Identification of a Novel Series of N-Phenyl-5-[(2phenylbenzimidazol-1-yl)methyl]-1,3,4-oxadiazol-2-amines as Potent Antioxidants and Radical Scavengers

KILCIGİL G., KUŞ C., ÇOBAN T., ÖZDAMAR E. D., EKE B.

ARCHIV DER PHARMAZIE, vol.347, no.4, pp.276-282, 2014 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 347 Issue: 4
  • Publication Date: 2014
  • Doi Number: 10.1002/ardp.201300324
  • Journal Name: ARCHIV DER PHARMAZIE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.276-282
  • Keywords: Benzimidazoles, DPPH, EROD, Lipid peroxidation, Oxadiazoles, LIPID PEROXIDE FORMATION, ANTIFUNGAL, MECHANISMS
  • Ankara University Affiliated: Yes

Abstract

In this study, some novel 5-[[2-(phenyl/p-chlorophenyl)-benzimidazol-1-yl]-methyl]-N-substituted phenyl-1,3,4-oxadiazol-2-amine derivatives (28-45) with an oxadiazole ring were synthesized. The antioxidant properties and radical scavenging activities of the compounds were investigated employing various in vitro systems: hepatic microsomal NADPH-dependent inhibition of lipid peroxidation levels, scavenging of DPPH free radicals, and inhibition of microsomal ethoxyresorufin O-deethylase activity (EROD). Compounds 34 and 41 were found to be good scavengers of DPPH radicals (76% and 84%) when compared to BHT (90%). Almost all of the compounds examined were found to possess a good inhibitor effect on the microsomal EROD activity. Moreover, 32 and 41 were more active analogs (97% and 98%) on the microsomal EROD activity than caffeine (85%).