Non-stereoselective Formation of 3α, 7α, 12α, 24-Tetrahydroxy-5β-cholestan-26-oic Acid during Cholic Acid Biosynthesis

Abstract

Incubation of (25iRS)-, (25R)- and (25S)-3α, 7α, 12v-trihydroxy-5β-cholestan-26-oic acid (THCA, 6, 6a, 6b) and (24E)-3α, 7α, 12α-trihydroxy-5β-cholest-24-en-26-oic acid (7) with rat liver mitochondria gave all four stereoisomers (9a, 9b, 9c, 9d) of 3α, 7α, 12α, 24-Tetrahydroxy-5β-cholestan-26-oic acid (TeHCA). The corresponding 27-nor analogs (10, 11) were also converted non-stereoselectively to a 1:1 mixture of the epimeric 24-hydroxy compounds (12). © 1994, The Pharmaceutical Society of Japan. All rights reserved.