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

Department of Chemistry & Nanoscience

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

11 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
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 - 21 Sep 2005

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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

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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",

language = "English",

volume = "3",

pages = "3263--3265",

journal = "Organic and Biomolecular Chemistry",

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publisher = "Royal Society of Chemistry",

number = "18",

}

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

TY - JOUR

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.

UR - https://www.scopus.com/pages/publications/26444499115

U2 - 10.1039/b509447j

DO - 10.1039/b509447j

M3 - Article

AN - SCOPUS:26444499115

SN - 1477-0520

VL - 3

SP - 3263

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

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