The Chemistry of Lissoclinum Patella

✍ Scribed by David F. Sesin; Simon J. Gaskell; Chris M. Ireland

• Publisher: Wiley (John Wiley & Sons)
• Year: 2010
• Weight: 577 KB
• Volume: 95
• Category: Article
• ISSN: 0037-9646
• DOI: 10.1002/bscb.19860950911

✦ Synopsis

terized by the presence of thiazole amino acids. Detailed analysis of 2D COSY 45 NMR data for the Lissoclinum peptides revealed homoallylic coupling between the a-amino protons both through the peptide bonds and the oxazoline rings. This data was used to reassign the structures of the patellamides A-C, and to assign structures to three new metabolites prelissoclinamide-2, prepatellamide -B-formate and preulicyclamide.

Lissoclinum patella is the source of a family of cyclic peptides charac-

The tunicates commonly called sea squirts, because many species expel streams of water through a siphon, are members of the phylum Chordata; sub-