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Planta Med 2006; 72(10): 894-898
DOI: 10.1055/s-2006-947184
Original Paper
Pharmacology
© Georg Thieme Verlag KG Stuttgart · New York

Isolation and Antimalarial Activity of Alkaloids from Pseudoxandra cuspidata

Vincent Roumy1 , Nicolas Fabre1 , Florence Souard1 , Stéphane Massou2 , Geneviève Bourdy1 , Séverine Maurel1 , Alexis Valentin1 , Claude Moulis1
  • 1Laboratoire Pharmacochimie des Substances Naturelles et Pharmacophores Redox, UMR 152 IRD, Université Toulouse 3 Paul Sabatier, Faculté des Sciences Pharmaceutiques, Toulouse, France
  • 2Structure Fédérative Toulousaine en Chimie Moléculaire, FR 2599, Service de R.M.N., Université Toulouse 3 Paul Sabatier, Toulouse, France
Further Information

Publication History

Received: February 3, 2006

Accepted: June 1, 2006

Publication Date:
10 August 2006 (online)

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Abstract

A novel and very unusual azaanthracene alkaloid, 1-aza-7,8,9,10-tetramethoxy-4-methyl-2-oxo-1,2-dihydroanthracene (1) and a new diastereoisomer of the bis-benzylisoquinoline alkaloid rodiasine, 1S,1′R-rodiasine (2), as well as the alkaloids O-methylpunjabine (3) and O-methylmoschatoline (4) have been isolated from Pseudoxandra cuspidata bark, used in French Guiana as an antimalarial. Their structures were elucidated by spectroscopic analyses, especially 2D-NMR techniques (ADEQUATE and NOESY). We found that the antimalarial activity of this bark was mostly due to bis-benzylisoquinoline 1S,1′R-rodiasine (2) (IC50= 1 μM) also displaying a low cytotoxicity.

Key words

Pseudoxandra cuspidata - Annonaceae - alkaloids - azaanthracene - bis-benzylisoquinoline alkaloids - aporphine alkaloids - Plasmodium falciparum - MCF-7 cells

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Dr. Nicolas Fabre

Laboratoire Pharmacochimie des Substances Naturelles et Pharmacophores Redox

UMR 152 IRD

Université Toulouse 3 Paul Sabatier

Faculté des Sciences Pharmaceutiques

31062 Toulouse Cedex 9

France

Phone: +33-5-62-25-68-48

Fax: +33-5-61-55-43-30

Email: nfabre@cict.fr

    www.thieme-connect.de/ejournals/toc/plantamedica