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2010 Fiscal Year Final Research Report

Studies on mechanism of flower coloration based on synthesis of anthocyanins

Research Project

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Project/Area Number 20611004
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical biology
Research InstitutionNagoya University

Principal Investigator

YOSHIDA Kumi  Nagoya University, 大学院・情報科学研究科, 教授 (90210690)

Co-Investigator(Kenkyū-buntansha) OYAMA Kinーichi  名古屋大学, 物質科学国際研究センター, 技術専門職員 (80402460)
Project Period (FY) 2008 – 2010
Keywordsアントシアニン / フラベノール / 生合成経路 / アントシアニジン合成酵素 / 金属還元 / 空気酸化 / シスロイコシアニジン / カテキン / ルチン
Research Abstract

Anthocyanins are widely found in plants and play important roles in insect pollination, anti-oxidation, and protection from harmful light. Recently, these pigments have also shown potential as functional food colorants and can be useful dyes for organic solar-sensitized cells. To establish a new and efficient synthetic method of anthocyanins we tried to transform flavonol derivatives by metal reduction. We clarified that metal reduction of flavonol compound first gave corresponding flavenol compound, then this was oxidized by air to give anthocyanin. This reaction is mild and can be applicable for the synthesis of the acylated anthocyanin.

  • Research Products

    (21 results)

All 2011 2010 2009 2008 Other

All Journal Article (4 results) (of which Peer Reviewed: 4 results) Presentation (14 results) Book (2 results) Remarks (1 results)

  • [Journal Article] Blue Flower Color Development by Anthocyanins : from chemical structure to cell physiology.2009

    • Author(s)
      Yoshida, K., Mori, M., Kondo, T.
    • Journal Title

      Nat.Prod.Rep. 26

      Pages: 884-915

    • Peer Reviewed
  • [Journal Article] Identification and characterization of flavonoids as sialyltransferase inhibitors.2009

    • Author(s)
      Hidari, I.P.J. K., Oyama, K-I., Ito, G., Nakayama , M., Inai, M., Kanai, Y., Watanabe, K-I., Yoshida, K., Furuta, T., Kan, T., Suzuki, T.
    • Journal Title

      Biochem.Biophys.Res.Commun. 382

      Pages: 609-613

    • Peer Reviewed
  • [Journal Article] Synthesis of procyanidins by stepwise-and self-condensation using (+)-catechin and (-)-epicatechin as a key building monomer.2008

    • Author(s)
      Oyama, K-I., Kuwano, M., Ito, M., Yoshida, K., Kondo, T.
    • Journal Title

      Tetrahedron Lett. 49

      Pages: 3176-3180

    • Peer Reviewed
  • [Journal Article] Synthesis of oriented anti-virus 7-O-substituted apigenins.2008

    • Author(s)
      Oyama, K-I., Kondo, T., Yoshida, K.
    • Journal Title

      Heterocylces 76

      Pages: 1607-1615

    • Peer Reviewed
  • [Presentation] 酸化反応によるフラベン配糖体から3-デオキシアントシアニンへの変換反応.2011

    • Author(s)
      尾山公一、近藤忠雄、吉田久美
    • Organizer
      日本農芸化学会2011年度大会
    • Place of Presentation
      京都
    • Year and Date
      20110325-20110328
  • [Presentation] 配糖化フラボノール還元体の構造と反応性.2011

    • Author(s)
      近藤忠雄、尾山公一、吉田久美
    • Organizer
      日本農芸化学会2011年度大会
    • Place of Presentation
      京都
    • Year and Date
      20110325-20110328
  • [Presentation] Synthesis of anthocyanins by the air oxidation.2010

    • Author(s)
      Oyama.K., Yoshida K., Kondo, T.
    • Organizer
      Pcifichem2010
    • Place of Presentation
      Honolulu, USA
    • Year and Date
      20101215-20101220
  • [Presentation] Efficient transformation of flavonol 3-glycoside to the corresponding anthocyanin via the flavenol by Clemmemsen reduction followed by air oxidation.2010

    • Author(s)
      Kondo, T., Oyama K., Yoshida K.
    • Organizer
      Pcifichem2010
    • Place of Presentation
      Honolulu, USA
    • Year and Date
      20101215-20101220
  • [Presentation] Synthesis of flavonoid for clarification of blue flower color development.2010

    • Author(s)
      吉田久美.
    • Organizer
      The 6th International Symposium on Integrated Synthesis.
    • Place of Presentation
      Kobe, JAPAN
    • Year and Date
      20101023-20101024
  • [Presentation] Chemistry of Flavonoids in Color Development2010

    • Author(s)
      吉田久美.
    • Organizer
      XXV International Conference on Polyphenols.
    • Place of Presentation
      Montpellier, FRABCE
    • Year and Date
      20100823-20100827
  • [Presentation] Transformation of flavonol glycoside to the corresponding anthocyanin.2010

    • Author(s)
      Kondo, T., Bjoroy, O., Tokunou, K., Oyama K.-I., Yoshida K.
    • Organizer
      XXV International Conference on Polyphenols.
    • Place of Presentation
      Montpellier, FRABCE
    • Year and Date
      20100823-20100827
  • [Presentation] 3-デオキシペラルゴニジン5-グルコシドの合成.2010

    • Author(s)
      尾山公一、近藤忠雄、吉田久美
    • Organizer
      日本農芸化学会2010年度大会
    • Place of Presentation
      京都
    • Year and Date
      20100327-20100330
  • [Presentation] Structure and Synthesis of Flower Pigment, Anthocyanins.2009

    • Author(s)
      Yoshida K., Oyama K.-I., Mori, M., Kondo, T.
    • Organizer
      The 4th International Conference on Cutting-Edge Organic Chemistry in Asia.
    • Place of Presentation
      Bangkok, THAILAD
    • Year and Date
      20091129-20091203
  • [Presentation] Highly efficient transforamtion of the anthocyanin by Clemmensen reduction from 3-glycosylflavonol through the flavenol as a key intermediate.2009

    • Author(s)
      Kondo, T., Bjoroy, O., Oyama K., Tokuno K., Yoshida K.
    • Organizer
      5th International Workshop on Anthocyanins.
    • Place of Presentation
      Nagoya, JAPAN
    • Year and Date
      20090915-20090918
  • [Presentation] 生合成経路に基づくアントシアニンの新規合成法の開発.2009

    • Author(s)
      尾山公一、関口由紀子、近藤忠雄、吉田久美
    • Organizer
      日本農芸化学会2009年度大会
    • Place of Presentation
      福岡
    • Year and Date
      20090327-20090329
  • [Presentation] シアル酸転移酵素阻害剤の探索および作用機構2009

    • Author(s)
      左一八、後藤志帆、尾山公一、中山美穂、吉田久美、古田巧、菅敏幸、鈴木隆.
    • Organizer
      日本生化学会中部支部会・例会シンポジウム
    • Place of Presentation
      名古屋
    • Year and Date
      2009-05-23
  • [Presentation] 3,4-ジアセトキシフラバン誘導体を用いたプロシアニジンの合成.2008

    • Author(s)
      尾山公一、桑野美幸、伊藤実恵、吉田久美、近藤忠雄
    • Organizer
      第39回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      名古屋
    • Year and Date
      20081108-20081109
  • [Presentation] 花色素アントシアニンの新規合成法.2008

    • Author(s)
      近藤忠雄、尾山公一、Bjoroy, O.、中村早岐、得能一成、河口聡志、山川大輔、吉田久美
    • Organizer
      第50回天然有機化合物討論会
    • Place of Presentation
      福岡
    • Year and Date
      20080930-20081002
  • [Book] 天然物の全合成2000~2008(日本)(有機合成化学協会編)2009

    • Author(s)
      吉田久美、近藤忠雄、Cyanidin 3-O-b-D-glucoside
    • Total Pages
      44
    • Publisher
      化学同人、京都
  • [Book] 花の色とアントシアニン「アントシアニンの科学-生理機能・製品開発の新展開.」(津田孝範、須田郁夫、津志田藤二郎編著)2009

    • Author(s)
      吉田久美、近藤忠雄
    • Total Pages
      47-73
    • Publisher
      建帛社、東京
  • [Remarks] ホームページ等

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Published: 2012-01-26   Modified: 2016-04-21  

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