Viridamides A and B, Lipodepsipeptides with Antiprotozoal Activity from the Marine Cyanobacterium Oscillatoria nigro-viridis

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• 作者：T. Luke Simmons ; Niclas Engene ; Luis David Ureñ ; a ; Luz I. Romero ; Eduardo Ortega-Barrí ; a ; Lena Gerwick ; William H. Gerwick
• 刊名：Journal of Natural Products
• 出版年：2008
• 出版时间：September 26, 2008
• 年：2008
• 卷：71
• 期：9
• 页码：1544-1550
• 全文大小：197K
• 年卷期：v.71,no.9(September 26, 2008)
• ISSN：1520-6025

文摘

Parallel chemical and phylogenetic investigation of a marine cyanobacterium from Panama led to the isolation of two new PKS-NRPS-derived compounds, viridamides A and B. Their structures were determined by NMR and mass spectroscopic methods, and the absolute configurations assigned by Marfey’s method and chiral HPLC analysis. In addition to six standard, <i>Ni>-methylated amino and hydroxy acids, these metabolites contained the structurally novel 5-methoxydec-9-ynoic acid moiety and an unusual proline methyl ester terminus. Morphologically, this cyanobacterium was identified as <i>Oscillatoria nigro-viridisi>, and its 16S rDNA sequence is reported here for the first time. Phylogenetic analysis of these sequence data has identified <i>O. nigro-viridisi> strain OSC3L to be closely related to two other marine cyanobacterial genera, <i>Trichodesmiumi> and <i>Blennothrixi>. Viridamide A showed antitrypanosomal activity with an IC₅₀ of 1.1 μM and antileishmanial activity with an IC₅₀ of 1.5 μM.