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MOLECULAR DESIGN AND SYNTHESIS OF A NEW CLASS OF TRIGGERED ENEDIYNE

Research Project

Project/Area Number 11672223
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 医薬分子機能学
Research InstitutionNATIONAL INSTITUTE OF HEALTH SCIENCES

Principal Investigator

KURIHARA Masaaki  国立医薬品食品衛生研究所, 有機化学部, 第一室長 (20205206)

Co-Investigator(Kenkyū-buntansha) MIYATA Naoki  国立医薬品食品衛生研究所, 有機化学部, 部長 (50114674)
Project Period (FY) 1999 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 2000: ¥1,400,000 (Direct Cost: ¥1,400,000)
Fiscal Year 1999: ¥1,600,000 (Direct Cost: ¥1,600,000)
Keywordsenediyne / Bergman reaction / trigger / DNA cleavage
Research Abstract

It is an interesting challenge to design alternate frameworks and triggering mechanisms, with the goal of producing a stable enediyne which can be activated under controlled conditions, especially in away which directs the cytotoxicity toward a specific pathogen or tissue.
I found simple trigger of cycloaromatization in enediyne system. This enediyne compound were activated by deprotection to cleave DNA.

Report

(3 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • Research Products

    (29 results)

All Other

All Publications (29 results)

  • [Publications] K.Kondo,M.Kurihara,K.Fukuhara,T.Tanaka,T.Suzuki,N.Miyata,M.Toyoda: "Conversion of Procyanidin B type (Catechin Dimer) to A type : Evidence for Abstraction of C-2 Hydrogen in Catechin during Radical Oxidation"Tetrahedron Lett.. 41. 485-488 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Konno,T.Fujishima,S.Maki,Z.Liu,D.Miura,M.Chokki,S.Ishizuka,K.Yamaguchi,Y.Kan,M.Kurihara,N.Miyata,C.Smith,H.F.DeLuca,H.Takayama: "Synthesis, Biological Evaluation, and Conformational Analysis of A-Ring Diastereomers of 2-Methyl-1,25-dihydroxyvitamin D3 and Its 20-Epimers."J.Wed.Chem.. 43. 4247-4265 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] A.Kittaka,Y.Suhara,H.Takayanagi,T.Fujishima,M.Kurihara,H.Takayama: "A Concise and Efficient Route to 2α-(ω-Hydroxyalkoxy)-1α, 25-dihydroxyvitamin D_3 : Remarkable High Affinity to Vitamin D Receptor"Org.Lett.. 2. 2619-2622 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kobayashi,H.Kobayashi,T.Yamaguchi,M.Nishida,K.Yamaguchi,M.Kurihara,N.Miyata,A.Tanaka: "Synthesis,Conformation, and Chemical Properties of New Mini Parallel Double-Stranded Peptides Conjugated with -Phe-Phe- and -Phe-Phe-X- Sequences"Chem.Pharm.Bull.. 48. 920-934 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] A.Nishikawa,F Furukawa,K.Kasahara,S.Ikezaki,T.Itoh,T.Suzuki,K.Uchida,M.Kurihara,M.Hayashi,N.Miyata,M.Hirose: "Trans-4-hydroxy-2-nonenal, an aldehydic lipid peroxidation product, lacks genotoxicity in lacI transgenic mice."Cancer Lett.. 148. 81-86 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Kurihara,M.Tanaka,N.Imawaka,H.Suemune and N.Miyata: "Molecular mechanics study on conformational analysis of homooligopeptides prepared from α,α-disubstituted amino acids."Peptide Science 1999. 2000. 329-330 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Tanaka,M.Oba,N.Imawaka,Y.Tanaka,M.Kurihara,H.Suemune: "Cnoformational Study of Heteropentapeptides Containing an α-Ethylated α,α-Disubstituted Amino Acids : (S)-Butylethylglycine (=2-Amino-2-ethylhexanoic Acid) within Dimethylglycine (= 2-Aminoisobutyric Acid) Residues"Helv.Chim.Acta. 84. 32-46 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Kondo, M.Kurihara, K.Fukuhara, T.Tanaka, T.Suzuki, N.Miyata, M.Toyoda: "Conversion of Procyanidin B type (Catechin Dimer) to A type : Evidence for Abstraction of C-2 Hydrogen in Catechin during Radical Oxidation"Tetrahedron Lett.. 41. 485-488 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Konno, T.Fujishima, S.Maki, Z.Liu, D.Miura, M.Chokki, S.Ishizuka, K.Yamaguchi, Y.Kan, M.Kurihara, N.Miyata, C.Smith, H.F.DeLuca, H.Takayama: "Synthesis, Biological Evaluation, and Conformational Analysis of A-Ring Diastereomers of 2-Methyl-1, 25-dihydroxyvitamin D3 and Its 20-Epimers."J.Med. Chem.. 43. 4247-4265 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] A.Kittaka, Y.Suhara, H.Takayanagi, T.Fujishima, M.Kurihara, H.Takayama: "A Concise and Efficient Route to 2α-(ω-Hydroxyalkoxy)-1α, 25-dihydroxyvitamin D_3 : Remarkable High Affinity to Vitamin D Receptor"Org. Lett.. 2. 2619-2622 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kobayashi, H.Kobayashi, T.Yamaguchi, M.Nishida, K.Yamaguchi, M.Kurihara, N.Miyata, A.Tanaka: "Synthesis, Conformation, and Chemical Properties of New Mini Parallel Double-Stranded Peptides Conjugated with -Phe-Phe- and -Phe-Phe-X- Sequences"Chem. Pharm. Bull.. 48. 920-934 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] A.Nishikawa, F.Furukawa, K.Kasahara, S.Ikezaki, T.Itoh, T.Suzuki, K.Uchida, M.Kurihara, M.Hayashi, N.Miyata, M.Hirose: "Trans-4-hydroxy-2-nonenal, an aldehydic lipid peroxidation product, lacks genotoxicity in lacI transgenic mice."Cancer Lett.. 148. 81-6 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Kurihara, M.Tanaka, N.Imawaka, H.Suemunw and N.Miyata: "Molecular mechanics study on conformational analysis of homooligopeptides prepared from α, α-disubstituted amino acids."Peptide Science 1999. 329-330 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Tanaka, M.Oba, N.Imawaka, Y.Tanaka, M.Kurihara, H.Suemune: "Cnoformational Study of Heteropentapeptides Containing an α-Ethylated α, α-Disubstituted Amino Acids : (S)-Butylethylglycine (= 2-Amino-2-ethylhexanoic Acid) within Dimethylglycine (= 2-Aminoisobutyric Acid) Residues"Helv. Chim. Acta.. 84. 32-46 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Kondo,M.Kurihara,K.Fukuhara,T.Tanaka,T.Suzuki,N.Miyata,M.Toyoda: "Conversion of Procyanidin B type(Catechin Dimer)to A type : Evidence for Abstraction of C-2 Hydrogen in Catechin during Radical Oxidation"Tetrahedron Lett.. 41. 485-488 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Konno,T.Fujishima,S.Maki,Z.Liu,D.Miura,M.Chokki,S.Ishizuka,K.Yamaguchi,Y.Kan,M.Kurihara,N.Miyata,C.Smith,H.F.DeLuca,H.Takayama: "Synthesis,Biological Evaluation, and Conformational Analysis of A-Ring Diastereomers of 2-Methyl-1, 25-dihydroxyvitamin D3 and Its 20-Epimers."J.Med.Chem.. 43. 4247-4265 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] A.Kittaka,Y.Suhara,H.Takayanagi,T.Fujishima,M.Kurihara,H.Takayama: "A Concise and Efficient Route to 2α-(ω-Hydroxyalkoxy)-1α, 25-dihydroxyvitamin D_3 : Remarkable High Affinity to Vitamin D Receptor"Org.Lett.. 2. 2619-2622 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] S.Kobayashi,H.Kobayashi,T.Yamaguchi,M.Nishida,K.Yamaguchi,M.Kurihara,N.Miyata,A.Tanaka: "Synthesis, Conformation, and Chemical Properties of New Mini Parallel Double-Stranded Peptides Conjugated with-Phe-Phe-and-Phe-Phe-X-Sequences"Chem.Pharm.Bull.. 48. 920-934 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] A.Nishikawa,F Furukawa,K.Kasahara,S.Ikezaki,T.Itoh,T.Suzuki,K.Uchida,M.Kurihara,M.Hayashi,N.Miyata,M.Hirose: "Trans-4-hydroxy-2-nonenal, an aldehydic lipid peroxidation product, lacks genotoxicity in lacI transgenic mice."Cancer Lett.. 148. 81-86 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] M.Kurihara,M.Tanaka,N.Imawaka,H.Suemune and N.Miyata: "Molecular mechanics study on conformational analysis of homooligopeptides prepared from α, α-disubstituted amino acids."Peptide Science 1999. 2000. 329-330 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] M.Tanaka,M.Oba,N.Imawaka,Y.Tanaka,M.Kurihara,H.Suemune: "Cnoformational Study of Heteropentapeptides Containing an α-Ethylated α,α-Disubstituted Amino Acids : (S)-Butylethylglycine (=2-Amino-2-ethylhexanoic Acid) within Dimethylglycine (=2-Aminoisobutyric Acid) Residues"Helv.Chim.Acta. 84. 32-46 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Kondo,M.Kurihara,N.Miyata,T.Suzuki,M.Toyoda: "Mechanistic Studies of Catechins as Antioxidants against Radical Oxdation"Arch.Biochem.Biophs.. 362. 79-86 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Kurihara,K.Ishii,Y.Kasahara and N.Miyata: "Stereoselective Synthesis of an Eryhro α-Amino Epoxide Derivative"Tetrahedron Lett.. 40. 3183-3184 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Y.-M.Liu,H.Jinno,M.Kurihara,N.Miyata,T.Toyo'oka: "Determination of 4-Hydroxy-2-nonenal in Primary Rat Hepatocyte Cultures by Liquid Chromatography with Laser Induced Fluorescence Detection"Biomed.Chromatogra. 13. 485-493 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Tanaka,N.Imawaka,M.Kurihara,H.Suemune: "Helical versus Planar Conformation of Homooligopeptides Prepared from Diethylglycine(=2-Amino-2-ethylbutanoic Acid)"Helv.Chim.Acta.. 82. 485-493 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] K.Kondo,M.Kurihara,N.Miyata,T.Suzuki,M.Toyoda: "Scavenging Mechanisms of(-)-Epigallocatechin Gallate and(-)-Epicatechin Gallate on Radical Oxidation,and Formation of Superoxide During the Inhibitory Action"Free Radical Biol.Med.. 27. 855-863 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Kurihara,K.Kondo,K.Fukuhara,M.Toyoda,N.Miyata: "Computational Study on Antioxidation Mechanisms of Catechins"Bull.Natl.Inst.Health Sci.. 117. 163-165 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Kurihara,M.Tanaka,N.Imawaka,H.Suemune,N.Miyata: "Molecular Mechanics Study on Conformation of a Homooligopeptide Constituted by Isovaline"Bull.Natl.Inst.Health Sci.. 117. 166-168 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] M.Kurihara,M.N.Miyata,Tanaka,N.Imawaka,H.Suemune: "Conformational Analysis of Homooligopeptides Prepared From Isovaline and Diethylglycine : Molecular Mechanics Study"JCPE Journal. 11. 185-190 (1999)

    • Related Report
      1999 Annual Research Report

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Published: 1999-04-01   Modified: 2016-04-21  

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