Isolation and Structures of Pipecolidepsins A and B, Cytotoxic Cyclic Depsipeptides from the Madagascan Sponge Homophymia lamellosa

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• 作者：Laura Coello ; Fernando Reyes ; Mar铆a Jes煤s Mart铆n ; Carmen Cuevas ; Rogelio Fern谩ndez
• 刊名：Journal of Natural Products
• 出版年：2014
• 出版时间：February 28, 2014
• 年：2014
• 卷：77
• 期：2
• 页码：298-303
• 全文大小：234K
• 年卷期：v.77,no.2(February 28, 2014)
• ISSN：1520-6025

文摘

Two new cyclic depsipeptides, pipecolidepsins A and B (1 and 2), have been isolated from the sponge Homophymia lamellosa collected off the coast of Madagascar. Their structures were determined by a combination of NMR experiments and by LC-MS analysis of the amino acid fragments obtained by hydrolysis and derivatization using Marfey鈥檚 reagent. In addition to several common amino acids, these peptides contain unusual residues, including 2-amino-3-hydroxy-4,5-dimethylhexanoic acid, 3-ethoxyasparagine, 3,4-dimethylglutamine, 4,7-diamino-2,3-dihydroxy-7-oxoheptanoic acid, and 3-hydroxyaspartic acid as well as a terminal 3-hydroxy-2,4,6-trimethylheptanoic acid residue. Pipecolidepsins A and B displayed cytotoxic activity against a panel of different human tumor cell lines.