次印卡宁A - C，源自次印卡叶山马茶的新型季铵型吲哚生物碱。

Subincanadines A-C, novel quaternary indole alkaloids from Aspidosperma subincanum.

作者信息

Kobayashi Jun'ichi, Sekiguchi Mitsuhiro, Shimamoto Sayaka, Shigemori Hideyuki, Ishiyama Haruaki, Ohsaki Ayumi

机构信息

Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.

出版信息

J Org Chem. 2002 Sep 6;67(18):6449-55. doi: 10.1021/jo025854b.

DOI:10.1021/jo025854b

PMID:12201766

Abstract

Three novel quaternary indole alkaloids with an unprecedented 1-azoniatricyclo[4.3.3.0(1,5)]undecane moiety, subincanadines A-C (1-3), as well as two new indole alkaloids with a 1-azabicyclo[5.2.2]undecane moiety, subincanadines D (4) and E (5), and a new indole alkaloid with a 1-azabicyclo[4.3.1]decane moiety, subincanadine F (6), have been isolated from the barks of Aspidosperma subincanum Mart, and the structures of 1-6 and the stereochemistry of 1-3 were elucidated by spectroscopic data and chemical means.

摘要

从马唐假白坚木（Aspidosperma subincanum Mart）的树皮中分离出了三种具有前所未有的1-氮杂三环[4.3.3.0(1,5)]十一烷部分的新型季铵吲哚生物碱，次因卡纳定A-C（1-3），以及两种具有1-氮杂双环[5.2.2]十一烷部分的新吲哚生物碱，次因卡纳定D（4）和E（5），还有一种具有1-氮杂双环[4.3.1]癸烷部分的新吲哚生物碱，次因卡纳定F（6），并通过光谱数据和化学方法阐明了1-6的结构以及1-3的立体化学。