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Interaction of novel dinuclear platinum and iron complexes with double strand DNA

Research Project

Project/Area Number 13470497
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field 医薬分子機能学
Research InstitutionKumamoto University

Principal Investigator

GOTO Masafumi  Kumamoto University, Faculty of Medicinal and Pharmaceutical Sciences, Professor, 大学院・医学薬学研究部, 教授 (50080180)

Co-Investigator(Kenkyū-buntansha) KUROSAKI Hiromasa  Kumamoto University, Faculty of Medicinal and Pharmaceutical Sciences, Associate Professor, 大学院・医学薬学研究部, 助教授 (70234599)
森 弘正  熊本大学, 薬学部, 助教授 (40040315)
Project Period (FY) 2001 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥12,700,000 (Direct Cost: ¥12,700,000)
Fiscal Year 2003: ¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 2002: ¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 2001: ¥7,300,000 (Direct Cost: ¥7,300,000)
Keywordsiron complex / DNA cleavage / optical active / electronic spectra / platinum complex / CD spectra / DNA切断 / 過酸化水素 / 酸化反応 / ESR / EPR / CD / 電気化学
Research Abstract

In this project, I have aimed at the creation of various binuclear metal complexes such as Fe and Pt capable of cleaving and intercalating DNA.
1-1)Four pentadentate iron(II) complexes containing non-or fluoro-substituted phenyl group were synthesized and cleaving activity of them to pUC19 DNA was evaluated in the presence of hydrogen peroxide. DNA cleavage activity increased with the number of substituted fluorine atoms on the phenyl group.
1-2)I have synthesized 1,8-(N-anthranylmethyl)-bis(N',N'-dipyridylmethyl-R,R-cyclohexane-1,2-diamine), 1, and cleaving activity of 1 to DNA was evaluated in the presence of sodium ascorbate under air. A novel Fe complex 1 and sodium ascorbate system cleaved A-T rich region of DNA.
2-1)The new dinuclear platinum(II) complexes, 1,3-and 1,4-(benzenedimethanethiolate-S)di(2,2',2"-terpyridine)platinum(II) chloride tetrahydrate (2 and 3), were synthesized in order to investigate the binding of platinum(II) complexes with calf thymus DNA, which was examined by UV and CD sepctroscopies. Complex 2 interacted strongly with DNA by intercalation compared to 3.
2-2)Square-planar complex with the formula [Pt(L_2)(L_1)]X_2, where L_1 is S-2-aminomethylpyrrolidine or 2-aminomethylpiperidine and L_2 is diammine, cyclobutane-1,1-dicarboxylato or 1,10-phenanthroline were prepared and the nature of the coordination of L_1 was examined by ^1H NMR spectroscopy and X-ray crystallography. These 2-aminomethylazacycloalkane derivatives form five-membered chelate rings condensed with an azacycloalkane ring in cis or trans-configurations.

Report

(4 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • 2001 Annual Research Report
  • Research Products

    (27 results)

All Other

All Publications (27 results)

  • [Publications] Tulio Enripue Chavez-Gil: "Successive intramolecular transiminations in an iron(II) complex with chiral tridentate ligands"Chem.Commun.. 2388-2389 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Hiromasa Kurosaki: "DNA cleavage by pentadentate iron(II) complexes containing fluoro-substitued phenyl groups"Bioorg.Med.Chem.Lett.. 12. 201-203 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Hiromasa Kurosaki: "Interaction of binuclear xylythiolato (2,2',2"-terpyridine) platinum(II) complexes with DNA"Bioorg.Med.Chem.Lett.. 13. 825-828 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Masafumi Goto: "Preparation of ternary platinum(II) complexes with N-(ω-phenylalkyl)-1,2-ethanediamine and 2,2'-dipyridine and the effect of the methylene chain length of the N-(ω-phenylalkyl)1,2-ethanediamine in the complexes on intermolecular interactions with various arylsulfonates"Chem.Pharm.Bull.. 52(6). 649-653 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Masafumi Goto: "Conformation of 2-aminomethylpyrrolidine and 2-aminomethylpiperidine in ternary platinum(II) complexes : regulation of conformation of the diamine by the coexisting ligand"Chem.Pharm.Bull.. 51(10). 1157-1162 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Masafumi Goto: "Structures of platinum(II) complexes of 2-aminomethylaziridine and S-2-aminomethylazetidine and correlation of anticancer activities of (2-aminomethylazacycloalkane)platinum(II) complexes with the chelate rings formed with platinum(II)"Chem.Pharm.Bull.. 52(1). 47-50 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Tuilo Enrique Chavez-Gil: "Successive intramolecular transimination in an iron(II) complex with chiral tridentate ligands"Chem Commun. 2388-2389 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Hiromasa Kurosaki: "DNA cleavage by pentadenate iron(II) complexes containing fluoro substituted phenyl groups"Bioorg.Med.Chem.Lett.. 12. 201-203 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Hiromasa Kurosaki: "Interaction of binuclearxylylthiolato(2,2',2"-terpyridine)platinum(II) complexes with DNA"Bioorg.Med.Chem.Lett.. 13. 825-828 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Masafumi Goto: "Preparation of ternary platinum(II) complexes with N-(ω-phenylalkyl)-1,2-diamine and 2,2'-dipyridine and the effect of the methylene chain length of the N-(ω-phenylalkyl)-1,2-ethanediamine in the complexes on intermolecular interactions with various arylsulfonates"Chem.Pharm.Bull.. 51(6). 649-653 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Masafumi Goto: "Conformation of 2-aminomethylpyrrolidine and 2-aminomethylpiperidine in ternary platinum(II) complexes : regulation of conformation of the diamine by the coexisting ligand"Chem.Pharm.Bull.. 51(10). 1157-1162 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Masafumi Goto: "Structures of Platinum(II) complexes of 2-aminomethylaziridine and S-2-aminomethylazetidine and correlation of anticancer activities of (2-aminomethylazacycloalkane)platinum(II) complexes with the geometry of the chelate rings formed with platinum(II)"Chem.Pharm.Bull.. 52(1). 47-50 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Masafumi Goto, Katsutoshi Tanaka, Masamitsu Sumimoto, Hiromasa Mori, Hiromasa Kurosaki: "Preparation of Ternary Platinum (II) Complexes with N-(ω-Phenylalkyl)-1,2-ethanediamine and 2,2'-Dipyridine and the Effect of the Methylene Chain Length of the N-(ω-Phenylalkyl)-1,2-ethanediamine in the Complexes on Intermolecular Interactions with Various Arylslfonates"Chem.Pharm.Bull.. 51(6). 649-653 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Masafumi Goto, Yuuichiro Yamamoto, Masamisu Sumimoto, Nobuhiro Tsuruda, Hiromasa Kurosaki: "Conformation of 2-Aminomethylpyrrolidine and 2-Aminomethylpiperidine in Ternary Platinum(II) Complexes : Regulation of Conformation of the Diamine by the Coexisting Ligand"Chem.Pharm.Bull.. 51(10). 1157-1162 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Hiromasa Kurosaki, Toshiaki Tawada, Satomi Kawasoe, Yoko Ohashi, Masafumi Goto: "Crystal Sturucture of Chloro{N-mercaptoethyl[bis(6-methyl-2-pyridyl-methyl)amine]}zinc(II) Complex"Anal. Sci.. 19. x27-x28 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Masafumi Goto, Hisashi Tsutsui, Syuuichi Matsuda, Yoshitomo Tanaka, Nobuhiro Tsuruda, Hiromasa Kurosaki: "Structures of Platinum (II) Complexes of 2-Aminomethylaziridine and S-2-Aminomethylazetidine and Correlation of Anticancer Activities of (2-Aminomethylazacycloalkane)platinum(II) Complexes with the Geometry of the Chilate Rings Formed with Platinum(II)"Chem.Pharm. Bull.. 52(1). 47-50 (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] Masafumi Goto, Yasuhiko Ohse, Sayuri Koga, Yuka Kudo, Rinko Kukihara, Hiromasa Kurosaki: "Preparations of Low-Spin Tetra Cyano Iron Complexes of N-Benzyl-1,2-ethanediamine and Its Oxidative Dehydrogenation Isolation of the Intermediate with Monoimine Ligand"Bull.Chem.Soc.Jpn. 77(5)(印刷中). (2004)

    • Related Report
      2003 Annual Research Report
  • [Publications] Masafumi Goto: "DNA Cleavage by Pentadentate Iron(II) Complexes Containing Fluoro-Substituted Phenyl Groups"Bioorg.Med.Chem.Lett.. 12. 201-203 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Masafumi Goto: "Detection of a metallo-β-lactamase (IMP-1) by fluorescent probes having dansyl and thiol groups"Org.Biomol.Chem.. 1. 17-20 (2003)

    • Related Report
      2002 Annual Research Report
  • [Publications] Masafumi Goto: "Crystal Structure of 7,8-Dihydroxy-4-methylcoumarin"Anal.Sci.. (in press). (2003)

    • Related Report
      2002 Annual Research Report
  • [Publications] Masafumi Goto: "Interaction of Binuclear Xylylthiolato(2,2',2"-terpyridine)platinum(II) Complexes with DNA"Bioorg.Med.Chem.Lett.. 13. 825-828 (2003)

    • Related Report
      2002 Annual Research Report
  • [Publications] Masafumi Goto: "DNA Cleavage by Pentadentate Iron(II) Complexes Containing Fluoro-Substituted Phenyl Groups"Bioorg. Med. Chem. Lett.. 12. 201-203 (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] Masafumi Goto: "Successive Intermolecular Transiminations in an Iron(II) Complex with Chiral Tridentate Ligands"Chem. Commun.. 2388-2389 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Masafumi Goto: "Synthesis, Characterization of Bis(μ-hydroxo)diiron(III) Complex of N-(4-Nitro-2-hydroxy)phenylmethyl-N-(2-pyridylethyl)-N-(2-pyridylmethyl)amine and Hydroxylation Reaction of Alkane"Bioorg. Med. Chem. Lett.. 11. 785-788 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Masafumi Goto: "Synthesis and X-ray Crystal Structures of Palladium(II) Complexes of 1,11-bis(2-pyridylmethyl)-1, 4, 8, ll-tetraazacyclotetradecane-5, 7-dione"J. Chem. Soc., Dalton Trans. 898-901 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Masafumi Goto: "Synthesis, characterization, and spectroscopic properties of three novel pentadentate copper(II) complexes related to the metal-chelating inhibitors against the DNA-Binding with HIV-EP1"J. Chem. Soc., Dalton Trans. 441-447 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] Hiromasa Kurosaki: "Synthesis and characterization of a 1, 8-difunctionalized dissymmetrical cyclam copper(II) complex bearing pyridylmethyl and N, N-dimethylcarbamoylmethyl groups"Inorg. Chim. Acta.. 322. 145-149 (2001)

    • Related Report
      2001 Annual Research Report

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Published: 2001-04-01   Modified: 2016-04-21  

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