Synthesis of glucoconjugates of oleanolic acid as inhibitors of glycogen phosphorylase

Carbohydr Res. 2009 May 12;344(7):841-50. doi: 10.1016/j.carres.2009.02.012. Epub 2009 Feb 14.


Synthesis and biological evaluation of glucoconjugates of oleanolic acid, linked by either a triazole moiety or an ester function, as novel inhibitors of glycogen phosphorylase have been described. Several triterpene-glycoside conjugates exhibited moderate-to-good inhibitory activity against rabbit muscle GPa. Compound 12 showed the best inhibition with an IC(50) value of 1.14 microM. Structure-activity relationship (SAR) analysis of these inhibitors is also discussed. Possible binding modes of compound 12 were explored by molecular docking simulations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Computer Simulation
  • Glycoconjugates / chemical synthesis*
  • Glycoconjugates / chemistry
  • Glycoconjugates / pharmacology*
  • Glycogen Phosphorylase / antagonists & inhibitors*
  • Molecular Structure
  • Oleanolic Acid / chemistry*
  • Structure-Activity Relationship


  • Glycoconjugates
  • Oleanolic Acid
  • Glycogen Phosphorylase