Benzamide derivatives as dual-action hypoglycemic agents that inhibit glycogen phosphorylase and activate glucokinase

Bioorg Med Chem. 2009 Oct 15;17(20):7301-12. doi: 10.1016/j.bmc.2009.08.045. Epub 2009 Aug 24.

Abstract

A series of benzamide derivatives which can simultaneously inhibit glycogen phosphorylase (GP) and activate glucokinase (GK) were prepared and evaluated. The structure-activity relationships (SAR) of these compounds were also presented. Among these, compounds 12, 13l, 13q, and 13v showed moderate activities towards both GK and GP. Compound 13h inhibited hLGP with an IC(50) of 8.95 microM and activated GK with an EC(50) of 1.87 microM. The possible binding modes of compounds 12, 13l, 13h, and 13q with GP and GK were also explored by molecular docking simulation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzamides / chemistry
  • Benzamides / pharmacology*
  • Enzyme Activation
  • Glucokinase / metabolism*
  • Glycogen Phosphorylase / antagonists & inhibitors*
  • Humans
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / pharmacology*
  • Structure-Activity Relationship

Substances

  • Benzamides
  • Hypoglycemic Agents
  • benzamide
  • Glycogen Phosphorylase
  • Glucokinase