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Development of Novel Methodology for the Synthesis of 2, 3-Benzodiazepines and Application for Neuro-therapeutic Agents

Research Project

Project/Area Number 21590006
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionUniversity of Toyama

Principal Investigator

MATSUYA Yuji  富山大学, 大学院・医学薬学研究部(薬学), 教授 (50255858)

Co-Investigator(Renkei-kenkyūsha) TOHDA Chihiro  富山大学, 和漢医薬学総合研究所, 准教授 (10272931)
Project Period (FY) 2009 – 2011
Project Status Completed (Fiscal Year 2011)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2011: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2010: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2009: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywordsベンゾジアゼピン / ジアザベンゾトロポン / AMPAレセプター / 神経性疾患 / 電子環状反応 / アポトーシス誘導 / 抗癌活性 / アミノ化 / 脱窒素反応 / 細胞毒性 / ベンゾトロポン
Research Abstract

Synthetic and medicinal studies of 2, 3-benzodiazepine derivatives were performed for the purpose of exploring novel drug seeds of neuronal disorders. We could establish new method of constructing 2, 3-benzodiazepine nucleus based on our original tandem electrocyclic reactions using benzocyclobutenes and diazomethylene anion as starting materials, and succeed in constructing a novel diazabenzotropone compounds library. Although these compounds were found not to exhibit neuronal protecting activity, some of them showed notable apoptosis-inducing activity against some lymphoma cells. Thus, we found that novel diazabenzotropone derivatives, synthesized utilizing our original reactions, could be a new candidate of novel anticancer agents.

Report

(4 results)
  • 2011 Annual Research Report   Final Research Report ( PDF )
  • 2010 Annual Research Report
  • 2009 Annual Research Report
  • Research Products

    (15 results)

All 2012 2011 2010 2009

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (13 results)

  • [Journal Article] Novel 3, 4-Diazabenzotropone Compounds(2, 3-Benzodiazepin-5-ones): Synthesis, Unique Reactivity, and Biological Evaluation2009

    • Author(s)
      Matsuya, Y.; Katayanagi, H.; Ohdaira, T.; Wei, Z.-L.; Kondo, T.; Nemoto, H.
    • Journal Title

      Org. Lett

      Volume: 11 Pages: 1361-1364

    • Related Report
      2011 Final Research Report
    • Peer Reviewed
  • [Journal Article] Novel 3, 4-Diazabenzotropone Compounds(2, 3-Benzodiazepin-5-ones) : Synthesis, Unique Reactivity, and Biological Evaluation2009

    • Author(s)
      Yuji Matsuya
    • Journal Title

      Organic Letters 11

      Pages: 1361-1364

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Presentation] 金触媒によるイミノエステルの連続的環化-[3+2]環化付加反応の開発2012

    • Author(s)
      杉本健士
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌
    • Year and Date
      2012-03-29
    • Related Report
      2011 Annual Research Report
  • [Presentation] シクロブテノンの連続的電子環状反応を用いた1, 2-ジアゼピン骨格の構築2012

    • Author(s)
      杉本健士,林理恵,湊大志郎,根本英雄,豊岡尚樹,松谷裕二
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌
    • Related Report
      2011 Final Research Report
  • [Presentation] ジアゾメチレン挿入反応による新規1,2-ジアゼピン誘導体の合成2011

    • Author(s)
      林理恵
    • Organizer
      第41回複素環化学討論会
    • Place of Presentation
      熊本
    • Year and Date
      2011-10-20
    • Related Report
      2011 Annual Research Report
  • [Presentation] タンデム型電子環状反応による新規1,2-ジアゼピン誘導体の合成2011

    • Author(s)
      林理恵
    • Organizer
      平成23年度有機合成化学北陸セミナー
    • Place of Presentation
      福井
    • Year and Date
      2011-10-07
    • Related Report
      2011 Annual Research Report
  • [Presentation] ジアゾメチレン挿入反応による新規1, 2.ジアゼピン誘導体の合成2011

    • Author(s)
      林理恵,杉本健士,湊大志郎,根本英雄,豊岡尚樹,松谷裕二
    • Organizer
      第41回複素環化学討論会
    • Place of Presentation
      熊本
    • Related Report
      2011 Final Research Report
  • [Presentation] タンデム型電子環状反応による新規1, 2.ジアゼピン誘導体の合成2011

    • Author(s)
      林理恵,杉本健士,湊大志郎,根本英雄,豊岡尚樹,松谷裕二
    • Organizer
      平成23年度有機合成化学北陸セミナー
    • Place of Presentation
      福井
    • Related Report
      2011 Final Research Report
  • [Presentation] タンデム型電子環状反応によるジアゼピン環形成反応2011

    • Author(s)
      林理恵,杉本健士,根本英雄,豊岡尚樹,松谷裕二
    • Organizer
      日本薬学会第131年会
    • Place of Presentation
      静岡
    • Related Report
      2011 Final Research Report 2010 Annual Research Report
  • [Presentation] 創薬を指向した有機合成化学-天然物に医薬シーズを求めて-2010

    • Author(s)
      松谷裕二
    • Organizer
      平成22年度トメックス第9回研究会
    • Place of Presentation
      富山 招待講演
    • Year and Date
      2010-09-17
    • Related Report
      2010 Annual Research Report
  • [Presentation] ジアザトロポン閉環反応を利用したアザコルヒチン骨格構築への応用2010

    • Author(s)
      林理恵,松谷裕二,豊岡尚樹,根本英雄
    • Organizer
      日本薬学会第130年会
    • Place of Presentation
      岡山
    • Related Report
      2011 Final Research Report
  • [Presentation] 脳神経保護作用を有する1-ary1-2, 3-benzodiazepine誘導体の合成研究2009

    • Author(s)
      松谷裕二
    • Organizer
      平成21年度有機合成化学北陸セミナー
    • Place of Presentation
      富山
    • Year and Date
      2009-10-09
    • Related Report
      2009 Annual Research Report
  • [Presentation] アポトーシス誘導活性を有するジアザベンゾトロポン類に関する研究2009

    • Author(s)
      大平卓也,片柳裕志,松谷裕二, Zheng-Li Wei,近藤隆,豊岡尚樹,根本英雄
    • Organizer
      創薬懇話会2009
    • Place of Presentation
      岐阜
    • Related Report
      2011 Final Research Report 2009 Annual Research Report
  • [Presentation] 脳神経保護作用を有する1-aryl-2, 3-benzodiazepine誘導体の合成研究2009

    • Author(s)
      片柳裕志,大平卓也,松谷裕二,豊岡尚樹,根本英雄
    • Organizer
      平成21年度有機合成化学北陸セミナー
    • Place of Presentation
      富山
    • Related Report
      2011 Final Research Report
  • [Presentation] 新規ジアザベンゾトロポン類の合成、反応性、および生物活性2009

    • Author(s)
      大平卓也,片柳裕志,松谷裕二, Zheng-Li Wei,近藤隆,豊岡尚樹,根本英雄
    • Organizer
      日本薬学会北陸支部第120回例会
    • Place of Presentation
      金沢
    • Related Report
      2011 Final Research Report 2009 Annual Research Report

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Published: 2009-04-01   Modified: 2016-04-21  

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