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来自海洋海绵Psammoclemma sp.的独特多烯酰胺、克拉瑞酰胺A及三种新衍生物的结构研究与抗真菌活性

Structural studies and antifungal activity of unique polyene amides, clathrynamide A and three new derivatives, from a marine sponge, Psammoclemma sp.

作者信息

Ojika Makoto, Itou Yu, Sakagami Youji

机构信息

Graduate School of Bioagricultural Sciences, Nagoya University, Japan.

出版信息

Biosci Biotechnol Biochem. 2003 Jul;67(7):1568-73. doi: 10.1271/bbb.67.1568.

DOI:10.1271/bbb.67.1568
PMID:12913302
Abstract

Known polyene amide, clathrynamide A, and three novel related metabolites, debromoclathrynamide A, (4E,6E)-debromoclathrynamide A and (6E)-clathrynamide A, were isolated from an Okinawan marine sponge, Psammoclemma sp. The absolute stereochemistry of clathrynamide A was determined to be 3R,12R by the modified Mosher method. The structures of the three new compounds were elucidated by spectroscopic analyses as debromo derivatives and geometrical isomers. Their antifungal activities were also evaluated with a phytopathogenic fungus, indicating that both the bromine atom and double-bond geometry affected the activity.

摘要

从冲绳海洋海绵Psammoclemma sp.中分离出已知的多烯酰胺、克拉瑟酰胺A以及三种新型相关代谢产物,即脱溴克拉瑟酰胺A、(4E,6E)-脱溴克拉瑟酰胺A和(6E)-克拉瑟酰胺A。采用改良的莫舍尔方法确定克拉瑟酰胺A的绝对立体化学结构为3R,12R。通过光谱分析阐明了这三种新化合物为脱溴衍生物和几何异构体。还使用一种植物病原真菌评估了它们的抗真菌活性,结果表明溴原子和双键几何结构均影响活性。

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