The aignopsanes, a new class of sesquiterpenes from selected chemotypes of the sponge Cacospongia mycofijiensis.

Authors

Tyler A. Johnson, University of California, Santa Cruz, California, USAFollow
Taro Amagata, University of California, Santa Cruz, California, USAFollow
Koneni V. Sashidhara, University of California, Santa Cruz, California, USA
Allen G. Oliver, University of California, Santa Cruz, California, USA
Karen Tenney, University of California, Santa Cruz, California, USAFollow
Teatulohi Matainaho, University of Papua New Guinea, National Captical District, Papua New Guinea
Kenny Kean-Hooi Ang, University of California, San Francisco
James H McKerrow, University of California, San Francisco
Phillip Crews, University of California, Santa CruzFollow

Department

Natural Sciences and Mathematics

Document Type

Article

Source

Organic Letters

Publication Date

5-7-2009

ISSN

1523-7052

Volume

11

Issue

9

First Page

1975

Last Page

1978

Abstract

A survey of individual specimens of northern Papua New Guinea derived Cacospongia mycofijiensis has yielded novel sesquiterpenes, aignopsanoic acid A (1), methyl aignopsanoate A (2), and isoaignopsanoic acid A (3). The structures and absolute configurations of 1-3 were established using NMR data, X-ray crystallography results, and an analysis of CD properties. Two of these metabolites, 1 and 2, were moderately active against Trypanosoma brucei, the parasite responsible for sleeping sickness.

PubMed ID

19385671

Rights

Copyright © 2009 American Chemical Society

Publisher's Statement

This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher.