Spirastrellolide B reveals the absolute configuration of the spirastrellolide macrolide core.

Spirastrellolide B reveals the absolute configuration of the spirastrellolide macrolide core.
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DOI:
10.1021/ja068271i
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发表时间:
2007-01
影响因子:
15
通讯作者:
K. Warabi;David E. Williams;B. Patrick;M. Roberge;R. Andersen
K. Warabi;David E. Williams;B. Patrick;M. Roberge;R. Andersen
中科院分区:
化学1区
文献类型:
--
作者:
K. Warabi;David E. Williams;B. Patrick;M. Roberge;R. Andersen

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从多米尼加采集的海绵螺旋藻提取物中分离得到新的大环内酯化合物螺内酯B(5)。螺内酯B的化学转化已将其转化为具有截短侧链的含溴晶体衍生物8。8的单晶X射线衍射分析表明,螺内酯B的大环内酯核的绝对构型为3R,7S,9S,11S,13R,14S,17S,20S,21R,22S,23S,24S,27R,29S,31R,34S,35R,37S,38S。
The new macrolide spirastrellolide B (5) has been isolated from extracts of the marine sponge Spirastrella coccinea collected in Dominica. Chemical transformations of spirastrellolide B have converted it to a bromine-containing crystalline derivative 8 that has a truncated side chain. Single-crystal X-ray diffraction analysis of the derivative 8 has revealed the absolute configuration of the macrolide core of spirstrellolide B to be 3R,7S,9S,11S,13R,14S,17S,20S,21R, 22S,23S,24S,27R,29S,31R,34S,35R,37S,38S.