Synthesis and Antibacterial Activity Evaluation of Imidazole Derivatives Containing 6-Methylpyridine Moiety

Chem Biodivers. 2023 May;20(5):e202300105. doi: 10.1002/cbdv.202300105. Epub 2023 Apr 7.

Abstract

A series of 2-cyclopropyl-5-(5-(6-methylpyridin-2-yl)-2-substituted-1H-imidazol-4-yl)-6-phenylimidazo[2,1-b][1,3,4]thiadiazoles (15a-t and 16a-f) were synthesized and their antibacterial activities were evaluated. More than half of the compounds showed moderate or strong antibacterial activity. Among them, compounds 15t (MIC=1-2 μg/mL) and 16d (MIC=0.5 μg/mL) showed the strongest antibacterial activities. Notably, compound 16d did not exhibit cytotoxicity in HepG2 cells and did not show hemolysis like the positive control compound Gatifloxacin. The results suggest that compound 16d should be further investigated as a candidate antibacterial agent.

Keywords: antibacterial activity; cytotoxicity; hemolyisis; imidazole; thiadiazole.

MeSH terms

  • Anti-Bacterial Agents* / pharmacology
  • Antifungal Agents / pharmacology
  • Imidazoles / pharmacology
  • Microbial Sensitivity Tests
  • Nitroimidazoles*
  • Structure-Activity Relationship

Substances

  • Anti-Bacterial Agents
  • Imidazoles
  • Nitroimidazoles
  • Antifungal Agents