Zooxanthellamide D, a polyhydroxy polyene amide from a marine dinoflagellate, and chemotaxonomic perspective of the Symbiodinium polyols
Zooxanthellamide D, a polyhydroxy polyene amide from a marine dinoflagellate, and chemotaxonomic perspective of the Symbiodinium polyols
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DOI：
10.1021/np060596p
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发表时间：
2007-03-01
影响因子：
5.1
通讯作者：
Ojika, Makoto
中科院分区：
文献类型：
--
作者：
Fukatsu, Takuya;Onodera, Ken-ichi;Ojika, Makoto
从共生甲藻属（Symbiodinium）中分离得到一种长链多羟基多烯酰胺化合物Zooxanthellamide D（ZAD-D，1，C54 H83 NO19）。ZAD-D（1）是一种多羟基酰胺，由一个C-22-酸部分和一个C-32-胺部分组成，含有三个四氢吡喃环和六个分离的丁二烯发色团。四氢吡喃环系统的相对立体化学是通过NMR技术阐明的。该代谢产物对两种人肿瘤细胞系显示出中度细胞毒性。共生甲藻的系统发育树已更新，并与迄今分离的多元醇的共生甲藻，zooxanthellatoxins和zooxanthellamides的结构进行了比较，提供了一个有前途的化学分类学的角度，这种形态上难以区分的甲藻的分类。
A long-chain polyhydroxy polyene amide, zooxanthellamide D (ZAD-D, 1, C54H83NO19), was isolated from a cultured marine dinoflagellate of the genus Symbiodinium. ZAD-D (1) is a polyhydroxy amide consisting of a C-22-acid part and a C-32-amine part and furnishes three tetrahydropyran rings and six isolated butadiene chromophores. The relative stereochemistry of the tetrahydropyran ring systems was elucidated by NMR techniques. This metabolite showed moderate cytotoxicity against two human tumor cell lines. A phylogenetic tree of Symbiodinium has been updated and compared with the structures of the hitherto isolated polyols of Symbiodinium, zooxanthellatoxins and zooxanthellamides, providing a promising chemotaxonomic perspective for the classification of this morphologically indistinguishable dinoflagellate.