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Novel approaches for finding bioactive compounds with the assistance of the inverse analysis of food constituents

Research Project

Project/Area Number 23510252
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Living organism molecular science
Research InstitutionUtsunomiya University

Principal Investigator

NIHEI Ken-ichi  宇都宮大学, 農学部, 准教授 (10307209)

Project Period (FY) 2011-04-28 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2014: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2013: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2012: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2011: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Keywords酵素阻害剤 / 配糖体 / ポリフェノール / 酸化生成物 / ポリフェノールオキシダーゼ / 阻害剤
Outline of Final Research Achievements

Tyrosinase (polyphenol oxidase) is a copper-containing oxidoreductase, which is widely distributed in nature. Many monophenols are oxidized to corresponding o-quinones through this enzymatic reaction. Generated o-quinones are usually unstable and readily transformed into polymers including melanin. This polymer results in significant deposition of pigments on the skin. Accordingly, the study of tyrosinase inhibition is clearly important for the development of functional cosmetics as well as antioxidants and insecticides. On the other hand, reactive o-quinones are reduced to o-diphenols with the aid of reducing agents such as L-ascorbic acid and/or NADPH. Thus, unique o-diphenols could be generated from plant monophenols by tyrosinase-catalyzed oxidation coupled with in vivo reductants. To perform chemical and biological studies of inhibitors, substrates and products for tyrosinase, we have discovered a number of novel bioactive compounds.

Report

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

    (16 results)

All 2015 2014 2013 2012 Other

All Journal Article (3 results) (of which Peer Reviewed: 3 results,  Acknowledgement Compliant: 1 results) Presentation (11 results) Patent(Industrial Property Rights) (2 results)

  • [Journal Article] Synthesis of Dihydroresveratrol Glycosides and Their Effects on B16F0 Melanoma Cells2014

    • Author(s)
      Chisato Oode, Wataru Shimada, Yukiko Izutsu, Mariko Yokota, Takehiro Iwadate, Ken-chi Nihei
    • Journal Title

      European Journal of Medicinal Chemistry

      Volume: 87 Pages: 862-867

    • DOI

      10.1016/j.ejmech.2014.09.092

    • Related Report
      2014 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Chemical synthesis and tyrosinase inhibitory activity of rhododendrol glycosides2014

    • Author(s)
      Takehiro Iwadate,Yutaka Kashiwakura, Noriyoshi Masuoka, Yoichi Yamada, Ken-ichi Nihei
    • Journal Title

      Bioorganic & Medicinal Chemistry Letters

      Volume: 24 Issue: 1 Pages: 122-125

    • DOI

      10.1016/j.bmcl.2013.11.063

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Stereochemical investigation and total synthesis of inuloidin, a biologically active sesquiterpenoid from Heterotheca inuloides2014

    • Author(s)
      Jumpei Kamatani, Takehiro Iwadate,Reiko Tajima, Hideaki Kimoto, Yoichi Yamada, Noriyoshi Masuoka, Isao Kubo, Ken-ichi Nihei
    • Journal Title

      Tetrahedron

      Volume: 70 Issue: 19 Pages: 3141-3145

    • DOI

      10.1016/j.tet.2014.03.057

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Presentation] ツバキ科植物由来のジヒドロレスベラトロールグルコシドを基盤とするメラニン生成調節剤の分子設計2015

    • Author(s)
      大出知里,島田亙,横田真理子,二瓶賢一
    • Organizer
      日本農芸化学会2015年度大会
    • Place of Presentation
      岡山大学
    • Year and Date
      2015-03-27 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] ジヒドロレスベラトロールの化学的配糖体化と生理活性評価2015

    • Author(s)
      島田亙,横田真理子,二瓶賢一
    • Organizer
      日本農芸化学会2015年度大会
    • Place of Presentation
      岡山大学
    • Year and Date
      2015-03-27 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] 5-レゾルシノール型ロドデンドロール誘導体の化学合成と生理活性評価2015

    • Author(s)
      岩舘丈央,島田亙,横田真理子,二瓶賢一
    • Organizer
      日本農芸化学会2015年度大会
    • Place of Presentation
      岡山大学
    • Year and Date
      2015-03-27 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] ヤマモガシ科植物由来のレゾルシノール配糖体およびその誘導体の有機合成と生理活性評価2015

    • Author(s)
      松本大志,中島拓弥,二瓶賢一
    • Organizer
      日本農芸化学会2015年度大会
    • Place of Presentation
      岡山大学
    • Year and Date
      2015-03-27 – 2015-03-29
    • Related Report
      2014 Annual Research Report
  • [Presentation] 化学的・酵素的変換を用いた生理活性ロドデンドロール酸化体の創製2014

    • Author(s)
      岩舘丈央,二瓶賢一
    • Organizer
      第56回天然有機化合物討論会
    • Place of Presentation
      高知県立県民文化ホール
    • Year and Date
      2014-10-15 – 2014-10-17
    • Related Report
      2014 Annual Research Report
  • [Presentation] ロドデンドロール型チロシナーゼ阻害剤の合成と生理活性評価2013

    • Author(s)
      岩舘丈央,柏倉裕,二瓶賢一
    • Organizer
      日本農芸化学会2013年度大会
    • Place of Presentation
      東北大学
    • Related Report
      2012 Research-status Report
  • [Presentation] ロドデンドロール配糖体の化学合成とチロシナーゼ阻害活性2012

    • Author(s)
      岩舘丈央,柏倉裕,二瓶賢一
    • Organizer
      第54回天然有機化合物討論会
    • Place of Presentation
      東京農業大学
    • Related Report
      2012 Research-status Report
  • [Presentation] ロドデンドロール配糖体の化学合成と生理活性評価2012

    • Author(s)
      岩舘 丈央,柏倉 裕,二瓶 賢一
    • Organizer
      日本農芸化学会2012年度大会
    • Place of Presentation
      京都女子大学
    • Related Report
      2011 Research-status Report
  • [Presentation] 天然ビベンジル構造を基盤としたチロシナーゼ阻害剤の分子設計2012

    • Author(s)
      大貫 沙弥香,二瓶 賢一
    • Organizer
      日本農芸化学会2012年度大会
    • Place of Presentation
      京都女子大学
    • Related Report
      2011 Research-status Report
  • [Presentation] エピロドデンドリン酸化体の化学合成と生理活性評価

    • Author(s)
      岩舘丈央,二瓶賢一
    • Organizer
      日本農芸化学会2014年度大会
    • Place of Presentation
      明治大学
    • Related Report
      2013 Research-status Report
  • [Presentation] ツバキ科ビベンジル配糖体の化学合成と生理活性評価

    • Author(s)
      大出知里,小太刀悠佳,島田亙,井筒ゆき子,二瓶賢一
    • Organizer
      日本農芸化学会2014年度大会
    • Place of Presentation
      明治大学
    • Related Report
      2013 Research-status Report
  • [Patent(Industrial Property Rights)] ロドデンドロール誘導体2012

    • Inventor(s)
      岩舘 丈央,柏倉 裕,二瓶 賢一
    • Industrial Property Rights Holder
      宇都宮大学,冨士鋼業株式会社
    • Filing Date
      2012
    • Related Report
      2011 Research-status Report
  • [Patent(Industrial Property Rights)] レゾルシノール誘導体2012

    • Inventor(s)
      二瓶 賢一
    • Industrial Property Rights Holder
      宇都宮大学
    • Filing Date
      2012
    • Related Report
      2011 Research-status Report

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

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