The Reaction of Psoralens and Related Benzofurans with Singlet Oxygen An Account of Current Research

The Reaction of Psoralens and Related Benzofurans with Singlet Oxygen An Account of Current Research
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补骨脂素和相关苯并呋喃与单线态氧的反应当前研究进展

DOI:
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发表时间:
1983
期刊:
影响因子:
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通讯作者:
H. Wasserman
H. Wasserman
中科院分区:
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文献类型:
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作者:
D. Berdahl;H. Wasserman

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本文综述了单线态氧在昆虫生物活性中的作用。单线态氧与苯并呋喃的反应产生最初形成的二氧杂环丁烷的产物。从使用二苯硫醚作为捕集剂的实验中获得了二氧杂环丁烷中间体的证据。在呋喃双键上含有烷基或芳基的芘衍生物容易与单线态氧反应得到二氧杂环丁烷裂解型产物。缺乏呋喃取代基但在5-和8-位具有强有力的供电子基团的萜烯产生仅在低温下稳定的过氧化物中间体。
Recent work dealing with the role of singlet oxygen in the biological activity of the psoralens has been reviewed. The reaction of singlet oxygen with benzofurans gives products which result from initially formed dioxetanes. Evidence for dioxetane intermediates was obtained from experiments using diphenyl sulfide as a trapping agent. Psoralen derivatives which contain alkyl or aryl groups on the furan double bond react readily with singlet oxygen to give dioxetane cleavage-type products. Psoralens which lack furan substituents but possess powerful electrondonating groups in the 5- and 8-positions give rise to peroxidic intermediates which are stable only at low temperature.