Characterization of a Dispiroketal Spirolide Subclass from Alexandrium ostenfeldii

Characterization of a Dispiroketal Spirolide Subclass from Alexandrium ostenfeldii
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DOI:
10.1021/np800795q
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发表时间:
2009-07-01
影响因子:
5.1
通讯作者:
MacKinnon, Shawna L.
MacKinnon, Shawna L.
中科院分区:
生物学2区
文献类型:
--
作者:
Roach, Joy S.;LeBlanc, Patricia;MacKinnon, Shawna L.

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从海洋甲藻亚历山大藻中分离出螺内酯海洋毒素的一个新亚类,以螺内酯 H (1) 和 1 (2) 为代表。螺内酯 H 和 I 在结构上与其他螺内酯不同,因为它们含有 5:6 二螺缩酮环系统,而不是先前分离的螺内酯所特有的三螺缩酮环系统。使用光谱测定和光谱技术的组合来分配结构。先前分离的含有环状亚胺部分的螺内酯在小鼠生物测定中显示出毒性。 Spirolide H 含有该环状亚胺部分,但在小鼠试验中未显示出毒性,这表明环状亚胺部分的存在并不是毒性的唯一结构要求。
A new subclass of spirolide marine toxins, represented by spirolides H (1) and 1 (2), were isolated from the marine dinoflagellate Alexandrium ostenfeldii. Spirolides H and I are structurally distinct from other spirolides in that they contain a 5:6 dispiroketal ring system rather than the trispiroketal ring system characteristic of previously isolated spirolides. The structures were assigned using a combination of spectrometric and spectroscopic techniques. Previously isolated spirolides containing a cyclic imine moiety showed toxicity in the mouse bioassay. Spirolide H contains this cyclic imine moiety but does not show toxicity in the mouse assay, Suggesting that the presence of the cyclic imine moiety is not the only structural requirement for toxicity.