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Centipedolide A: Isolation, Structure and Absolute Configuration

Mathilde Fischer 1Wolfgang Schühly 1Rudolf Bauer 1Olaf Kunert 2Ferdinand Belaj 3Walter M. Fabian 4

1. Institut fuer Pharmazeutische Wissenschaften, Universitätsplatz 4, Graz A-8010, Austria
2. Institut für Pharmazeutische Wissenschaften, Universitätsplatz 1, Graz A-8010, Austria
3. Institut für Chemie, Schubertstr. 1, Graz A-8010, Austria
4. Institut fuer Chemie KFUG (IFC), Heinrichstr. 28, Graz A-8010, Austria

Abstract

The sesquiterpene lactone Centipedolide A has been isolated from Centipeda minima (L.) A. Braun. & Aschers, a perennial herb which is commonly distributed in Siberia, Korea, China, India, Malaysia and Australia. In traditional Chinese medicine the herb is recommended as antiallergic, antitussive, and expectorant agent for the treatment of cold, nasal allergy and asthma. Structure elucidation and determination of the relative configuration of this new sesquiterpene lactone, Centipedolide A, has been accomplished by NMR spectroscopy and X-ray crystallography. The absolute configuration of Centipedolide A could be unambiguously established by a comparison of its experimental CD spectrum with that computed by time-dependent density functional theory .

 

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Related papers

Presentation: poster at 18th Conference on Physical Organic Chemistry, Posters, by Walter M. Fabian
See On-line Journal of 18th Conference on Physical Organic Chemistry

Submitted: 2006-05-03 12:57
Revised:   2009-06-07 00:44