11 alpha, 13- and 11 beta, 13-dihydro-4H-xanthalongin 4-O-beta-glucopyranosides: new sesquiterpene lactone glycosides from flowers of Arnica amplexicaulis and A. mollis

Passreiter, C.M.; Merfort, I.; Bestendonk, C.; Willuhn, G.; Steigel, A. . Inst. fuer Pharmazeutische Biologie

11 alpha, 13- and 11 beta, 13-dihydro-4H-xanthalongin 4-O-beta-glucopyranosides: new sesquiterpene lactone glycosides from flowers of Arnica amplexicaulis and A. mollis

1996

Passreiter, C.M. | Merfort, I. | Bestendonk, C. | Willuhn, G. | Steigel, A. (Duesseldorf Univ. (Germany). Inst. fuer Pharmazeutische Biologie)

The flowers of Arnica amplexicaulis afforded, in addition to xanthalongin 1., 11 beta, 13-dihydroxanthalongin 2., its 11-epimer 3., and 11 alpha, 13-dihydro-4H-xanthalongin 4., the new xanthanolide glycosides 11 alpha, 13-dihydro-4H-xanthalongin 4-O-beta-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 (El, FAB, FD), and enzymatic hydrolysis of the glycosides. The chemotaxonomic importance is discussed.

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