ALKALOIDS OF PESCHIERA LUNDII (DC) MIERS . ISOLATION AND STRUCTURE ELUCIDATION OF VOACRISTINE PSEUDOINDOXYL AND IBOXYGAINE HYDROXYINDOLENINE

被引:26
作者
HWANG, B
WEISBACH, JA
DOUGLAS, B
RAFFAUF, R
CAVA, MP
BESSHO, K
机构
[1] Smith Kline & French Laboratories, Pennsylvania 19101, Philadelphia
[2] Department of Chemistry, Wayne State University, Michigan 48902, Detroit
关键词
D O I
10.1021/jo01254a033
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Voacristine pseudoindoxyl (C22H28N2O5) and iboxygaine hydroxyindolenine (C20H26N2O3) were isolated from Peschiera lundii (D.C.) Miers. Their structures were determined on the basis of spectral data and confirmed by partial synthesis from related alkaloids. In addition, voacangine, coronaridine, voacristine, 20-epivoacristine, iboxygaine, ibogaine, olivacine, and vobasine were found in the same plant. Most of the iboga alkaloids isolated were oxidized 1o the corresponding hydroxyindolenines and rearranged to pseudoindoxyls, several of which were chemically characterized for the first time. © 1969, American Chemical Society. All rights reserved.
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页码:412 / &
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