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A Polyol-Polyol Super-Carbon-Chain Compound Containing Thirty-Six Carbon Stereocenters from the Dinoflagellate

机译:含有来自Dinoflagelate的三十六个碳立体封闭物的多元醇 - 多元醇超碳链化合物

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摘要

A super-carbon-chain compound, named gibbosol C, featuring a polyoxygenated C70-linear-carbon-chain backbone encompassing two acyclic polyol chains, was obtained from the South China Sea dinoflagellate Amphidinium gibbosum. Its planar structure was elucidated by extensive NMR investigations, whereas its absolute configurations, featuring the presence of 36 carbon stereocenters and 30 hydroxy groups, were successfully established by comparison of NMR data of the ozonolyzed products with those of gibbosol A, combined with J-based configuration analysis, Kishi’s universal NMR database, and the modified Mosher’s MTPA ester method. Multi-segment modification was revealed as the smart biosynthetic strategy for the dinoflagellate to create remarkable super-carbon-chain compounds with structural diversity.
机译:从南海丁胺氨基甲酸氨酚甘露氨素Gibbosum获得了包括两个无循环多元醇链的聚氧化C70-线性 - 碳链骨架的超碳链化合物。通过广泛的NMR调查阐明了其平面结构,而其绝对构型具有36个碳直封塞和30个羟基的存在,并通过与Gibbosol A的臭氧水解的NMR数据进行了比较,结合了J-and配置分析,Kishi的Universal NMR数据库和改进的Mosher的MTPA酯方法。揭示了多段修改作为Dinoflagellate的智能生物合成策略,以产生具有结构多样性的显着超碳链化合物。

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