Article

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

Institute for Molecular Bioscience, The University of Queensland, St Lucia, Queensland, Australia.
Organic & Biomolecular Chemistry (impact factor: 3.7). 08/2008; 6(15):2765-71. DOI:10.1039/b803455a pp.2765-71
Source: PubMed

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.

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Keywords

cytotoxic agents trachycladindoles A-G
 
future investigation
 
human cancer cell lines
 
Preliminary structure activity relationship
 
promising selective cytotoxicity
 
southern Australian marine sponge
 
spectroscopic analysis
 
structural features key
 
structures
 
trachycladindoles
 
unusual bioactive molecular motif deserving