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, cilt.39, sa.1, ss.42-53, 2015 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 39 Sayı: 1
  • Basım Tarihi: 2015
  • Doi Numarası: 10.3906/kim-1403-44
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.42-53
  • Anahtar Kelimeler: Antioxidant, lipid peroxidation, benzimidazole, oxadiazole, imine, LIPID PEROXIDE FORMATION, BENZIMIDAZOLE, DERIVATIVES, ANTIFUNGAL
  • Ankara Üniversitesi Adresli: Evet

Özet

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.