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Dry and wet approach for the disclosure of the interaction between ecdysone receptor and ligand molecule

Research Project

Project/Area Number 25450070
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Plant protection science
Research InstitutionKyoto University

Principal Investigator

NAKAGAWA Yoshiaki  京都大学, (連合)農学研究科(研究院), 准教授 (80155689)

Co-Investigator(Renkei-kenkyūsha) MINAKUCHI Chieka  名古屋大学, 大学院生命農学研究科, 助教 (90509134)
Project Period (FY) 2013-04-01 – 2016-03-31
Project Status Completed (Fiscal Year 2015)
Budget Amount *help
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2014: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2013: ¥2,990,000 (Direct Cost: ¥2,300,000、Indirect Cost: ¥690,000)
Keywordsecdysoone / ponasterone A / ecdysone receptor / diacylhydrazine / 20-hydroxyecdysone / imidazole / tetrahydroquinoline / Bemisia tabaci / 脱皮ホルモン / ecdysone / Ponasterone / タバココナジラミ / imidazothiadiazole / EcR / molting hormone / receptor binding / Sf-9 cell / Lepidoptera / Diptera / ponasterone / ecdysteroid / insect growth regulator / binding affinity
Outline of Final Research Achievements

Molting hormone agonists with varied basic structures, such as diacylhydrazine, imidazole, imidazothiadiazole, tetrahydroquinoline, were chemically synthesized and their binding affinity to varied ecdysone receptors (EcRs) was quantitatively measured. Effect of the alkyl substituents of the imidazole ring on the binding affinity against Spodoptera furugiperda EcR was studied. With respect to imidazothiadiazole analogs, the substituent effects were quantitatively analyzed using QSAR. Racemic cis-form of a tetrahydroquinoline analog was separated into two enantiomers and their absolute configurations were determined. The binding affinity of these two enantiomers was evaluated against Aedes albopictus. Amino acid sequences of EcRs of two ladybug species and a sweet potato whitefly were deduced using cDNA cloning. Ligand-receptor binding assay was performed using these in vitro translated EcR and USP.

Report

(4 results)
  • 2015 Annual Research Report   Final Research Report ( PDF )
  • 2014 Research-status Report
  • 2013 Research-status Report
  • Research Products

    (21 results)

All 2016 2015 2014

All Journal Article (3 results) (of which Peer Reviewed: 3 results,  Acknowledgement Compliant: 2 results,  Open Access: 1 results) Presentation (18 results) (of which Invited: 3 results)

  • [Journal Article] Structure-activity relationship of imidazothiadiazole analogs for the binding to the ecdysone receptor of insect cells2015

    • Author(s)
      Taiyo Yokoi, Saki Minami, Yoshiaki Nakagawa, Hisashi Miyagawa
    • Journal Title

      Pesticide Biochemistry and Physiology

      Volume: 120 Pages: 40-50

    • DOI

      10.1016/j.pestbp.2014.12.008

    • NAID

      120005668060

    • Related Report
      2015 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Structural requirement and stereospecifity of tetrahydroquinolines as potent ecdysone agonists2014

    • Author(s)
      Seiya Kitamura, Toshiyuki Harada, Hajime Hiramatsu, Ryo Shimizu, Hisashi Miyagawa, Yoshiaki Nakagawa
    • Journal Title

      Bioorg. Med.Chem.

      Volume: 24 Issue: 7 Pages: 1715-1718

    • DOI

      10.1016/j.bmcl.2014.02.043

    • NAID

      120005466642

    • Related Report
      2014 Research-status Report 2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] cDNA cloning of ecdysone receptor (EcR) and ultraspiracle (USP) from Harmonia axyridis and Epilachna vigintioctopunctata and the evaluation of the binding affinity of ecdysone agonists to the in vitro translated EcR/USP heterodimer.2014

    • Author(s)
      Morishita C, Minakuchi C, Yokoi T, Takimoto S, Hosoda A, Akamatsu M, Tamura H, Nakagawa Y.
    • Journal Title

      J. Pestic. Sci.

      Volume: 39 Pages: 76-84

    • NAID

      130004694076

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Open Access / Acknowledgement Compliant
  • [Presentation] テトラヒドロキノリン構造を有する脱皮ホルモンアゴニストの不斉合成2016

    • Author(s)
      横井大洋,中川好秋,宮川恒
    • Organizer
      日本農薬学会第41回大会
    • Place of Presentation
      島根大学
    • Year and Date
      2016-03-17
    • Related Report
      2015 Annual Research Report
  • [Presentation] 分子動力学/MM‐PBSAによる脱皮ホルモンアゴニストの受容体への結合親和性予測2016

    • Author(s)
      幌岩真理,宮下正弘,中川好秋, 宮川恒
    • Organizer
      日本農薬学会第41回大会
    • Place of Presentation
      島根大学
    • Year and Date
      2016-03-17
    • Related Report
      2015 Annual Research Report
  • [Presentation] 脱皮ホルモン様活性化合物のQSARとドッキングシミュレーション2016

    • Author(s)
      中川好秋
    • Organizer
      日本農薬学会第41回大会
    • Place of Presentation
      島根大学
    • Year and Date
      2016-03-17
    • Related Report
      2015 Annual Research Report
    • Invited
  • [Presentation] イミダゾール型化合物の合成および様々な昆虫脱皮ホルモン受容体に対する結合親和性の評価2015

    • Author(s)
      石塚 千遥、南 沙紀、横井 大洋 中川 好秋、宮川 恒
    • Organizer
      日本農薬学会第40回大会
    • Place of Presentation
      玉川学園講堂
    • Year and Date
      2015-03-18 – 2015-03-20
    • Related Report
      2014 Research-status Report
  • [Presentation] Imidazothiadiazole型脱皮ホルモンアゴニストの構造活性相関2015

    • Author(s)
      横井大洋,南沙紀,中川好秋,宮川恒
    • Organizer
      日本農薬学会第40回大会
    • Place of Presentation
      玉川学園講堂
    • Year and Date
      2015-03-18 – 2015-03-20
    • Related Report
      2014 Research-status Report
  • [Presentation] 昆虫の変態に関わる受容体の リガンドアッセイ酵母の樹立2015

    • Author(s)
      松浦麻衣,原島小夜子,川西優喜,中川好秋,八木孝司
    • Organizer
      日本農薬学会第40回大会
    • Place of Presentation
      玉川学園講堂
    • Year and Date
      2015-03-18 – 2015-03-20
    • Related Report
      2014 Research-status Report
  • [Presentation] イミダゾール系脱皮ホルモンアゴニストの構造活性相関2014

    • Author(s)
      横井大洋,南沙紀,石塚千遥,中川好秋,宮川恒
    • Organizer
      第42回構造活性相関シンポジウム
    • Place of Presentation
      くまもと森都心プラザ
    • Year and Date
      2014-11-13 – 2014-11-14
    • Related Report
      2014 Research-status Report
  • [Presentation] Rational Molecular Design of Insect Molting Disruptor Based on Ligand-Receptor Interaction2014

    • Author(s)
      中川好秋
    • Organizer
      第13回国際農薬化学会議
    • Place of Presentation
      サンフランシスコ
    • Year and Date
      2014-08-10 – 2014-08-14
    • Related Report
      2014 Research-status Report
    • Invited
  • [Presentation] Structure-activity relationship of imidazothiadiazole-type ecdysone agonists for binding to sf-9 cells2014

    • Author(s)
      横井大洋,中川好秋,宮川恒
    • Organizer
      第13回国際農薬化学会議
    • Place of Presentation
      サンフランシスコ
    • Year and Date
      2014-08-10 – 2014-08-14
    • Related Report
      2014 Research-status Report
  • [Presentation] Synthesis of N-(2-phenyl-1H-imidazol-1-yl)benzamide analogs and measurement of binding to the ecdysone receptor and molting hormonal activity using a reporter gene assay2014

    • Author(s)
      南沙紀,横井大洋,滝本征祐,中川好秋,宮川恒
    • Organizer
      第13回国際農薬化学会議
    • Place of Presentation
      サンフランシスコ
    • Year and Date
      2014-08-10 – 2014-08-14
    • Related Report
      2014 Research-status Report
  • [Presentation] Structural requirement and stereospecificity of tetrahydroquinolines as potent ecdysone agonists2014

    • Author(s)
      北村精也,原田俊幸,平松元,清水良,宮川恒,中川好秋
    • Organizer
      第13回国際農薬化学会議
    • Place of Presentation
      サンフランシスコ
    • Year and Date
      2014-08-10 – 2014-08-14
    • Related Report
      2014 Research-status Report
  • [Presentation] N-(2-phenyl-1H-imidazol-1-yl)benzamide類のイミダゾール環上アルキル置換基が脱皮ホルモン様活性の与える効果2014

    • Author(s)
      南沙紀,横井大洋,瀧本征佑,中川好秋,宮川恒
    • Organizer
      日本農薬学会第39回大会
    • Place of Presentation
      京都大学農学部
    • Related Report
      2013 Research-status Report
  • [Presentation] 脱皮ホルモンアゴニスト Thiadiazoloimidazole類の合成と活性評価2014

    • Author(s)
      横井大洋,中川好秋,宮川恒
    • Organizer
      日本農薬学会第39回大会
    • Place of Presentation
      京都大学農学部
    • Related Report
      2013 Research-status Report
  • [Presentation] ナミテントウとニジュウヤホシテントウの脱皮ホルモン受容体(EcR/USP)に対する脱皮ホルモン類の結合親和性評価と受容体に対する結合様式の予測2014

    • Author(s)
      中川好秋,森下知奈,水口智江可,横井大洋,瀧本征佑,細田晃文,赤松美紀,田村廣人
    • Organizer
      日本農芸化学会2014年度大会
    • Place of Presentation
      明治大学 生田校舎
    • Related Report
      2013 Research-status Report
  • [Presentation] Rational Molecular Design of Insect Molting Disruptor Based on Ligand-Receptor Interaction2014

    • Author(s)
      Yoshiaki Nakagawa
    • Organizer
      13th IUPAC-ICPC
    • Place of Presentation
      San Francisco Marriot Marquis
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] Synthesis of N-(2-phenyl-1H-imidazol-1-yl)benzamide analogs and measurement of binding to the ecdysone receptor and molting hormonal activity using a reporter gene assay2014

    • Author(s)
      Saki MINAMI, Taiyo YOKOI, Seisuke TAKIMOTO, Yoshiaki NAKAGAWA, Hisashi MIYAGAWA
    • Organizer
      13th IUPAC-ICPC
    • Place of Presentation
      San Francisco Marriot Marquis
    • Related Report
      2013 Research-status Report
  • [Presentation] Structure-activity relationship of thiadiazoloimidazole-type ecdysone agonists for binding to sf-9 cells2014

    • Author(s)
      Taiyo YOKOI, Yoshiaki NAKAGAWA, Hisashi MIYAGAWA
    • Organizer
      13th IUPAC-ICPC
    • Place of Presentation
      San Francisco Marriot Marquis
    • Related Report
      2013 Research-status Report
  • [Presentation] Structural requirement and stereospecificity of tetrahydroquinolines as potent ecdysone agonists2014

    • Author(s)
      Seiya Kitamura, Toshiyuki Harada, Hajime Hiramatsu, Ryo Shimizu, Hisashi Miyagawa, Yoshiaki Nakagawa
    • Organizer
      13th IUPAC-ICPC
    • Place of Presentation
      San Francisco Marriot Marquis
    • Related Report
      2013 Research-status Report

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Published: 2014-07-25   Modified: 2019-07-29  

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