Three Sesquiterpenoid Dimers from Chloranthus japonicus: Absolute Configuration of Chlorahololide A and Related Compounds.
Three Sesquiterpenoid Dimers from Chloranthus japonicus: Absolute Configuration of Chlorahololide A and Related Compounds.
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金粟兰的三种倍半萜二聚体：Chlorahololide A 和相关化合物的绝对构型。
DOI：
10.1002/chir.22561
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发表时间：
2016-02
期刊：
影响因子：
2
通讯作者：
Gao, Jin-Ming
中科院分区：
文献类型：
--
作者：
Pescitelli, Gennaro;Ivsic, Trpimir;Zhou, Jun-Hui;Gao, Jin-Ming
从黄花草（Chloranthus japonicus Sieb）中分离到一种新的倍半萜类二聚体，命名为multistalide C(1)，并与两个已知的同系物shizukaols C(2)和D(3)。化合物1-3的结构通过广泛的HR-ESI-MS、1D和2D NMR谱分析得以阐明。化合物1 ~ 3对盐渍对虾幼虫有显著的毒性作用。通过CD/TDDFT计算，确定了1的绝对构型。并对相关化合物氯hololide A进行了重新研究。先前基于激子手性方法的错误应用，对氯戊内酯A和几种相关倍半萜类二聚体的绝对构型进行了分配，这受到了批评。
A novel sesquiterpenoid dimer, named multistalide C (1), together with two known congeners, shizukaols C (2) and D (3), was isolated from the whole plant of Chloranthus japonicus Sieb. The structures of compounds 1-3 were elucidated by extensive HR-ESI-MS, 1D, and 2D NMR spectroscopic analysis. Compounds 1-3 exhibited significant toxic effects on brine shrimp larvae (Artemia salina). The absolute configuration of 1 was established by CD/TDDFT calculations. The related compound chlorahololide A was also reinvestigated. The previous assignment of the absolute configuration of chlorahololide A and several related sesquiterpenoid dimers, based on an incorrect application of the exciton chirality method, is criticized.
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