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

Ikuo Nakanishi; Chiho Nishizawa; 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

doi:10.1039/b509447j

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

Ikuo Nakanishi, Chiho Nishizawa, 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

Research output: Contribution to journal › Article › peer-review

10 Scopus citations

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.

Original language	English (US)
Pages (from-to)	3263-3265
Number of pages	3
Journal	Organic and Biomolecular Chemistry
Volume	3
Issue number	18
DOIs	https://doi.org/10.1039/b509447j
State	Published - Sep 21 2005
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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Nakanishi, I., Nishizawa, C., Ohkubo, K., Takeshita, K., Suzuki, K. T., Ozawa, T., Hecht, S. M., Tanno, M., Sueyoshi, S., Miyata, N., Okuda, H., Fukuzumi, S., Ikota, N., & Fukuhara, K. (2005). Hydroxyl radical generation via photoreduction of a simple pyridine N-oxide by an NADH analogue. Organic and Biomolecular Chemistry, 3(18), 3263-3265. https://doi.org/10.1039/b509447j

Nakanishi, I, Nishizawa, C, Ohkubo, K, Takeshita, K, Suzuki, KT, Ozawa, T, Hecht, SM, Tanno, M, Sueyoshi, S, Miyata, N, Okuda, H, Fukuzumi, S, Ikota, N & Fukuhara, K 2005, 'Hydroxyl radical generation via photoreduction of a simple pyridine N-oxide by an NADH analogue', Organic and Biomolecular Chemistry, vol. 3, no. 18, pp. 3263-3265. https://doi.org/10.1039/b509447j

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title = "Hydroxyl radical generation via photoreduction of a simple pyridine N-oxide by an NADH analogue",

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.",

author = "Ikuo Nakanishi and Chiho Nishizawa and Kei Ohkubo and Keizo Takeshita and Suzuki, {Kazuo T.} and Toshihiko Ozawa and Hecht, {Sidney M.} and Masayuki Tanno and Shoko Sueyoshi and Naoki Miyata and Haruhiro Okuda and Shunichi Fukuzumi and Nobuo Ikota and Kiyoshi Fukuhara",

year = "2005",

month = sep,

day = "21",

doi = "10.1039/b509447j",

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T1 - Hydroxyl radical generation via photoreduction of a simple pyridine N-oxide by an NADH analogue

AU - Nakanishi, Ikuo

AU - Nishizawa, Chiho

AU - Ohkubo, Kei

AU - Takeshita, Keizo

AU - Suzuki, Kazuo T.

AU - Ozawa, Toshihiko

AU - Hecht, Sidney M.

AU - Tanno, Masayuki

AU - Sueyoshi, Shoko

AU - Miyata, Naoki

AU - Okuda, Haruhiro

AU - Fukuzumi, Shunichi

AU - Ikota, Nobuo

AU - Fukuhara, Kiyoshi

PY - 2005/9/21

Y1 - 2005/9/21

N2 - 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.

AB - 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.

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U2 - 10.1039/b509447j

DO - 10.1039/b509447j

M3 - Article

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AN - SCOPUS:26444499115

SN - 1477-0520

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EP - 3265

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 18

ER -

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

Abstract

ASJC Scopus subject areas

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