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Design of Dioxygen Activating Agents and Active Oxygen Deactivating Agents and Their Medicinal Application

Research Project

Project/Area Number 63470128
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionCoordination Chemistry Laboratories, Institute for Molecular Science

Principal Investigator

KIMURA Eiichi  Coordination Chemistry Laboratories, Institute for molecular Science, Professor, 分子科学研究所・錯体化学実験施設(広島大学・医学部・併任), 教授 (30034010)

Co-Investigator(Kenkyū-buntansha) SHIONOYA Mitsuhiko  Coordination Chemistry Laboratories, Institute for Molecular Science Research As, 分子科学研究所・錯体化学実験施設, 助手 (60187333)
KOIKE Tohru  Hiroshima University School of Medicine Associate Professor, 医学部, 平成1. 縲怩W月講師, (90186586)
Project Period (FY) 1988 – 1989
Project Status Completed (Fiscal Year 1989)
Budget Amount *help
¥6,400,000 (Direct Cost: ¥6,400,000)
Fiscal Year 1989: ¥1,500,000 (Direct Cost: ¥1,500,000)
Fiscal Year 1988: ¥4,900,000 (Direct Cost: ¥4,900,000)
Keywordsactivation of O_2 / active oxygen species / superoxide dismutase / macrocyclic polyamine / heme-like function / bleomycine / model ligands / catalysis / 大環状テトラアミン / コバルト(II)錯体 / 1:1酸素付加体 / 大環状トリアミン / 銅(II)錯体 / SOD様活性
Research Abstract

New series of macrocyclic polyamine ligands have been synthesized, which were designed to activate O_2 or deactivate active oxygen species. Among these, a macrocyclic tetraamine and a triamine with an imidazole-pendant are of interest, which mimic a heme-like O_2 uptake function and a superoxide dismutase function, respectively.
Our original nickel(II) complex of a macrocyclic dioxopentaamine has been shown to form a 1:1 O_2 adduct and thereby activate O_2 in aqueous solution at room temperature. We have long met an extreme difficulty in studying these novel reaction mechanisms due to instability of the Ni(II) complex and its O_2 adduct. However, we have now succeeded in isolation of a stable complex precursor that brings a bright breakthrough for the mechanistic study.
Bleomycin is an antibiotic that kills cancer cells via an O_2 activation mechanism. It has been long disputed whether copper(I) can be the central metal ion. To settle this debate, we have synthesized two model compounds. Through this model study, we could demonstrate that there are two isomeric Cu(I) complexes formed by the bleomycin-like ligands, of which only one species can activate O_2 as much as the Fe(II)complex. The solution of such a question with our present can activate O_2 as much as the Fe(II)complex. The solution of such a question with our present study will lead to development of new O_2 activating agents, catalysis and medicines.

Report

(3 results)
  • 1989 Annual Research Report   Final Research Report Summary
  • 1988 Annual Research Report
  • Research Products

    (22 results)

All Other

All Publications (22 results)

  • [Publications] E.Kimura,T.Koike,H.Nada,Y.Iitaka,: "The First X-Ray Crystal Structure of Ni^<II>-Monooxocyclam Complexes.The Effects of the Deprotonated Amide and of an Intramolecular Pendant Pyridine on Cyclam Ligand Field." Inorg.Chem.27. 1036-1040 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] E.Kimura,M.Shionoya,M.Okamoto,H.Nada,: "The First Fluorinated Cyclams." J.Am.Chem.Soc.110. 3679-3680 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] 木村栄一,灘博子: "SODのモデル化合物" 蛋白質,核酸,酸素. 33. 2914-2920 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] E.Kimura,H.Anan,T.Koike,and M.Shiro,: "A Conenient Synthesis of a Macrocyclic Dioxo Pentaamine and X-ray Crystal Structure of Its Monohydrazoic Acid Salt," J.Org.Chem.54. 3998-4000 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] E.Kimura,T.Koike,M.Kodama,and Dan Meyerstein: "A Copper(I)-N,N,N′,N″,N″-Pentamethylenetriamine Complex and Its Carbon Monoxide Addult in Aqueous Solutions," Inorg.Chem.28. 2998-30001 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] M.Kodama,and E.Kimura: "The Complexation (Equilibria Mercury(II)Ions with Macromonocyclic 16-Membered Dioxopentamine,18-Membered Dioxohexamine.and Their Telated Compounds." Bull.Chem.Soc.Jpn.62. 3093-3097 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] E. Kimura, T. Koike, H. Nada, Y. Iitaka,: "The First X-Ray Crystal Structure of Ni^<II>-Monooxocyclam Complexes. The Effects of the Deprotonated Amide and of an Intramolecular Pendant Pyridine on Cyclam Ligand Field." Inorg.Chem., 27, 1036-1040, 1988.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] E. Kimura, M. Shionoya, M. Okamoto, H. Nada,: "The First Fluorinated Cyclams." J.Am.Chem.Soc., 110, 3679-3680, 1988.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] E. Kimura, H. Nada,: "SOD Model Compound" Tanpakusitu kakusan kouso, 33, No.16, 2914-2920, 1988.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] E. Kimura, H. Anan, T. Koike, and M. Shiro,: "A Convenient Synthesis of a Macrocyclic Dioxo Pentaamine and X-ray Crystal Structure of Its Monohydrazoic Acid Salt" J.Org.Chem., 54, 3998-4000, 1989.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] E. Kimura, T. Koike, M. Kodama, and Dan Meyerstein,: "A Copper(I)-N, N, N' , N" , N" -Pentamethylenetriamine Complex and Its Carbon Monoxide Addult in Aqueous Solutions" Inorg.Chem., 28, 2998-3001, 1989.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] M. Kodama and E. Kimura,: "The Complexation Equilibria of Mercury(II) Ions with Macromonocyclic 16-Membered Dioxopentamine, 18-Membered Dioxohexamine, and Their Related Compounds" Bull.Chem.Soc.Jpn., 62, 3093-3097, 1989.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1989 Final Research Report Summary
  • [Publications] I.Kimura,T.Koike,H.Nada,Y.Iitaka,: "The First X-Ray Crystal Structure of Ni^<II>-Monooxocyclam Complexes.The Effects of the Deprotonated Amide and of Intramolecular Pendant Pyridine on Cyclam Ligand Field." Inorg.Chem.27. 1036-1040 (1988)

    • Related Report
      1989 Annual Research Report
  • [Publications] E.Kiumra,M.Shionoya,M.Okamoto,H.Nada: "The First Fluorinated Cyclams." J.Am.Chem.Soc.110. 3679-3680 (1988)

    • Related Report
      1989 Annual Research Report
  • [Publications] 木村栄一,灘博子: "SODのモデル化合物" 蛋白質 核酸 酵素. 33. 2914-2920 (1988)

    • Related Report
      1989 Annual Research Report
  • [Publications] E.Kimura,H.Anan,T.Koike,and M.Shiro,: "A Conenient Synthesis of a Macrocyclic Dioxo Pentaamine and X-ray Crystal Structure of Its Monohydrazoic Acid Salt," J.Org.Chem.54. 3998-4000 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] E.Kimura,T.Koike,M.Kodama,and Dan Meyerstein: "A Copper(I)ーN,N,N′,N",N"ーPentamethylenetriamine Complex and Its Carbon Monoxide Addult in Aqueous Solutions," Inorg.Chem.28. 2998-3001 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] M.Kodama and E.Kimura,: "The Complexation Equilibria of Mercury(II)Ions with Macromonocyclic 16-Membered Dioxopentamine,18-Membered Dioxohexamine,and Their Related Compounds." Bull.Chem.Soc.Jpn.62. 3093-3097 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] E.Kimura;T.Koike;M.Kodama;Y.Iitaka, et al: Inorg.Chem.26. 2975-2983 (1987)

    • Related Report
      1988 Annual Research Report
  • [Publications] E.Kimura;T.Koike;H.Nada;Y.Iitaka: J.Chem.Soc.Chem.Commun.1322-1323 (1987)

    • Related Report
      1988 Annual Research Report
  • [Publications] E.Kimura;M.Shinoya;T.Mita;Y.Iitaka: J.Chem.Soc.Chem.Commun.1712-1714 (1987)

    • Related Report
      1988 Annual Research Report
  • [Publications] E.Kimura;T.Koike;H.Nada;Y.Iitaka: Inorg.Chem.27. 1036-1040 (1988)

    • Related Report
      1988 Annual Research Report

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Published: 1988-04-01   Modified: 2016-04-21  

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