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Development of new molecular machines for disruption of lipid bilayers in tumor cells

Research Project

Project/Area Number 17K05845
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Functional solid state chemistry
Research InstitutionToho University

Principal Investigator

KUWAHARA Shunsuke  東邦大学, 理学部, 准教授 (40359550)

Project Period (FY) 2017-04-01 – 2020-03-31
Project Status Completed (Fiscal Year 2019)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2019: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2018: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2017: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Keywords分子モーター / 分子マシン / E-Z熱異性化 / 光異性化 / シス-トランス光異性化 / トランス-シス熱異性化反応 / 超分子化学
Outline of Final Research Achievements

Recently several physical techniques are reported to open lipid bilayers of cellular membranes for biomedical applications. We designed a new molecular motor (1) with Ru(bpy)3 chromophore which rotates by visible light irradiation. We expected that the rotation would be occurred by intramolecular energy transfer from the triplet excited state of Ru(bpy)3 to the motor part.
In the process of the synthesis of 1, we revealed a new pathway for thermal E-Z isomerization in the molecular motors. Stable (E)-9a directly converts to stable (Z)-9c without photoisomerization. The three-step rotation mechanism has the advantage that rotation can be controlled by UV irradiation with a single fixed wavelength.
When (E)-1a was irradiated with 452 nm light, photoisomerization to (Z)-1c was occurred at about 80%. While photoisomerization of (Z)-1c at same conditions was occurred at about 50%. Further studies about the application to open lipid bilayers of cellular membranes is now in progress.

Academic Significance and Societal Importance of the Research Achievements

現在のがん治療は放射線療法,化学療法が主流であるが,副作用を伴う.副作用を最小限にするためにがん細胞だけを殺すための分子標的薬が開発されているが,その数は少ない.近年,フタロシアニンを連結した抗体をがん細胞に導入し,近赤外光の照射で発生させた熱の圧力波でがん細胞を死滅させる方法が報告された.本研究では分子マシンの回転運動でがん細胞だけを破壊することで,より副作用がないがん治療が行えるのではないかと考えた.開発した分子モーターは,細胞に有害な紫外線ではなく,可視光の照射で機能させることができた.分子モーターのさらなる改良によって,新しいがん疾患の治療手段の開発につながると考えられる.

Report

(4 results)
  • 2019 Annual Research Report   Final Research Report ( PDF )
  • 2018 Research-status Report
  • 2017 Research-status Report
  • Research Products

    (6 results)

All 2020 2019 2018

All Journal Article (1 results) (of which Peer Reviewed: 1 results,  Open Access: 1 results) Presentation (5 results) (of which Invited: 1 results)

  • [Journal Article] Thermal E/Z Isomerization in First Generation Molecular Motors2018

    • Author(s)
      Kuwahara Shunsuke、Suzuki Yuri、Sugita Naoya、Ikeda Mari、Nagatsugi Fumi、Harada Nobuyuki、Habata Yoichi
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 83 Issue: 8 Pages: 4800-4804

    • DOI

      10.1021/acs.joc.7b03264

    • Related Report
      2017 Research-status Report
    • Peer Reviewed / Open Access
  • [Presentation] Synthesis and photoisomerization behavior by visible light irradiation of a molecular motor with Ru(bpy)3 chromophore side arms2020

    • Author(s)
      Moe Takenaka, Eunji Lee, Huiyeong Ju, Mari Ikeda, Yoichi Habata, Shunsuke Kuwahara
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Ru(bpy)32+発色団を導入した新規分子モーターの合成および光異性化挙動2019

    • Author(s)
      竹中 萌・李 恩智・朱 喜英・池田 茉莉・幅田 揚一・桑原 俊介
    • Organizer
      第30回基礎有機化学討論会
    • Related Report
      2019 Annual Research Report
  • [Presentation] Ru(bpy)32+発色団を導入した分子モーターの光異性化挙動2019

    • Author(s)
      竹中 萌・李 恩智・朱 喜英・池田 茉莉・幅田 揚一・桑原 俊介
    • Organizer
      第9回CSJ化学フェスタ2019
    • Related Report
      2019 Annual Research Report
  • [Presentation] Photoisomerization of a novel molecular motor with Ru(bpy)32+ chromophore2019

    • Author(s)
      TAKENAKA, Moe; LEE, Eunji; IKEDA, Mari; HABATA, Yoichi; KUWAHARA, Shunsuke
    • Organizer
      日本化学会第99春季年会
    • Related Report
      2018 Research-status Report
  • [Presentation] Development of Molecular Machines: Rotation Mechanism of Molecular Motor and Molecular Valves2019

    • Author(s)
      KUWAHARA, Shunsuke
    • Organizer
      4th Toho Univ.-GNU Joint Symposium on Advanced Chemical Science
    • Related Report
      2018 Research-status Report
    • Invited

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Published: 2017-04-28   Modified: 2021-02-19  

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