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Organic Chemistry of Nitric Oxide for the Understanding of Its Physiological Roles

Research Project

Project/Area Number 10671996
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionShowa University

Principal Investigator

ITOH Takashi  School of Pharmaceutical Sciences, Showa University, Associate Professor, 薬学部, 助教授 (40159885)

Co-Investigator(Kenkyū-buntansha) MATSUYA Yuji  School of Pharmaceutical Sciences, Showa University, Assistant Professor, 薬学部, 助手 (50255858)
NAGATA Kazuhiro  School of Pharmaceutical Sciences, Showa University, Lecturer, 薬学部, 講師 (20208010)
OHSAWA Akio  School of Pharmaceutical Sciences, Showa University, Professor, 薬学部, 教授 (00102369)
TSUTSUMI Nozomi  School of Pharmaceutical Sciences, Showa University, Assistant Professor, 薬学部, 助手 (00255382)
MIYAZAKI Michiko  School of Pharmaceutical Sciences, Showa University, Assistant Professor, 薬学部, 助手 (00266165)
Project Period (FY) 1998 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥2,600,000 (Direct Cost: ¥2,600,000)
Fiscal Year 1999: ¥1,200,000 (Direct Cost: ¥1,200,000)
Fiscal Year 1998: ¥1,400,000 (Direct Cost: ¥1,400,000)
KeywordsNitric Oxide / Nitrogen Oxides / Azaaromatic / N-Amino Compounds / NO Scavenger / 含窒素芳香族 / ニトロソ化 / 酸化 / 還元 / アミン / アミド / ジスルフィド
Research Abstract

Despite its simple structure, nitric oxide (NO) has been found to play diverse roles in biological systems. Accompanied by the positive physiological roles, NO causes extensive damage to the body in the case that NO is released at relatively higher concentration. In these circumstances, NO is activated by the reaction with various active oxygens to afford more reactive nitrogen oxides, and the ultimate reactive species included in the processes has been an important target for toxicological studies.
For the understanding of reactive species of nitrogen oxides toward organic molecules, we have recently been studying the reaction of nitric oxide with nitrogen compounds in the presence and absence of oxygen, and found that oxygen plays two type of roles in this system, that is, one in which oxygen is consumed according to a stoichiometry, and the other where oxygen functions in a catalytic manner. With these results in hand, we next applied the reaction system to development of a new methodology of nitric oxide quenching, and found that N-aminoazaaromatics reacted rapidly with NO in the presence of various amounts of oxygen to afford corresponding deaminated products in quantitative yields. NO or higher nitrogen oxides was transformed stoichiometrically to nitrous oxide NィイD22ィエD2O. In addition, N-aminoazole derivatives were also found to quench superoxide anion, which is a precursor of peroxynitrite and other active oxygen species.

Report

(3 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • Research Products

    (20 results)

All Other

All Publications (20 results)

  • [Publications] T. Itoh et al: "Radical Scavenging by N-Aminoazaavomatics"Bioorganic and Medicinal Chemistry.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Itoh et al: "Dispropertionation Reaction of Disulfides promoted by Nitric Oxide in the Presence of Oxygen"Bioorganic and Medicinal Chemistry Letters. 9. 2161-2166 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Itoh et al: "Reactions of Secondary and Tertiary Amines with Nitric Oxide in the Presence of Oxygen"Chemical and Pharmaceutical Bulletin. 47. 819-823 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Itoh et al: "Effect of Oxygen on the Reaction of Secondary Amines with Nitric Oxide"Chemical and Pharmaceutical Bulletin. 47. 133-135 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Itoh, M. Miyazaki, H. Maeda, K. Nagata and A. Ohsawa: "Radical Scavenging by N-Aminoazaaromatics"Bioorg. Med. Chem.. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Itoh, N. Tsutsumi and A. Ohsawa: "Disproportionation Reaction of Disulfides Promoted by Nitric Oxide (NO) in the Presence of Oxygen"Bioorg. Med. Chem. Lett.. 9. 2161-2166 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Itoh, Y. Matsuya, H. Maeda, M. Miyazaki, K. Nagata and A. Ohsawa: "Reactions of Secondary and Tertiary Amines with Nitric Oxide in the Presence of Oxygen"Chem. Pharm. Bull.. 47. 819-823 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T. Itoh, Y. Matsuya, H. Maeda, M. Miyazaki, K. Nagata and A. Ohsawa: "Effect of Oxygen on the Reaction of Secondary Amines with Nitric Oxide"Chem. Pharm. Bull.. 47. 133-135 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] T.Itoh et al.: "Radical Scavenging by N-Amino azaaromatics"

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Itoh et al.: "Disproportionation Reaction of Disulfides Promoted by Nitric Oxide(NO) in the Presence of Oxygen"Bioorg.Med.Chem.Lett. 9. 2161-2166 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Itoh et al.: "Reactions of Secondary and Teriary Amines with Nitric Oxide in the Presence of Oxygen"Chem.Pharm.Bull. 47. 819-823 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Itoh et al.: "Effect of Oxygen on the Reaction of Secondary Amines with Nitric Oxide"Chem.Pharm.Bull. 47. 133-135 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Itoh et al.: "A Mild Dehydrazination Reaction of Arylhydrazines Using Nitric Oxide in the Presence of Oxygen"Tetrahedron. 53. 15701-15710 (1997)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Itoh et al.: "Deamination of 2-Aminothiazoles and 3-Amino-1,2,4-triazines with Nitric Oxide in the Presence of a Catalytic Amount of Oxygen"Chem.Pharm.Bull. 45. 1547-1549 (1997)

    • Related Report
      1999 Annual Research Report
  • [Publications] T.Itoh 他: "Reaction of Nitric Oxide with Amines" Journal of Organic Chemistry. 62. 3582-3585 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Itoh 他: "Reactions of Arylhydvazines with Nitric Oxide in the Presence of Oxygen" Tetvahedvon Letters. 38. 4117-4120 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Itoh 他: "Reaction of Amides with Nitric Oxide" Tetvahedvon Letters. 38. 5017-5020 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Itoh 他: "Deamination of 2-Aminothiazoles and 3-Amino-1,2,4-triazines with Nitric Oxide" Chemical and Pharmaceutical Bulletin. 45. 1547-1549 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Itoh 他: "A Mild Dehydrazination Reaction of Avylhydrazines Using Nitric Oxide" Tetrahedron. 53. 15701-15710 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Itoh 他: "Effect of Oxyen on the Reaction of Secondary Amines with Nitric Oxide" Chemical and Pharmaceutical Bulletin. 47. 133-135 (1999)

    • Related Report
      1998 Annual Research Report

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Published: 1998-04-01   Modified: 2016-04-21  

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