Synthesis and Study of alpha-Glucosidase Inhibitory, Antimicrobial and Antioxidant Activities of Some Benzimidazole Derivatives Containing Triazole, Thiadiazole, Oxadiazole, and Morpholine Rings


Mentese E., Ulker S., Kahveci B.

CHEMISTRY OF HETEROCYCLIC COMPOUNDS, cilt.50, ss.1671-1682, 2015 (SCI İndekslerine Giren Dergi) identifier identifier

  • Cilt numarası: 50 Konu: 12
  • Basım Tarihi: 2015
  • Doi Numarası: 10.1007/s10593-015-1637-1
  • Dergi Adı: CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • Sayfa Sayıları: ss.1671-1682

Özet

A new series of 2-(4-bromobenzyl)- and 2-(4-fluorobenzyl)-1H-benzimidazole derivatives containing 1,2,4-triazole, 1,3,4-thiadiazole, 1,3,4-oxadiazole, and morpholine rings has been synthesized. The structures of the newly synthesized compounds were confirmed by H-1 and C-13 NMR and mass spectra, and all substances have been screened for their alpha-glucosidase inhibitory, antimicrobial and antioxidant activities. Hydrazide, oxadiazole, thiosemicarbazide, and 1,2,4-triazole-3-thiol derivatives showed very good ABTS scavenging activities (IC50 1.94-4.79 mu M). Oxadiazole and thiosemicarbazide derivatives also revealed notable DPPH scavenging activity. 5-[(2-(4-Bromobenzyl)-1H-benzimidazol-1-yl)methyl]-1,3,4-oxadiazole-2-thiol was found to be more potent than acarbose. 2-(4-Fluorobenzyl)-1H-benz- imidazole was effective against both Gram-positive and Gram-negative bacteria, especially, M. smegmatis.