19-epi-okadaic acid, a novel protein phosphatase inhibitor with enhanced selectivity

Org Lett. 2007 Aug 2;9(16):3045-8. doi: 10.1021/ol071099i. Epub 2007 Jul 14.

Abstract

A new protein phosphatase inhibitor, 19-epi-okadaic acid, was isolated from the marine dinoflagellate Prorocentrum belizeanum. Its structure and conformation in solution has been determined, and important differences were found when compared with the lead compound okadaic acid. The new metabolite showed nanomolar activities, and its selectivity for PP2A versus PP1 surpasses that shown by okadaic acid 10-fold, making it one of the most selective inhibitors of this class.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Crystallography, X-Ray
  • Dinoflagellida / chemistry*
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / isolation & purification*
  • Enzyme Inhibitors / pharmacology*
  • Molecular Conformation
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Okadaic Acid / analogs & derivatives
  • Okadaic Acid / chemistry
  • Okadaic Acid / isolation & purification*
  • Okadaic Acid / pharmacology
  • Phosphoprotein Phosphatases / antagonists & inhibitors*

Substances

  • 19-epi-okadaic acid
  • Enzyme Inhibitors
  • Okadaic Acid
  • Phosphoprotein Phosphatases