Sensitized Photooxygenation of Cholesterol and Pseudocholesterol Derivatives via Singlet Oxygen

3-Substituted cholesterols and 7-substituted pseudocholesterols undergo a facile photooxygenation sensitized by 9, 10-dicyanoanthracene (DCA) and lumiflavin (LF) to give similar, oppositely-positioned enol derivatives. Both steroids showed the same reaction pattern associated with the endocyclic 5-...

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Main Authors:	Zeng Daixun, Yang Li, Li Heting, Jiang Zhiqin, Wu Shuping
Format:	Article
Language:	English
Published:	MDPI AG 2001-01-01
Series:	Molecules
Subjects:	Cholesterol and pseudocholesterol derivatives ene reaction of singlet oxygen photochemical damage
Online Access:	http://www.mdpi.com/1420-3049/6/1/52/

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spelling	doaj-d7c54d126faa4d099bbd372b18977ceb2020-11-25T00:27:39ZengMDPI AGMolecules1420-30492001-01-0161526010.3390/60100052Sensitized Photooxygenation of Cholesterol and Pseudocholesterol Derivatives via Singlet OxygenZeng DaixunYang LiLi HetingJiang ZhiqinWu Shuping3-Substituted cholesterols and 7-substituted pseudocholesterols undergo a facile photooxygenation sensitized by 9, 10-dicyanoanthracene (DCA) and lumiflavin (LF) to give similar, oppositely-positioned enol derivatives. Both steroids showed the same reaction pattern associated with the endocyclic 5- and 4-olefin units, respectively. The reaction was proposed to proceed via the ene reaction of singlet oxygen and subsequent rearrangement of the initially formed 5a-hydroperoxides.http://www.mdpi.com/1420-3049/6/1/52/Cholesterol and pseudocholesterol derivativesene reaction of singlet oxygenphotochemical damage
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Zeng Daixun Yang Li Li Heting Jiang Zhiqin Wu Shuping
spellingShingle	Zeng Daixun Yang Li Li Heting Jiang Zhiqin Wu Shuping Sensitized Photooxygenation of Cholesterol and Pseudocholesterol Derivatives via Singlet Oxygen Molecules Cholesterol and pseudocholesterol derivatives ene reaction of singlet oxygen photochemical damage
author_facet	Zeng Daixun Yang Li Li Heting Jiang Zhiqin Wu Shuping
author_sort	Zeng Daixun
title	Sensitized Photooxygenation of Cholesterol and Pseudocholesterol Derivatives via Singlet Oxygen
title_short	Sensitized Photooxygenation of Cholesterol and Pseudocholesterol Derivatives via Singlet Oxygen
title_full	Sensitized Photooxygenation of Cholesterol and Pseudocholesterol Derivatives via Singlet Oxygen
title_fullStr	Sensitized Photooxygenation of Cholesterol and Pseudocholesterol Derivatives via Singlet Oxygen
title_full_unstemmed	Sensitized Photooxygenation of Cholesterol and Pseudocholesterol Derivatives via Singlet Oxygen
title_sort	sensitized photooxygenation of cholesterol and pseudocholesterol derivatives via singlet oxygen
publisher	MDPI AG
series	Molecules
issn	1420-3049
publishDate	2001-01-01
description	3-Substituted cholesterols and 7-substituted pseudocholesterols undergo a facile photooxygenation sensitized by 9, 10-dicyanoanthracene (DCA) and lumiflavin (LF) to give similar, oppositely-positioned enol derivatives. Both steroids showed the same reaction pattern associated with the endocyclic 5- and 4-olefin units, respectively. The reaction was proposed to proceed via the ene reaction of singlet oxygen and subsequent rearrangement of the initially formed 5a-hydroperoxides.
topic	Cholesterol and pseudocholesterol derivatives ene reaction of singlet oxygen photochemical damage
url	http://www.mdpi.com/1420-3049/6/1/52/
work_keys_str_mv	AT zengdaixun sensitizedphotooxygenationofcholesterolandpseudocholesterolderivativesviasingletoxygen AT yangli sensitizedphotooxygenationofcholesterolandpseudocholesterolderivativesviasingletoxygen AT liheting sensitizedphotooxygenationofcholesterolandpseudocholesterolderivativesviasingletoxygen AT jiangzhiqin sensitizedphotooxygenationofcholesterolandpseudocholesterolderivativesviasingletoxygen AT wushuping sensitizedphotooxygenationofcholesterolandpseudocholesterolderivativesviasingletoxygen
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Sensitized Photooxygenation of Cholesterol and Pseudocholesterol Derivatives via Singlet Oxygen

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