Synthesis of 1-acetyl-3-(2-thienyl)-5-aryl-2-pyrazoline derivatives and evaluation of their anticancer activity

ÖZDEMİR A., ALTINTOP M. D., KAPLANCIKLI Z. A., Turan-Zitouni G., AKALIN ÇİFTÇİ G., Yildirim S. U.

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, vol.28, no.6, pp.1221-1227, 2013 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 28 Issue: 6
  • Publication Date: 2013
  • Doi Number: 10.3109/14756366.2012.724682
  • Journal Name: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1221-1227
  • Keywords: Pyrazoline, anticancer activity, MTT assay, caspase-3 activation, BEARING BENZENE SULFONAMIDE, VITRO ANTITUMOR-ACTIVITY, BIOISOSTERISM, CASPASE-3, DESIGN, MOIETY
  • Bilecik Şeyh Edebali University Affiliated: No

Abstract

In the present study, 1-acetyl-3-(2-thienyl)-5-aryl-2-pyrazoline derivatives (1-6) were synthesized via the ring closure reaction of 1-(2-thienyl)-3-aryl-2-propen-1-ones with hydrazine hydrate in acetic acid. The chemical structures of the compounds were elucidated by IR, H-1-NMR, C-13-NMR and mass spectral data and elemental analyses. MTT assay, analysis of DNA synthesis and caspase-3 activation assay were carried out to determine anticancer effects of the compounds on A549 and C6 cancer cell lines. They exhibited dose-dependent anticancer activity against A549 and C6 cancer cell lines. Anticancer activity screening results revealed that compounds 1, 2 and 4 were the most potent derivatives among these compounds. But anticancer effects of these compounds may result from different death mechanisms in A549 and C6 cell lines.