دورية أكاديمية
Inhibition of the conversion of cholesterol to pregnenolone in bovine adrenocortical preparations.
| العنوان: | Inhibition of the conversion of cholesterol to pregnenolone in bovine adrenocortical preparations. |
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| المؤلفون: | Burstein S, Letourneux Y, Kimball HL, Gut M |
| المصدر: | Steroids [Steroids] 1976 Mar; Vol. 27 (3), pp. 361-82. |
| نوع المنشور: | Journal Article; Research Support, U.S. Gov't, Non-P.H.S.; Research Support, U.S. Gov't, P.H.S. |
| اللغة: | English |
| بيانات الدورية: | Publisher: Elsevier Country of Publication: United States NLM ID: 0404536 Publication Model: Print Cited Medium: Print ISSN: 0039-128X (Print) Linking ISSN: 0039128X NLM ISO Abbreviation: Steroids Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: New York Ny : Elsevier Original Publication: San Francisco. |
| مواضيع طبية MeSH: | Adrenal Cortex/*metabolism , Adrenal Glands/*metabolism , Cholesterol/*metabolism , Pregnenolone/*biosynthesis, Adrenal Cortex/drug effects ; Animals ; Cattle ; Cholesterol/analogs & derivatives ; Cholesterol/pharmacology ; Hydroxycholesterols/pharmacology ; In Vitro Techniques ; Kinetics ; Mass Spectrometry ; Mitochondria/drug effects ; Mitochondria/metabolism ; Oximes/pharmacology ; Structure-Activity Relationship |
| مستخلص: | The inhibition of the conversion of [4-14C] cholesterol to [4-14C] pregnenolone by a number of steroids has been studied in bovine adrenocortical mitochondrial acetonedried preparations. At equimolar substrate and inhibitor concentrations (3.3 muM) the most potent inhibitors were cholesterol derivatives containing a nitrogen function at c-22, followed by derivatives containing oxygen functions at c-22 or c-20 or both. The presence of a hydroxyl group at c-17 or the replacement of the 3beta-hydroxyl group by fluorine reduced the inhibitory efficacy. In the presence of inhibitors that were also relatively good substrates of the cholesterol side-chain cleavage system, such as some cholesterol derivatives hydroxylated in the side-chain,the rate of [4-14C] pregnenolone formation increased with time as the inhibitor was consumed. (20S)-20,21-Dihydroxycholesterol exerted such an effect on the kinetics of [4-14C]pregnenolone formation, and yielded 21-hydroxypregnenolone which was identified by gas chromatography-mass spectrometry. The synthesis of (20R)-22-ketocholesterol, of (20R,22R)-22hydroxycholesterol, (20R,22S)-hydroxycholesterol, and of (20S)-desmosterol is described. |
| المشرفين على المادة: | 0 (Hydroxycholesterols) 0 (Oximes) 73R90F7MQ8 (Pregnenolone) 97C5T2UQ7J (Cholesterol) |
| تواريخ الأحداث: | Date Created: 19760301 Date Completed: 19760706 Latest Revision: 20190819 |
| رمز التحديث: | 20231215 |
| DOI: | 10.1016/0039-128x(76)90057-x |
| PMID: | 1265798 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 0039-128X |
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| DOI: | 10.1016/0039-128x(76)90057-x |