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

Authors
Bringmann, G Messer, K Saeb, W Petes, EM Peters, K
Citation
G. Bringmann et al., The absolute configuration of(+)-isoshinanolone and in situ LC-CD analysisof its stereoisomers from crude extracts, PHYTOCHEM, 56(4), 2001, pp. 387-391
Citations number
22
Categorie Soggetti
Agricultural Chemistry","Animal & Plant Sciences
Journal title
PHYTOCHEMISTRY
ISSN journal
00319422 → ACNP
Volume
56
Issue
4
Year of publication
2001
Pages
387 - 391
Database
ISI
SICI code
0031-9422(200102)56:4<387:TACOAI>2.0.ZU;2-2
Abstract
The absolute configuration of(+)-isoshinanolone, a wide-spread acetogenic m etabolite from higher plants, has been determined by X-ray structure analys is of its new dibromide; accordingly, this natural tetralone is 3R,4R-confi gured, 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 spectr a of all of the four stereoisomers of isoshinanolone directly from stereois omeric mixtures. (C) 2001 Elsevier Science Ltd. All rights reserved.