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Planta Med 1991; 57(2): 187-189
DOI: 10.1055/s-2006-960063
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© Georg Thieme Verlag Stuttgart · New York

5″-Hydroxydigipenstroside and Penstriatoside: Novel Dimeric and Trimeric Open-Chain Monoterpene Glucosides from Penstemon digitalis*

D. Teborg1 , A. Steigel2 , P. Junior1
  • 1Institut für Pharmazeutische Biologie der Heinrich-Heine Universität Düsseldorf, Universitätsstraße 1, D-4000 Düsseldorf 1, Federal Republic of Germany
  • 2Institut für Organische Chemie und Makromolekulare Chemie der Heinrich-Heine Universität Düsseldorf, Universitätsstraße 1, D-4000 Düsseldorf 1, Federal Republic of Germany
* Dedicated to Professor Max Wichtl on the occasion of his 65th birthday.
Further Information

Publication History

1990

Publication Date:
05 January 2007 (online)

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Abstract

A new dimeric open-chain monoterpene glucoside, 5″-hydroxydigipenstroside {1-β-D-glucopyranosyl)-8-[5″,8″-dihydroxy-2″,6″-dimethyl-2″(E),6″(E)-octadienoyl]-5,8-dihydroxy-2,6-dimethyl-2(E),6(E)-octadienoate} has been isolated from leaves of Penstemon digitalis Nutt. In addition, the novel trimeric open-chain monoterpene glucoside penstriatoside {1-(β-D-glucopyranosyl)-8-[5″,8″-dihydroxy-2″,6″-dimethyl-2″(E),6″(E)-octadienoyl-8″-(5‴,8‴-dihydroxy-2‴,6‴-dimethyl-2‴ (E)6‴(E)-octadienoyl)]-5,8-dihydroxy-2,6-dimethyl-2 (E),6(E)-octadienoate} has been encountered. The structures of both compounds have been elucidated by spectroscopic means (FD-, FAB-mass, 1H-, 13C-NMR, COSY, DEPT).

Key words

Penstemon digitalis - Scrophulariaceae - 5″-hydroxydigipenstroside - dimeric open-chain monoterpene glucoside - penstriatoside - trimeric open-chain monoterpene glucoside - structure - NMR spectroscopy