Thapsakins:: possible biogenetic intermediates towards insecticidal cyclopenta[b]benzofurans from Aglaia edulis

被引：46

作者：

Bacher, M

Hofer, O

Brader, G

Vajrodaya, S

Greger, H

机构：

[1] Univ Vienna, Inst Bot, Comparat Phytochem Dept, A-1030 Vienna, Austria

[2] Univ Vienna, Inst Organ Chem, A-1090 Vienna, Austria

[3] Kasetsart Univ, Dept Bot, Fac Sci, Bangkok 10900, Thailand

来源：

PHYTOCHEMISTRY | 1999年 / 52卷 / 02期

关键词：

Aglaia edulis; Meliaceae; cyclopenta[b]benzofurans; cyclopenta[bc]benzopyrans; benzo[b]oxepines; flavaglines; biosynthesis; insect toxicity; Spodoptera littoralis;

D O I：

10.1016/S0031-9422(99)00185-5

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Nine new flavaglines, cyclopenta[bc]benzopyrans (thapsakins) and benzo[b]oxepines (thapoxepines), were isolated from the lipophilic root extract of Aglaia edulis together with two known cyclopenta[b]benzofurans, aglaroxin A and pannellin. The structures were established on the basis of extensive use of NMR spectroscopic methods (C,H-COSY, NOESY, HMBC, lanthanide induced shifts). Aglaroxin A and pannellin exhibited the strongest insect toxicity toward neonate larvae of Spodoptera littoralis. Possible biogenetic connections between the three skeletal types are outlined and chemosystematic implications of flavagline formation are discussed. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：253 / 263

页数：11

共 17 条

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