Journal article 968 views
Synthesis and biological activity of (24E)- and (24Z)-26-hydroxydesmosterol
Ratni Saini,
Olga Kataeva,
Arndt W Schmidt,
Yuqin Wang 
,
Anna Meljon,
William Griffiths ,
Hans-Joachim Knölker
,
Anna Meljon,
William Griffiths ,
Hans-Joachim Knölker
Bioorganic & Medicinal Chemistry
Swansea University Authors:
Yuqin Wang , William Griffiths
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DOI (Published version): 10.1016/j.bmc.2013.07.015
Abstract
Using 3b-hydroxychol-5-en-24-oic acid (4) as starting material, the diastereoisomeric allylic alcohols (24E)-26-hydroxydesmosterol (2) and (24Z)-26-hydroxydesmosterol (3) have been synthesised in six steps with 67% and 12% overall yield, respectively. Both of these isomers are found in newborn mouse...
| Published in: | Bioorganic & Medicinal Chemistry |
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| ISSN: | 0968-0896 |
| Published: |
2013
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| Online Access: |
Check full text
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| URI: | https://cronfa.swan.ac.uk/Record/cronfa15364 |
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| Abstract: |
Using 3b-hydroxychol-5-en-24-oic acid (4) as starting material, the diastereoisomeric allylic alcohols (24E)-26-hydroxydesmosterol (2) and (24Z)-26-hydroxydesmosterol (3) have been synthesised in six steps with 67% and 12% overall yield, respectively. Both of these isomers are found in newborn mouse brain where sterol synthesis is high. Unlike desmosterol (1), neither of these isomers is a ligand to the liver x receptors and thus represents a novel biological deactivation mechanism avoiding cholesterol synthesis. |
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| College: |
Faculty of Medicine, Health and Life Sciences |