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Metabolites of Nuatigenin ((22S,25S)22,25-Epoxy-3β,26-Dihydroxy-Furost-5-Ene) Accumulate in the Bile of Rabbits Fed Oats

  • Jan St. Pyrek
  • Suresht K. Aggarval
  • Perry Barboza
  • Jack P. Goodman
  • Pei-Ying Yang
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 404)

Abstract

In spite of frequent occurrence of steroidal saponins in nutritionally important plants, little is known about metabolism of the corresponding sapogenols. Only relatively recent data indicate that certain saponins are of a considerable health significance to livestock and this toxicity seems to be related to discrete metabolites of sapogenols identified in the bile. It has been noted that lambs grazing on a kleingrass, Panicum coloratum, develop photosensitization secondary to the hepatic dysfunction with lesions, necrosis of hepatocytes and obstruction of small bile ducts with a crystalline material.1 Similar material, accumulating in sheep fed Agave lecheguilla, has been identified as either smilagenin ((25R)3β-hydroxy-5β-spirostane) la or sarsapogenin ((25S)3β-hydroxy-5β-spirostane) 2a.2 Diosgenin ((25R)3β-hydroxyspirost-5-ene) 3 and yamogenin ((25R)3β-hydroxyspirost-5-ene) 4, released from saponins of P. coloratum upon hydrolysis, may give rise to these insoluble products.3 Two related species, P. dichotomiflorum and P. schinzii, are also hepatotoxic to sheep and their intake causes accumulation of a calcium salt of β-D-glucuronide of epi-smilagenin ((25R)3α-hydroxy-5β-spirostane) lb.4,5,6,7 Subsequently, however, the true sapogenol of P. dichotomiflorum has been identified as (25R)-3β,22α,26-trihydroxy-furost-5-ene 5.8 Thus, in case of Panicum, furostanols and not spirostanols may serve as precursors of these bile-insoluble products. In addition, it has been found that in case of the intoxication of sheep grazing on signal grass Brachiaria decumbens, epi-sarsapogenin ((25S)3α-hydroxy-5β-spirostane) 2b and epi-smilagenin lb accumulate in the rumen content,9,10 whereas feeding furostanol saponins of Trigonella foenum graecum to dogs results in the fecal excretion of smilagenin la, diosgenin 3, and gitogenin ((25R)2α, 3β-dihydroxy-5α-spirostane) 6.11

Keywords

Bile Acid Sheep Grazing Steroidal Saponin Steroidal Sapogenin Hyodeoxycholic Acid 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Springer Science+Business Media New York 1996

Authors and Affiliations

  • Jan St. Pyrek
    • 1
    • 3
  • Suresht K. Aggarval
    • 1
  • Perry Barboza
    • 2
  • Jack P. Goodman
    • 1
  • Pei-Ying Yang
    • 1
  1. 1.University of Kentucky Mass Spectrometry Facility & College of PharmacyUniversity of KentuckyLexingtonUSA
  2. 2.University of New EnglandArmidaleAustralia
  3. 3.University of Kentucky Mass Spectrometry FacilityLexingtonUSA

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