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, cilt.347, sa.4, ss.276-282, 2014 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 347 Sayı: 4
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1002/ardp.201300324
  • Dergi Adı: ARCHIV DER PHARMAZIE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.276-282
  • Anahtar Kelimeler: Benzimidazoles, DPPH, EROD, Lipid peroxidation, Oxadiazoles, LIPID PEROXIDE FORMATION, ANTIFUNGAL, MECHANISMS
  • Ankara Üniversitesi Adresli: Evet

Özet

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%).