Symbiodinolide, a novel polyol macrolide that activates N-type Ca2+ channel, from the symbiotic marine dinoflagellate Symbiodinium sp.
Symbiodinolide, a novel polyol macrolide that activates N-type Ca2+ channel, from the symbiotic marine dinoflagellate Symbiodinium sp.
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DOI：
10.1016/j.tet.2007.02.093
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发表时间：
2007-07-02
期刊：
影响因子：
2.1
通讯作者：
Uemura, Daisuke
中科院分区：
文献类型：
--
作者：
Kita, Masaki;Ohishi, Nao;Uemura, Daisuke
从共生甲藻Symbiodinium sp.中分离出一种分子量为2859 μ的62元新型多元醇大环内酯，即共生藻。共生藻在7 nM时表现出有效的电压依赖性N-型Ca 2+通道开放活性，在2.5 μ M时可立即使体腔扁形虫Amphiscolops sp.的组织表面破裂。通过光谱分析和使用第二代Grubbs催化剂的水解和乙烯醇分解等化学降解，阐明了共生藻的平面结构。共生藻被发现是虫黄藻毒素的结构同源物。建立了共生菌C26-C32、C44-C51和C64-C66部分的相对立体化学和C69-73、C83-C103和C30-C180部分的绝对立体化学。(c)2007爱思唯尔有限公司保留所有权利。
A 62-membered novel polyol macrolide with a molecular weight of 2859 mu, symbiodinolide, was isolated from the symbiotic dinoflagellate Symbiodinium sp. Symbiodinolide exhibited a potent voltage-dependent N-type Ca2+ channel-opening activity at 7 nM and immediately ruptured the tissue surface of the acoel flatworm Amphiscolops sp. at 2.5 mu M. The planar structure of symbiodinolide was elucidated by spectroscopic analysis and chemical degradations including hydrolysis and ethenolysis using the second-generation Grubbs' catalyst. Symbiodinolide was found to be a structural congener of zooxanthellatoxins. The relative stereochemistries of C26-C32, C44-C51, and C64-C66 parts, and the absolute stereochemistries of C69-73, C83-C103, and C30-C180 parts in symbiodinolide were established. (c) 2007 Elsevier Ltd. All rights reserved.