Monoterpenoid Indole Alkaloids Bearing an N4-Iridoid from Gelsemium elegans

Monoterpenoid Indole Alkaloids Bearing an N4-Iridoid from Gelsemium elegans
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DOI:
10.1002/asia.200800021
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发表时间:
2008-01-01
影响因子:
4.1
通讯作者:
Yue, Jian-Min
Yue, Jian-Min
中科院分区:
化学3区
文献类型:
--
作者:
Yin, Sheng;He, Xiu-Feng;Yue, Jian-Min

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从钩吻的茎和叶中分离出五种新生物碱:钩吻碱 A-D (1-4) 和人藤碱 N-4-氧化物 (5)。化合物 1-4 代表一类罕见的单萜吲哚生物碱,带有 N-4-环烯醚萜单元。通过光谱分析、单晶X射线衍射和化学关联确定了1-5的结构,并通过CD分析阐明了它们的绝对构型。还假设了生物碱 1-5 的合理生物遗传途径。
Five new alkaloids, gelseganines A-D (1-4) and humantenine N-4-oxide (5), were isolated from the stems and leaves of Gelsemium elegans. Compounds 1-4 represent a rare class of monoterpenoid indole alkaloids that bear an N-4-iridoid unit. The structures of 1-5 were determined by spectroscopic analysis, single-crystal X-ray diffraction, and chemical correlation, and their absolute configurations were elucidated by CD analysis. A plausible biogenetic pathway for alkaloids 1-5 was also postulated.