Untersuchungen zur Charakterisierung des Prochamazulens Matrizin aus Matricaria chamomilla L. / Studies on the Characterization of the Chamazulene Precursor Matricine from Matricaria chamomilla L.

Author:

Flaskamp Elmar1,Zimmermann Gottfried2,Nonnenmacher Gerhard3,Isaac Otto1

Affiliation:

1. Anwendungstechnik Naturstoffe des Geschäftsbereichs Pharma der Degussa AG, D-6000 Frankfurt am Main

2. Institut für Organische Chemie der Universität Frankfurt, D-6000 Frankfurt am Main

3. Physikalisch-chemische Forschung der Degussa AG, D-6450 Hanau-Wolfgang

Abstract

The relative configuration of the thermolabile chamazulene precursor matricine has been established by NMR spectrometric studies. The NMR spectral data prove to be consistent with the well-known structure of the chamomile component. On the basis of our results the levorotatory natural substance moreover can be specified stereochemically as (−)-(3S*, 3aR*, 4S*, 9R*, 9aS*, 9bS*)-4-acetoxy-2,3,3a,4,5,9,9a,9b-octahydro-9-hydroxy-3,6,9-trimethylazuleno[4,5-b]furan-2-one.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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