The absolute configuration of(+)-isoshinanolone and in situ LC-CD analysis of its stereoisomers from crude extracts

被引：35

作者：

Bringmann, G

Messer, K

Saeb, W

Petes, EM

Peters, K

机构：

[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany

[2] Max Planck Inst Festkorperforsch, D-70569 Stuttgart, Germany

来源：

PHYTOCHEMISTRY | 2001年 / 56卷 / 04期

关键词：

dioncophyllum thollonii; dioncophyllaceae; structural elucidation; x-ray crystallography; stereochemistry; circular dichroism; HPLC-CD coupling; tetralones; isoshinanolone;

D O I：

10.1016/S0031-9422(00)00386-1

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：

The absolute configuration of(+)-isoshinanolone, a wide-spread acetogenic metabolite from higher plants, has been determined by X-ray structure analysis of its new dibromide; accordingly, this natural tetralone is 3R,4R-configured, in agreement with previous degradative results. In addition, a first chiroptical on-line stereoanalysis for isoshinanolones is presented, i.a. by HPLC on a chiral phase coupled to CD spectroscopy, giving pure CD spectra of all of the four stereoisomers of isoshinanolone directly from stereoisomeric mixtures. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：387 / 391

页数：5

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