Issue 15, 2008

Trachycladindoles A–G: cytotoxic heterocycles from an Australian marine sponge, Trachycladus laevispirulifer

Abstract

A southern Australian marine sponge, Trachycladus laevispirulifer, yielded the cytotoxic agents trachycladindoles A–G (1–7) as a selection of novel indole-2-carboxylic acids bearing a 2-amino-4,5-dihydroimidazole moiety. The trachycladindoles displayed promising selective cytotoxicity against a panel of human cancer cell lines and their structures were assigned on the basis of detailed spectroscopic analysis. Preliminary structure activity relationship (SAR) investigations by co-metabolite defined structural features key to the trachycladindole pharmacophore, highlighting an unusual bioactive molecular motif deserving of future investigation.

Graphical abstract: Trachycladindoles A–G: cytotoxic heterocycles from an Australian marine sponge, Trachycladus laevispirulifer

Supplementary files

Article information

Article type
Paper
Submitted
28 Feb 2008
Accepted
08 May 2008
First published
29 May 2008

Org. Biomol. Chem., 2008,6, 2765-2771

Trachycladindoles A–G: cytotoxic heterocycles from an Australian marine sponge, Trachycladus laevispirulifer

R. J. Capon, C. Peng and C. Dooms, Org. Biomol. Chem., 2008, 6, 2765 DOI: 10.1039/B803455A

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