Synthesis of 1,2,3-triazole linked galactopyranosides and evaluation of cholera toxin inhibition

Org Biomol Chem. 2011 Dec 21;9(24):8465-74. doi: 10.1039/c1ob06317k. Epub 2011 Nov 3.

Abstract

We report the synthesis of a series of bivalent 1,2,3-triazole linked galactopyranosides as potential inhibitors of cholera toxin (CT). The inhibitory activity of the bivalent series was examined (ELISA) and the series showed low inhibitory activity (millimolar IC(50)s). Conversely, the monomeric galactotriazole analogues were strong inhibitors of cholera toxin (IC(50) = 71-75 μM).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cholera Toxin / antagonists & inhibitors*
  • Galactose / chemistry*
  • Molecular Structure
  • Stereoisomerism
  • Triazoles / chemical synthesis
  • Triazoles / chemistry
  • Triazoles / pharmacology*

Substances

  • Triazoles
  • Cholera Toxin
  • Galactose