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Planta Med 1996; 62(1): 39-41
DOI: 10.1055/s-2006-957793
Paper

© Georg Thieme Verlag Stuttgart · New York

11α,13- and 11β,13 -Dihydro-4H-xanthalongin 4-O-β-Glucopyranosides: New Sesquiterpene Lactone Glycosides from Flowers of Arnica amplexicaulis and A. mollis 1,*

Claus M. Passreiter2 , Irmgard Merfort2 , Christoph Bestendonk2 , Günter Willuhn2 , Alois Steigel3
  • 2Institut für Pharmazeutische Biologie, Heinrich-Heine-Universität Düsseldorf, Geb. 26.23, Universitätsstr. 1, D-40225 Düsseldorf, Germany
  • 3Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, D-40225 Düsseldorf, Germany
1 Presented in parts as poster at the Jahrestagung der Deutschen Pharmazeutischen Gesellschaft, Berlin, 1990 (1)* Dedicated to Prof. Dr. H. Rimpler, Freiburg, on the occasion of his 60th birthday.
Further Information

Publication History

1995

1995

Publication Date:
04 January 2007 (online)

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Abstract

The flowers of A. amplexicaulis afforded, in addition to xanthalongin (1), 11β,13-dihydroxanthalongin (2), its 11-epimer (3), and 11α,13-dihydro-4H-xanthalongin (4), the new xanthanolide glycosides 11α, 13-dihydro-4H-xanthalongin 4-O-β-D-glucopyranoside (5) and its 11-epimer (6). The glycosides were also isolated from the flowers of A. mollis. The structures were elucidated by NMR spectroscopy 1H-NMR, COSY, 13C-NMR, HETCOR, DEPT), MS (EI, FAB, FD), and enzymatic hydrolysis of the glycosides. The chemo-taxonomic importance is discussed.

Key words

Arnica amplexicaulis - A. mollis - Asteraceae - sesquiterpene lactones - xanthanolides and xanthanolide glucosides - chemotaxonomy

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