STUDY ON THE BILE-SALT FROM MEGAMOUTH SHARK .1. THE STRUCTURES OF A NEW BILE ALCOHOL, 7-DEOXYSCYMNOL, AND ITS NEW SODIUM SULFATES

Citation
H. Ishida et al., STUDY ON THE BILE-SALT FROM MEGAMOUTH SHARK .1. THE STRUCTURES OF A NEW BILE ALCOHOL, 7-DEOXYSCYMNOL, AND ITS NEW SODIUM SULFATES, Chemical and Pharmaceutical Bulletin, 44(7), 1996, pp. 1289-1292
Citations number
21
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
ISSN journal
00092363
Volume
44
Issue
7
Year of publication
1996
Pages
1289 - 1292
Database
ISI
SICI code
0009-2363(1996)44:7<1289:SOTBFM>2.0.ZU;2-Z
Abstract
New sodium bile alcohol sulfates were obtained from the bile of megamo uth shark by chromatography on silica gel and Sephadex LH-20, together with two sodium scymnol sulfates, (24R,25S)- and (24R,25R)-(+)-3 alph a,7 alpha,12 alpha,24,26-pentathydroxy- 5 beta-cholestan-27-yl sodium sulfate (2 and 3). On hydrolysis in pyridine-dioxane, the new salts af forded a new bile alcohol (1), whose structure was determined to be (2 4R)-5 beta-cholestane-3 alpha,12 alpha,24,26,27-pentol, based on chemi cal and spectral data. On the basis of the physicochemical data, the n ew salts were established as (24R,25S)- and (24R,25R)-(+)-3 alpha,12 a lpha,24,26-tetrahydroxy-5 beta- cholestan-27-yl sodium sulfate.