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

D. Teborg; A. Steigel; P. Junior

doi:10.1055/s-2006-960063

Planta Medica, Table of Contents

Planta Med 1991; 57(2): 187-189
DOI: 10.1055/s-2006-960063

Papers

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.

Abstract

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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

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