Efficient Synthesis of 2-[(3,4-Dichlorophenyl)methyl]-1H-benzimidazole Derivatives, and their alpha-Glucosidase Inhibitory and Antioxidant Activities

MENTEŞE E., YILMAZ F., BALTAŞ N.

LETTERS IN ORGANIC CHEMISTRY, cilt.17, sa.10, ss.806-814, 2020 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 17 Sayı: 10
  • Basım Tarihi: 2020
  • Doi Numarası: 10.2174/1570178617666200330130024
  • Dergi Adı: LETTERS IN ORGANIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.806-814
  • Recep Tayyip Erdoğan Üniversitesi Adresli: Evet

Özet

In this work, some new 2-[(3,4-dichlorophenyl)methyl]-1H-benzimidazole derivatives containing different five-membered heterocycles like 1,3,4-oxadiamle, 1,3,4-triazole, and 1,3,4-thiadiazole moieties were designed and efficiently synthesized starting from 2-[(3,4-dichlorophenyl) methyl ]-1H-benzimidazole. The products were screened for their in vitro antioxidant and alpha-glucosidase inhibitory activities. Among the synthesized compounds, some of them showed efficient alpha-glucosidase inhibition with IC50 values ranging between 16.05 +/- 0.94 and 77.02 +/- 1.12 mu g/mL when they were compared with the standard alpha-glucosidase inhibitor acarbose having IC50 value 12.04 +/- 0.68 +/- g/mL. The antioxidant activity of all products was screened by using various in vitro antioxidant assays, including CUPric Reducing Antioxidant Capacity (CUPRAC) and Ferric Reducing Antioxidant Power (FRAP) assays. Also, the radical scavenging activities of the products were assayed by using the ARTS method.