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

Divergent syntheses of lactams and quinone dimers, and evaluation of their phycical and biological properties

Research Project

Project/Area Number 15K07416
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Bioorganic chemistry
Research InstitutionTokyo University of Science (2016-2017)
Kyoto Prefectural University (2015)

Principal Investigator

Kuramochi Koji  東京理科大学, 理工学部応用生物科学科, 准教授 (90408708)

Co-Investigator(Kenkyū-buntansha) 水品 善之  信州大学, 学術研究院農学系, 教授 (20307705)
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: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2016: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2015: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Keywords多様性指向合成 / ラクタム / キノン / 天然物合成 / 生合成 / ナフトキノン / 生合成模倣合成 / 天然物 / 全合成 / 生物活性
Outline of Final Research Achievements

Diversity-oriented synthesis (DOS) aims to generate chemical librarys, which have structural diversity in an efficient manner. Diversity-oriented synthesis is used as a tool for the discovery of biologically and functionally active small molecules. However, DOS requires novel strategies that differ from the majority of traditional chemical syntheses. In this study, we focus on unified and common intermediate strategies for the synthesis lactams and naphthoquinone dimers. Efficient syntheses of lactams and naphthoquinone dimers were developed. Severel natural products and their structurally related analogues were prepared based on the strategies. Functional and biological evaluation of synthetic compounds revealed novel candidate compounds.

Report

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

    (20 results)

All 2018 2017 2016 2015

All Journal Article (6 results) (of which Peer Reviewed: 6 results,  Acknowledgement Compliant: 3 results) Presentation (14 results) (of which Int'l Joint Research: 2 results,  Invited: 1 results)

  • [Journal Article] Bioinspired Synthesis of Juglorubin from Juglomycin C2018

    • Author(s)
      Kamo Shogo、Kuramochi Kouji、Tsubaki Kazunori
    • Journal Title

      Organic Letters

      Volume: 20 Issue: 4 Pages: 1082-1085

    • DOI

      10.1021/acs.orglett.7b04051

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Syntheses of Naturally Occurring Lactams by the Use of Darzens Reaction2018

    • Author(s)
      倉持幸司、小森健太、水谷将馬、椿一典
    • Journal Title

      Journal of Synthetic Organic Chemistry, Japan

      Volume: 76 Issue: 3 Pages: 218-225

    • DOI

      10.5059/yukigoseikyokaishi.76.218

    • NAID

      130006449127

    • ISSN
      0037-9980, 1883-6526
    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Skeletal Rearrangements of Polycyclic α-Ketols2017

    • Author(s)
      Kawamura, M.; Kamo, S.; Azuma, S.; Kubo, K.; Sasamori, T.; Tokitoh, N.; Kuramochi, K.; Tsubaki, K.
    • Journal Title

      Org. Lett.

      Volume: 19 Issue: 2 Pages: 301-303

    • DOI

      10.1021/acs.orglett.6b03541

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] A Bioinspired Synthesis of (±)-Rubrobramide, (±)-Flavipucine, and Isoflavipucine2016

    • Author(s)
      Mizutani, S., Komori, K., Taniguchi, T., Monde, K., Kuramochi, K., Tsubak, K.
    • Journal Title

      Angew. Chem., Int. Ed.

      Volume: 55 Issue: 33 Pages: 9553-9556

    • DOI

      10.1002/anie.201602910

    • Related Report
      2016 Research-status Report
    • Peer Reviewed
  • [Journal Article] Total Syntheses of Juglorescein and Juglocombins A and B2016

    • Author(s)
      Shogo Kamo, Kai Yoshioka, Kouji Kuramochi, Kazunori Tsubaki
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 55 Issue: 35 Pages: 10317-10320

    • DOI

      10.1002/anie.201604765

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] The second generation synthesis of (±)-berkeleyamide D.2016

    • Author(s)
      Shoma Mizutani, Kenta Komori, Chiharu Kai, Kouji Kuramochi, Kazunori Tsubaki
    • Journal Title

      Tetrahedron

      Volume: 72 Issue: 42 Pages: 6640-6645

    • DOI

      10.1016/j.tet.2016.08.080

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] One-pot Synthesis of Juglorubin2018

    • Author(s)
      Shogo Kamo, Kouji Kuramochi, Kazunori Tsubaki
    • Organizer
      日本化学会 第98春季年会(2018)
    • Related Report
      2017 Annual Research Report
  • [Presentation] シクロペンタジエニルアニオンを有する天然色素 Juglorubin の全合成2017

    • Author(s)
      加茂翔伍、吉岡快、倉持幸司、椿一典
    • Organizer
      日本農芸化学会 2017 年度大会
    • Place of Presentation
      京都女子大学(京都府京都市)
    • Year and Date
      2017-03-17
    • Related Report
      2016 Research-status Report
  • [Presentation] Total Synthesis of Juglorubin, A Natural Red Dye Containing a Cyclopentadienyl Anion2017

    • Author(s)
      Shogo Kamo, Kai Yoshioka, Kouji Kuramochi, Kazunori Tsubaki
    • Organizer
      45th National Organic Chemistry Symposium
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Biomimetic Syntheses of (±)-Rubrobramide, (±)-Flavipucine, Isoflavipucine, and (±)-Berkeleyamide D2017

    • Author(s)
      Kouji Kuramochi, Shoma Mizutani, Kenta Komori, Chiharu Kai, Yasuha Kusakabe, Kazunori Tsubaki
    • Organizer
      45th National Organic Chemistry Symposium
    • Related Report
      2017 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 合成ラクタム天然物群の生物活性評価2017

    • Author(s)
      日下部泰葉、水谷将馬、椿一典、倉持幸司
    • Organizer
      日本農芸化学会関東支部 2017 年度 支部大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] シクロペンタジエニルアニオンを有する天然赤色色素 Juglorubin の全合成2017

    • Author(s)
      加茂翔伍、吉岡快、倉持幸司、椿一典
    • Organizer
      第 59 回 天然有機化合物討論会
    • Related Report
      2017 Annual Research Report
  • [Presentation] 生合成経路に着想を得た天然物の全合成2017

    • Author(s)
      倉持幸司
    • Organizer
      第18回 静岡ライフサイエンスシンポジウム
    • Place of Presentation
      静岡大学(静岡県静岡市)
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] 1,4-ナフトキノン天然物群の系統的合成法の開発2016

    • Author(s)
      吉岡快、加茂翔伍、真鍋祐梨、倉持幸司、椿一典
    • Organizer
      第 58 回天然有機化合物討論会
    • Place of Presentation
      東北大学(宮城)
    • Year and Date
      2016-09-14
    • Related Report
      2016 Research-status Report
  • [Presentation] 1,4-ナフトキノン二量体天然物の全合成研究2016

    • Author(s)
      加茂翔伍、吉岡快、倉持幸司、椿一典
    • Organizer
      第14回 次世代を担う有機化学シンポジウム
    • Place of Presentation
      長井記念館(東京都渋谷区)
    • Year and Date
      2016-05-27
    • Related Report
      2016 Research-status Report
  • [Presentation] 系統的手法を用いた1,4-ナフトキノン天然物群の合成研究2016

    • Author(s)
      吉岡快、加茂翔伍、倉持幸司、椿一典
    • Organizer
      日本農芸化学会関西支部例会 第494回講演会
    • Place of Presentation
      京都府立大学(京都府京都市)
    • Year and Date
      2016-05-21
    • Related Report
      2016 Research-status Report
  • [Presentation] Juglocombin A, B 及びJuglorescein の全合成研究2016

    • Author(s)
      加茂 翔伍, 吉岡 快, 倉持 幸司, 椿 一典
    • Organizer
      日本薬学会136年会
    • Place of Presentation
      パシフィコ横浜
    • Year and Date
      2016-03-26
    • Related Report
      2015 Research-status Report
  • [Presentation] Darzens 反応を利用したラクタム天然物群の全合成2015

    • Author(s)
      水谷将馬、谷口 透、小森健太、門出健次、倉持幸司、椿 一典
    • Organizer
      第45回複素環化学討論会
    • Place of Presentation
      早稲田大学
    • Year and Date
      2015-11-19
    • Related Report
      2015 Research-status Report
  • [Presentation] 1,4-ナフトキノン二量化反応の開発とナフトキノンに量体天然物の全合成研究2015

    • Author(s)
      加茂翔伍、吉岡快、倉持幸司、椿一典
    • Organizer
      第57回 天然有機化合物討論会
    • Place of Presentation
      横浜・神奈川県民ホール
    • Year and Date
      2015-09-09
    • Related Report
      2015 Research-status Report
  • [Presentation] Juglorubin及び関連天然物の全合成研究2015

    • Author(s)
      加茂翔伍、倉持幸司、椿一典
    • Organizer
      第489回 日本農芸化学会関西支部例会
    • Place of Presentation
      京都府立大学
    • Year and Date
      2015-05-23
    • Related Report
      2015 Research-status Report

URL: 

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

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi