Tyrosine kinase inhibitors from the rainforest tree Polyscias murrayi

Malcolm S Buchanan; Anthony R Carroll; Annette Edser; John Parisot; Rama Addepalli; Ronald J Quinn

doi:10.1016/j.phytochem.2004.12.022

Tyrosine kinase inhibitors from the rainforest tree Polyscias murrayi

Phytochemistry. 2005 Feb;66(4):481-5. doi: 10.1016/j.phytochem.2004.12.022.

Authors

Malcolm S Buchanan¹, Anthony R Carroll, Annette Edser, John Parisot, Rama Addepalli, Ronald J Quinn

Affiliation

¹ Natural Product Discovery, Eskitis Institute, Griffith University, Brisbane, Qld. 4111, Australia.

PMID: 15694455
DOI: 10.1016/j.phytochem.2004.12.022

Abstract

A series of 3-(4-hydroxyphenyl) propanoic acid derivatives, which inhibit Itk (interleukin-2 inducible T-cell kinase), a Th2-cell target, were isolated from the Australian rainforest tree Polyscias murrayi. The new compound 3-(4-hydroxyphenyl) propionyl choline and a 2:1 mixture of the new compounds 3,4-di-O-3-(4-hydroxyphenyl) propionyl-1,5-dihydroxycyclohexanecarboxylic acid and 3,5-di-O-3-(4-hydroxyphenyl) propionyl-1,4-dihydroxycyclohexanecarboxylic acid were isolated along with two known compounds 3-(4-hydroxyphenyl) propanoic acid and 3-(3,4-hydroxyphenyl) propanoic acid. Their structures were determined by 1D and 2D NMR spectroscopy. The assay results suggest that both the 3-(4-hydroxyphenyl) propanoate and carboxyl moieties contribute to Itk activity of the compounds.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Araliaceae / chemistry*
Inhibitory Concentration 50
Magnetic Resonance Spectroscopy
Molecular Structure
Protein Kinase Inhibitors / chemistry*
Protein Kinase Inhibitors / isolation & purification
Protein Kinase Inhibitors / pharmacology*
Protein-Tyrosine Kinases / antagonists & inhibitors*
Protein-Tyrosine Kinases / metabolism
Rain
Trees / chemistry*

Substances

Protein Kinase Inhibitors
Protein-Tyrosine Kinases