Synthesis, Characterization, Molecular Docking Studies and Antimicrobial Evaluation of N-Benzimidazol-1-Yl-Methyl-Benzamide Derivatives

Indian Journal of Pharmaceutical Education and Research

  • Ritchu Sethi1Chitkara College of Pharmacy, Chitkara University, Rajpura, Distt. Patiala-140401, INDIA.
  • Sandeep Arora1Chitkara College of Pharmacy, Chitkara University, Rajpura, Distt. Patiala-140401, INDIA.
  • Deepika Saini2Department of Pharmaceutical Sciences Guru Jambheshwar University, Hissar-125001, INDIA.
  • Sandeep Jain2Department of Pharmaceutical Sciences Guru Jambheshwar University, Hissar-125001, INDIA.

Volume 50 Issue 3 Pages 424-434

DOI: 10.5530/ijper.50.3.16

Abstract

N-benzimidazol-1-yl-methyl-benzamide derivatives (3a-3x) were synthesized by Mannich reaction and evaluated for in vitro antimicrobial activity against Escherichia coli, Pseudomonas aeruginosa, Bacillus subtilis, Staphylococcus aureus, Candida albicans and Aspergillus niger. The structures of novel target compounds were elucidated by spectral and analytical techniques. Among the synthesized derivatives, 3o N-[2-(2-chloro-phenyl) benzimidazol-1-ylmethyl]-benzamide, 3q N-[2-(4-chloro-phenyl)-benzimidazol-1ylmethyl] benzamide and 3r N-[2-(2-bromo-phenyl)-benzimidazol-1-ylmethyl]-benzamide were found to be most effective antimicrobial compounds. Clotrimazole and ciprofloxacin were used as reference antimicrobial agents. Further, in silico studies were carried out to define the interaction of the title compounds with microbial protein.

Keywords

  • Mannich bases
  • Benzimidazole
  • Antibacterial activity
  • Antifungal activity
  • Docking study
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