Identification of the calcium salt of epismilagenin .beta.-D-glucuronide in the bile crystals of sheep affected by Panicum dichotomiflorum and Panicum schinzii toxicoses

Crystals isolated from the bile of sheep affected by hepatogenous photosensitization after grazing Panicum dichotomiflorum or Panicum schinzii were soluble in acetic acid but essentially insoluble in common organic solvents. The main component of the crystals was identified by acidic and enzymatic h...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry 1992-09, Vol.40 (9), p.1606-1609
Main Authors: Miles, Christopher O, Wilkins, Alistair L, Munday, Sarah C, Holland, Patrick T, Smith, Barry L, Lancaster, Malcolm J, Embling, Peter P
Format: Article
Language:English
Subjects:
AZUCARES ACIDOS
BILE
BILIS
ENVENENAMIENTO
ESPECTROMETRIA
INTOXICATION
OVIN
OVINOS
PANICUM
SPECTROMETRIE
SUCRE ACIDE
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Summary:Crystals isolated from the bile of sheep affected by hepatogenous photosensitization after grazing Panicum dichotomiflorum or Panicum schinzii were soluble in acetic acid but essentially insoluble in common organic solvents. The main component of the crystals was identified by acidic and enzymatic hydrolysis, GC-MS, LSIMS, TLC, 1H and 13C NMR spectroscopy, and X-ray analysis as the calcium salt of epismilagenin beta-D-glucuronide. The 13C NMR spectrum was fully assigned, and the structure confirmed by comparison with model compounds (17-oxoetiocholan-3 alpha-ol glucuronide and epismilagenin). Only saponins derived from diosgenin were detected in the foliage of P. dichotomiflorum and P. schinzii. A metabolic pathway for conversion of P. dichotomiflorum and P. schinzii saponins into the major bile crystal component is proposed
ISSN:0021-8561
1520-5118
DOI:10.1021/jf00021a026