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Planta Med 2004; 70(9): 828-833
DOI: 10.1055/s-2004-827231
Original Paper
Biochemistry and Molecular Biology
© Georg Thieme Verlag KG Stuttgart · New York

A New Sesquiterpene-Coumarin Ether and a New Abietane Diterpene and their Effects as Inhibitors of P-Glycoprotein

Ana M. Madureira1 , Annamária Molnár2 , Pedro M. Abreu3 , Joseph Molnár2 , Maria-José U. Ferreira1
  • 1Centro de Estudos de Ciências Farmacêuticas, Faculdade de Farmácia da Universidade de Lisboa, Lisboa, Portugal
  • 2Department of Medical Microbiology, University of Szeged, Szeged, Hungary
  • 3CQFB/REQUIMTE, Faculdade de Ciências e Tecnologia da Universidade Nova de Lisboa, Caparica, Portugal
Further Information

Publication History

Received: February 20, 2004

Accepted: June 4, 2004

Publication Date:
23 September 2004 (online)

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Abstract

A new sesquiterpene-coumarin ether (5′β,9′α,10′α)-7-O-(3α-methoxy-8′(12′)-drimen-11′-yl)-scopoletin, designated driportlandin (1) and a new abietane quinoid diterpene 16-hydroxyabieta-8,12-diene-11,14-dione, named portlanquinol (2) together with lupeol, nepehinol, wrightial, formonetin and davidigenin were isolated and characterized from the Me2CO extract of whole dried plant of Euphorbia portlandica. The structures of the new compounds were elucidated from spectral data including 2D-NMR experiments of COSY, HMQC, HMBC and NOESY. When examined for their effects on the reversal of multidrug resistance (MDR) on mouse lymphoma cells, compound 1 proved to be more active than the positive control verapamil and compound 2 was found to be toxic. This is the first report on the isolation of a sesquiterpene-coumarin and a quinoid-type diterpenoid from Euphorbia.

Key words

Euphorbia portlandica - Euphorbiaceae - sesquiterpene-coumarin - abietane diterpene - triterpenes - multidrug resistance - P-glycoprotein

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Prof. Maria José Umbelino Ferreira

Centro de Estudos de Ciências Farmacêuticas

Faculdade de Farmácia da Universidade de Lisboa

Av. das Forças Armadas

1600-083 Lisboa

Portugal

Fax: +351-21-794-6470

Email: mjuferreira@ff.ul.pt