Synthesis of the Toxic Principle of Dichapetalum toxicarium (18-Fluoro- cis -9-Octadecenoic Acid)

Dichapetalum toxicarium ( Chailletia toxicaria , Don). a shrub occurring in Sierra Leone, produces a hard and woody fruit which is extremely toxic to warm-blooded animals. The pharmacological, medical, and historical aspects of this plant have recently been reviewed 1 . Peters and colleagues have co...

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Veröffentlicht in:Nature (London) 1961-12, Vol.192 (4809), p.1284-1285
Hauptverfasser: PATTISON, F. L. M, DEAR, R. E. A
Format: Artikel
Sprache:eng
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Zusammenfassung:Dichapetalum toxicarium ( Chailletia toxicaria , Don). a shrub occurring in Sierra Leone, produces a hard and woody fruit which is extremely toxic to warm-blooded animals. The pharmacological, medical, and historical aspects of this plant have recently been reviewed 1 . Peters and colleagues have concluded 2 , on the basis of nuclear magnetic resonance, infra-red spectroscopy and ozonolysis, that the toxic principle is 18-fluoro- cis -9-octadecenoic acid (ω-fluoro-oleic acid), F(CH 2 ) 8 CH=CH(CH 2 ) 7 COOH. It was in order to confirm this conclusion that the following synthesis of ω-fluoro-oleic acid was undertaken:
ISSN:0028-0836
1476-4687
DOI:10.1038/1921284a0