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Synthesis of DNA-Binding Highly Functionalized Indole-alkaloid and Quinolone Derivatives and Their Function

Research Project

Project/Area Number 16550148
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemistry related to living body
Research InstitutionTokyo University of Science

Principal Investigator

KONAKAHARA Takeo  Tokyo University of Science, Faculty of Science and Technology, Department of Pure and Applied Chemistry, Professor, 理工学部, 教授 (80084333)

Co-Investigator(Kenkyū-buntansha) SAKAI Norio  Tokyo University of Science, Faculty of Science and Technology, Department of Pure and Applied Chemistry, Assistant Professor, 理工学部, 助手 (00328569)
Project Period (FY) 2004 – 2005
Project Status Completed (Fiscal Year 2005)
Budget Amount *help
¥3,700,000 (Direct Cost: ¥3,700,000)
Fiscal Year 2005: ¥1,100,000 (Direct Cost: ¥1,100,000)
Fiscal Year 2004: ¥2,600,000 (Direct Cost: ¥2,600,000)
Keywordsβ-carboline / ellipticine / antineoplastic drug / DNA / alkylation of DNA / nitrosourea / pyrimidine / quinolone / 連結反応 / 抗腫瘍活性 / アルキル化 / 固相合成 / 1,6-ナフチリジン
Research Abstract

1.Synthesis
(1)Synthesis of Novel DNA-Binding Molecules Using Indole-Alkalod Nucleus as Molecular-Recognizing Device :
About thirty kinds of new β-carboline derivatives and ellipticine analogs were synthesized in high yield by multi step reactions in this study. The N-methyl-N-nitrosourea moiety was linked to the β-carboline or ellipticine nucleus as an intercalator. The linker between these two structures consists of amide, ether, or amine. The length of the linker was 2 - 7 atoms, and the linker was connected to the 3- or 9-atom of β-carboline and the 2- or 5-atom of ellipticine. Finally, Binding mode of these compounds to DNA was determined by linear dichroism or fluorescence anisotropy of dye-DNA firm, which is oriented by the chain alignment.
(2)Synthesis of Novel DNA-Binding Molecules Using 1,6-Naphthyridine Nucleus as Molecular-Recognizing Device :
The precursors of the 1,6-naphthyridine-methylnitrosoureas were synthesized from 7-fluoro-1,6-naphthyridine derivatives in high yields. In addition, quinolones, quinolines, pyrimidine, and 1,3,8-triazanaphthalenes were newly synthesized in high yields by efficient methods. Especially, synthesis of pyrimidines by four-component coupling reaction is completely new method, and bears watching.
2.Evaluation of Antineoplastic Acitivity
Antineoplastic activity of the compounds mentioned above was evaluated on the cell lines, Sarcoma 180, HeLa S-3, and L1210 to give high activity (IC_<50><1μM).
3.Alkylation of DNA with DNA-Targeting Antineoplastic Drug
DNA-methylation behavior of β-carboline- or ellipticine-N-methyl-N-nitrosourea was compared with that of N-methyl-N-nitrosourea itself. The reaction gave N^3-methyladenine and N^7-methylguanine as major products. In the former two hybrid compounds, the formation of N^3-methyladenine was increased. As a result, minor groove selectivity was enhanced (5-100 times of N-methyl-N-nitrosourea).

Report

(3 results)
  • 2005 Annual Research Report   Final Research Report Summary
  • 2004 Annual Research Report
  • Research Products

    (67 results)

All 2006 2005 2004

All Journal Article (60 results) Book (3 results) Patent(Industrial Property Rights) (4 results)

  • [Journal Article] Yb(OTf)3-catalyzed cyclization of an N-silyl enamine with 2-methylene-1,3-cyclohexanedione to afford a 7,8-dihydro-quinolin-5(6H)-one derivative and its application to the one-pot conversion to a 2,3,5-trisubstituted quinoline derivative2006

    • Author(s)
      N.Sakai, D.Aoki, T.Hamajima, T.Konakahara
    • Journal Title

      Tetrahedron Letters 47巻8号

      Pages: 1261-1265

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] InBr3-catalyzed intramolecular cyclization of 2-alkynyl-anilines leading to polysubstituted indole and its application to one-pot synthesis of an amino acid precursor2006

    • Author(s)
      N.Sakai, K.Annaka, T.Konakahara
    • Journal Title

      Tetrahedron Letters 47巻5号

      Pages: 631-634

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Peripheral region for core cross-beta plays important role in amyloidogenicity2006

    • Author(s)
      H.Morii, M.Saiki, T.Konakahara, M.Ishimura
    • Journal Title

      Biochemical and biophysical research communications 342巻3号

      Pages: 808-816

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Direct Synthesis of Polysubstituted Quinoline Derivatives by InBr_3-Promoted Dimerization of 2-Ethynylaniline Derivatives2006

    • Author(s)
      N.Sakai, K.Annaka, T.Konakahara
    • Journal Title

      J. Org. Chem. 71巻92号

      Pages: 3653-3655

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Development of Micelle-Forming Peptides as Novel System Assisting the Refolding of Proteins2006

    • Author(s)
      T.Murase, T.Konakahara, H.Morii
    • Journal Title

      Peptiden Science 2005巻

      Pages: 221-222

    • NAID

      10017675686

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Peptide Library Analysis on Amyloid Formation Dependent on Sequences of Peripheral Region Neighboring Core Cross-β Domain2006

    • Author(s)
      H.Morii, M.Saiki, T.Konakahara, M.Ishimura
    • Journal Title

      Peptide Science 2005巻

      Pages: 365-366

    • NAID

      10017675964

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Yb(OTf)3-catalyzed cyclization of an N-silyl enamine with 2-methylene-1,3-cyclohexane-dione to afford a 7,8-dihydroquinolin-5(6H)-one derivative and its application to the one-pot conversion to a 2,3,5-trisubstituted quinoline derivative2006

    • Author(s)
      N.Sakai, D.Aoki, T.Hamajima, T.Konakahara
    • Journal Title

      Tetrahedron Letters 47

      Pages: 1261-1265

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] InBr3-catalyzed intramolecular cyclization of 2-alkynyl-anilines leading to polysubstituted indole and its application to one-pot synthesis of an amino acid precursor2006

    • Author(s)
      N.Sakai, K.Annaka, T.Konakahara
    • Journal Title

      Tetrahedron Letters 47

      Pages: 631-634

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Peripheral region for core cross-beta plays important role in amyloidogenicity2006

    • Author(s)
      H.Morii, M.Saiki, T.Konakahara, M.Ishimura
    • Journal Title

      Biochemical and biophysical research communications 342

      Pages: 808-816

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Direct Synthesis of Polysubstituted Quinoline Derivatives by InBr_3-Promoted Dimerization of 2-Ethynylaniline Derivatives2006

    • Author(s)
      N.Sakai, K.Annaka, T.KOnakahara
    • Journal Title

      J.Org.Chem 71

      Pages: 3653-3655

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Development of Micelle-Forming Peptides as Novel System Assisting the Refolding of Proteins2006

    • Author(s)
      T.Murase, T.Konakahara, H.Morii
    • Journal Title

      Peptiden Science 2005

      Pages: 221-222

    • NAID

      10017675686

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Peptide Library Analysis on Amyloid Formation Dependent on Sequences of Peripheral Region Neighboring Core Cross-β Domain2006

    • Author(s)
      H.Morii, M.Saiki, T.Konakahara, M.Ishimura
    • Journal Title

      Peptide Science 2005

      Pages: 365-366

    • NAID

      10017675964

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Peripheral region for core cross-β plays important role in amyloidogenicity2006

    • Author(s)
      森井, 佐伯, 小中原, 石村
    • Journal Title

      Biochemical and Biophysical Research Communications 342巻3号

      Pages: 808-816

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Yb(OTf)3-catalyzed cyclization of an N-silyl enamine with 2-methylene-1,3-cyclohexanedione to afford a 7,8-dihydro-quinolin-5(6H)-one derivative and its application to the one-pot conversion to a 2,3,5-trisubstituted quinoline derivative2006

    • Author(s)
      坂井, 青木大輔, 濱島, 小中原
    • Journal Title

      Tetrahedron Letters 47巻8号

      Pages: 1261-1265

    • Related Report
      2005 Annual Research Report
  • [Journal Article] InBr3-catalyzed intramolecular cyclization of 2-alkynyl-anilines leading to polysubstituted indole and its application to one-pot synthesis of an amino acid precursor2006

    • Author(s)
      坂井, 安中, 小中原
    • Journal Title

      Tetrahedron Letters 47巻5号

      Pages: 631-634

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Peripheral region for core cross-beta plays important role in amyloidogenicity2006

    • Author(s)
      森井, 佐伯, 小中原, 石村
    • Journal Title

      Biochemical and biophysical research communications 342巻3号

      Pages: 808-816

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Molecular orientation of porphyrins accompanying the formation of chain-aligned DNA films2005

    • Author(s)
      N.Morii, G.Kido, T.Konakahara, H.Morii
    • Journal Title

      Biomacromolecules 6巻6号

      Pages: 3259-3266

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] New approach to the practical synthesis of tri- or tetrasubstituted pyrimidine derivatives : a four-component coupling reaction from a functionalized silane, two types of aromatic nitriles, and acetals2005

    • Author(s)
      N.Sakai, Y.Aoki, T.Sasada, T.KOnakahara
    • Journal Title

      Organic letters 7巻21号

      Pages: 4705-4708

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Specific binding of amyloid-beta-protein to IMR-32 neuroblastoma cell membrane2005

    • Author(s)
      S.Inaba, T.Okada, T.KOnakahara, M.KOdaka
    • Journal Title

      The journal of peptide research : official journal of the American Peptide Society 65巻5号

      Pages: 485-490

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Higher-order molecular packingi in amyloid-like fibrils constructed with linear arrangements of hydrophobic and hydrogen-bonding side-chains2005

    • Author(s)
      M.Saiki, S.Honda, K.Kawasaki, D.Zhou, A.Kaito, T.Konakahara, H.Morii
    • Journal Title

      Journal of molecular biology 348巻4号

      Pages: 983-998

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] New approach to the synthesis of non-benzenoid aromatic compounds, functionalized 1-azaazulene derivatives : Cyclization reactions of 2-substituted tropones with N-silylenamine and enamine2005

    • Author(s)
      N.Sakai, N.Hattori, N.Tomizawa, N.Abe, T.Konakahara
    • Journal Title

      Heterocycles 65巻11号

      Pages: 2799-2807

    • NAID

      120000865201

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Beads screening method of inhibitors to amyloid-β-protein aggregation2005

    • Author(s)
      S.Inaba, T.Okada, M.Eguchi, T.Konakahara, M.Kodaka
    • Journal Title

      Journal of Biomedical Nanotechnology 1巻3号

      Pages: 369-373

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Facile and convenient synthesis of functionalized propargylic alcohols and amines : an InBr3-Et3N reagent system promotes the alkynylation of aldehydes and N,O- or N,S-acetals2005

    • Author(s)
      N.Sakai, R.Kanada, M.Hirasawa, T.Konakahara
    • Journal Title

      Tetrahedron 61巻39号

      Pages: 9298-9304

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Indium tribromide-catalyzed deacetoxylation of p ropargylic acetate with triethylsilane2005

    • Author(s)
      N.Sakai, M.Hirasawa, T.Konakahara
    • Journal Title

      Tetrahedron Letters 46巻38号

      Pages: 6407-6409

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Orientation of Dye Molecules in DNA-Based Films with Chain Alignment and Judgment of Their DNA-Binding Modes2005

    • Author(s)
      N.Morii, G.Kido, T.Konakahara, H.Morii
    • Journal Title

      Journal of Physical Chemistry B 109巻32号

      Pages: 15636-15644

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Micelle-forming proteins designed to bind hydrophobic molecules2005

    • Author(s)
      T.Murase, T.Konakahara, H.Morii
    • Journal Title

      Peptide Science 2004巻

      Pages: 379-380

    • NAID

      10014460253

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] A model for characteristic arrangement of interacting amino acid residues to form amyloid-like fibrils2005

    • Author(s)
      M.Saiki, S.Honda, T.Konakahara, H.Mori
    • Journal Title

      Peptide Science 2004巻

      Pages: 307-308

    • NAID

      10014460090

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Specific binding of amyloid-β-protein to IMR-32 neuroblastoma cell membrane2005

    • Author(s)
      S.Inaba, T.Okada, T.Konakahara, M.Kodaka
    • Journal Title

      Journal of Peptide Research 65巻5号

      Pages: 379-380

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Design of Antibody-Mimetic Artificial Proteins2005

    • Author(s)
      H.Suzuki, T.Konakahara, H.Morii
    • Journal Title

      Peptide Science 2004巻

      Pages: 359-360

    • NAID

      10014460205

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Molecular orientation of porphyrins accompanying the formation of chain-aligned DNA films2005

    • Author(s)
      N.Morii, G.Kido, T.Konakahara, H.Morii
    • Journal Title

      Biomacromolecules 6

      Pages: 3259-3266

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] New approach to the practical synthesis of tri- or tetrasubstituted pyrimidine derivatives : a four-component coupling reaction from a functionalized silane, two types of aromatic nitriles, and acetals2005

    • Author(s)
      N.Sakai, Y.Aoki, T.Sasada, T.Konakahara
    • Journal Title

      Organic letters 7

      Pages: 4705-4708

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Specific binding of amyloid-beta-protein to IMR-32 neuroblastoma cell membrane2005

    • Author(s)
      S.Inaba, T.Okada, T.Konakahara, M.Kodaka
    • Journal Title

      The journal of peptide research : official journal of the American Peptide Society 65

      Pages: 485-490

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Higher-order molecular packing in amyloid-like fibrils constructed with linear arrangements of hydrophobic and hydrogen-bonding side-chains2005

    • Author(s)
      M.Saiki, S.Honda, K.Kawasaki, D.Zhou, A.Kaito, T.Konakahara, H.Morii
    • Journal Title

      Journal of molecular biology 348

      Pages: 983-998

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] New approach to the synthesis of non-benzenoid aromatic compounds, functionalized 1-azaazulene derivatives : Cyclization reactions of 2-substituted tropones with N-silylenamine and enamine2005

    • Author(s)
      N.Sakai, N.Hattori, N.Tomisawa, N.Abe, T.Konakahara
    • Journal Title

      Heterocycles 65

      Pages: 2799-2807

    • NAID

      120000865201

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Beads screening method of inhibitors to amyloid-β-protein aggregation2005

    • Author(s)
      S.Inaba, T.Okada, M.Eguchi, T.Konakahara, M.Kodaka
    • Journal Title

      Journal of Biomedical Nanotechnology 1

      Pages: 369-373

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Facile and convenient synthesis of functionalized propargylic alcohols and amines an InBr3-Et3N reagent system promotes the alkynylation of aldehydes and N,O- or N,S-acetals2005

    • Author(s)
      N.Sakai, R.Kanada, M.Hirasawa, T.Konakahara
    • Journal Title

      Tetrahedron 61

      Pages: 9298-9304

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Indium tribromide-catalyzed deacetoxylation of propargylic acetate with triethylsilane2005

    • Author(s)
      N.Sakai, M.Hirasawa, T.Konakahara
    • Journal Title

      Tetrahedron Letters 46

      Pages: 6407-6409

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Orientation of Dye Molecules in DNA-Based Films with Chain Alignment, and Judgment of Their DNA-Binding Modes2005

    • Author(s)
      N.Morii, G.Kido, T.Konakahara, H.Morii
    • Journal Title

      Journal of Physical Chemistry B 109

      Pages: 15636-15644

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Micelle-forming proteins designed to bind hydrophobic molecules2005

    • Author(s)
      T.Murase, T.Konakahara, H.Morii
    • Journal Title

      Peptide Science 2004

      Pages: 379-380

    • NAID

      10014460253

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] A model for characteristic arrangement of interacting amino acid residues to form amyloid-like fibrils2005

    • Author(s)
      M.Saiki, S.Honnda, T.Konakahara, H.Morii
    • Journal Title

      Peptide Science 2004

      Pages: 307-308

    • NAID

      10014460090

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Specific binding of amyloid-β-protein to IMR-32 neuroblastoma cell membrane2005

    • Author(s)
      S.Inaba, T.Okada, T.Konakahara, M.Kodaka
    • Journal Title

      Journal of Peptide Research 65

      Pages: 379-380

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Design of Antibody-Mimetic Artificial Proteins2005

    • Author(s)
      H.Suzuki, T.Konakahara, H.Morii
    • Journal Title

      Peptide Science 2004

      Pages: 359-360

    • NAID

      10014460205

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Synthesis of Organic Compounds II2005

    • Author(s)
      Orito, Fujiwara, Monnde, Saito, Konakahara, Ryu, Ogawa, Imade, Kanemasa, Ishii
    • Journal Title

      Jikkenn-Kagaku Koza, 5^<th> Edn (Maruzen) Vol.14

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Molecular orientation of porphyrins accompanying the formation of chain-aligned DNA films2005

    • Author(s)
      森井奈保子, 木戸, 小中原, 森井
    • Journal Title

      Biomacromolecules 6巻6号

      Pages: 3259-3266

    • Related Report
      2005 Annual Research Report
  • [Journal Article] New approach to the practical synthesis of tri- or tetrasubstituted pyrimidine derivatives : a four-component coupling reaction from a functionalized silane, two types of aromatic nitriles, and acetals2005

    • Author(s)
      坂井, 青木洋一, 佐々田, 小中原
    • Journal Title

      Organic letters 7巻21号

      Pages: 4705-4708

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Specific binding of amyloid-beta-protein to IMR-32 neuroblastoma cell membrane2005

    • Author(s)
      稲葉, 岡田, 小中原, 小高
    • Journal Title

      The journal of peptide research : official journal of the American Peptide Society 65巻5号

      Pages: 485-490

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Higher-order molecular packing in amyloid-like fibrils constructed with linear arrangements of hydrophobic and hydrogen-bonding side-chains2005

    • Author(s)
      佐伯, 本田, 小中原
    • Journal Title

      Journal of molecular biology 348巻4号

      Pages: 983-998

    • Related Report
      2005 Annual Research Report
  • [Journal Article] New approach to the synthesis of non-benzenoid aromatic compounds, functionalized 1-azaazulene derivatives : Cyclization reactions of 2-substituted tropones with N-silylenamine and enamine2005

    • Author(s)
      坂井, 服部, 富沢, 阿部, 小中原
    • Journal Title

      Heterocycles 65巻11号

      Pages: 2799-2807

    • NAID

      120000865201

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Beads screening method of inhibitors to amyloid-β-protein aggregation2005

    • Author(s)
      稲葉, 岡田, 江口, 小中原, 小高
    • Journal Title

      Journal of Biomedical Nanotechnology 1巻3号

      Pages: 369-373

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Facile and convenient synthesis of functionalized propargylic alcohols and amines : an InBr3-Et3N reagent system promotes the alkynylation of aldehydes and N,O- or N,S-acetals2005

    • Author(s)
      坂井, 金田, 平澤, 小中原
    • Journal Title

      Tetrahedron 61巻39号

      Pages: 9298-9304

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Indium tribromide-catalyzed deacetoxylation of propargylic acetate with triethylsilane2005

    • Author(s)
      坂井, 平澤, 小中原
    • Journal Title

      Tetrahedron Letters 46巻38号

      Pages: 6407-6409

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Orientation of Dye Molecules in DNA-Based Films with Chain Alignment and Judgment of Their DNA-Binding Modes2005

    • Author(s)
      森井奈保子, 木戸, 小中原, 森井
    • Journal Title

      Journal of Physical Chemistry B 109巻32号

      Pages: 15636-15644

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Micelle-forming proteins designed to bind hydrophobic molecules2005

    • Author(s)
      村瀬, 小中原, 森井
    • Journal Title

      Peptide Science 2004号41号

      Pages: 379-380

    • NAID

      10014460253

    • Related Report
      2005 Annual Research Report
  • [Journal Article] A model for characteristic arrangement of interacting amino acid residues to form amyloid-like fibrils2005

    • Author(s)
      佐伯, 本田, 小中原, 森井
    • Journal Title

      Peptide Science 2004号41号

      Pages: 307-308

    • NAID

      10014460090

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Specific binding of amyloid-β-protein to IMR-32 neuroblastoma cell membrane2005

    • Author(s)
      稲葉, 岡田, 小中原, 小高
    • Journal Title

      Journal of Peptide Research 65号5号

      Pages: 379-380

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Palladium-Catalyzed Coupling Reaction of Terminal Alkynes with Aryl Iodides in the Presence of Indium Tribromide and its Application to a One-pot Synthesis of 2-Phenyl-indoles2004

    • Author(s)
      N.Sakai, K.Annaka, T.Konakahara
    • Journal Title

      Organic letters 6

      Pages: 1527-1530

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Reactions of N-sulfenyl-1,2-benzisothiazolin-3-ones with nucleophiles2004

    • Author(s)
      Ming Bao, Masao Shimizu, Shigeru Shimada, Jun'ichi Inoue, Takeo Konakahara
    • Journal Title

      Tetrahedron 60・50

      Pages: 11359-11366

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary 2004 Annual Research Report
  • [Journal Article] Palladium-Catalyzed Coupling Reaction of Terminal Alkynes with Aryl Iodides in the Presence of Indium Tribromide and its Application to a One-pot Synthesis of 2-Phenyl-indoles2004

    • Author(s)
      N.Sakai, K Annaka, T.Konakahara
    • Journal Title

      Organic Letters 6

      Pages: 1257-1530

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Reactions of N-sulfenyl-1,2-benzisothiazolin-3-ones with nucdeophiles2004

    • Author(s)
      Ming Bao, Masao Shimizu, Shigeru Shimada, Jun'ichi Inoue, Takeo Konakahara
    • Journal Title

      Tetrahedron 60

      Pages: 11359-11366

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Journal Article] Palladium-Catalyzed Coupling Reaction of Terminal Alkynes with Aryl Iodides in the Presence of Indium Tribromide and its Application to a One-pot Synthesis of 2-Phenylindoles2004

    • Author(s)
      坂井教郎, 安中正祥, 小中原猛雄
    • Journal Title

      Org.Lett. 6

      Pages: 1527-1530

    • Related Report
      2004 Annual Research Report
  • [Book] 日本化学会編 実験化学講座 第5版 第14巻「有機化合物の合成II」2005

    • Author(s)
      折登, 藤原, 仙北, 門出, 齊藤, 小中原, 柳, 小川, 今田, 金政, 石井 共著
    • Total Pages
      572
    • Publisher
      丸善
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Book] 実験化学講座 第5版 第14巻「有機化合物の合成 II」(日本化学会編)2005

    • Author(s)
      折登, 藤原, 仙北, 門出, 齊藤, 小中原, 柳, 小川, 今田, 金政, 石井共著
    • Total Pages
      572
    • Publisher
      丸善
    • Related Report
      2005 Annual Research Report
  • [Book] 実験化学講座 第5版 第14巻「有機化合物の合成 II」(日本化学会編)2004

    • Author(s)
      折登, 藤原, 仙北, 門出, 齊藤, 小中原, 柳, 小川, 今田, 金政, 石井共著
    • Publisher
      丸善(発行予定)
    • Related Report
      2004 Annual Research Report
  • [Patent(Industrial Property Rights)] DNAとDNA結合分子の結合様式の判定方法及びその判定に使用する試料の作製方法2005

    • Inventor(s)
      木戸義勇, 森井奈保子, 森井尚之, 小中原猛雄
    • Industrial Property Rights Holder
      吉川弘之, 塚本桓世
    • Filing Date
      2005-05-17
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Final Research Report Summary
  • [Patent(Industrial Property Rights)] 抗腫瘍剤(エリプチシン)2005

    • Inventor(s)
      小中原, 加藤, 倉崎, 坂井
    • Industrial Property Rights Holder
      東京理科大学
    • Industrial Property Number
      2005-144012
    • Filing Date
      2005-05-17
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Annual Research Report 2005 Final Research Report Summary
  • [Patent(Industrial Property Rights)] 抗腫瘍剤(β-カルボリン)2005

    • Inventor(s)
      小中原, 飯田, 岩城, 熊谷, 坂井
    • Industrial Property Rights Holder
      東京理科大学
    • Industrial Property Number
      2005-146762
    • Filing Date
      2005-05-19
    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2005 Annual Research Report 2005 Final Research Report Summary
  • [Patent(Industrial Property Rights)] DNAとDNA結合分子の結合様式の判定方法及びその判定に使用する試料の作成方法2005

    • Inventor(s)
      木戸 義勇, 森井 奈保子, 森井 尚之, 小中原 猛雄
    • Industrial Property Rights Holder
      吉川 弘之, 塚本 桓世
    • Industrial Property Number
      2005-033876
    • Filing Date
      2005-02-10
    • Related Report
      2004 Annual Research Report

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Published: 2004-04-01   Modified: 2016-04-21  

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