Synthesis of 7alpha-hydroxy derivatives of regulatory oxysterols.
7alpha-Hydroxy derivatives of oxysterols are of considerable interest because of their possible involvement in regulation of cholesterol metabolism. This paper describes stereoselective syntheses and complete characterization of the 7alpha-hydroxy derivatives of four key oxysterols: 25-hydroxycholesterol, 27-hydroxycholesterol, 24(S)-hydroxycholesterol, and 24(S), 25-epoxycholesterol.
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Department of Chemistry, Dartmouth College, Hanover, NH 03755, USA.
Spencer
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TA
D001647:Bile Acids and Salts / Q000096:biosynthesis / Q000737:chemistry; D002784:Cholesterol / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D002790:Cholesterol 7-alpha-Hydroxylase / Q000187:drug effects; D006801:Humans; D006888:Hydroxycholesterols / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D001647:Bile Acids and Salts; D006888:Hydroxycholesterols; C044563:24-hydroxycholesterol; C011724:cholest-5-en-3 beta,7 alpha-diol; C028358:24,25-epoxycholesterol; C076996:27-hydroxycholesterol; C007997:25-hydroxycholesterol; D002784:Cholesterol; D002790:Cholesterol 7-alpha-Hydroxylase