Selective Scavenging Property of the Indole Moiety for the Nitrating Species of Peroxynitrite

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概要

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• The inhibitory effect on tyrosine nitration and oxidation of peroxynitrite was evaluated for more than 40 reagents including natural and synthetic compounds, and the inhibiting efficiency of each compound for nitration was compared with that for oxidation, to characterize its property as a peroxynitrite scavenger. In the presence of various concentrations of testing compounds, the nitrating and oxidizing activities were measured by monitoring the formation of 3-nitrotyrosine and dityrosine with an HPLC-UV-fluorescence detector. The IC_<50> values for nitration and oxidation were determined, and the ratio of these two IC_<50> values was calculated for each compound. Although the IC_<50> values varied from compound to compound, it was revealed that the ratio of two IC_<50> values (IC_<50> for oxidation/IC_<50> for nitration) was 1 in almost all the compounds tested, except five indole derivatives (L-tryptophan, melatonin, 5-methoxytryptamine, tryptamine, and tetrahydro-beta-carboline) and one synthetic selenium-containing compound ((2R,3R,4S)-2-amino-3,4-dihydroxy-5-phenylselenopentan-1-ol, ADPP). The indole derivatives showed a specific inhibitory effect on tyrosine nitration without affecting the oxidation. ADPP was confirmed to have a preferable inhibitory activity for tyrosine oxidation. It was suggested that compounds showing an IC_<50> value ratio of 1 scavenged the common species for nitration and oxidation, while the indole derivatives and ADPP preferably scavenged the nitrating and oxidizing species, respectively. From a stopped flow study, it was also revealed that the nitrotyrosine formation was relatively slow, unlike an OH radical reaction. These results imply that the peroxynirite reaction at least partly proceeds through specific species for nitration.

• 公益社団法人日本薬学会の論文
• 2004-01-01

著者

• Kinoshita Takayoshi

  Analytical Research Laboratories Fujisawa Pharmaceutical Co. Ltd.

• 伊古田 暢夫

  放射線医学総合研究所

• OZAWA Toshihiko

  Redox Regulation Research Group, Research Center for Radiation Safety, National Institute of Radiolo

• IKOTA Nobuo

  Redox Regulation Research Group, Research Center for Radiation Safety, National Institute of Radiolo

• IKOTA Nobuo

  School of Pharmacy, Shujitsu University

• 伊古田 暢夫

  放射線医学総合研究所重粒子医科学センター

• Ishigure Nobuhito

  Env. Toxic. Sci. Cent. Radiat. Safety Nat. Inst. Rad. Sci.(nirs)

• OZAWA Toshihiko

  Department of Health Pharmacy, Yokohama College of Pharmacy

• Ikota Nobuo

  Research Center For Radiation Emergency Medicine National Institute Of Radiological Sciences

• ARIMA HIROMI

  Redox Regulation Research Group, National Institute of Radiological Sciences

• Arima Hiromi

  Redox Regulation Research Group National Institute Of Radiological Sciences

• Ishii Nobuyuki

  Env. Toxic. Sci. Cent. Radiat. Safety Nat. Inst. Rad. Sci.(nirs)

• Ikota Nobuo

  Redox Regulation Research Group National Institute Of Radiological Sciences

• NAKAGAWA Hidehiko

  Redox Regulation Research Group, National Institute of Radiological Sciences

• TAKUSAGAWA Mitsuko

  Redox Regulation Research Group, National Institute of Radiological Sciences

• FURUKAWA Kumiko

  Redox Regulation Research Group, National Institute of Radiological Sciences

• KINOSHITA Takeshi

  Faculty of Pharmaceutical Sciences, Teikyo University

• Ozawa Toshihiko

  Radiation Modifier Research Team Heavy-ion Radiobiology Research Group Research Center For Charged P

• Ozawa Toshihiko

  Redox Regulation Research Group National Institute Of Radiological Sciences

• Nakagawa Hidetoshi

  Faculty Of Pharmaceutical Sciences Kumamoto University

• Ozawa Toshihiko

  放射線医学総合研究所重粒子医科学センター 粒子線生物研究グループ

• Nakagawa H

  Mukogawa Women's Univ. Nishinomiya Jpn

• Kinoshita T

  School Of Pharmaceutical Sciences Kitasato Univ.

• Nakagawa Hiroshi

  Graduate School Of Pharmaceutical Sciences The University Of Tokyo

• Nakagawa Hidehiko

  Department Of Organic And Medicinal Chemistry Graduate School Of Pharmaceutical Sciences Nagoya City

• Takusagawa Mitsuko

  Redox Regulation Research Group National Institute Of Radiological Sciences

• Kinoshita Takeshi

  Faculty Of Pharmaceutical Sciences Teikyo University

• Kinoshita Takeshi

  Faculty Of Engineering Yamaguchi University

• Furukawa K

  Redox Regulation Research Group National Institute Of Radiological Sciences

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