Deoxycholic Acid → 12alpha-Hydroxy-3-oxo-5beta-cholan-24-oic Acid

Participants

Reaction Steps

The above mixture of oxidation products of deoxycholic acid (310 mg) resulted from the eluate of chloroform-ethanol (97:3, v/v) was dissolved in a small amount of chloroform-ethanol (99:1, v/v) and the solution was absorbed on silica gel (20 g) column. The column was eluted with chloroform-ethanol (98:2, v/v) and then with chloroform-ethanol (97:3, v/v). Each 10 ml portions of the eluate was collected in a fraction tube. Fractions which showed a corresponding single spot by thin layer chromatography were combined and the solvent was distilled off by a rotary evaporator. As the results, 12α-hydroxy-3-keto-5β-cholanic acid (80 mg) was obtained from the first half of the fractions eluted with chloroform-ethanol (98:2, v/v) and 12α-hydroxy-3-keto-4-cholenic acid (10 mg) was obtained from the latter half thereof. 12α-Hydroxy-3-keto-5β-pregnan-20α-carboxylic acid (5 mg) was obtained from the first half of the fractions eluted with chloroform-ethanol (97:3, v/v) and 12α-hydroxy-3-keto-chola-1,4 -dienic acid (10 mg) was obtained from the latter half thereof.

Provenance & Evidence