Synthesis and Biological Evaluation of a New Series of Pyrazolines as New Anticandidal Agents

ÖZDEMİR A., ALTINTOP M. D., KAPLANCIKLI Z. A., Turan-Zitouni G., AKALIN ÇİFTÇİ G., DEMİRCİ F.

PHARMACEUTICAL CHEMISTRY JOURNAL, vol.48, no.9, pp.603-612, 2014 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 48 Issue: 9
  • Publication Date: 2014
  • Doi Number: 10.1007/s11094-014-1158-8
  • Journal Name: PHARMACEUTICAL CHEMISTRY JOURNAL
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.603-612
  • Keywords: anticandidal activity, cytotoxicity, oxadiazole, pyrazoline, ANTIMICROBIAL ACTIVITY, ANTIFUNGAL AGENTS, DERIVATIVES, 1,3,4-OXADIAZOLES, ANTIBACTERIAL, RESISTANCE, CHALCONES
  • Anadolu University Affiliated: Yes

Abstract

New pyrazoline derivatives bearing an oxadiazole moiety were synthesized via the reaction of 1-(chloroacetyl)-3-(2-furyl/thienyl)-5-aryl-2-pyrazolines with 5-substituted-1,3,4-oxadiazole-2(3H)-thiones in the presence of potassium carbonate. Compounds 1 - 32 were screened for their antifungal activity against various Candida species and compared with ketoconazole. Among these compounds, the most effective derivatives were evaluated for their cytotoxicity against NIH/3T3 cells. 2-({2-[5-(4-Bromophenyl)-3-(2-furyl)-4,5-dihydro-1H-pyrazol-1-yl]-2-oxoethyl}thio)-5-(2-cyclopentylethyl)-1,3,4-oxadiazole (23) can be identified as the most potent antifungal agent against C. tropicalis due to its inhibitory effect on C. tropicalis and low toxicity to NIH/3T3 cells.