Identification of 5-arylidene-4-thiazolidinone derivatives endowed with dual activity as aldose reductase inhibitors and antioxidant agents for the treatment of diabetic complications

Eur J Med Chem. 2011 Jul;46(7):2797-806. doi: 10.1016/j.ejmech.2011.03.068. Epub 2011 Apr 8.

Abstract

In continuing the search for more effective 5-arylidene-4-thiazolidinones as aldose reductase inhibitors, a new set of suitably substituted compounds (4, 5 and 8) was explored. Acetic acids 5, particularly 5a and 5h, proved to be interesting inhibitors of the enzyme as well as excellent antioxidant agents that are potentially able to counteract the oxidative stress associated with both diabetic complications as well as other pathologies. Molecular docking experiments supported SAR studies.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetates / chemistry
  • Aldehyde Reductase / antagonists & inhibitors*
  • Aldehyde Reductase / chemistry
  • Animals
  • Antioxidants / chemical synthesis*
  • Antioxidants / pharmacology
  • Cattle
  • Diabetes Complications / prevention & control
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology
  • Humans
  • Molecular Docking Simulation
  • Oxidative Stress / drug effects
  • Structure-Activity Relationship
  • Thiazolidinediones / chemical synthesis*
  • Thiazolidinediones / pharmacology

Substances

  • Acetates
  • Antioxidants
  • Enzyme Inhibitors
  • Thiazolidinediones
  • Aldehyde Reductase