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  • Title: Total structure determination of grassypeptolide, a new marine cyanobacterial cytotoxin.
    Author: Kwan JC, Rocca JR, Abboud KA, Paul VJ, Luesch H.
    Journal: Org Lett; 2008 Mar 06; 10(5):789-92. PubMed ID: 18220404.
    Abstract:
    A collection of the cyanobacterium Lyngbya confervoides off Grassy Key in Florida yielded grassypeptolide (1), a 31-membered macrocyclic depsipeptide with unusually high D-amino acid content, two thiazolines, and one beta-amino acid. We report the rigorous 3D structure determination and conformational analysis in solution and solid state by NMR, MS, X-ray crystallography, chemical degradation, and molecular modeling involving distance geometry and restrained molecular dynamics. Grassypeptolide (1) inhibited cancer cell growth with IC50 values from 1.0 to 4.2 microM.
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