Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones
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2011
Authors
Markovic, VioletaErić, Slavica
Stanojković, Tatjana
Gligorijević, Nevenka
Arandelovic, Sandra
Todorović, Nina
Trifunović, Snežana
Manojlović, Nedeljko
Jelić, Ratomir
Joksovic, Milan D.
Article (Published version)
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Twenty five 4-aminomethylidene derivatives obtained from 3-phenyl-2-pyrazolin-5-one and 1,3-diphenyl-2-pyrazolin-5-one were synthesized and tested for their antiproliferative activity against human breast cancer MDA-MB-361 and MDA-MB-453 cell lines. The compounds derived from 1,3-diphenyl-2-pyrazolin-5-one exhibited the most remarkable activity in the treatment of both cell lines. In vitro antiproliferative activities were accompanied by an important apoptotic fraction of both cell lines; also, compounds inhibited key endothelial cell functions implicated in invasion and angiogenesis. QSAR methods were performed in order to analyze the influence of structural features of the compounds investigated on the antiproliferative potential on MDA-MB-361 and MDA-MB-453 cancer cells. One-parameter heuristic analysis was performed and different whole molecule and fragmental descriptors were considered for rationalization of mechanism of interaction of these compounds with active place of hypothet...ical target included in tumorigenesis.
Keywords:
Pyrazolones / Antiproliferative activity / Breast cancer / Angiogenesis / QSAR studiesSource:
Bioorganic and Medicinal Chemistry Letters, 2011, 21, 15, 4416-4421Publisher:
- Oxford : Pergamon-Elsevier Science Ltd
Funding / projects:
- Synthesis, modeling, physicochemical and biological properties of organic compounds and related metal complexes (RS-172016)
- Biological response modifiers in physiological and pathological conditions (RS-175011)
DOI: 10.1016/j.bmcl.2011.06.025
ISSN: 0960-894X
PubMed: 21733686
WoS: 000292729900008
Scopus: 2-s2.0-79960347940
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IHTMTY - JOUR AU - Markovic, Violeta AU - Erić, Slavica AU - Stanojković, Tatjana AU - Gligorijević, Nevenka AU - Arandelovic, Sandra AU - Todorović, Nina AU - Trifunović, Snežana AU - Manojlović, Nedeljko AU - Jelić, Ratomir AU - Joksovic, Milan D. PY - 2011 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/791 AB - Twenty five 4-aminomethylidene derivatives obtained from 3-phenyl-2-pyrazolin-5-one and 1,3-diphenyl-2-pyrazolin-5-one were synthesized and tested for their antiproliferative activity against human breast cancer MDA-MB-361 and MDA-MB-453 cell lines. The compounds derived from 1,3-diphenyl-2-pyrazolin-5-one exhibited the most remarkable activity in the treatment of both cell lines. In vitro antiproliferative activities were accompanied by an important apoptotic fraction of both cell lines; also, compounds inhibited key endothelial cell functions implicated in invasion and angiogenesis. QSAR methods were performed in order to analyze the influence of structural features of the compounds investigated on the antiproliferative potential on MDA-MB-361 and MDA-MB-453 cancer cells. One-parameter heuristic analysis was performed and different whole molecule and fragmental descriptors were considered for rationalization of mechanism of interaction of these compounds with active place of hypothetical target included in tumorigenesis. PB - Oxford : Pergamon-Elsevier Science Ltd T2 - Bioorganic and Medicinal Chemistry Letters T1 - Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones VL - 21 IS - 15 SP - 4416 EP - 4421 DO - 10.1016/j.bmcl.2011.06.025 ER -
@article{ author = "Markovic, Violeta and Erić, Slavica and Stanojković, Tatjana and Gligorijević, Nevenka and Arandelovic, Sandra and Todorović, Nina and Trifunović, Snežana and Manojlović, Nedeljko and Jelić, Ratomir and Joksovic, Milan D.", year = "2011", abstract = "Twenty five 4-aminomethylidene derivatives obtained from 3-phenyl-2-pyrazolin-5-one and 1,3-diphenyl-2-pyrazolin-5-one were synthesized and tested for their antiproliferative activity against human breast cancer MDA-MB-361 and MDA-MB-453 cell lines. The compounds derived from 1,3-diphenyl-2-pyrazolin-5-one exhibited the most remarkable activity in the treatment of both cell lines. In vitro antiproliferative activities were accompanied by an important apoptotic fraction of both cell lines; also, compounds inhibited key endothelial cell functions implicated in invasion and angiogenesis. QSAR methods were performed in order to analyze the influence of structural features of the compounds investigated on the antiproliferative potential on MDA-MB-361 and MDA-MB-453 cancer cells. One-parameter heuristic analysis was performed and different whole molecule and fragmental descriptors were considered for rationalization of mechanism of interaction of these compounds with active place of hypothetical target included in tumorigenesis.", publisher = "Oxford : Pergamon-Elsevier Science Ltd", journal = "Bioorganic and Medicinal Chemistry Letters", title = "Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones", volume = "21", number = "15", pages = "4416-4421", doi = "10.1016/j.bmcl.2011.06.025" }
Markovic, V., Erić, S., Stanojković, T., Gligorijević, N., Arandelovic, S., Todorović, N., Trifunović, S., Manojlović, N., Jelić, R.,& Joksovic, M. D.. (2011). Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones. in Bioorganic and Medicinal Chemistry Letters Oxford : Pergamon-Elsevier Science Ltd., 21(15), 4416-4421. https://doi.org/10.1016/j.bmcl.2011.06.025
Markovic V, Erić S, Stanojković T, Gligorijević N, Arandelovic S, Todorović N, Trifunović S, Manojlović N, Jelić R, Joksovic MD. Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones. in Bioorganic and Medicinal Chemistry Letters. 2011;21(15):4416-4421. doi:10.1016/j.bmcl.2011.06.025 .
Markovic, Violeta, Erić, Slavica, Stanojković, Tatjana, Gligorijević, Nevenka, Arandelovic, Sandra, Todorović, Nina, Trifunović, Snežana, Manojlović, Nedeljko, Jelić, Ratomir, Joksovic, Milan D., "Antiproliferative activity and QSAR studies of a series of new 4-aminomethylidene derivatives of some pyrazol-5-ones" in Bioorganic and Medicinal Chemistry Letters, 21, no. 15 (2011):4416-4421, https://doi.org/10.1016/j.bmcl.2011.06.025 . .