Synthesis and evaluation of new pyrazoline derivatives as potential anticancer agents


Creative Commons License

Karabacak M., ALTINTOP M. D., Çiftçi H. I., Koga R., Otsuka M., Fujita M., ...More

Molecules, vol.20, no.10, pp.19066-19084, 2015 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 20 Issue: 10
  • Publication Date: 2015
  • Doi Number: 10.3390/molecules201019066
  • Journal Name: Molecules
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.19066-19084
  • Keywords: pyrazoline, oxadiazole, anticancer activity, apoptosis, DNA cleavage, BEARING BENZENE SULFONAMIDE, VITRO ANTITUMOR-ACTIVITY, BIOLOGICAL EVALUATION, ANTIFUNGAL ACTIVITIES, MOIETY, INHIBITORS, CARCINOMA, SCAFFOLD, HYBRIDS, DESIGN
  • Anadolu University Affiliated: Yes

Abstract

© 2015 by the authors; licensee MDPI, Basel, Switzerland.New pyrazoline derivatives were synthesized and evaluated for their cytotoxic effects on AsPC-1 human pancreatic adenocarcinoma, U87 and U251 human glioblastoma cell lines. 1-[((5-(4-Methylphenyl)-1,3,4-oxadiazol-2-yl)thio)acetyl]-3-(2-thienyl)-5-(4-chlorophenyl)-2-pyrazoline (11) was found to be the most effective anticancer agent against AsPC-1 and U251 cell lines, with IC50 values of 16.8 μM and 11.9 μM, respectively. Tumor selectivity of compound 11 was clearly seen between Jurkat human leukemic T-cell line and human peripheral blood mononuclear cells (PBMC). Due to its promising anticancer activity, compound 11 was chosen for apoptosis/necrosis evaluation and DNA-cleavage analysis in U251 cells. Compound 11-treated U251 cells exhibited apoptotic phenotype at low concentration (1.5 μM). DNA-cleaving efficiency of this ligand was more significant than cisplatin and was clearly enhanced by Fe(II)-H2O2-ascorbic acid systems. This result pointed out the relationship between the DNA cleavage and the cell death.