Synthesis of new sugar derivatives and evaluation of their antibacterial activities against Mycobacterium tuberculosis

Bioorg Med Chem Lett. 2009 Nov 15;19(22):6313-6. doi: 10.1016/j.bmcl.2009.09.095. Epub 2009 Sep 27.

Abstract

A series of sugar derivatives (1-13) were synthesized and evaluated for antibacterial activity against Mycobacteriumtuberculosis (MTB), especially multi-drug resistant (MDR) MTB, and the structure-activity relationships of these compounds were studied. The results showed that the compound OCT313 (2-acetamido-2deoxy-beta-D-glucopyranosyl N,N-dimethyldithiocarbamate) (4) exhibited significant in vitro bactericidal activity, and that the dithiocarbamate group at C-1 position of the glucopyranoside ring was requisite for the antibacterial activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / pharmacology
  • Antitubercular Agents / chemical synthesis*
  • Antitubercular Agents / pharmacology
  • Carbohydrates*
  • Chemistry, Pharmaceutical*
  • Drug Design
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Mycobacterium tuberculosis / drug effects*
  • Structure-Activity Relationship
  • Sulfides / chemistry

Substances

  • Anti-Bacterial Agents
  • Antitubercular Agents
  • Carbohydrates
  • Sulfides