Six new monoterpenoid indole alkaloids from the aerial part of Gelsemium elegans

Six new monoterpenoid indole alkaloids from the aerial part of Gelsemium elegans
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钩吻地上部分的六种新单萜吲哚生物碱

DOI:
10.1016/j.tet.2011.05.026
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发表时间:
2011-07-01
期刊:
影响因子:
2.1
通讯作者:
Ye, Wen-Cai
Ye, Wen-Cai
中科院分区:
化学3区
文献类型:
--
作者:
Ouyang, Sheng;Wang, Lei;Ye, Wen-Cai

文献摘要

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从钩吻地上部分分离得到6个新的单萜类吲哚生物碱和4个已知类似物。它们的绝对构型通过核磁共振、HRESIMS、X-射线衍射谱、圆二色谱和分子模拟计算得到确证。其中,Gelselenidine(1)是一种新的含2,3-环氧丁烷单元的甘尔丁型生物碱。盖尔齐里定(2)是第一个单萜类吲哚生物碱中含有恶氮杂环丙烷残基。化合物6和7是一对人藤氨酸N-4-氧化物的N-4异构体。还提出了化合物1-4的一种可能的生物发生途径。(C)2011爱思唯尔有限公司。保留所有权利。
Six new monoterpenoid indole alkaloids along with four known analogues were isolated from the aerial part of Gelsemium elegans. Their structures with absolute configurations were elucidated by NMR, HRESIMS, X-ray diffraction, CD spectra, and molecular modeling calculation. Among them, gelselenidine (1) is a new gelsedine-type alkaloid with a 2,3-epoxybutane unit. Gelseziridine (2) is the first example of monoterpenoid indole alkaloids with an oxaziridine residue. Compounds 6 and 7 are a pair of N-4 epimers of humantenine N-4-oxide. A plausible biogenetic pathway for compounds 1-4 was also proposed. (C) 2011 Elsevier Ltd. All rights reserved.