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Molecular Design and Evaluation of Artificial Gene Function-Regulating Agents in the Post-Genome Era

Research Project

Project/Area Number 12680599
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Bioorganic chemistry
Research InstitutionKeio University

Principal Investigator

TOSHIMA Kazunobu  Keio University, Applied Chemistry, Associate Professor, 理工学部, 助教授 (60217502)

Project Period (FY) 2000 – 2001
Project Status Completed (Fiscal Year 2001)
Budget Amount *help
¥1,500,000 (Direct Cost: ¥1,500,000)
Fiscal Year 2001: ¥1,500,000 (Direct Cost: ¥1,500,000)
KeywordsPost-Genome / DNA / DNA Cleavage / Light / Intercalator / Carbohydrate / Hybrid / Cytotoxicity / ハイブリッド / エンジイン / ネオカルチノスタチン / ハイブリッド分子
Research Abstract

The development of photochemical DNA cleaving agents, which selectively cleave DNA by irradiation with a specific light under mild conditions and without any additives such as metals and reducing agents, is very interesting from a chemical and biological standpoint and offers considerable potential in medicine especially in the post-genome era. Furthermore, photodynamic therapy using a photosensitizing drug has recently emerged as a promising modality against cancer and allied diseases. In this project, several artificial anthraquinone-carbohydrate, 2-phenylquinpline-carbohydrate, quinoxaline-carbohydrate, and β-carboline-carbohydrate hybrid molecules were designed and synthesized. Furthermore, it was found that they had light-induced DNA-cleaving activity with DNA base or sequence selectivity. In addition, the quinoxaline-carbohydrate hybrids completely kill HeLa S3 cells upon UV irradiation while no action occurs without light.

Report

(3 results)
  • 2001 Annual Research Report   Final Research Report Summary
  • 2000 Annual Research Report
  • Research Products

    (6 results)

All Other

All Publications (6 results)

  • [Publications] K.Toshima: "Molecular Design and Evaluation of Quinoxaline-Carbohydrate Hybrids as Novel and Efficient Photo-Induced GG-Selective DNA Cleaving Agents"Chem.Commun.. 212-213 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] K, Toshima: "β-Carboline-Carbohydrate Hybrids : Molecular Design, Chemical Synthesis and Evaluation of Novel DNA Photocleavers"Bioorg.Med.Chem.Lett.. 12. 671-673 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] K.Toshima: "Molecular Design and Evaluation of Quinoxaline-Carbohydrate Hybrids as Novel and Efficient Photo-Induced GG-Selective DNA Cleaving Agents"Chem.Commun. 3. 212-213 (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] K.Toshima: "β-Carboline-Carbohydrate Hybrids : Molecular Design, Chemical Synthesis and Evaluation of Novel DNA Photocleavers"Bioorg.Med.Chem.Lett. 12・4. 671-673 (2002)

    • Related Report
      2001 Annual Research Report
  • [Publications] K.Toshima: "Chemical Synthesis and DNA Photocleavage of the Intercalator-Carbohydrate Hybrid Moiety of the Neocarzinostatin Chromophore"Angew.Chem.Int.Ed.. 39・20. 3656-3658 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K,Toshima: "Carbohydrate-Modulated DNA Photocleavage : Design, Synthesis, and Evaluation of Novel Glycosyl Anthraquinones"Bioorg.Med.Chem.Lett.. 10. 2163-2165 (2000)

    • Related Report
      2000 Annual Research Report

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

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