Isolation and characterization of 3-methoxy-2(5H)-furanone as the principal nephrotoxin fromNarthecium ossifragum (L.) Huds

Autor: Tor Gunnar Jantsch, Janice Pearce, Christian Rømming, Miguel Gama Goicochea, Trine Torgersen, Arne Flåøyen, Peter G. Mantle, Wenche Langseth, Per Kolsaker, Susan E. Gibson
Rok vydání: 1999
Předmět:
Zdroj: Natural Toxins. 7:111-118
ISSN: 1522-7189
1056-9014
DOI: 10.1002/(sici)1522-7189(199905/06)7:3<111::aid-nt48>3.0.co;2-f
Popis: The principal substance in Narthecium ossifragum (L.) Huds, responsible for the nephrotoxic effects on cattle, moose, goats and other ruminants has been isolated and identified by X-ray crystallography as 3-methoxy-2(5H)-furanone. The Fourier-transform infra-red, 1H and 13C nuclear magnetic resonance, and mass spectra are also given. The concentration in four different batches of plant material varied from 113 to 344 microg g(-1) (wet weight). Extracts of N. ossifragum and fractions derived from them, including purified 3-methoxy-2(5H)-furanone, were each dosed intraruminally, to young goats. 3-Methoxy-2(5H)-furanone of 99.9% purity (15 mg kg(-1) live weight) caused increased concentration of creatinine in serum within 2-3 days, typical of kidney damage caused by N. ossifragum, while toxic effect was obtained down to 4 mg kg(-1) live weight with less purified material (> or = 95%). Toxic effect was also obtained with synthesized 3-methoxy-2(5H)-furanone (30 mg kg(-1) live weight). The isomer 4-methoxy-2(5H)-furanone, detected in some of the batches of the plant material, was not toxic when dosed at 60 mg kg(-1) live weight.
Databáze: OpenAIRE
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