• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Synthetic studies on ligand molecules

Research Project

Project/Area Number 15K07421
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Bioorganic chemistry
Research InstitutionInstitute of Physical and Chemical Research

Principal Investigator

Takahashi Shunya  国立研究開発法人理化学研究所, 環境資源科学研究センター, 専任研究員 (00202151)

Project Period (FY) 2015-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥4,940,000 (Direct Cost: ¥3,800,000、Indirect Cost: ¥1,140,000)
Fiscal Year 2017: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2016: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Keywords分子リガンド / 天然物合成 / 生理活性天然物 / 酵素阻害剤 / 細胞毒性物質 / 機能性分子リガンド / グリコシダーゼ阻害剤 / p-テルフェニル化合物 / プロリルオリゴペプチダーゼ / リガンド分子 / ジベンゾフラン骨格 / p-テルフェニル / ディ-ルズ・アルダー反応 / 4級炭素 / Suzuki-Miyauraカップリング
Outline of Final Research Achievements

A ligand molecule that binds to a target protein is expected to be a useful tool for clarifying a variety of biofunctions. Bioactive natural products have been utilized as a model for designing a novel ligand molecule. In this project, p-terphenyls, steroids, and sugars are selected as the models, and basic studies based on the natural product synthesis were performed. Efficient methods for the syntheses of bioactive p-terphenyls such as polyozellin and kehokorins A-E were developed, thus leading to the structural revision of polyozellin and studies of the structure-activity relationship. Bioassay of newly designed p-terphenyls carrying a biotinyl unit was also examined with the aim of searching the target. For preparation of a ligand molecule utilizing an anticancer steroid as a model, chemical reactions of androsterone were investigated. A novel branched sugar was designed as a glycosidase inhibitor and was synthesized from D-glucose.

Report

(4 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • 2015 Research-status Report
  • Research Products

    (10 results)

All 2018 2017 2016 2015

All Journal Article (7 results) (of which Int'l Joint Research: 1 results,  Peer Reviewed: 7 results,  Acknowledgement Compliant: 1 results,  Open Access: 1 results) Presentation (3 results) (of which Int'l Joint Research: 1 results)

  • [Journal Article] Synthesis of polyozellin, a prolyl oligopeptidase inhibitor, and its structural revision2018

    • Author(s)
      Takahashi Shunya、Kawano Takahiro、Nakajima Natsumi、Suda Yasuaki、Usukhbayar Narandulam、Kimura Ken-ichi、Koshino Hiroyuki
    • Journal Title

      Bioorganic & Medicinal Chemistry Letters

      Volume: 28 Issue: 5 Pages: 930-933

    • DOI

      10.1016/j.bmcl.2018.01.054

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Ca2+-Signal Transduction Inhibitors, Kujiol A and Kujigamberol B, Isolated from Kuji Amber Using a Mutant Yeast2018

    • Author(s)
      Uchida Takeshi、Koshino Hiroyuki、Takahashi Shunya、Shimizu Eisaku、Takahashi Honoka、Yoshida Jun、Shinden Hisao、Tsujimura Maiko、Kofujita Hisayoshi、Uesugi Shota、Kimura Ken-ichi
    • Journal Title

      Journal of Natural Products

      Volume: 81 Issue: 4 Pages: 1070-1074

    • DOI

      10.1021/acs.jnatprod.7b00922

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Total Synthesis of Kehokorins A-E, Cytotoxic p-Terphenyls2017

    • Author(s)
      Shunya Takahashi, Yasuaki Suda, Takemichi Nakamura, Koji Matsuoka, Hiroyuki Koshino
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 82 Issue: 6 Pages: 3159-3166

    • DOI

      10.1021/acs.joc.7b00147

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis of 3-phenyldibenzo[b,d]furan-type bioprobes utilizing vialinin B as a structural motif2017

    • Author(s)
      Takahashi S., Suda Y., Nakamura T., Matsuoka K., Koshino H.
    • Journal Title

      Syn. Comm.

      Volume: 47 Issue: 1 Pages: 22-28

    • DOI

      10.1080/00397911.2016.1245754

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Isolation of coralmycins A and B, potent anti-Gram negative compounds from the myxobacteria Corallococcus coralloides M232016

    • Author(s)
      Kim Y. J., Kim H-J., Kim G-W., Cho K., Takahashi S., Koshino H., Kim W-G.
    • Journal Title

      J. Nat. Prod.

      Volume: 79 Issue: 9 Pages: 2223-2228

    • DOI

      10.1021/acs.jnatprod.6b00294

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Int'l Joint Research
  • [Journal Article] Total synthesis of the proposed structure for aromin and its structural revision.2016

    • Author(s)
      Takahashi S, Satoh D, Hayashi M, Takahashi K, Yamaguchi K, Nakamura T, Koshino H.
    • Journal Title

      J Org Chem

      Volume: 81 Issue: 22 Pages: 11222-11234

    • DOI

      10.1021/acs.joc.6b02187

    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Journal Article] Cytoprotective Effects of Lysophospholipids from Sea Cucumber Holothuria atra2015

    • Author(s)
      Nishikawa Y., Furukawa A., Shiga I., Muroi Y., Ishii T., Hongo Y., Takahashi S., Sugawara T., Koshino H., Ohnishi M.
    • Journal Title

      PLOS ONE

      Volume: 10 Issue: 8 Pages: e0135701-e0135701

    • DOI

      10.1371/journal.pone.0135701

    • NAID

      120005763416

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Open Access
  • [Presentation] 強力なTNF-α産生制御活性を持つVialinin Bのターゲット探索のためのプローブ創製2016

    • Author(s)
      須田康明, 松岡浩司, 中村健道, 越野広雪, 髙橋俊哉
    • Organizer
      GlycoTOKYO 2016 シンポジウム
    • Place of Presentation
      東工大 大岡山キャンパス(東京・目黒区)
    • Year and Date
      2016-11-19
    • Related Report
      2016 Research-status Report
  • [Presentation] 強力なTNF-α産生制御活性を持つVialinin Bのターゲット探索のためのプローブ創製2016

    • Author(s)
      須田康明, 松岡浩司, 中村健道, 越野広雪, 髙橋俊哉
    • Organizer
      日本化学会秋季事業 第6回CSJ化学フェスタ2016
    • Place of Presentation
      タワーホール船堀(東京・江戸川区)
    • Year and Date
      2016-11-14
    • Related Report
      2016 Research-status Report
  • [Presentation] EVALUATION OF REPORTED 13C NMR DATA AND CHEMICAL STRUCTURES BY USING CAST/CNMR SHIFT PREDICTOR AND STRUCTURE ELUCIDATOR2015

    • Author(s)
      Koshino H., Koichi S., Takahashi S., Satoh H.
    • Organizer
      European congress on magnetic resonance 2015
    • Place of Presentation
      Prague, Czech Republic
    • Year and Date
      2015-07-07
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research

URL: 

Published: 2015-04-16   Modified: 2019-03-29  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi