TB Research

Design, synthesis and antimycobacterial activity of 3,5-dinitrobenzamide derivatives containing fused ring moieties

Wang A, Huang G, Wang B, Lv K, Wang H, Tao Z, Liu M, Guo H, et al. (9 authors)

Bioorganic & medicinal chemistry letters · 2018-07

Abstract

We report herein the design, synthesis and antimycobacterial activity of 3,5-dinitrobenzamide derivatives containing fused ring moieties. Results reveal that many of the target compounds have considerable in vitro antitubercular activity. Especially, N-((2-(4-fluorophenyl)/N-((2-(3-fluorobenzyl)-1,2,3,4-tetrahydroisoquilin-6-yl)methyl)-3,5-dinitrobenzamides 18a and 20e exhibit potent MIC values of 0.056-0.078 μg/mL against both drug-sensitive Mycobacterium tuberculosis (MTB) H37Rv strain and two clinically isolated multidrug-resistant MTB (MDR-MTB) strains, opening a new direction for further SAR studies.

MeSH terms

  • Mycobacterium tuberculosis
  • Benzamides
  • Anti-Bacterial Agents
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Structure-Activity Relationship
  • Dose-Response Relationship, Drug
  • Drug Design