitors. For all compounds antibacterial activities against six strains of Gram-positive and four strains of Gram-negative bacteria were determined, as well as antifungal activity against three fungal species.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Bioorganic and Medicinal Chemistry
T1  - Synthesis and biological activity of amino acid derivatives of avarone and its model compound
VL  - 23
IS  - 21
SP  - 6930
EP  - 6942
DO  - 10.1016/j.bmc.2015.09.044
ER  - 

@article{
author = "Vilipić, Jovana and Novaković, Irena and Stanojković, Tatjana and Matić, Ivana Z. and Šegan, Dejan and Kljajić, Zoran and Sladić, Dušan",
year = "2015",
abstract = "A series of eighteen derivatives of marine sesquiterpene quinone avarone and its model system tert-butylquinone with amino acids has been synthesized by nucleophilic addition of amino acids to the quinones. In vitro cytotoxic activity toward human cancer cell lines (HeLa, A549, Fem-X, 1(562, MDA-MB-453) and normal MRC-5 cell line was determined. Several compounds showed very strong inhibitory activity with IC50 values less than 10 mu M. Avarone derivatives were more active than the corresponding tert-butylquinone derivatives. The results of the cytofluorimetric analysis of cell cycle of HeLa cells showed that apoptosis might be one of possible mechanism of action of these compounds in cancer cells. In order to examine the influence of caspases on cell death, the apoptotic mechanisms induced by the tested compounds were determined using specific caspases 3, 8 and 9 inhibitors. For all compounds antibacterial activities against six strains of Gram-positive and four strains of Gram-negative bacteria were determined, as well as antifungal activity against three fungal species.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Bioorganic and Medicinal Chemistry",
title = "Synthesis and biological activity of amino acid derivatives of avarone and its model compound",
volume = "23",
number = "21",
pages = "6930-6942",
doi = "10.1016/j.bmc.2015.09.044"
}

Vilipić, J., Novaković, I., Stanojković, T., Matić, I. Z., Šegan, D., Kljajić, Z.,& Sladić, D.. (2015). Synthesis and biological activity of amino acid derivatives of avarone and its model compound. in Bioorganic and Medicinal Chemistry
Oxford : Pergamon-Elsevier Science Ltd., 23(21), 6930-6942.
https://doi.org/10.1016/j.bmc.2015.09.044

Vilipić J, Novaković I, Stanojković T, Matić IZ, Šegan D, Kljajić Z, Sladić D. Synthesis and biological activity of amino acid derivatives of avarone and its model compound. in Bioorganic and Medicinal Chemistry. 2015;23(21):6930-6942.
doi:10.1016/j.bmc.2015.09.044 .

Vilipić, Jovana, Novaković, Irena, Stanojković, Tatjana, Matić, Ivana Z., Šegan, Dejan, Kljajić, Zoran, Sladić, Dušan, "Synthesis and biological activity of amino acid derivatives of avarone and its model compound" in Bioorganic and Medicinal Chemistry, 23, no. 21 (2015):6930-6942,
https://doi.org/10.1016/j.bmc.2015.09.044 . .

TY  - JOUR
AU  - Vilipić, Jovana
AU  - Novaković, Irena
AU  - Stanojković, Tatjana
AU  - Matić, Ivana Z.
AU  - Šegan, Dejan
AU  - Kljajić, Zoran
AU  - Sladić, Dušan
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1822
AB  - A series of eighteen derivatives of marine sesquiterpene quinone avarone and its model system tert-butylquinone with amino acids has been synthesized by nucleophilic addition of amino acids to the quinones. In vitro cytotoxic activity toward human cancer cell lines (HeLa, A549, Fem-X, 1(562, MDA-MB-453) and normal MRC-5 cell line was determined. Several compounds showed very strong inhibitory activity with IC50 values less than 10 mu M. Avarone derivatives were more active than the corresponding tert-butylquinone derivatives. The results of the cytofluorimetric analysis of cell cycle of HeLa cells showed that apoptosis might be one of possible mechanism of action of these compounds in cancer cells. In order to examine the influence of caspases on cell death, the apoptotic mechanisms induced by the tested compounds were determined using specific caspases 3, 8 and 9 inhibitors. For all compounds antibacterial activities against six strains of Gram-positive and four strains of Gram-negative bacteria were determined, as well as antifungal activity against three fungal species.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Bioorganic and Medicinal Chemistry
T1  - Synthesis and biological activity of amino acid derivatives of avarone and its model compound
VL  - 23
IS  - 21
SP  - 6930
EP  - 6942
DO  - 10.1016/j.bmc.2015.09.044
ER  - 

@article{
author = "Vilipić, Jovana and Novaković, Irena and Stanojković, Tatjana and Matić, Ivana Z. and Šegan, Dejan and Kljajić, Zoran and Sladić, Dušan",
year = "2015",
abstract = "A series of eighteen derivatives of marine sesquiterpene quinone avarone and its model system tert-butylquinone with amino acids has been synthesized by nucleophilic addition of amino acids to the quinones. In vitro cytotoxic activity toward human cancer cell lines (HeLa, A549, Fem-X, 1(562, MDA-MB-453) and normal MRC-5 cell line was determined. Several compounds showed very strong inhibitory activity with IC50 values less than 10 mu M. Avarone derivatives were more active than the corresponding tert-butylquinone derivatives. The results of the cytofluorimetric analysis of cell cycle of HeLa cells showed that apoptosis might be one of possible mechanism of action of these compounds in cancer cells. In order to examine the influence of caspases on cell death, the apoptotic mechanisms induced by the tested compounds were determined using specific caspases 3, 8 and 9 inhibitors. For all compounds antibacterial activities against six strains of Gram-positive and four strains of Gram-negative bacteria were determined, as well as antifungal activity against three fungal species.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Bioorganic and Medicinal Chemistry",
title = "Synthesis and biological activity of amino acid derivatives of avarone and its model compound",
volume = "23",
number = "21",
pages = "6930-6942",
doi = "10.1016/j.bmc.2015.09.044"
}

Vilipić, J., Novaković, I., Stanojković, T., Matić, I. Z., Šegan, D., Kljajić, Z.,& Sladić, D.. (2015). Synthesis and biological activity of amino acid derivatives of avarone and its model compound. in Bioorganic and Medicinal Chemistry
Oxford : Pergamon-Elsevier Science Ltd., 23(21), 6930-6942.
https://doi.org/10.1016/j.bmc.2015.09.044

Vilipić J, Novaković I, Stanojković T, Matić IZ, Šegan D, Kljajić Z, Sladić D. Synthesis and biological activity of amino acid derivatives of avarone and its model compound. in Bioorganic and Medicinal Chemistry. 2015;23(21):6930-6942.
doi:10.1016/j.bmc.2015.09.044 .

Vilipić, Jovana, Novaković, Irena, Stanojković, Tatjana, Matić, Ivana Z., Šegan, Dejan, Kljajić, Zoran, Sladić, Dušan, "Synthesis and biological activity of amino acid derivatives of avarone and its model compound" in Bioorganic and Medicinal Chemistry, 23, no. 21 (2015):6930-6942,
https://doi.org/10.1016/j.bmc.2015.09.044 . .

TY  - JOUR
AU  - Šegan, Dejan
AU  - Vukicevic, Rastko D.
AU  - Šegan, Sandra
AU  - Šojić, Nešo
AU  - Buriez, Olivier
AU  - Manojlović, Dragan
PY  - 2011
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/861
AB  - Cyclic voltammetry and ultramicroelectrodes were used to investigate the kinetic aspects of the electrochemical bromination of 3,4,6-tri-O-acetyl-D-glucal (1) in acetonitrile (AN), dichloromethane (DCM), and dimethylsulfoxide (DMSO). Qualitative and quantitative results, determined notably from the kinetic parameter [glucal]/nu representing the competition between glucal concentration and time, clearly showed that glucal bromination depended on the nature of both the solvent and the in situ electrogenerated reactive brominated species (Br-2 or Br-3(-)) obtained from the oxidation of a bromide salt. It was especially shown that Br-2 reacted more rapidly than Br-3(-) towards (1). On the other hand, the reactivity of both brominated species appeared to follow the solvent polarity order since the highest reactivity was obtained in DMSO whereas the lowest one was found in DCM.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Electrochimica Acta
T1  - Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents
VL  - 56
IS  - 27
SP  - 9968
EP  - 9972
DO  - 10.1016/j.electacta.2011.08.085
ER  - 

@article{
author = "Šegan, Dejan and Vukicevic, Rastko D. and Šegan, Sandra and Šojić, Nešo and Buriez, Olivier and Manojlović, Dragan",
year = "2011",
abstract = "Cyclic voltammetry and ultramicroelectrodes were used to investigate the kinetic aspects of the electrochemical bromination of 3,4,6-tri-O-acetyl-D-glucal (1) in acetonitrile (AN), dichloromethane (DCM), and dimethylsulfoxide (DMSO). Qualitative and quantitative results, determined notably from the kinetic parameter [glucal]/nu representing the competition between glucal concentration and time, clearly showed that glucal bromination depended on the nature of both the solvent and the in situ electrogenerated reactive brominated species (Br-2 or Br-3(-)) obtained from the oxidation of a bromide salt. It was especially shown that Br-2 reacted more rapidly than Br-3(-) towards (1). On the other hand, the reactivity of both brominated species appeared to follow the solvent polarity order since the highest reactivity was obtained in DMSO whereas the lowest one was found in DCM.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Electrochimica Acta",
title = "Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents",
volume = "56",
number = "27",
pages = "9968-9972",
doi = "10.1016/j.electacta.2011.08.085"
}

Šegan, D., Vukicevic, R. D., Šegan, S., Šojić, N., Buriez, O.,& Manojlović, D.. (2011). Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents. in Electrochimica Acta
Oxford : Pergamon-Elsevier Science Ltd., 56(27), 9968-9972.
https://doi.org/10.1016/j.electacta.2011.08.085

Šegan D, Vukicevic RD, Šegan S, Šojić N, Buriez O, Manojlović D. Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents. in Electrochimica Acta. 2011;56(27):9968-9972.
doi:10.1016/j.electacta.2011.08.085 .

Šegan, Dejan, Vukicevic, Rastko D., Šegan, Sandra, Šojić, Nešo, Buriez, Olivier, Manojlović, Dragan, "Kinetic investigations of the electrochemical bromination of peracetylated D-glucal in organic solvents" in Electrochimica Acta, 56, no. 27 (2011):9968-9972,
https://doi.org/10.1016/j.electacta.2011.08.085 . .