Journal
ORGANIC LETTERS
Volume 10, Issue 5, Pages 789-792Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol702946d
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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 mu M.
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