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Molecular modeling of anti-amyloidal catechol derivatives using amyloidogenic proteins

Research Project

Project/Area Number 23580161
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Food science
Research InstitutionShinshu University

Principal Investigator

NAKAMURA Soichiro  信州大学, 農学部, 教授 (00105305)

Co-Investigator(Kenkyū-buntansha) FUJII Hiroshi  信州大学, 農学部, 教授 (90165340)
Co-Investigator(Renkei-kenkyūsha) HIGUCHI Keiichi  信州大学, 医学系研究科, 教授 (20173156)
Project Period (FY) 2011 – 2013
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000)
Fiscal Year 2013: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2012: ¥1,430,000 (Direct Cost: ¥1,100,000、Indirect Cost: ¥330,000)
Fiscal Year 2011: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
Keywordsアミロイド性蛋白質 / 抗アミロイド効果 / カテコール誘導体 / 分子モデリング / 抗アミロイドーシス食品素材
Research Abstract

Molecular modeling of anti-amyloidal catechol derivatives was performed using Amyloid-beta, ApoA-II, human cystatin C and stefin B as model proteins. We prepared enzymatic lipophilized/glycosylated phenolic compounds in addition to mono- and di-catecholates of sesamin, and used for anti-amyloidal experiments. As the result, we found that there was a strong relationship between amphiphilicity and anti-amyloidal activity of tested phenolic compounds. We also found that lipophilic chain length introduced was an important factor in the anti-amyloidal activity of novel catechol derivatives.

Report

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

    (24 results)

All 2014 2013 2012 2011 Other

All Journal Article (5 results) (of which Peer Reviewed: 5 results) Presentation (17 results) (of which Invited: 4 results) Patent(Industrial Property Rights) (2 results) (of which Overseas: 1 results)

  • [Journal Article] Enhanced antiamyloidal activity of hydroxy cinnamic acids by enzymatic esterification with alkyl alcohols2014

    • Author(s)
      Hazuki Kondo, Haruka Sugiyama, Shigeru Katayama, Soichiro Nakamura
    • Journal Title

      Biotechnology and Applied Biochemistry

      Volume: 未定 Issue: 4 Pages: 401-407

    • DOI

      10.1002/bab.1182

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Oral administration of soy peptides suppresses cognitive decline by induction of neurotrophic factors in SAMP8 mice2014

    • Author(s)
      Shigeru Katayama, Rie Imai, Haruka Sugiyama, Soichiro Nakamura
    • Journal Title

      J. Agric. Food Chem

      Volume: 62 Issue: 16 Pages: 3563-3569

    • DOI

      10.1021/jf405416s

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Enzymatic synthesis of novel phenol acid rutinosides using rutinase and their antiviral activity in vitro2013

    • Author(s)
      Shigeru Katayama, Fumiaki Ohno, Yuki Yamauchi, Miyuki Kato, Hidefumi Makabe, Soichiro Nakamura
    • Journal Title

      J Agric Food Chem

      Volume: 61 Issue: 40 Pages: 9617-9622

    • DOI

      10.1021/jf4021703

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Functional expression of amyloidogenic human stefins A and B in Pichia pastoris using codon optimization2013

    • Author(s)
      Kosuke Nakamura, Yuki Maeda, Kensuke Morimoto, Shigeru Katayama, Kazunari Kondo, Soichiro Nakamura
    • Journal Title

      Biotech. Appl. Biochem

      Volume: 60 Issue: 3 Pages: 283-288

    • DOI

      10.1002/bab.1079

    • Related Report
      2013 Final Research Report 2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Apricot carotenoids possess potent anti-amyloidogenic activity in vitro2011

    • Author(s)
      Shigeru Katayama, Hirofumi Ogawa, Soichiro Nakamura
    • Journal Title

      J. Agric. Food Chem

      Volume: 59 Issue: 23 Pages: 12691-12696

    • DOI

      10.1021/jf203654c

    • Related Report
      2013 Final Research Report 2011 Research-status Report
    • Peer Reviewed
  • [Presentation] Aβ,ApoAII及びstefin Bを標的としたクロロゲン酸及びその代謝産物の抗アミロイド効果2014

    • Author(s)
      福本高大,片山茂,中林昌基,山内陸,中村宗一郎
    • Organizer
      2014年度日本農芸化学会
    • Place of Presentation
      東京
    • Related Report
      2013 Final Research Report
  • [Presentation] Aβ,ApoAII及びstefin Bを標的としたクロロゲン酸及びその代謝産物の抗アミロイド効果2014

    • Author(s)
      福本高大,片山茂,中林昌基,山内陸,中村宗一郎
    • Organizer
      2014年度日本農芸化学会
    • Place of Presentation
      東京
    • Related Report
      2013 Annual Research Report
  • [Presentation] ゴマ由来セサミノールは生体内においてα-セクレターゼの発現を上昇させる2013

    • Author(s)
      杉山遥,片山茂,中村宗一郎
    • Organizer
      日本農芸化学会中部支部第168回例会
    • Place of Presentation
      名古屋
    • Year and Date
      2013-10-12
    • Related Report
      2013 Final Research Report
  • [Presentation] Production of Amyloidgenic ApoA-II by cell-free protein synthesis and its possible application2012

    • Author(s)
      Takahiro Fukumoto , Shigeru Katayama , Akira Nozawa , Yuzuru Tozawa , Soichiro Nakamura
    • Organizer
      Protein Island Matsuyama International Symposium
    • Place of Presentation
      Matsuyama, Japan
    • Year and Date
      2012-09-25
    • Related Report
      2013 Final Research Report 2012 Research-status Report
  • [Presentation] Screening of naturally-occurring food compounds expecting prevention effects against amyloidosis containing Alzheimer-type dementia and modification of their functionalities by lipophilization, glycolsylation, and partial hydrolysis2012

    • Author(s)
      Soichiro Nakamura, Shigeru Katayama
    • Organizer
      The 6th symposium for comparative studies on food intake and nutrition between Korea and Japan
    • Place of Presentation
      Jinju, Korea
    • Year and Date
      2012-08-02
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] Amyloidogenicities of artificially synthesized human stefins A and B2012

    • Author(s)
      Kensuke Morimoto, Shigeru Katayama, Takahiro Fukumoto, Kosuke Nakamura, Soichiro Nakamura
    • Organizer
      ISNFF 2012
    • Place of Presentation
      Hawaii, USA
    • Related Report
      2013 Final Research Report
  • [Presentation] Anti-amyloidal activities of apricot-derived carotenoids2012

    • Author(s)
      Haruka Sugiyama, Shigeru Katayama, Hirofumi Ogawa, Soichiro Nakamura
    • Organizer
      ISNFF 2012
    • Place of Presentation
      Hawaii, USA
    • Related Report
      2013 Final Research Report
  • [Presentation] Molecular design of anti-amyloidal phenolic compounds using amyloidogenic proteins and peptides2012

    • Author(s)
      Soichiro Nakamura, Shigeru Katayama
    • Organizer
      ISNFF 2012
    • Place of Presentation
      Hawaii, USA
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] セサミン,エピセサミン及びそれらのカテコール誘導体のAβアミロイド線維形成抑制効果2012

    • Author(s)
      小川紘史,片山茂,中村宗一郎
    • Organizer
      2012年度日本農芸化学会
    • Place of Presentation
      京都
    • Related Report
      2013 Final Research Report
  • [Presentation] Molecular design of anti-amyloidal phenolic compounds using amyloidogenic proteins and peptides2012

    • Author(s)
      Soichiro Nakamura and Shigeru Katayama
    • Organizer
      ISNFF (The International Society for Nutraceuticals and Functional Foods) 2012
    • Place of Presentation
      Hawaii, USA
    • Related Report
      2012 Research-status Report
    • Invited
  • [Presentation] Anti-amyloidal activities of apricot-derived carotenoids2012

    • Author(s)
      Haruka Sugiyama, Shigeru Katayama, Hirofumi Ogawa, Soichiro Nakamura
    • Organizer
      ISNFF (The International Society for Nutraceuticals and Functional Foods) 2012
    • Place of Presentation
      Hawaii, USA
    • Related Report
      2012 Research-status Report
  • [Presentation] Amyloidogenicities of artificially synthesized human stefins A and B2012

    • Author(s)
      Kensuke Morimoto, Shigeru Katayama, Takahiro Fukumoto, Kosuke Nakamura, Soichiro Nakamura
    • Organizer
      ISNFF (The International Society for Nutraceuticals and Functional Foods) 2012
    • Place of Presentation
      Hawaii, USA
    • Related Report
      2012 Research-status Report
  • [Presentation] セサミン,エピセサミン及びそれらのカテコール誘導体のAβアミロイド線維形成抑制効果2012

    • Author(s)
      小川紘史,片山茂,中村宗一郎
    • Organizer
      2012年度日本農芸化学会
    • Place of Presentation
      京都
    • Related Report
      2011 Research-status Report
  • [Presentation] カテコール体セサミンの抗アミロイド効果2011

    • Author(s)
      杉山遥,小川紘史,片山茂,中村宗一郎
    • Organizer
      第4回食品薬学シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2011-10-28
    • Related Report
      2013 Final Research Report
  • [Presentation] Anti-viral activity of Rhamnoglycosylated phenolic compounds2011

    • Author(s)
      Yuki Yamauchi, Shigeru Katayama, Soichiro Nakamura
    • Organizer
      The 5th Rare Sugar Congress
    • Place of Presentation
      Kagawa, Japan
    • Related Report
      2013 Final Research Report 2011 Research-status Report
  • [Presentation] カテコール体セサミンの抗アミロイド効果2011

    • Author(s)
      杉山遥,小川紘史,片山茂,中村宗一郎
    • Organizer
      第4回食品薬学シンポジウム
    • Place of Presentation
      東京
    • Related Report
      2011 Research-status Report
  • [Presentation] Screening of naturally-occurring food compounds expecting prevention effects against amyloidosis containing Alzheimer-type dementia and modification of their functionalities by lipophilization, glycolsylation, and partial hydrolysis

    • Author(s)
      Soichiro Nakamura and Shigeru Katayama
    • Organizer
      The 6th symposium for comparative studies on food intake and nutrition between Korea and Japan
    • Place of Presentation
      Jinju, Korea
    • Related Report
      2012 Research-status Report
    • Invited
  • [Patent(Industrial Property Rights)] アミロイド形成阻害剤及びアミロイド形成阻害方法2013

    • Inventor(s)
      片山茂,中 村宗一郎,内山裕介
    • Industrial Property Rights Holder
      信州大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2013-006296
    • Filing Date
      2013-01-17
    • Related Report
      2013 Final Research Report
    • Overseas
  • [Patent(Industrial Property Rights)] アミロイド形成阻害剤及びアミロイド形成阻害方法2013

    • Inventor(s)
      片山茂,中村宗一郎,内山裕介
    • Industrial Property Rights Holder
      信州大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2013-006292
    • Filing Date
      2013-01-17
    • Related Report
      2012 Research-status Report

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

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