On the Stereochemistry of the Bisaboloids from Matricaria chamomilla L.
The stereochemistry of the bisaboloids in chamomile - with the exception of bisabololoxide C - has been elucidated.The in-vitro-examination of the mutual convertibilities of some bisaboloids gave evidence for the stereochemical accordance of the common chiral centres of all the bisaboloids.The absolute configurations of the remaining third asymmetric carbon atoms in bisabololoxide A and B have been determined by NMR spectrometric studies in comparison with their unnatural semisynthetic epimers.All the stereogenic centres of the bisabololoxides A and B, of (-)-α-bisabolol and of bisabolonoxide A turn out to be S-configurated. - Key words: Matricaria chamomilla L., Bisaboloids, 13C NMR Spectra, Shift-Reagents
Flaskamp, Elmar,Nonnenmacher, Gerhard,Zimmermann, Gottfried,Isaac, Otto
p. 1023 - 1030
(2007/10/02)
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