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Planta Med 1997; 63(3): 255-257
DOI: 10.1055/s-2006-957666
Papers
Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Betulinic Acid: Isolation from Triphyophyllum peltatum and Ancistrocladus heyneanus, Antimalarial Activity, and Crystal Structure of the Benzyl Ester*

Gerhard Bringmann1 , Wael Saeb1 , Laurent Aké Assi2 , Guido François3 , A. S. Sankara Narayanan4 , Karl Peters5 , Eva-Maria Peters5
  • 1Institut für Organische Chemie der Universität, Am Hubland, D-97074 Würzburg, Germany
  • 2Centre National de Floristique, Université d'Abidjan, 08 B.P. 172, Abidjan 08, Ivory Coast
  • 3Prins Leopold Instituut voor Tropische Geneeskunde, Nationalestraat 155, B-2000 Antwerpen, Belgium
  • 4Native Medicare Charitable Trust, Coimbatore 641 108, Tamil Nadu, India
  • 5Max-Planck-lnstitut für Festkörperforschung, D-70506 Stuttgart, Germany
* Part 89 in the series “Acetogenic Isoquinoline Alkaloids”. For Part 88, see ref. (1).
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Publication History

1996

1996

Publication Date:
04 January 2007 (online)

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Abstract

The known lupane-type triterpene betulinic acid (3) was isolated for the first time from Triphyophyllum peltatum and Ancistrocladus heyneanus. It was found to exhibit moderate to good in vitro antimalarial activity against asexual erythrocytic stages of the human malaria parasite Plasmodium falciparum. A first X-ray structure analysis succeeded after conversion into its benzyl ester 4.

key words

Triphyophyllum peltatum - Ancistrocladus heyneanus - Dioncophyllaceae - Ancistrocladaceae - triterpenes - betulinic acid - antimalarial activity - Plasmodium falciparum - crystal structure