Inhibition of protein phosphatases by Michael adducts of ascorbic acid analogues with alpha,beta-unsaturated carbonyl compounds

Bioorg Med Chem. 2000 Apr;8(4):807-13. doi: 10.1016/s0968-0896(00)00013-4.

Abstract

By investigating the stereospecific Michael reaction of derivatives of ascorbic acid with acrolein we obtained a novel class of protein Ser/Thr phosphatase inhibitors. The inhibitory effect of the Michael adducts was examined using the canonical protein phosphatases type 1, 2A and 2B. Of the isozymes examined the type 1 isoform was strongly inhibited.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrolein / chemistry*
  • Ascorbic Acid / analogs & derivatives*
  • Ascorbic Acid / chemistry
  • Ascorbic Acid / pharmacology
  • Phosphoprotein Phosphatases / antagonists & inhibitors*
  • Spectrum Analysis

Substances

  • Acrolein
  • Phosphoprotein Phosphatases
  • Ascorbic Acid