Synthesis and biological evaluation of thiazoline derivatives as new antimicrobial and anticancer agents

ALTINTOP M. D., KAPLANCIKLI Z. A., AKALIN ÇİFTÇİ G., DEMİREL R.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, cilt.74, ss.264-277, 2014 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 74
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1016/j.ejmech.2013.12.060
  • Dergi Adı: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.264-277
  • Anahtar Kelimeler: Thiazoline, Hydrazone, Antimicrobial activity, Cytotoxicity, DNA synthesis inhibitory activity, ANTIFUNGAL AGENTS, HYDRAZIDE DERIVATIVES, DRUG-RESISTANCE, HYDRAZONES, THIAZOLIDINONES, CHEMISTRY
  • Anadolu Üniversitesi Adresli: Evet

Özet

N'-(3,4-Diarylthiazol-2(3H)-ylidene)-2-(arylthio)acetohydrazides were synthesized and evaluated for their antimicrobial activity and cytotoxicity against NIH/3T3 cells. Compound 22 bearing 1-phenyl-1H-tetrazole and p-chlorophenyl moieties was found to be the most promising antibacterial agent against Pseudomonas aeruginosa, whereas compound 23 bearing 1-phenyl-1H-tetrazole and p-bromophenyl moieties was the most promising antifungal agent against Candida albicans. The most effective derivatives were also evaluated for their cytotoxicity against C6 glioma cells. The results indicated that compound 17 bearing 1-phenyl-1H-tetrazole and nonsubstituted phenyl moieties (IC50 = 8.3 +/- 2.6 mu g/mL) was more effective than cisplatin (IC50 = 13.7 +/- 1.2 mu g/mL) against C6 glioma cells. Compound 17 also exhibited DNA synthesis inhibitory activity on C6 cells. Furthermore, compound 17 showed low toxicity to NIH/3T3 cells (IC50 = 416.7 +/- 28.9 mu g/mL). (C) 2014 Elsevier Masson SAS. All rights reserved.