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Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group

Само за регистроване кориснике
2013
Аутори
Markovic, Violeta
Janicijevic, Ana
Stanojković, Tatjana
Kolundzija, Branka
Sladić, Dušan
Vujčić, Miroslava
Janović, Barbara
Joksovic, Ljubinka
Djurdjevic, Predrag T.
Todorović, Nina
Trifunović, Snežana
Joksovic, Milan D.
Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документу
Апстракт
A series of novel anthraquinone thiosemicarbazone derivatives in a tautomerizable keto-imine form was synthesized and tested for their in vitro cytotoxic activity against human cancer cells (HeLa, MDA-MB-361, MDA-MB-453, K562, A549) and human normal MRC-5 cells. Several compounds efficiently inhibited cancer cell growth at micromolar concentrations, especially against K562 and HeLa cells. As determined by flow cytometric analysis, anthraquinone thiosemicarbazone caused significant increase in the number of sub-G1 phase of HeLa cells and apoptosis in a concentration-dependent manner. Also, inhibition of caspase-3, -8, and -9 with specific caspase inhibitors reduced the apoptosis mediated by the tested compounds in HeLa cells. All anthraquinone-thiosemicarbazones exhibit calf thymus DNA-binding activity, but no cleavage of plasmid DNA was observed.
Кључне речи:
Anthraquinone / Thiosemicarbazone / Tautomerism / cytotoxicity / DNA-binding studies
Извор:
European Journal of Medicinal Chemistry, 2013, 64, 228-238
Издавач:
  • Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
Финансирање / пројекти:
  • Синтеза, моделовање, физичко-хемијске и биолошке особине органских једињења и одговарајућих комплекса метала (RS-172016)
  • Модификатори биолошког одговора у физиолошким и патолошким стањима (RS-175011)

DOI: 10.1016/j.ejmech.2013.03.071

ISSN: 0223-5234

PubMed: 23644206

WoS: 000321230300024

Scopus: 2-s2.0-84877040246
[ Google Scholar ]
22
16
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1343
Колекције
  • Radovi istraživača / Researchers' publications
Институција/група
IHTM
TY  - JOUR
AU  - Markovic, Violeta
AU  - Janicijevic, Ana
AU  - Stanojković, Tatjana
AU  - Kolundzija, Branka
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Joksovic, Ljubinka
AU  - Djurdjevic, Predrag T.
AU  - Todorović, Nina
AU  - Trifunović, Snežana
AU  - Joksovic, Milan D.
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1343
AB  - A series of novel anthraquinone thiosemicarbazone derivatives in a tautomerizable keto-imine form was synthesized and tested for their in vitro cytotoxic activity against human cancer cells (HeLa, MDA-MB-361, MDA-MB-453, K562, A549) and human normal MRC-5 cells. Several compounds efficiently inhibited cancer cell growth at micromolar concentrations, especially against K562 and HeLa cells. As determined by flow cytometric analysis, anthraquinone thiosemicarbazone caused significant increase in the number of sub-G1 phase of HeLa cells and apoptosis in a concentration-dependent manner. Also, inhibition of caspase-3, -8, and -9 with specific caspase inhibitors reduced the apoptosis mediated by the tested compounds in HeLa cells. All anthraquinone-thiosemicarbazones exhibit calf thymus DNA-binding activity, but no cleavage of plasmid DNA was observed.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group
VL  - 64
SP  - 228
EP  - 238
DO  - 10.1016/j.ejmech.2013.03.071
ER  - 
@article{
author = "Markovic, Violeta and Janicijevic, Ana and Stanojković, Tatjana and Kolundzija, Branka and Sladić, Dušan and Vujčić, Miroslava and Janović, Barbara and Joksovic, Ljubinka and Djurdjevic, Predrag T. and Todorović, Nina and Trifunović, Snežana and Joksovic, Milan D.",
year = "2013",
abstract = "A series of novel anthraquinone thiosemicarbazone derivatives in a tautomerizable keto-imine form was synthesized and tested for their in vitro cytotoxic activity against human cancer cells (HeLa, MDA-MB-361, MDA-MB-453, K562, A549) and human normal MRC-5 cells. Several compounds efficiently inhibited cancer cell growth at micromolar concentrations, especially against K562 and HeLa cells. As determined by flow cytometric analysis, anthraquinone thiosemicarbazone caused significant increase in the number of sub-G1 phase of HeLa cells and apoptosis in a concentration-dependent manner. Also, inhibition of caspase-3, -8, and -9 with specific caspase inhibitors reduced the apoptosis mediated by the tested compounds in HeLa cells. All anthraquinone-thiosemicarbazones exhibit calf thymus DNA-binding activity, but no cleavage of plasmid DNA was observed.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group",
volume = "64",
pages = "228-238",
doi = "10.1016/j.ejmech.2013.03.071"
}
Markovic, V., Janicijevic, A., Stanojković, T., Kolundzija, B., Sladić, D., Vujčić, M., Janović, B., Joksovic, L., Djurdjevic, P. T., Todorović, N., Trifunović, S.,& Joksovic, M. D.. (2013). Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 64, 228-238.
https://doi.org/10.1016/j.ejmech.2013.03.071
Markovic V, Janicijevic A, Stanojković T, Kolundzija B, Sladić D, Vujčić M, Janović B, Joksovic L, Djurdjevic PT, Todorović N, Trifunović S, Joksovic MD. Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group. in European Journal of Medicinal Chemistry. 2013;64:228-238.
doi:10.1016/j.ejmech.2013.03.071 .
Markovic, Violeta, Janicijevic, Ana, Stanojković, Tatjana, Kolundzija, Branka, Sladić, Dušan, Vujčić, Miroslava, Janović, Barbara, Joksovic, Ljubinka, Djurdjevic, Predrag T., Todorović, Nina, Trifunović, Snežana, Joksovic, Milan D., "Synthesis, cytotoxic activity and DNA-interaction studies of novel anthraquinone-thiosemicarbazones with tautomerizable methylene group" in European Journal of Medicinal Chemistry, 64 (2013):228-238,
https://doi.org/10.1016/j.ejmech.2013.03.071 . .

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