Studies on alpha(1-->5) linked octyl arabinofuranosyl disaccharides for mycobacterial arabinosyl transferase activity

Bioorg Med Chem. 2001 Dec;9(12):3145-51. doi: 10.1016/s0968-0896(01)00180-8.

Abstract

The appearance multi-drug resistant Mycobacterium tuberculosis (MTB) throughout the world has prompted a search for new, safer and more active agents against tuberculosis. Based on studies of the biosynthesis of mycobacterial cell wall polysaccharides, octyl 5-O-(alpha-D-arabinofuranosyl)-alpha-D-arabinofuranoside analogues were synthesized and evaluated as inhibitors for M. tuberculosis and Mycobacterium avium. A cell free assay system has been used for the evaluation of these disaccharides as substrates for mycobacterial arabinosyltransferase activity.

Publication types

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

MeSH terms

  • Antitubercular Agents / chemistry*
  • Antitubercular Agents / metabolism*
  • Antitubercular Agents / pharmacology
  • Carbohydrate Conformation
  • Disaccharides / chemistry*
  • Disaccharides / metabolism*
  • Disaccharides / pharmacology
  • Drug Evaluation, Preclinical
  • Inhibitory Concentration 50
  • Mycobacterium avium / drug effects
  • Mycobacterium avium / enzymology
  • Mycobacterium tuberculosis / drug effects
  • Mycobacterium tuberculosis / enzymology*
  • Pentosyltransferases / antagonists & inhibitors
  • Pentosyltransferases / metabolism*
  • Structure-Activity Relationship

Substances

  • Antitubercular Agents
  • Disaccharides
  • Pentosyltransferases
  • arabinosyltransferase