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MOLECULAR DESIGN AND SYNTHESIS OF A NEW CLASS OF TRIGGERED ENEDIYNE

Research Project

Project/Area Number 13672338
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  NATIONAL INSTITUTE OF HEALTH SCIENCES, 有機化学部, 室長 (20205206)

Co-Investigator(Kenkyū-buntansha) 宮田 直樹  国立医薬品食品衛生研究所, 有機化学部, 部長 (50114674)
Project Period (FY) 2001 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2002: ¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 2001: ¥1,800,000 (Direct Cost: ¥1,800,000)
Keywordsenediyne / Bergman reaction / trigger / DNA cleavage / 光照射
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)
  • 2002 Annual Research Report   Final Research Report Summary
  • 2001 Annual Research Report
  • Research Products

    (27 results)

All Other

All Publications (27 results)

  • [Publications] M.Oba, M.Tanaka, M.Kurihara, H.Suemune: "Conformation of Peptides Containing a Chiral α-Ethylated α,α-Disubstituted α-Amino Acid : (S)-EthylLeucine (= (2S)-2-Amino-2-ethyl-4-methylpentanoic Acid) within Sequences of Dimethylglycine and Diethylglycine Residues"Helv.Chim.Acta.. 85. 3197-3218 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Suhara, A.Kittaka, K.Ono, M.Kurihara, T.Fujishima, A.Yoshida, H.Takayama: "Design and Efficient Synthesis of New Stable 1α,25-Dihydroxy-19-norvitamin D_3Analogues Containing Amide Bond"Bioorg.Med.Chem.Lett.. 12. 3533-3536 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] T.Satoh, A.Itoga, Y.Isogai, M.Kurihara, S.Yamada, M.Natori, N.Suzuki, K.Suruga, R.Kawachi, M.: "Increasing the conformational stability by replacement of heme axial ligand in c-type cytochrome"FEBS letters. 531. 543-547 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Kurihara, M.Tanaka, M.Oba, H.Suemune, N.Miyata: "Conformation of Oligopeptides Containing Chiral α,α-Disubstituted Amino Acids : Computational Study"Peptides Science 200. 287-288 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A.Kittaka, M.Kurihara, S.Pelege, Y.Suhara, H.Takayama: "2α-(3-Hydroxypropyl)-and 2a-(3-Hydroxyproxy)-1a,25-vitamin D_3 Accessible to Vitamin D Receptor Mutant Related to Hereditary Vitamin D-Resistant Rickets"Chem.Pharm.Bull.. 51. 357-358 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Kurihara, W.Hakamata: "Convenient Preparation of Cyclic Acetals Using Diols, TMS-source and a Catalytic Amount of TMSOTf"J.Org.Chem.. 68. 3413-3415 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M. Oba, M. Tanaka, M. Kurihara, H. Suemune: "Conformation of Peptides Containing a Chiral α-Ethylated α,α-Disubstituted α-Amino Acid : (S)-EthylLeucine (=(2S)-2-Amino-2-ethyl-4-methylpentanoic Acid) within Sequences of Dimethylglycine and Diethylglycine Residues"Helv. Chim. Acta.. 85. 3197-3218 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y. Suhara, A. Kittaka, K. Ono, M. Kurihara, T.Fujishima, A. Yoshida, H. Takayama: "Design and Efficient Synthesis of New Stable 1α,25-Dihydroxy- 19-norvitamin D3 Analogues Containing Amide Bond"Bioorg. Med. Chem. Lett.. 12. 3533-3536 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M. Natori, N. Suzuki, K. Suruga, R. Kawachi, M.Arahira, T. Nishio, C. Fukazawa, T. Oku, T. Satoh, A. Itoga, Y. Isogai, M. Kurihara, S. Yamada: "Increasing the conformational stability by replacement of heme axial ligand in c-type cytochrome"FEBS letters. 531. 543-547 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M. Kurihara, M. Tanaka, M. Oba, H. Suemune, N.Miyata: "Conformation of Oligopeptides Containing Chiral α,_α-Disubstituted Amino Acids : Computational Study"Peptide Science 2001. 287-288 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M. Kurihare, W. Hakamata: "Convenient Preparation of Cyclic Acetals Using Diols, TMS-source and a Catalytic Amount of TMSOTf"J. Org. Chem.. 68. 3413-3415 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] A. Kittaka, M. Kurihara, S. Peleg, Y. Suhara, H. Takayama: "2α-(3-Hydroxypropyl)- and 2α-(3-Hydroxypropoxy)-1α,25-vitamin D3 Accessible to Vitamin D Receptor Mutant Related to Hereditary Vitamin D-Resistant Rickets"Chem. Pharm.Bull.. 51. 357-358 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M. Kurihara, M. Tanaka, M. Oba, H. Suemune: "Conformational Study of Heteropeptide Prepared from Chiral α-Ethylated α, α-Disubstituted _-Amino Acids"Peptides 2002. 902-903 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M. Kurihara, Y. Sato, M. Tanaka, M. Oba, Y. Demizu,H. Suemune, H. Okuda: "Prediction of the helical screw sense of oligopeptides containing chiral alpha, alpha-disubstituted amino acids"Peptide Science 2002. 323-324 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] M.Oba, M.Tanaka, M.Kurihara, H.Suemune: "Conformation of Peptides Containing a Chiral α-Ethylated α,α-Disubstituted α-Amino Acid : (S)-EthylLeucine (= (2S)-2-Amino-2-ethyl-4-methylpentanoic Acid) within Sequences of Dimethylglycine and Diethylglycine Residues"Helv. Chim. Acta.. 85. 3197-3218 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Y.Suhara, A.Kittaka, K.Ono, M.Kurihara, T.Fujishima, A.Yoshida, H.Takayama: "Design and Efficient Synthesis of New Stable 1α,25-Dihydroxy-19-norvitamin D_3 Analogues Containing Amide Bond"Bioorg. Med. Chem. Lett.. 12. 3533-3536 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] T.Satoh, A.Itoga, Y.Isogai, M.Kurihara, S.Yamada, M.Natori, N.Suzuki, K.Suruga, R.Kawachi, M.Arahira, T.Nishio, C.Fukazawa, T.Oku: "Increasing the conformational stability by replacement of heme axial ligand in c-type cytochrome"FEBS letters. 531. 543-547 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Kurihara, M.Tanaka, M.Oba, H.Suemune, N.Miyata: "Conformation of Oligopeptides Containing Chiral α,α-Disubstituted Amino Acids : Computational Study"Peptide Science 200. 287-288 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] A.Kittaka, M.Kurihara, S.Peleg, Y.Suhara, H.Takayama: "2α-(3-Hydroxypropyl)-and 2a-(3-Hydroxypropoxy)-la,25-vitamin D_3 Accessible to Vitamin D Receptor Mutant Related to Hereditary Vitamin D-Resistant Rickets"Chem. Pharm. Bull.. 51. 357-358 (2003)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Kurihara, M.Tanaka, M.Oba, H.Suemune: "Computational Study on Conformation of Oligopeptides Containing Chiral alpha, alpha-Disubstituted Amino Acids"Peptides 2002. 786-787 (2003)

    • Related Report
      2002 Annual Research Report
  • [Publications] K.Fukuhara, M.Kurihara, N.Miyata: "Photochemical Generation of Nitric Oxide from 6-Nitrobenzo[a]pyrene"J. Am. Chem. Soc.. 123. 8862-8666 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] T.Fujishima, K.Konno, K.Nakagawa, M.Tanaka, T.Okano, M.Kurihara, N.Miyata, H.Takayama: "Synthesis and Biological Evaluation of 5,6-trans-2-Methyl-1,25-dihydroxyvitamin D3 and their 2O-Epimers : Possible Binding Modes of Potent A-Ring Analogues to Vitamin D Receptor"Chem. Biol.. 8. 1011-1024 (2001)

    • Related Report
      2001 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
      2001 Annual Research Report
  • [Publications] Y.Suhara, K.Nihei, M.Kurihara, A.Kittaka, T.Fujishima, K.Konno, N.Miyata, H.Takayama: "Efficient and Systematic Synthesis of Novel 2α-Substituted 1α,25-Dihydroxyvitamin D3 Analogues and Docking Analysis to Vitamin D Receptor"J. Org. Chem.. 66. 8760-8771 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] M.Kurihara, U.Hayashi, N.Miyata: "Enantioselective Radical Cross-coupling Reactions of Silyl Enol Ethers Using Chiral Oxovanadium"Chem. Lett.. 2001. 1324-1325 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] I.Nakanishi, K.Fukuhara, K.Ohkubo, T.Shimada, H.Kansui, M.Kurihara, S.Urano, S.Fukuzumi, N.Miyata: "Superoxide Anion Generation via Electron-Transfer Oxidaition of Catechin Dianion by Molecular Oxygen in an Aprotic Medium"Chem. Lett.. 2001. 1152-1153 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] K.Kondo, M.Kurihara, K.Fukuhara: "Mechanism of Antioxidant Effect of Catechins"Methods in Enzymology. 335. 203-217 (2001)

    • Related Report
      2001 Annual Research Report

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

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