Affordable Access

deepdyve-link
Publisher Website

Unusual amino acids and monofluoroacetate from Dichapetalum michelsonii (Umutambasha), a toxic plant from Rwanda.

Authors
  • Esters, Virginie
  • Karangwa, Charles
  • Tits, Monique
  • Francotte, Pierre
  • Pirotte, Bernard
  • Servais, Anne-Catherine
  • Fillet, Marianne
  • Crommen, Jacques
  • Robbrecht, Elmar
  • Minet, Arlette
  • Grisar, Thierry
  • Angenot, Luc
  • Frederich, Michel
Type
Published Article
Journal
Planta Medica
Publisher
Georg Thieme Verlag KG
Publication Date
Mar 01, 2013
Volume
79
Issue
5
Pages
334–337
Identifiers
DOI: 10.1055/s-0032-1328283
PMID: 23457020
Source
Medline
License
Unknown

Abstract

In the course of our investigations on Umutambasha in order to identify its convulsant principles, small quantities of monofluoroacetate were observed in stem bark, leaves, and fruits of this plant newly identified as Dichapetalum michelsonii Hauman. Conclusive evidence for a monofluoroacetate presence came from its isolation from the freeze-dried extract of stem bark. Three free unusual amino acids, named N-methyl-α-alanine, N-methyl-β-alanine, and 2,7-diaminooctan-1,8-dioic acid, described for the first time in a plant, and known trigonelline were also isolated from the stem bark of D. michelsonii. Structure elucidations were mainly achieved by spectroscopic methods (1H-NMR, 2D-NMR, MS) and by comparison with authentic references. These unusual amino acids were detected by a fast, reliable TLC analysis in all our batches of Umutambasha, suggesting that they could be used for identification purposes in case of human or livestock intoxications. Finally, EEG recordings and behavioural observations performed in mice suggested that the convulsive patterns produced by Umutambasha are the consequence of monofluoroacetate presence in D. michelsonii.

Report this publication

Statistics

Seen <100 times