Synthesis of glucoconjugates of oleanolic acid as inhibitors of glycogen phosphorylase.
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.
Cheng
Keguang
K
PPSM, ENS Cachan, CNRS, UniverSud, 61 av President Wilson, F-94230 CACHAN, France.
Liu
Jun
J
Liu
Xiaofeng
X
Li
Honglin
H
Sun
Hongbin
H
Xie
Juan
J
D003198:Computer Simulation; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D024981:Glycogen Phosphorylase / Q000037:antagonists & inhibitors*; D015394:Molecular Structure; D009828:Oleanolic Acid / Q000737:chemistry*; D013329:Structure-Activity Relationship
D006001:Glycoconjugates; D009828:Oleanolic Acid; D024981:Glycogen Phosphorylase