Design and One-Pot and Microwave-Assisted Synthesis of 2-Amino/5-Aryl-1,3,4-oxadiazoles Bearing a Benzimidazole Moiety as Antioxidants

Kerimov I., KILCIGİL G., ÖZDAMAR E. D., EKE B., ÇOBAN T., ÖZBEY S., ...More

ARCHIV DER PHARMAZIE, vol.345, no.7, pp.549-556, 2012 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 345 Issue: 7
  • Publication Date: 2012
  • Doi Number: 10.1002/ardp.201100440
  • Journal Name: ARCHIV DER PHARMAZIE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.549-556
  • Keywords: Antioxidant activity, Benzimidazoles, Oxadiazoles, X-ray, LIPID PEROXIDE FORMATION, 1,3,4-OXADIAZOLE DERIVATIVES, FREE-RADICALS, ANTIBACTERIAL, ANTIFUNGAL, ACID
  • Ankara University Affiliated: Yes

Abstract

In this study, two new series of 2-amino-1,3,4-oxadiazoles and 5-aryl-1,3,4-oxadiazoles carrying a benzimidazole moiety were synthesized. The antioxidant properties of these compounds were investigated in vitro by the determination of the microsomal NADPH-dependent inhibition of lipid peroxidation levels (LP), the microsomal ethoxyresorufin O-deethylase activity (EROD), and DPPH radical scavenger effects. Among the tested compounds, 2-[(2-(4-chlorophenyl)-1H-benzo[d]imidazole-1-yl)methyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole (9) was found to be the most active compound in all three in vitro systems.