A pyrene dihydrodioxin with pyridinium “arms”: A photochemically active DNA cleaving agent with unusual duplex stabilizing and electron trapping properties

Emil F Khisamutdinov, Alexei E Shamaev,Kanykey E Karabaeva,Andrey S Mereshchenko,Maxim S Panov, Rabahalsulami,Phillip A Boda,Neocles B Leontis,Alexander N Tarnovsky,R Marshall Wilson

Journal of Photochemistry and Photobiology A: Chemistry（2015）

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摘要

•Pyrene dihydrodioxins (PDHDs) are very effective DNA binding agents.•Pyrenequinone is released photochemically from PDHDs.•Pyrenequinone cleaves DNA ribose backbones and damages bases in a localized fashion.•Pyrenequinone initiates its photochemical release from PDHD autocatalytically.•Electron capture by the coordinated action of two pyridinium rings is described.

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关键词

Pyrene dihydrodioxin,Schönberg–Mustafa reaction,Autocatalytic quinone release,Dipyridinium–electron complex,DNA binding agents,Photochemical DNA cleavage

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