Aplysamine 6, an alkaloidal inhibitor of Isoprenylcysteine carboxyl methyltransferase from the sponge Pseudoceratina sp

Malcolm S Buchanan; Anthony R Carroll; Gregory A Fechner; Anthony Boyle; Moana Simpson; Rama Addepalli; Vicky M Avery; John N A Hooper; Tony Cheung; Huwei Chen; Ronald J Quinn

doi:10.1021/np0706623

Aplysamine 6, an alkaloidal inhibitor of Isoprenylcysteine carboxyl methyltransferase from the sponge Pseudoceratina sp

J Nat Prod. 2008 Jun;71(6):1066-7. doi: 10.1021/np0706623. Epub 2008 Apr 5.

Authors

Malcolm S Buchanan¹, Anthony R Carroll, Gregory A Fechner, Anthony Boyle, Moana Simpson, Rama Addepalli, Vicky M Avery, John N A Hooper, Tony Cheung, Huwei Chen, Ronald J Quinn

Affiliation

¹ Eskitis Institute, Griffith University, Brisbane, Queensland 4111.

PMID: 18393464
DOI: 10.1021/np0706623

Abstract

The anticancer target isoprenylcysteine carboxyl methyltransferase (Icmt) was the focus of a natural product high-throughput screening campaign. The Australian marine sponge Pseudoceratina sp. yielded aplysamine 6, a new bromotyrosine derivative with an alpha,beta-unsaturated amide linkage, as the bioactive constituent. Its structure was determined by 1D and 2D NMR spectroscopy.

Publication types

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

MeSH terms

Animals
Australia
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Porifera / chemistry*
Protein Methyltransferases / antagonists & inhibitors*
Tyrosine / analogs & derivatives*
Tyrosine / chemistry
Tyrosine / isolation & purification
Tyrosine / pharmacology

Substances

aplysamine 6
bromotyrosine
Tyrosine
Protein Methyltransferases
protein-S-isoprenylcysteine O-methyltransferase