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Concurrent occurrence of 3 beta,12 alpha-dihydroxy-5-cholenoic acid associated with 3 beta-hydroxy-5-cholenoic acid and their preferential urinary excretion in liver diseases.

Abstract
3 beta-Hydroxy-(delta 5-3 beta-ol), 3 beta,12 alpha-dihydroxy-(delta 5-3 beta,12 alpha-ol), 3 beta,7 alpha-dihydroxy-(delta 5-3 beta,7 alpha-ol) and 3 beta,7 beta-dihydroxy-(delta 5-3 beta,7 beta-ol) 5-cholenoic acids were identified in patients with liver diseases by gas-liquid chromatography-mass spectrometry (GLC-MS). Of these unusual 3 beta-hydroxy-5-en-metabolites, delta 5-3 beta-ol and delta 5-3 beta,12 alpha-ol were found as major components in the urine of patients with liver diseases (cholestasis, liver cirrhosis, chronic hepatitis, acute hepatitis). Other 3 beta-dihydroxy-5-en-metabolites, delta 5-3 beta,7 alpha-ol and delta 5-3 beta,7 beta-ol, were found as minor components in the urine. The levels of delta 5-3 beta-ol and delta 5-3 beta,12 alpha-ol in urine were correlated with their levels in serum, with total bile acids in the urine, and with liver function, implying that the degree of their increment correlated well with the severity of liver diseases. The most abundant amounts of delta 5-3 beta-ol and delta 5-3 beta,12 alpha-ol were found in the urine as sulfate conjugates in comparison with bile, portal and hepatic venous sera, and liver tissue of the patients. The biliary excretion and hepatic extraction of these 3 beta-hydroxy-5-en-unsaturated bile acids were more impaired and inefficient than those of cholic and chenodeoxycholic acids.
AuthorsJ Shoda, T Osuga, K Matsuura, R Mahara, M Tohma, N Tanaka, Y Matsuzaki, H Miyazaki
JournalJournal of lipid research (J Lipid Res) Vol. 30 Issue 8 Pg. 1233-42 (Aug 1989) ISSN: 0022-2275 [Print] United States
PMID2769075 (Publication Type: Journal Article)
Chemical References
  • Bile Acids and Salts
  • Cholic Acids
  • 3 beta-hydroxy-delta 5-cholenic acid
  • 3,12-dihydroxy-5-cholenoic acid
Topics
  • Adult
  • Aged
  • Bile Acids and Salts (blood, metabolism, urine)
  • Cholic Acids (urine)
  • Chromatography, High Pressure Liquid
  • Chromatography, Thin Layer
  • Enterohepatic Circulation
  • Female
  • Gas Chromatography-Mass Spectrometry
  • Humans
  • Liver Diseases (blood, metabolism, urine)
  • Male
  • Middle Aged

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