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Hydroxyl radical generation via photoreduction of a simple pyridine N-oxide by an NADH analogue†
Kei Ohkubo,Keizo Takeshita,Kazuo T. Suzuki,Toshihiko Ozawa,Sidney M. Hecht,Masayuki Tanno,Shoko Sueyoshi,Naoki Miyata,Haruhiro Okuda,Shunichi Fukuzumi,Nobuo Ikota,Kiyoshi Fukuhara
Organic & Biomolecular Chemistry Pub Date : 08/02/2005 00:00:00 , DOI:10.1039/B509447J
Abstract

Photoreduction of pyridine N-oxide, which has a key structure of antitumor agents for hypoxic solid tumors, by 1-benzyl-1,4-dihydronicotinamide in deaerated aprotic media resulted in generation of hydroxyl radical, leading to the oxidation of salicylic acid to 2,3- and 2,5-dihydroxybenzoic acids, and catechol.

Graphical abstract: Hydroxyl radical generation via photoreduction of a simple pyridine N-oxide by an NADH analogue
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