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Synthesis of highly water-soluble taxol derivatives

Research Project

Project/Area Number 23590013
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemical pharmacy
Research InstitutionOita University

Principal Investigator

Shimoda Kei  大分大学, 医学部, 准教授 (40284153)

Co-Investigator(Renkei-kenkyūsha) HAMADA Hiroki  岡山理科大学, 理学部, 教授 (10164914)
Project Period (FY) 2011-04-28 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2015: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2014: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2013: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2012: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2011: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Keywordsタキソール / 誘導体 / 合成 / 有機合成 / 酵素 / 生体触媒
Outline of Final Research Achievements

Taxol is a taxane diterpenoid, which shows cytotoxic activity against leukemia cells and inhibitory action against a variety of tumors. It has been recognized as one of the most effective and widely used drugs for the treatment of ovarian, breast, and lung cancers. Despite its effective pharmacological activities, taxol has shortcomings such as low solubility in water. To date, a number of taxol derivatives have been designed and chemically prepared in order to enhance its water-solubility. Saccharide conjugation drastically enhances the water-solubility of aglycones. We synthesized highly water-soluble monosaccharide conjugates of taxol by chemo-enzymatic procedures.

Report

(6 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • 2012 Research-status Report
  • 2011 Research-status Report
  • Research Products

    (10 results)

All 2016 2015 2014 2013 2012

All Journal Article (5 results) (of which Peer Reviewed: 5 results,  Acknowledgement Compliant: 1 results) Presentation (5 results)

  • [Journal Article] Synthesis and pharmacological evaluation of glycosides of resveratrol, pterostilbene, and piceatannol.2015

    • Author(s)
      K. Shimoda, N. Kubota, D. Uesugi, H. Hamada, M. Tanigawa, H. Hamada
    • Journal Title

      Annals of the New York Academy of Sciences

      Volume: 1348 Pages: 141-149

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis of glycosides of resveratrol, pterostilbene, and piceatannol, and their anti-oxidant, anti-allergic, and neuroprotective activities.2014

    • Author(s)
      D. Sato, N. Shimizu, Y. Shimizu, M. Akagi, Y. Eshita, S. Ozaki, N. Nakajima, K. Ishihara, N. Masuoka, H. Hamada, K. Shimoda, N. Kubota
    • Journal Title

      Bioscience, Biotechnology, and Biochemistry

      Volume: 78 Pages: 1123-1128

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Journal Article] Regioselective Hydroxylation and Glucosylation of a- and b-Pinenes with Cultured Cells of Eucalyptus perriniana2013

    • Author(s)
      Kei Shimoda, Naoji Kubota, Manabu Hamada, Ken Suwada, Hatsuyuki Hamada, Hiroki Hamada
    • Journal Title

      Natural Product Communications

      Volume: 8 Pages: 847849-847849

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Glycosylation of vanillin and 8-nordihydrocapsaicin by cultured Eucalyptus perriniana cells2012

    • Author(s)
      D. Sato, Y. Eshita, H. Katsuragi, H. Hamada, K. Shimoda, N. Kubota
    • Journal Title

      Molecules

      Volume: 17 Issue: 5 Pages: 5013-5020

    • DOI

      10.3390/molecules17055013

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Formation of Tetrahydrocurcumin by Reduction of Curcumin with Cultured Plant Cells of Marchantia polymorpha2012

    • Author(s)
      Kei Shimoda, Naoji Kubota, Hirotaka Hirano, Masahiro Matsumoto, Hatsuyuki Hamada and Hiroki Hamada
    • Journal Title

      Natural Product Communications

      Volume: 7 Pages: 529-530

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Presentation] 植物培養細胞によるスチルベン誘導体の物質変換2016

    • Author(s)
      下田恵・土井翔太・上杉大介・大西達也・小崎紳一・濱田博喜
    • Organizer
      第96回日本化学会春季年会
    • Place of Presentation
      京都 同志社大学
    • Year and Date
      2016-03-24
    • Related Report
      2015 Annual Research Report
  • [Presentation] The glycosylation of phenolic compounds using plant cultured cells2014

    • Author(s)
      Daisuke Uesugi, Kei Shimoda, Naoji Kubota, Hiroaki Hamada
    • Organizer
      Active Enzyme Molecule
    • Place of Presentation
      富山国際会議場(富山市)
    • Year and Date
      2014-12-17 – 2014-12-19
    • Related Report
      2014 Research-status Report
  • [Presentation] 植物培養細胞によるモノテルペン類の水酸化および配糖化2013

    • Author(s)
      諏訪田憲,下田恵,濱田博喜
    • Organizer
      第17回 生体触媒化学シンポジウム
    • Place of Presentation
      岡山理科大学50周年記念館(岡山県岡山市北区理大町1-1)
    • Related Report
      2013 Research-status Report
  • [Presentation] トランスレスベラトロールの機能性解明2013

    • Author(s)
      上杉大介、小崎紳一、下田恵、堀尾嘉幸、濱田博喜
    • Organizer
      第93回日本化学会春季年会
    • Place of Presentation
      滋賀 立命館大学びわこ・くさつキャンパス
    • Related Report
      2012 Research-status Report
  • [Presentation] 植物由来糖転移酵素を活用した機能性配糖体の合成2012

    • Author(s)
      濱田博喜, 松本匡弘, 下田恵, 久保田直治, 小崎紳一, 中山亨
    • Organizer
      第91回日本化学会春季年会
    • Place of Presentation
      神奈川大学横浜キャンパス
    • Related Report
      2011 Research-status Report

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Published: 2011-08-05   Modified: 2019-07-29  

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