Supplementary material for: "Simple avarone mimetics as selective agents against multidrug resistant cancer cells"
Аутори
Jeremić, Marko
Pešić, Milica

Dinić, Jelena

Bankovic, Jasna
Novaković, Irena

Šegan, Dejan

Sladić, Dušan

Скуп података (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
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.
Кључне речи:
Quinones / Anticancer activity / Multidrug resistant / Apoptosis / ROS generation / Mitochondrial potentialИзвор:
European Journal of Medicinal Chemistry, 2016Издавач:
- Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
Финансирање / пројекти:
- Интеракције природних производа, њихових деривата и комплексних једињења са протеинима и нуклеинским киселинама (RS-172055)
- Идентификација молекуларних маркера за предикцију прогресије тумора, одговора на терапију и исхода болести (RS-41031)
Напомена:
- The supplementary material for: 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. European Journal of Medicinal Chemistry, 118, 107-120. https://doi.org/10.1016/j.ejmech.2016.04.011
- Published version of the aticle: https://cer.ihtm.bg.ac.rs/handle/123456789/1862
- The peer-reviewed version of the article: https://cer.ihtm.bg.ac.rs/handle/123456789/4579
Повезане информације:
- Повезани садржај
https://doi.org/10.1016/j.ejmech.2016.04.011 - Повезани садржај
https://cer.ihtm.bg.ac.rs/handle/123456789/1862 - Повезани садржај
https://cer.ihtm.bg.ac.rs/handle/123456789/4579
Колекције
Институција/група
IHTMTY - 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 .