Trungapeptins A-C, cyclodepsipeptides from the marine cyanobacterium Lyngbya majuscula.

Trungapeptins A-C (1-3) were isolated from the marine cyanobacterium Lyngbya majuscula collected from Trung Province, Thailand. Their gross structures were elucidated by interpretation of spectroscopic data. The absolute configurations of the amino acids and phenyllactic acid were determined by Marfey's and chiral HPLC analyses, respectively. The relative stereochemistry of 3-hydroxy-2-methyl-7-octynoic acid (Hmoya) of trungapeptin A was elucidated by application of the J-based configuration analysis, and its absolute stereochemistry was established to be 2S, 3R by Mosher's method. The structures of compounds 1-3 are closely related to the antanapeptins, a series of depsipeptides isolated from a Madagascan collection of L. majuscula.