Alstoscholarisines H-J, Indole Alkaloids from Alstonia scholaris: Structural Evaluation and Bioinspired Synthesis of Alstoscholarisine H

被引：50

作者：

Pan, Zhiqiang ^{[1
]}

Qin, Xu-Jie ^{[1
]}

Liu, Ya-Ping ^{[1
]}

Wu, Ting ^{[1
,2
]}

Luo, Xiao-Dong ^{[1
]}

Xie, Chengfeng ^{[1
]}

机构：

[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 04期

基金：

中国国家自然科学基金;

关键词：

FLIGHT MASS-SPECTROMETRY; AKUAMMILINE ALKALOIDS; MELODININE E; LEAVES; SALTS; (+)-SCHOLARISINE; CONSTRUCTION; 1,4-DIHYDROPYRIDINES; (-)-LEUCONOXINE; IDENTIFICATION;

D O I：

10.1021/acs.orglett.5b03583

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alstoscholarisines H-J (1-3), new monoterpenoid indole alkaloids with an unprecedented skeleton created via the formation of a C-3/N-1 bond, were isolated from Alstonia scholaris. Their structures were established by extensive spectroscopic analyses and the assessment of single-crystal X-ray diffraction data. The total synthesis of alstoscholarisine H was achieved via the regioselective nucleophilic addition of pyridinium through a bioinspired iminium ion intermediate followed by Pictet-Spengler-like cyclization.

引用

页码：654 / 657

页数：4

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