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., ...Daha Fazla

MEDICINAL CHEMISTRY RESEARCH, cilt.23, sa.2, ss.1067-1075, 2014 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 23 Sayı: 2
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1007/s00044-013-0717-y
  • Dergi Adı: MEDICINAL CHEMISTRY RESEARCH
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1067-1075
  • Anahtar Kelimeler: Tetrazole, Hydrazone, MTT assay, Antiproliferative activity, Caspase-3, BIOLOGICAL EVALUATION, ANTICANCER ACTIVITY, DERIVATIVES, APOPTOSIS, CELLS, ANTIBACTERIAL, ANTIFUNGAL, INHIBITORS, AGENTS
  • Anadolu Üniversitesi Adresli: Evet

Özet

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.