Synthesis and antiproliferative activity of new 1,5-disubstituted tetrazoles bearing hydrazone moiety

KAPLANCIKLI Z. A., YURTTAŞ L., ÖZDEMİR A., Turan-Zitouni G., AKALIN ÇİFTÇİ G., Yildirim S. U., ...More

MEDICINAL CHEMISTRY RESEARCH, vol.23, no.2, pp.1067-1075, 2014 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 23 Issue: 2
  • Publication Date: 2014
  • Doi Number: 10.1007/s00044-013-0717-y
  • Journal Name: MEDICINAL CHEMISTRY RESEARCH
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1067-1075
  • Keywords: Tetrazole, Hydrazone, MTT assay, Antiproliferative activity, Caspase-3, BIOLOGICAL EVALUATION, ANTICANCER ACTIVITY, DERIVATIVES, APOPTOSIS, CELLS, ANTIBACTERIAL, ANTIFUNGAL, INHIBITORS, AGENTS
  • Anadolu University Affiliated: Yes

Abstract

A new class of tetrazole-hydrazone derivatives including chloro-substituted phenyl moiety were synthesized to perform anticancer activity screening. The structural elucidation of the compounds was performed by IR, H-1 NMR, C-13 NMR, MS spectral, and elemental analyses data. Anticancer effect of the compounds was evaluated against A549 and C6 tumor cell lines. MTT, analysis of DNA synthesis and analysis of caspase-3 activation assays were carried out for anticancer activity investigations. Compounds N'-(2-chlorobenzylidene)-4-[(1-phenyl-1H-tetrazole-5-yl)thio]butanohydrazide (3d), N'-(2,3-dichlorobenzylidene)-4-[(1-phenyl-1H-tetrazole-5-yl)thio]butanohydrazide (3d), and N'-(3,4-dichlorobenzylidene)-4-[(1-phenyl-1H-tetrazole-5-yl)thio]butanohydrazide (3e) showed significant anticancer activity. Anticancer screening tests also indicated that compound 3d has potential on C6 tumor cells with apoptotic pathway.