Azonazine, a novel dipeptide from a Hawaiian marine sediment-derived fungus, Aspergillus insulicola.

Authors

Quan-Xiang Wu, Lanzhou University, Lanzhou, China
Mitchell S. Crews, University of California Santa Cruz, California, USAFollow
Marija Drašković, University of California Santa Cruz, California, USAFollow
Johann Sohn, University of California Berkeley, California, USAFollow
Tyler A. Johnson, University of California Santa Cruz, California, USAFollow
Karen Tenney, University of California, Santa Cruz
Frederick A. Valeriote, Henry Ford Health System, Detroit, Michigan, USA
Xiao-Jun Yao, Lanzhou University, Lanzhou, China
Leonard F. Bjeldanes, University of California BerkeleyFollow
Phillip Crews, University of California, Santa CruzFollow

Department

Natural Sciences and Mathematics

Document Type

Article

Source

Organic Letters

Publication Date

10-15-2010

ISSN

1523-7052

Volume

12

Issue

20

First Page

4458

Last Page

4461

Abstract

Azonazine, a unique hexacyclic dipeptide, was isolated from a Hawaiian marine sediment-derived fungus eventually identified as Aspergillus insulicola. Its absolute configuration, 2R,10R,11S,19R, was established using NMR, HRESIMS, and CD data plus insights derived from molecular models. A possible route for its biogenesis is proposed, and biological properties were explored against cancer cell lines and in an NFκB inhibition assay.

PubMed ID

20866076

Rights

Copyright © 2010 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.