Bile Acid Glucuronides, II. Isolation and Identification of a Chenodeoxycholic Acid Glucuronide from Human Plasma in Intrahepatic Cholestasis

Publisher Website
Google Scholar
Abstract
A glucurono-conjugate of a bile acid was isolated from human plasma in a case of chronic intrahepatic cholestasis. Through a series of chromatographic steps, esterification with diazomethane and acetylation, a mixture of methylester polyacetates of steroid glucuronides, was obtained and separated by TLC. Methyl 7.alpha.-acetoxy-3.alpha.-0-(methyl 2,3,4-tri-0-acetyl-.beta.-D-glucopyranosyluronate)5.beta.-cholan-24-oate, synthesized via the Koenigs-Knorr condensation reaction, was used as reference substance. From comparison of the chromatographic behavior and the mass spectrum of the natural compound and the synthetic product, the structure of the bile acid derivative isolated from plasma was established as a peracetylated methylester of chenodeoxycholic acid-3-.beta.-D-glucuronide.