Synthesis and evaluation of antioxidant activities of novel 1,3,4-oxadiazole and imine containing 1H-benzimidazoles

ALP A. S., KILCIGİL G., ÖZDAMAR E. D., ÇOBAN T., EKE B.

TURKISH JOURNAL OF CHEMISTRY, vol.39, no.1, pp.42-53, 2015 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 39 Issue: 1
  • Publication Date: 2015
  • Doi Number: 10.3906/kim-1403-44
  • Journal Name: TURKISH JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.42-53
  • Keywords: Antioxidant, lipid peroxidation, benzimidazole, oxadiazole, imine, LIPID PEROXIDE FORMATION, BENZIMIDAZOLE, DERIVATIVES, ANTIFUNGAL
  • Ankara University Affiliated: Yes

Abstract

Some novel 2-(substitutedbenzylthio)-5-((2- (4-substitutedpheny1)-1H-benzo[d]imidazol-1-yl)methyl)-1,3,4-oxadiazoles (5-12) and 2-(2-(4-chlorophenyl)-1H-benzo[d] imidazol-1-yl)-N'-(arylmethylene)acetohydrazide derivatives (13-22) were prepared and their in vitro antioxidant properties were investigated by determination of rat liver microsomal NADPH-dependent inhibition of lipid peroxidation (LP) levels and microsomal ethoxyresorufin O-deethylase (EROD) activity. Compound 18 was found to be the most active compound with 100% inhibition on LP level and 92% inhibition on EROD. Compounds 4b, 17, and 19 showed the strongest inhibitory effect (97%) on EROD. The free radical scavenging capacities of the compounds were also tested in vitro determining the interaction of the stable free radical 2,2,diphenyl-1-picrylhydrazyl (DPPH), and compounds 4a and 4b exhibited good antioxidant activities.