Synthesis and molecular docking study of some 5,6-dichloro-2cyclopropyl-1H-benzimidazole derivatives bearing triazole, oxadiazole, and imine functionalities as potent inhibitors of urease

Mentese E., Bektas H., Sokmen B. B., Emirik M., Cakir D., KAHVECİ B.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, vol.27, no.13, pp.3014-3018, 2017 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 27 Issue: 13
  • Publication Date: 2017
  • Doi Number: 10.1016/j.bmcl.2017.05.019
  • Journal Name: BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3014-3018
  • Keywords: Benzimidazole, 1,2,4-Triazole, Schiff base, Docking study, Antiurease activity, BENZIMIDAZOLE DERIVATIVES, ANTITUMOR-ACTIVITY, MICROBIAL UREASES, AGENTS, ANTIBACTERIAL, CYCLOPROPYL, COMPLEXES, CHEMISTRY, DISCOVERY, ENZYMES
  • Recep Tayyip Erdoğan University Affiliated: Yes

Abstract

A new series of benzimidazole compounds including hydrazinecarbothioamide, 1,2,4-triazole, 1,3,4-oxadiazole and imine function were synthesized starting from 5,6-dichloro-2-cyclopropyl-1H-benzimidazole. All of the benzimidazole derivatives exhibited good urease inhibitor activity. Compound 6a proved to be the most potent showing an enzyme inhibitory activity with an IC50 = 0.06 mu M. Molecular docking studies were also conducted on enzyme extracted from Jack bean urease to identify the binding mode of the newly synthesized compounds. (C) 2017 Elsevier Ltd. All rights reserved.