Synthesis of symmetrical C- and pseudo-symmetrical O-linked disaccharide analogs for arabinosyltransferase inhibitory activity in Mycobacterium tuberculosis

Bioorg Med Chem Lett. 2007 Aug 15;17(16):4527-30. doi: 10.1016/j.bmcl.2007.05.099. Epub 2007 Jun 6.


Herein we report the synthesis of symmetrical C-linked and pseudo-symmetrical O-linked disaccharides structurally related to Araf motifs present in the cell wall of MTB. Their activity in a competition-based arabinosyltransferase assay using [14C]-DPA as the glycosyl donor is also presented. In addition, in vitro inhibitory activity for the disaccharides was determined in a colorimetric broth microdilution assay system against MTB H37Ra and Mycobacterium avium.

Publication types

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

MeSH terms

  • Antitubercular Agents / chemical synthesis*
  • Antitubercular Agents / pharmacology
  • Disaccharides / chemical synthesis*
  • Disaccharides / pharmacology*
  • Mycobacterium tuberculosis / enzymology*
  • Pentosyltransferases / antagonists & inhibitors*


  • Antitubercular Agents
  • Disaccharides
  • Pentosyltransferases
  • arabinosyltransferase