Porpoisamides A and B, two novel epimeric cyclic depsipeptides from a Florida Keys collection of Lyngbya sp.

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• 作者：Theresa  ; Meickle^a ;   ; ^b ; Sarath P.  ; Gunasekera^a ; Yanxia  ; Liu^c ; Hendrik  ; Luesch^c ; Valerie J.  ; Paul^a ;   ; ^paul@si.edu
• 关键词：Cyanobacteria ; Lyngbya majuscula ; Depsipeptides ; Porpoisamide
• 刊名：Bioorganic and Medicinal Chemistry
• 出版年：2011
• 出版时间：15 November 2011
• 年：2011
• 卷：19
• 期：22
• 页码：6576-6580
• 全文大小：235 K

文摘

NMR-guided fractionation of a non-polar extract of a Florida Keys collection of Lyngbya sp. resulted in the isolation of two novel epimeric cyclic depsipeptides, porpoisamides A (1) and B (2). The planar structures of these compounds were determined using NMR spectroscopic techniques. The absolute configurations of amino and hydroxy acid subunits were assigned by enantioselective HPLC analysis. These compounds showed weak cytotoxicity towards HCT-116 colorectal carcinoma and U2OS osteosarcoma cells. The porpoisamides are a unique pair of cyclic depsipeptides that are epimeric at C-2 of the ¦Â-amino acid, 3-amino-2-methyloctanoic acid.