Design, synthesis, biological evaluation and docking studies of pterostilbene analogs inside PPARalpha

Bioorg Med Chem. 2008 Apr 1;16(7):3800-8. doi: 10.1016/j.bmc.2008.01.051. Epub 2008 Jan 31.

Abstract

Pterostilbene, a naturally occurring analog of resveratrol, has previously shown PPARalpha activation in H4IIEC3 cells and was found to decrease cholesterol levels in animals. In this study, analogs of pterostilbene were synthesized and their ability to activate PPARalpha was investigated. Among analogs that was synthesized (E)-4-(3,5-dimethoxystyryl)phenyl dihydrogen phosphate showed activity higher than pterostilbene and control drug ciprofibrate. Docking of the stilbenes inside PPARalpha showed the presence of important hydrogen bond interactions for PPARalpha activation.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Cell Line, Tumor
  • Drug Design*
  • Ligands
  • Models, Molecular
  • Molecular Structure
  • PPAR alpha / chemistry
  • PPAR alpha / metabolism*
  • Protein Binding
  • Rats
  • Resveratrol
  • Stilbenes / chemical synthesis*
  • Stilbenes / chemistry
  • Stilbenes / pharmacology*

Substances

  • Ligands
  • PPAR alpha
  • Stilbenes
  • pterostilbene
  • Resveratrol