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Structure elucidation study of oolong tea polymeric polyphenol

Research Project

Project/Area Number 18K05486
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Review Section Basic Section 38050:Food sciences-related
Research InstitutionGifu University

Principal Investigator

Yanase Emiko  岐阜大学, 応用生物科学部, 准教授 (60313912)

Co-Investigator(Kenkyū-buntansha) 長岡 利  岐阜大学, 応用生物科学部, 教授 (50202221)
Project Period (FY) 2018-04-01 – 2021-03-31
Project Status Completed (Fiscal Year 2020)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2020: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2019: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2018: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords高分子ポリフェノール / ウーロン茶 / カテキン / ウーロン茶ポリフェノール / 酸化重合 / ウーロンテアニン / ウーロン茶高分子ポリフェノール / 酸化 / コレステロール吸収
Outline of Final Research Achievements

During fermentation process of oolong tea, polyphenol oxidase present in fresh tea leaves oxidize catechins to various polymeric polyphenols. The aim of this research is clarified the chemical structure of polymeric polyphenol by focusing the chemical mechanism.
First, to discover the new type of chemical bonding system, structure determination of byproduct during oolongtheanin synthesis was investigated. Next, reactivity of oolongtheanins, which is assumed one of the key intermediate of polymeric polyphenol generation, was performed. Chemical structures of four products were determined.
NMR analysis was performed to polymeric fraction of green tea, oolong tea and black tea. The data was assessed by multivariate analysis. The result suggested that A-ring and B-ring participate in the polymerization of catechins and galloyl catechins was major building unit of polymer.

Academic Significance and Societal Importance of the Research Achievements

ウーロン茶高分子ポリフェノールは含有量が多いにも関わらず非常に複雑な構造の混合物であるため、分離精製やNMR やMS などによる構造解析が困難であり、未だその詳細は明らかになっていない。そのため、機能性の多くは混合物で評価されており、詳細な構造活性相関研究はほとんど行なわれていない。しかし化学構造の違いは、その機能性に直結することが知られている。本研究の成果は、高分子ポリフェノールの化学構造の解明に重要な知見を与えるものであると考える

Report

(4 results)
  • 2020 Annual Research Report   Final Research Report ( PDF )
  • 2019 Research-status Report
  • 2018 Research-status Report
  • Research Products

    (5 results)

All 2021 2019 2018 Other

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

  • [Journal Article] Chemical transformation of oolongtheanin 3′-O-gallate in aqueous solution under heating conditions2021

    • Author(s)
      Yuto Ochiai, Kazuki Ogawa, Yoshiharu Sawada, Emiko Yanase
    • Journal Title

      Tetrahedron Letters

      Volume: -

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 食品加工中におけるポリフェノールの化学変化―ウーロン茶ポリフェノールの解明を目指して2018

    • Author(s)
      廣瀬 紗弓, 柳瀬 笑子
    • Journal Title

      化学と生物

      Volume: 56 Pages: 665-670

    • NAID

      130007709574

    • Related Report
      2018 Research-status Report
    • Peer Reviewed
  • [Presentation] LC-MSを用いた紅茶製造時における成分変化に関する網羅的解析2021

    • Author(s)
      伊藤 歩未、柳瀬 笑子
    • Organizer
      日本農芸化学会2021年度大会
    • Related Report
      2020 Annual Research Report
  • [Presentation] LC-MSを用いた紅茶製造時における成分変化に関する網羅的解析2019

    • Author(s)
      伊藤歩未、柳瀬笑子
    • Organizer
      日本農芸化学会 関西・中部支部合同神戸大会
    • Related Report
      2019 Research-status Report
  • [Remarks] 岐阜大学応用生物科学部生物有機化学研究室ホームページ

    • URL

      https://www1.gifu-u.ac.jp/~biochem/

    • Related Report
      2020 Annual Research Report 2018 Research-status Report

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Published: 2018-04-23   Modified: 2022-01-27  

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