Vanillic acid derivatives from the green algae Cladophora socialis as potent protein tyrosine phosphatase 1B inhibitors

J Nat Prod. 2007 Nov;70(11):1790-2. doi: 10.1021/np070225o. Epub 2007 Oct 20.

Abstract

A novel vanillic acid derivative (1) and its sulfate adduct (2) were isolated from a green algae, Cladophora socialis. The structures of 1 and 2 were elucidated from NMR and HRESIMS experiments. Both compounds showed potent inhibitory activity against protein tyrosine phosphatase 1B (PTP1B), an enzyme involved in the regulation of insulin cell signaling. Compounds 1 and 2 had IC50 values of 3.7 and 1.7 microM, respectively.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Australia
  • Chlorophyta / chemistry*
  • Inhibitory Concentration 50
  • Insulin / metabolism
  • Molecular Structure
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1 / antagonists & inhibitors*
  • Vanillic Acid* / analogs & derivatives
  • Vanillic Acid* / chemistry
  • Vanillic Acid* / isolation & purification
  • Vanillic Acid* / pharmacology

Substances

  • Insulin
  • Protein Tyrosine Phosphatase, Non-Receptor Type 1
  • Vanillic Acid