Beta-C-glycosiduronic acids and beta-C-glycosyl compounds: new PTP1B inhibitors.
Beta-C-glycosiduronic acid quinones and beta-C-glycosyl compounds have been synthesized as sugar-based PTP1B inhibitors. Benzoyl protected quinone derivatives (14 and 35) as well as aryl beta-C-glycosyl compounds (18, 22, 23 and 34) showed IC(50) values of 0.77-5.27 microM against PTP1B, with compounds 18 and 23 bearing an acidic function being the most potent.
Lin
Li
L
PPSM, ENS Cachan, CNRS, UniverSud, 61 av President Wilson, F-94230 Cachan, France.
Shen
Qiang
Q
Chen
Guo-Rong
GR
Xie
Juan
J
D002241:Carbohydrates / Q000737:chemistry; D002626:Chemistry, Pharmaceutical / Q000379:methods; D003920:Diabetes Mellitus / Q000188:drug therapy; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry* / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D008956:Models, Chemical; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1 / Q000037:antagonists & inhibitors*; D011809:Quinones / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014574:Uronic Acids / Q000737:chemistry
D002241:Carbohydrates; D004791:Enzyme Inhibitors; D006027:Glycosides; D011809:Quinones; D014574:Uronic Acids; D054562:Protein Tyrosine Phosphatase, Non-Receptor Type 1