Synthesis and antimycobacterial activity of capuramycin analogues. Part 1: substitution of the azepan-2-one moiety of capuramycin

Bioorg Med Chem Lett. 2003 Sep 1;13(17):2829-32. doi: 10.1016/s0960-894x(03)00596-1.

Abstract

Capuramycin analogues with a variety of substituents in place of the azepan-2-one moiety were synthesized from A-500359E and were tested for their translocase I inhibitory activity and in vitro antimycobacterial activity. Phenyl-type moieties were found to be effective substituents for capuramycin analogues.

MeSH terms

  • Aminoglycosides / chemical synthesis*
  • Aminoglycosides / chemistry
  • Aminoglycosides / pharmacology*
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / pharmacology*
  • Azepines / chemistry*
  • Azepines / pharmacology*
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / pharmacology
  • Inhibitory Concentration 50
  • Microbial Sensitivity Tests
  • Mycobacterium / drug effects
  • Structure-Activity Relationship
  • Transferases / antagonists & inhibitors

Substances

  • Aminoglycosides
  • Anti-Bacterial Agents
  • Azepines
  • Enzyme Inhibitors
  • capuramycin
  • Transferases