Study on the bile salts from sunfish, Mola mola L. I. The structures of sodium cyprinol sulfates, the sodium salt of a new bile acid conjugated with taurine, and a new bile alcohol and its new sodium sulfates

Article abstract of DOI:10.1248/cpb.46.12

New sodium bile alcohol sulfates (1a and 1b), two sodium cyprinol sulfates (2a and 2b), and the sodium salt of a new bile acid conjugated with taurine (3) were isolated from the bile of sunfish, Mola mola L., by chromatography on silica gel and octadecylsilane (ODS), together with sodium taurocholate (4). On hydrolysis with pyridine and dioxane, the new sulfates 1a and 1b both afforded a new bile alcohol (5), whose structure was determined to be 5β-cholestane-3α,7α,11α,26,27-pentol, based on the physico-chemical data. On the basis of this result and their physicochemical data, the new sulfates were established as (25S)- and (25R)-(+)- 3α,7α,11α,26-tetrahydroxy-5β-cholestan-27-yl sodium sulfate. Based on the physicochemical data and chemical transformations, the sodium cyprinol sulfates were identified as (25S)- and (25R)-(+)-3α,7α,12α,26- tetrahydroxy-5β-cholestan-27-yl sodium sulfate and compound 3 as sodium 2- [[3α,7α,11α-trihydroxy-24-oxo-5β-cholan-24-yl]amino]ethanesulfonate.

Full text of DOI:10.1248/cpb.46.12

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NII-Electronic Library Service

NII-Electronic Library Service

NII-Electronic Library Service

NII-Electronic Library Service