Natural product leads for drug discovery: isolation, synthesis and biological evaluation of 6-cyano-5-methoxyindolo[2,3-a]carbazole based ligands as antibacterial agents

Bioorg Med Chem. 2009 Oct 15;17(20):7126-30. doi: 10.1016/j.bmc.2009.08.061. Epub 2009 Sep 4.

Abstract

Indolo[2,3-a]carbazole based inhibitors were synthesized from readily available indigo via a seven-step linear synthetic sequence with a moderate overall yield. The inhibitors were selectively and readily functionalized at the nitrogen on the indole portion of the carbazole unit. The synthesized analogs displayed moderate inhibitory activities toward Bacillus anthracis and Mycobacterium tuberculosis, indicating that indolo[2,3-a]carbazoles could serve as promising leads in the development of new drugs to combat anthrax and tuberculosis infections.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis
  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Bacillus anthracis / drug effects
  • Biological Products / pharmacology*
  • Carbazoles / chemical synthesis
  • Carbazoles / isolation & purification*
  • Carbazoles / pharmacology
  • Drug Discovery*
  • Drug Evaluation, Preclinical
  • Ligands
  • Microbial Sensitivity Tests
  • Mycobacterium tuberculosis / drug effects

Substances

  • Anti-Bacterial Agents
  • Biological Products
  • Carbazoles
  • Ligands
  • 6-cyano-5-methoxyindolo(2,3-a)carbazole