Synthesis and antihyperglycemic activity of phenolic C-glycosides

Bioorg Med Chem Lett. 2011 Jan 1;21(1):228-33. doi: 10.1016/j.bmcl.2010.11.031. Epub 2010 Nov 11.

Abstract

Various phenolic C-glycosides were evaluated for their in vitro and in vivo antihyperglycemic activity employing glucose uptake by rat muscle cell lines (L-6) and low dosed-streptozotocin-induced diabetic rats, respectively. Some of phenolic C-glycosides were isolated from Pterocarpus marsupium and Ulmus wallichiana and other were synthesized by unprotected sugar and phloroacetophenone using Sc(OTf)(3) in aqueous ethanol. Eight among tested compounds showed significant lowering of blood glucose level on low dosed-streptozotocin-induced diabetic rats. The compound 24 lowered the blood glucose levels by 34.9% and 33.6% during 0-5h and 0-24h, respectively, at the dose of 25mg/kg body weight which is comparable to standard antidiabetic drug metformin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Blood Glucose / metabolism
  • Cell Line
  • Chalcones / chemistry*
  • Chalcones / isolation & purification
  • Chalcones / therapeutic use
  • Diabetes Mellitus, Experimental / chemically induced
  • Diabetes Mellitus, Experimental / drug therapy
  • Glucosides / chemical synthesis
  • Glucosides / chemistry*
  • Glucosides / therapeutic use
  • Hypoglycemic Agents / chemical synthesis*
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / therapeutic use
  • Phenols / chemistry*
  • Pterocarpus / chemistry
  • Rats
  • Structure-Activity Relationship
  • Ulmus / chemistry

Substances

  • Blood Glucose
  • Chalcones
  • Glucosides
  • Hypoglycemic Agents
  • Phenols