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Creation of Intelligent and Robotic Molecules with Macrocyclic Polyamines

Research Project

Project/Area Number 04403024
Research Category

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

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionHIROSHIMA UNIVERSITY

Principal Investigator

KIMURA Eiichi  Hiroshima Univ., School of Medicine, Professor, 医学部, 教授 (30034010)

Co-Investigator(Kenkyū-buntansha) SHIONOYA Mitsuhiko  Hiroshima Univ., School of Medicine, Associate Prof., 医学部, 助教授 (60187333)
KOIKE Tohru  Hiroshima Univ., School of Medicine, Associate Prof., 医学部, 助教授 (90186586)
Project Period (FY) 1992 – 1994
Project Status Completed (Fiscal Year 1994)
Budget Amount *help
¥33,900,000 (Direct Cost: ¥33,900,000)
Fiscal Year 1994: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 1993: ¥11,500,000 (Direct Cost: ¥11,500,000)
Fiscal Year 1992: ¥21,300,000 (Direct Cost: ¥21,300,000)
KeywordsMacrocyclic Polyamine / Intelligent Molecule / Artificial Enzyme / Zinc Enzyme / Anti-AIDS Drug / CO_2 Fixation Catalyst / Nucleic Acid Recognition / Gold Plating Agent / 蛋白合成阻害 / 炭酸脱水酵素 / アルコール脱水酵素 / DNA高次構造変換
Research Abstract

1. Novel macrocyclic polyamine-Zn^<II> complexes were synthesized, which selectively recognize thymine (or uracil) among all the nucleobases. The recognition mechanism was elucidated, which was successfully applied to a biochemical control of "protein synthesis".
2. New macrocyclic polyamines possessing a dimer structure showed potent antiAIDS activities.
3. New macrocyclic polyamine-gold complexes were synthesized, which have a high potential as novel, pollution-free gold-plating agents.
4. A number of macrocyclic polyamine complexes having an electron-pool function were synthesized, which catalyze CO_2 reduction.
5. New macrocyclic polyamines appended with an alcoholic group were synthesized, which were shown to be the first alkaline phosphatase model.

Report

(4 results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report
  • 1992 Annual Research Report
  • Research Products

    (47 results)

All Other

All Publications (47 results)

  • [Publications] Y.Inouye: "Inhibition of Human Immunodeficiency Virus Proliferation by Macrocyclic Polyamines and Their Metal Complexes." Biol.Pham.Bull.17. 243-250 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura: "New Series of Multifunctionalized Ni(II)-Cyclam Complexes.Application to the Photoreduction of CO_2." Inorg.Chem.33. 770-778 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Shionoya: "Novel “Multipoint"Molecular Recognition of Nucleobases by a New Zinc(II)Complex of Acridine-Pendant Cyclen(Cyclen=1,4,7,10-Tetraazacyclododecane)." J.Am.Chem.Soc.116. 3848-3859 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Shionoya: "Uracil-targeted Inhibition of Poly(A)-Poly(U)hybridization by a Zinc(II)-Cyclen Complex." J.Chem.Soc.,Chem.Commun.1747-1748 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura: "Carboxyester Hydrolysis Promoted by a New Zinc(II)Macrocyclic Triamine Complex with an Alkoxide Pendant:A Model Study for the Serine Alkoxide Nucleophile in Zinc Enzyme" J.Am.Chem.Soc.116. 4764-4771 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Koike: "Role of Zinc(II)in b-Lactamase II:A Model Study with a Zinc(II)-Cyclen Complex" J.Am.Chem.Soc.116. 8443-8449 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Shionoya: "A New Ternary Zinc(II)Complex with[12]aneN_4and AZT.Highly Selective Recognition of Thymidine and Its Related Nucleosides by Zinc(II)Macrocyclic Tetraamine Complex with Novel Complementary Associations" J.Am.Chem.Soc.115. 6730-6737 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura: "Gold(III)-cyclam Complexes.X-ray Crystal Structure and A Useful Macrocyclic Effect on the Reduction of Gold(III)" J.Coord.Chem.28. 33-49 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura: "A New Cyclam with an NH_2Pendant Donor,6-Amino-1,4,8,11-tetraazacyclotetradecane,and Its Nickel(II)Complex" Inorg.Chem. 32. 2779-2784 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura: "Kinetic and Mechanism of the Hydration of Carbon Dioxide and Dehydration of Bicarbonate Catalyzed by a Zn(II)Complex of 1,5,9-Triazacyclododecane as a Model for Carbonic Anhydrase" Inorg.Chem. 32. 5749-5755 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Takenouchi: "Novel Bifunctional Macrocyclic Chelating Agents Appended with a Pendant-Type Carboxymethylamino Ligand and Nitrobenzyl Group and Stability of the 88Y(III)Complex" J.Org.Chem.58. 1955-1958 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura: "Roles of Zinc(II)Ion in Zinc Enzymes" Pure and Appl.Chem.65. 355-359 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura: "Progress in Inorganic Chemistry" John Wiley and Sons Inc.(USA), 50 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura: "Transition Metals in Supramolecular Chemistry" Kluwer Academic Publishers(the Netherlands), 15 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Inouye, T.Kanamori, T.Yoshida, X.Bu, M.Shionoya, T.Koike, and E.Kimura: ""Inhibition of Human Immunodeficiency Virus Proliferation by Macrocyclic Polyamines and Their Metal Complexes."" Biol.Pharm.Bull.17. 243-250 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura, S.Wada, M.Shionoya, and Y.Okazaki: ""New Series of Multifunctionalized Ni (II) -Cyclam Complexes. Application to the Photoreduction of CO_2."" Inorg.Chem.33. 770-778 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Shionoya, T.Ikeda, E.Kimura, M.Shiro: ""Novel 'Multipoint' Molecular Recognition of Nucleobases by a New Zinc (II) Complex of Acridine-Pendant Cyclen (Cyclen=1,4,7,10-Tetraazacyclododecane)."" J.Am.Chem.Soc.116. 3848-3859 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura, I.Nakamura, T.Koike, M.Shionoya, Y.Kodama, T.Ikeda, M.Shiro: ""Carboxyester Hydrolysis Promoted by a New Zinc (II) Macrocyclic Triamine Complex with an Alkoxide Pendant : A Model Study for the Serine Alkoxide Nucleophile in Zinc Enzymes."" J.Am.Chem.Soc.116. 4764-4771 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] T.Koike, M.Takamura, and E.Kimura: ""Role of Zn (II) in b-Lactamase II : A Model Study with a Zn (II) -Cyclen Complex."" J.Am.Chem.Soc.116. 8443-8449 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Shionoya, M.Sugiyama, E.Kimura: ""Uracil-targeted Inhibition of Poly (A) -Poly (U) hybridization by a Zinc (II) -Cyclen Complex."" J.Chem.Soc.Chem.Commun.1747-1748 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura: ""Macrocyclic Polyamine Zinc (II) Complexes as Advanced Models for Zn (II) Enzymes."" Progress in Inorg.Chem.41 John Wiley and Sons Inc.(USA). 443-492 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura, M.Shionoya: ""Macrocyclic Polyamine Complex Beyond Metalloenzyme Models"" Transition Metals in Supramolecular Chemistry Kluwer Academic Publishers (the Netherlands). 245-259 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura: ""Roles of Zinc (II) Ion in Zinc Enzymes"" Pure and Applied Chem.65. 355-359 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] K.Takenouchi, K.Watanabe, Y.Kato, T.Koike, E.Kimura: ""Novel Bifunctional Macrocyclic Chelating Agents Appended with a Pendant-Type Carboxymethylamino Ligand and Nitrobenzyl Group andStability of the 88Y (III) Complex"" J.Org.Chem.58. 1955-1958 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] X.Zhang, R.Eldic, T.Koike, E.Kimura: ""Kinetic and Mechanism of the Hydration of Carbon Dioxide and Dehydration of Bicarbonate Catalyzed by a Zn (II) Complex of 1,5,9-Triazacyclododecane as a Model for Carbonic Anhydrase"" Inorg.Chem.32. 5749-5755 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura, M.Haruta, T.Koike, M.Shionoya, K.Takenouchi, Y.Iitaka: ""A New Cyclam with an NH_2-Pendant Donor, 6-Amino-1,4,8,11-tetraazacyclotetradecane, and Its Nickel (II) Complex"" Inorg.Chem.32. 2779-2784 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] E.Kimura, Y.Kurogi, T.Koike, M.Shionoya, Y.Iitaka: ""Gold (III) -cyclam Complexes. X-ray Crystal Structure and A Useful Macrocyclic Effect on the Reduction of Gold (III)"" J.Coord.Chem.28. 33-49 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] M.Shionoya, E.Kimura, M.Shiro: ""A New Temary Zinc (II) Complex with [12] aneN_4 and AZT.Highly Selective Recognition of Thymidine and Its Related Nucleosides by Zinc (II) Macrocyclic Tetraamine Complex with Novel Complementary Associations"" J.Am.Chem.Soc.115. 6730-6737 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Inouye: "Inhibition of Human Immunodeficiency Virus Proliferation by Macrocyclic Polyamines and Their Metal Complexes." Biol.Pham.Bull.17. 243-250 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] E.Kimura: "New Series of Multifunctionalized Ni(II)-Cyclam Complexes.Application to the Photoreduction of CO_2." Inorg.Chem.33. 770-778 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] M.Shionoya: "Novel “Multipoint"Molecular Recognition of Nuclebases by a New Zinc(II)Complex of Acridine-Pendant Cyclen(Cyclen=1,4,7,10-Tetraazacyclododecane)." J.Am.Chem.Soc.116. 3848-3859 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] E.Kimura: "Carboxyester Hydrolysis Promoted by a New Zinc(II)Macrocyclic Triamine Complex with an Alkoxide Pendant:A Model Study for the Serine Alkoxide Nucleophile in Zinc" J.Am.Chem.Soc.116. 4764-4771 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] T.Koike: "Role of Zn(II) in β-Lactamase II:A Model Study with a Zn(II)-Cyclen Complex." J.Am.Chem.Soc.116. 8443-8449 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] M.Shionoya: "Uracil-targeted Inhibition of Poly(A)-poly(U)hybridization by a Zink(II)-Cyclen Complex." J.Chem.Soc.,Chem.Commun.1747-1748 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] E.Kimura: "Transition Metals in Supramolecular Chemistry" Kluwer Academic Publishers(the Netherlands), 15 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Mitsuhiko Shionoya: "A New Ternary Zinc(II)Complex with〔12〕aneN_4 and AZT.Highly Selective Recognition of Thymidine and Its Related Nucleosides by Zinc(II)Macrocyclic Tetraamine Complex with Novel Complementary Associations" the Journal of the American Chemical Socciety. 115. 6730-6737 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Eiichi Kimura: "Gold(III)-cyclam Complexes.X-ray Crystal Structure and A Useful Macrocyclic Effect on the Reduction of Gold(III)" the Journal of Coordination Chemistry. 28. 33-49 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Eiichi Kimura: "A New Cyclam with an NH_2-Pendant Donor,6-Amino-1,4,8,11-tetraazacyclotetradecane,and Its Nickel(II)Complex" Inorganic Chemistry. 32. 2779-2784 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Eiichi Kimura: "Kinetic and Mechanism of the Hydration of Carbon Dioxide and Dehydration of Bicarbonate Catalyzed by a Zn(II)Complex of 1,5,9-Triazacyclododecane as a Model for Carbonic Anhydrase" Inorganic Chemistry. 32. 5749-5755 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Kazuya Takenouchi: "Novel Bifunctional Macrocyclic Chelating Agents Appended with a Pendant-Type Carboxymethylamino Ligand and Nitrobenzyl Group and Stability of the 88Y(III)Complex" the Journal of Organic Chemistry. 58. 1955-1958 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Yoshio Inouye: "Inhibition of Human Immunodeficiency Virus Type 1(HIV-1)Replication by Macrocyclic Polyamines and Their Metal Complexes" Biological & Pharmaceutical Bulletin. 17(in press). (1994)

    • Related Report
      1993 Annual Research Report
  • [Publications] E.Kimura,H.Kurosaki,Y.Koike,and K.Toriumi: "X-Ray Structural Study of Zinc(II)Inclusion Complex of a Phenolate-Pendant Cyclam." J.Inclusion Phenomena. 12. 377-387 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] E.Kimura: "Macrocyclic Polyamines with Intelligent Functions." Tetrahedron. 48. 6175-6217 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] E.Kimura,B.Xianhe,M.Shionoya,S.Wada,and S.Maruyama: "New Nickel(II)Cyclam(Cyclam=1,4,8,11-Tetraazacyclotetradecane)Complex Covalently Attached to Ru(phen)^<2+>_3(phen=1,10-Phenanthroline).A New Candidate for the Catalvtic Photoreduction of Carbon Dioxide." Inorg.Chem.31. 4542-4546 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] E.Kimura.H.Kurosaki,Y.Kurogi,M.Shionoya,and M.Shiro: "pH-Dependent Coordination Mode of New Bleomycin Synthetic Analogues with Copper(II),Iron(II),and Zinc(II)." Inorg.Crem.31. 4314-4321 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] T.Koike,E.Kimura,I.Nakamura,Y.Hashimoto and M.Shiro: "The First Anionic Sulfonamide-Binding Zinc(II)Complexes with a Macrocyclic Triamine;Chemical Verfication of the Sulfonamide Inhibition of Carbonic Anhydrase." J.AM.Chem.Soc.114. 7338-7345 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] E.Kimura,M.Shionoya,A.Hoshino,T.Ikeda,and Y.Yamada: "A Model for Catalytically Active Zinc(II)Ion in Liver Alcohol Dehydrogenase:A Novel¨Hydride Transfer¨^1 Reaction Catalyzed by Zinc(II)-Macrocyclic Polyamine Complexes" J.Am.Chem.Soc.114. 10134-10137 (1992)

    • Related Report
      1992 Annual Research Report

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Published: 1992-04-01   Modified: 2016-04-21  

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