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

Yunjiang Feng; Anthony R Carroll; Rama Addepalli; Gregory A Fechner; Vicky M Avery; Ronald J Quinn

doi:10.1021/np070225o

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.

Authors

Yunjiang Feng¹, Anthony R Carroll, Rama Addepalli, Gregory A Fechner, Vicky M Avery, Ronald J Quinn

Affiliation

¹ Natural Product Discovery, Eskitis Institute for Cell and Molecular Therapies, Griffith University, Nathan, Qld 4111, Australia.

PMID: 17949055
DOI: 10.1021/np070225o

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