SYNTHESIS OF THE 1β-HYDROXYLATED BILE ACIDS AND IDENTIFICATION OF 1β, 3α, 7α-TRIHYDROXY-AND 1β, 3α, 7α, 12α-TETRAHYDROXY-5β-CHOLAN-24-OIC ACIDS IN HUMAN MECONIUM

Abstract

The 1β-hydroxylated lithocholic (1), deoxycholic (2), chenodeoxycholic (3) and cholic acids (4) were synthesized from the corresponding bile acids as starting materials. These unusual bile acids in human meconium were determined by the selected ion monitoring in gas chromatography-mass spectrometry, and novel 1β-hydroxychenodeoxycholic (3) and 1β-hydroxycholic acids (4) were identified in significant amounts of 10.6% and 5.8%, respectively, of the total bile acids.