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Development of a new probe of a flavonoid metabolite, DOPAC, for understanding the biomolecule modification

Research Project

Project/Area Number 22580129
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Food science
Research InstitutionOkayama University

Principal Investigator

NAKAMURA Yoshimasa  岡山大学, 大学院・環境生命科学研究科, 准教授 (60324381)

Co-Investigator(Kenkyū-buntansha) KATO Yoji  兵庫県立大学, 環境人間学部, 教授 (30305693)
Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,420,000 (Direct Cost: ¥3,400,000、Indirect Cost: ¥1,020,000)
Fiscal Year 2012: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2011: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2010: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywordsポリフェノール / ケルセチン / 生体内代謝物 / 分子標的 / DOPAC / クリックケミストリー / ビオチンラベル化 / EGCG / 抗酸化作用 / アポトーシス
Research Abstract

The interest in fermented products in the large intestine such as a quercetin glucoside metabolite, 3,4-dihydroxyphenylacetic acid (DOPAC), has started to grow rapidly. In this study, we identified several plausible target molecules for polyphenols by understanding the molecular mechanisms underlying biological activities related to their chemical characteristics. We also revealed that DOPAC exhibited radical scavenging and phase II drug metabolizing enzyme-inducing activities more potently than other quercetin metabolites. Furthermore, we developed a new probe (DOPAC propargyl ester) to detect target proteins and confirmed its applicability to “click chemistry”.

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Research Products

    (29 results)

All 2012 2011 2010

All Journal Article (19 results) (of which Peer Reviewed: 15 results) Presentation (10 results)

  • [Journal Article] Cytotoxicity of benzyl isothiocyanate in normal renal proximal tubular cells and its modulation by glutathione.2012

    • Author(s)
      Abe, N., Okuhira, M., Tsutsui, C., Shimoishi, Y., Murata, Y., Nakamura, Y
    • Journal Title

      J. Agric. Food Chem

      Volume: 60(7) Issue: 7 Pages: 1887-1892

    • DOI

      10.1021/jf2052042

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] α-Tocopherol Sensitizes Human Leukemia HL-60 Cells to Apoptosis Induced by Benzyl Isothiocyanate2012

    • Author(s)
      Abe N., et al
    • Journal Title

      Bioscience, Biotechnology, and Biochemistry

      Volume: 76 Issue: 2 Pages: 381-383

    • DOI

      10.1271/bbb.110665

    • NAID

      10030400242

    • ISSN
      0916-8451, 1347-6947
    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Increased halogenated tyrosine levels are useful markers of human skin ageing reflecting denatured proteins by the past skin inflammation2012

    • Author(s)
      Ishitsuka, Y., Maniwa, F., Osawa
    • Journal Title

      Clinical and Experimental Dermatology

      Volume: vol.37 Issue: 3 Pages: 252-258

    • DOI

      10.1111/j.1365-2230.2011.04215.x

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Luteolin overcomes resistance to benzyl isothiocyanate-induced apoptosis in human colorectal cancer HCT-116 cells2012

    • Author(s)
      Sakai, R., Yokobe, S., Abe, N., Miyoshi, N., Murata, Y., Nakamura, Y
    • Journal Title

      J. Food Drug Anal

      Volume: 20(Suppl.) Pages: 389-393

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Involvement of intracellular oxidative stress-sensitive pathway in phloxine B-induced photocytotoxicity in human T lymphocytic leukemia cells.2012

    • Author(s)
      Qi, H., Zhu, B., Abe, N., Shin, Y., Murata, Y., Nakamura, Y
    • Journal Title

      Food Chem. Toxicol

      Volume: 50(6) Issue: 6 Pages: 1841-1847

    • DOI

      10.1016/j.fct.2012.03.011

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Development and application of a method for identification of isothiocyanate-targeted molecules in colon cancer cells2012

    • Author(s)
      Miyoshi, N., Yonemochi, T., Tomono, S., Fukutomi, R., Nakamura, Y., Ohshima, H.
    • Journal Title

      Anal. Biochem.

      Volume: 429(2) Issue: 2 Pages: 124-131

    • DOI

      10.1016/j.ab.2012.07.018

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Luteolin Overcomes Resistance to Benzyl Isothiocyanate-Induced Apoptosis in Human Colorectal Cancer HCT-116 Cells2012

    • Author(s)
      Sakai, R.
    • Journal Title

      J. Food Drug Anal.

      Volume: 20 Pages: 389-393

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Epigallocatechin-3-gallate induces growth inhibition of human gastric cancer cell line AZ521 cells by targeting the DEAD box RNA helicase p682011

    • Author(s)
      Tomoko Tanaka, Takeshi Ishii, Daisuke Mizuno, Taiki Mori, Ryoichi Yamaji, Yoshimasa Nakamura, Shigenori Kumazawa, Tsutomu Nakayama, and Mitsugu Akagawa
    • Journal Title

      Free Radic. Biol. Med

      Volume: 50 Issue: 10 Pages: 1324-1335

    • DOI

      10.1016/j.freeradbiomed.2011.01.024

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Hydrogen peroxide-dependent photocyto -toxicity by phloxine B, a xanthene food colorant2011

    • Author(s)
      Qi, H., Takano, H., Kato, Y., Wu, Q., Ogata, C., Zhu, B., Murata, Y., Nakamura, Y
    • Journal Title

      Biochim. Biophys. Acta Gen. Sub

      Volume: 1810(7) Issue: 7 Pages: 704-712

    • DOI

      10.1016/j.bbagen.2011.04.010

    • Related Report
      2012 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Localized cysteine sulfenic acid formation by vascular endothelial growth factor: Role in endothelial cell migration and angiogenesis2011

    • Author(s)
      Kaplan, N., Urao, N., Furuta, E., Kim, S.J., Razvi, M., Nakamura, Y., McKinney, R.D., Poole, L.B., Fukai, T., Ushio-Fukai, M
    • Journal Title

      Free Radical Res

      Volume: 45(10) Issue: 10 Pages: 1124-1135

    • DOI

      10.3109/10715762.2011.602073

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] バイオメディア: 3週間前に摂取した野菜の履歴が血中に2011

    • Author(s)
      中村宜督
    • Journal Title

      生物工学.

      Volume: 89(4) Pages: 206-206

    • URL

      https://www.sbj.or.jp/wp-content/uploads/file/sbj/8904/8904_biomedia_3.pdf

    • Related Report
      2012 Final Research Report
  • [Journal Article] イソチオシアネートとがん予防2011

    • Author(s)
      中村宜督
    • Journal Title

      Functional Food.

      Volume: 4(4) Pages: 321-327

    • URL

      http://ci.nii.ac.jp/naid/40018846306

    • Related Report
      2012 Final Research Report
  • [Journal Article] バイオメディア:3週間前に摂取した野菜の履歴が血中に2011

    • Author(s)
      中村宜督
    • Journal Title

      生物工学

      Volume: 89(4) Pages: 206-206

    • Related Report
      2011 Annual Research Report
  • [Journal Article] イソチオシアネートとがん予防2011

    • Author(s)
      中村宜督
    • Journal Title

      Functional Food

      Volume: 4 Pages: 321-327

    • Related Report
      2011 Annual Research Report
  • [Journal Article] (-)-Epigallocatechin-3-gallate suppresses growth of AZ521 human gastric cancer cells by targeting the DEAD box RNA helicase p68.2011

    • Author(s)
      Tanaka, Tomoko
    • Journal Title

      Free Radical Biol.Med.

      Volume: 50(印刷中)

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Artificial Food Colorants Inhibit Superoxide Production in Differentiated HL-60 Cells2010

    • Author(s)
      Qi, H., Kawagishi, M., Yoshimoto, M., Takano, H., Zhu, B., Shimoishi, Y., Tada, M., Murata, Y., Nakamura, Y
    • Journal Title

      Bioscience, Biotechnology, and Biochemistry

      Volume: 74 Issue: 8 Pages: 1725-1728

    • DOI

      10.1271/bbb.100314

    • NAID

      10027558796

    • ISSN
      0916-8451, 1347-6947
    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Covalent Binding of Tea Catechins to Protein Thiols: The Relationship between Stability and Electrophilic Reactivity2010

    • Author(s)
      Taiki Mori, Takeshi Ishii, Mitsugu Akagawa, Yoshimasa Nakamura, and Tsutomu Nakayama
    • Journal Title

      Bioscience, Biotechnology, and Biochemistry

      Volume: 74 Issue: 12 Pages: 2451-2456

    • DOI

      10.1271/bbb.100509

    • NAID

      10027728118

    • ISSN
      0916-8451, 1347-6947
    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Artificial food colorants inhibit superoxide production in differentiated HL-60 cells.2010

    • Author(s)
      Qi, Hang
    • Journal Title

      Biosci.Biotechnol.Biochem.

      Volume: 74 Pages: 1725-1728

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Covalent binding of tea catechins to protein thiols : Relationship between oxidation stability and electrophilic reactivity.2010

    • Author(s)
      Mori, Taiki
    • Journal Title

      Biosci.Biotechnol.Biochem.

      Volume: 74 Pages: 2451-2456

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] ケルセチン配糖体体内代謝物の分子プローブ合成2012

    • Author(s)
      齋木俊也、山口佑也、村田芳行、中村宜督
    • Organizer
      第17回日本フードファクター学会(JSoFF)学術集会・第9回日本カテキン学会総会 合同大会
    • Place of Presentation
      静岡
    • Year and Date
      2012-11-10
    • Related Report
      2012 Final Research Report
  • [Presentation] ケルセチン配糖体体内代謝産物分子プローブの合成2012

    • Author(s)
      山口佑也、齋木俊也、村田芳行、中村宜督
    • Organizer
      第32回日本農芸化学会中四国支部講演会
    • Place of Presentation
      鳥取
    • Year and Date
      2012-01-21
    • Related Report
      2012 Final Research Report
  • [Presentation] アブラナ科野菜の機能性:イソチオシアネートの化学:福山大学グリーンサイエンス研究センター「環境健康科学の研究拠点の形成」2012

    • Author(s)
      中村宜督
    • Organizer
      第2回公開講演会
    • Place of Presentation
      福山
    • Year and Date
      2012-01-06
    • Related Report
      2012 Final Research Report
  • [Presentation] ケルセチン配糖体体内代謝物の分子プローブの合成2012

    • Author(s)
      齋木俊也
    • Organizer
      第17回日本フードファクター学会学術集会
    • Place of Presentation
      静岡
    • Related Report
      2012 Annual Research Report
  • [Presentation] キサンテン系食用色素と食品成分との機能的相互作用2012

    • Author(s)
      中村宜督
    • Organizer
      日本農芸化学会中四国支部第33回講演会
    • Place of Presentation
      松山
    • Related Report
      2012 Annual Research Report
  • [Presentation] The role of NF-kappaB in isothiocyanate-regulated cell proliferation2012

    • Author(s)
      Abe Naomi
    • Organizer
      international conference on biologically active substances: Bioactive Okayama 2012
    • Place of Presentation
      岡山
    • Related Report
      2012 Annual Research Report
  • [Presentation] Overcoming resistance to isothiocyanate in colon cancer cells2011

    • Author(s)
      Yoshimasa Nakamura
    • Organizer
      2011 International Conference on Food Factors: ICoFF 2011
    • Place of Presentation
      Taipei
    • Year and Date
      2011-11-22
    • Related Report
      2012 Final Research Report
  • [Presentation] Overcoming resistance to isothiocyanate in colon cancer cells2011

    • Author(s)
      Yoshimasa Nakamura
    • Organizer
      2011 International Conference on Food Factors
    • Place of Presentation
      Taipei, Taiwan(招待講演)
    • Year and Date
      2011-11-22
    • Related Report
      2011 Annual Research Report
  • [Presentation] 食品に含まれる求電子性物-イソチオシアネートの機能性とその化学-2011

    • Author(s)
      中村宜督
    • Organizer
      日本農芸化学会関西支部第465回講演会ミニシンポジウム『食品成分と健康:生体応答の分子メカニズム』
    • Place of Presentation
      堺
    • Year and Date
      2011-07-03
    • Related Report
      2012 Final Research Report
  • [Presentation] ベンジルイソチオシアネート代謝物のアポトーシス誘導作用2011

    • Author(s)
      中村宜督、筒井千春、村田芳行、加藤陽二
    • Organizer
      日本農芸化学会大会
    • Place of Presentation
      京都
    • Year and Date
      2011-03-27
    • Related Report
      2012 Final Research Report

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Published: 2010-08-23   Modified: 2019-07-29  

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