Planta Med 2004; 70(1): 72-76
DOI: 10.1055/s-2004-815461
Letter
© Georg Thieme Verlag Stuttgart · New York

Chrysopentamine, an Antiplasmodial Anhydronium Base from Strychnos usambarensis Leaves

Michel Frédérich1 , 2 , Assunção Cristino2 , 3 , Young Hae Choi1 , Robert Verpoorte1 , Monique Tits2 , Luc Angenot2 , Elise Prost4 , Jean-Marc Nuzillard4 , Monique Zèches-Hanrot4
  • 1Division of Pharmacognosy, Section Metabolomics, Institute of Biology, Leiden University, Leiden, The Netherlands
  • 2Laboratory of Pharmacognosy, Natural and Synthetic Drug Research Center, University of Liège, Liège, Belgium
  • 3Present address: Pharmaceutics and Biopharmacy Department, Quality Control Directorat, INFARMED, Parque de Saúde de Lisboa, Lisboa, Portugal
  • 4Laboratoire de Pharmacognosie, UMR 6013 CNRS, Reims, France
The Post-Doctoral Fellowship Program of the Korea Science Engineering Foundation (KOSEF) and the Belgian National Fund for Scientific Research (FNRS) are gratefully acknowledged for their support to Y.H. Choi and M. Frédérich, respectively. This research was in part supported by a grant from the ”Fond de la Recherche Scientifique Médicale” (FRSM, Belgium, grant No 3 453 201)
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Publikationsverlauf

Received: June 13, 2003

Accepted: October 18, 2003

Publikationsdatum:
06. Februar 2004 (online)

Abstract

A new derivative of strychnopentamine was isolated from the leaves of Strychnos usambarensis. This compound, named chrysopentamine, was identified by detailed spectroscopic methods (UV, IR, HR-ESI-MS, 1D and 2D NMR). Chrysopentamine presented an original hydroxy substitution on C-14 and an aromatization of the ring D of strychnopentamine leading to anhydronium base properties and exhibited strong antiplasmodial properties (IC50 less than 1 μM).

References

  • 1 Angenot L, Denoel A, Goffart M. Activité curarisante d'un Strychnos africain: le Strychnos usambarensis Gilg du Rwanda.  J Pharm Belg. 1970;  25 73-7
  • 2 Angenot L, Coune C, Tits M. Nouveaux alcaloïdes des feuilles du Strychnos usambarensis .  J Pharm Belg. 1978;  33 11-23
  • 3 Angenot L. Nouveaux alcaloïdes des feuilles du Strychnos usambarensis .  Planta Med. 1975;  27 24-30
  • 4 Wright C W, Bray D H, O'Neill M J, Warhurst D C, Phillipson J D, Quetin-Leclercq J. et al . Antiamoebic and antiplasmodial activities of alkaloids isolated from Strychnos usambarensis .  Planta Med. 1991;  57 337-40

Michel Frédérich

Laboratory of Pharmacognosy

Natural and Synthetic Drug Research Center

University of Liège

Avenue de l'hôpital 1, B36

4000 Liège

Belgium

Telefon: +32-4-366-4338

Fax: +32-4-366-4332

eMail: M.Frederich@ulg.ac.be