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 studies
Source:
Bioorganic and Medicinal Chemistry Letters, 2011, 21, 15, 4416-4421
TY - 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 - http://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 - Pergamon-Elsevier Science Ltd, Oxford
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",
url = "http://cer.ihtm.bg.ac.rs/handle/123456789/791",
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 = "Pergamon-Elsevier Science Ltd, Oxford",
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.
Bioorganic and Medicinal Chemistry Letters
Pergamon-Elsevier Science Ltd, Oxford., 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. Bioorganic and Medicinal Chemistry Letters. 2011;21(15):4416-4421
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" Bioorganic and Medicinal Chemistry Letters, 21, no. 15 (2011):4416-4421,
https://doi.org/10.1016/j.bmcl.2011.06.025 .
