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Neuroactive marine metabolites that modulate synaptic functions

Research Project

Project/Area Number 22380114
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Fisheries chemistry
Research InstitutionHokkaido University

Principal Investigator

RYUICHI Sakai  北海道大学, 大学院水産科学研究院, 教授 (20265721)

Project Period (FY) 2010-04-01 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥15,730,000 (Direct Cost: ¥12,100,000、Indirect Cost: ¥3,630,000)
Fiscal Year 2013: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2012: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Fiscal Year 2011: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Fiscal Year 2010: ¥10,140,000 (Direct Cost: ¥7,800,000、Indirect Cost: ¥2,340,000)
Keywords海洋天然物 / 中枢神経 / 生理活性物質 / グルタミン酸受容体 / GPCR / レクチン / プリン / Gタンパク質共役型受容体 / ペプチド / ポリアミン / 海洋生理活性天然物 / ガレクチン / シナプス受容体 / 海綿 / 脱感作 / GABA受容体 / イソグアニン
Research Abstract

Marine natural products are a rich source of neuroactive compounds that selectively acts to ion channels and receptors that function or modulate synaptic neurotransmission. Here, we have isolated biologically active metabolites that modulate neuronal functions, including new polyamine-modified peptide toxin aculeines, a sponge galectin CchGs that modulate actions of AMPA/KA-type glutamate receptors, a new alkaloids from sponges that target neuronal receptors selectively. We determined chemical structure, target receptors, and modes of activity of those molecules.

Report

(6 results)
  • 2013 Annual Research Report   Final Research Report ( PDF )
  • 2012 Annual Research Report
  • 2011 Annual Research Report
  • 2010 Annual Research Report
  • Products Report
  • Research Products

    (39 results)

All 2014 2013 2012 2011 2010 Other

All Journal Article (11 results) (of which Peer Reviewed: 11 results) Presentation (27 results) (of which Invited: 5 results) Patent(Industrial Property Rights) (1 results) (of which Overseas: 1 results)

  • [Journal Article] Practical synthesis of kainoids : a new chemical probe precursor and a fluorescent probe2014

    • Author(s)
      Sasaki, S.; Suzuki, H.; Ouchi, H.; Asakawa, T.; Inai, M.; Sakai, R.; Shimamoto, K.; Hamashima, Y.; Kan, T.
    • Journal Title

      Org Lett

      Volume: 16 Issue: 2 Pages: 564-7

    • DOI

      10.1021/ol403434e

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Modulation of ionotropic glutamate receptor function by vertebrate galectins2014

    • Author(s)
      Copits, B. A.; Vernon, C. G.; Sakai, R.; Swanson, G. T.
    • Journal Title

      J. Physiol

      Volume: 592 Issue: 10 Pages: 2079-96

    • DOI

      10.1113/jphysiol.2013.269597

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Recent progress in neuroactive marine natural products2014

    • Author(s)
      Sakai, R.; Swanson, G. T.
    • Journal Title

      Nat. Prod. Rep

      Volume: 31 Issue: 2 Pages: 273-309

    • DOI

      10.1039/c3np70083f

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Isolation of novel prototype galectins from the marine ball sponge Cinachyrella sp. guided by their modulatory activity on mammalian glutamate-gated ion channels2013

    • Author(s)
      Ueda, T.; Nakamura, Y.; Smith, C. M.; Copits, B. A.; Inoue, A.; Ojima, T.; Matsunaga, S.; Swanson, G. T.; Sakai, R.
    • Journal Title

      Glycobiology

      Volume: 23 Issue: 4 Pages: 412-25

    • DOI

      10.1093/glycob/cws165

    • Related Report
      2013 Final Research Report 2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Studies on an (S)-2-amino-3-(3-hydroxy- 5-methyl-4-isoxazolyl)propionic acid (AMPA) receptor antagonist IKM-159 : asymmetric synthesis, neuroactivity, and structural characterization2013

    • Author(s)
      Juknaite, L.; Sugamata, Y.; Tokiwa, K.; Ishikawa, Y.; Takamizawa, S.; Eng, A.; Sakai, R.; Pickering, D. S.; Frydenvang, K.; Swanson, G. T.; Kastrup, J. S.; Oikawa, M.
    • Journal Title

      J. Med. Chem

      Volume: 56 Issue: 6 Pages: 2283-93

    • DOI

      10.1021/jm301590z

    • Related Report
      2013 Final Research Report 2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Structure of a tetrameric galectin from Cinachyrella sp. (ball sponge). Acta Crystallogr2012

    • Author(s)
      Freymann, D. M.; Nakamura, Y.; Focia, P. J.; Sakai, R.; Swanson, G. T.
    • Journal Title

      D, Biol. Cryst

      Volume: 68 Issue: 9 Pages: 1163-74

    • DOI

      10.1107/s0907444912022834

    • Related Report
      2013 Final Research Report 2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Binding and Selectivity of the Marine Toxin Neodysiherbaine A and Its Synthetic Analogues to GluK1 and GluK2 Kainate Receptors2011

    • Author(s)
      Unno, M.; Shinohara, M.; Takayama, K.; Tanaka, H.; Teruya, K.; Doh-Ura, K.; Sakai, R.; Sasaki, M.; Ikeda-Saito, M.
    • Journal Title

      J. Mol. Biol

      Volume: (DOI:S0022-2836(11)00955-7[pii])

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Isolation, amino acid sequence and biological activities of novel long-chain polyamine-associated peptide toxins from the sponge Axinyssa aculeata2011

    • Author(s)
      Matsunaga, S.; Jimbo, M.; Gill, M. B.; Wyhe, L. L.; Murata, M.; Nonomura, K.; Swanson, G. T.; Sakai, R.
    • Journal Title

      Chembiochem

      Volume: 12 Issue: 14 Pages: 2191-200

    • DOI

      10.1002/cbic.201100329

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Isolation, amino acid sequence and biological activities of novel long-chain polyamine-associated peptide toxins from the sponge Axinyssa aculeata2011

    • Author(s)
      Matsunaga, S., Jimbo, M., Gill, M.B., Wyhe, L.L., Murata, M., Nonomura, K., Swanson, G.T., Sakai, R.
    • Journal Title

      Chembiochem

      Volume: 14 Issue: 14 Pages: 2191-2200

    • DOI

      10.1002/cbic.201190063

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Novel N-methylated 8-oxoisoguanines from Pacific sponges with diverse neuroactivities2010

    • Author(s)
      Sakurada, T.; Gill, M. B.; Frausto, S.; Copits, B.; Noguchi, K.; Shimamoto, K.; Swanson, G. T.; Sakai, R.
    • Journal Title

      J. Med. Chem

      Volume: 53 Issue: 16 Pages: 6089-99

    • DOI

      10.1021/jm100490m

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Novel N-Methylated 8-Oxoisoguanines from Pacific Sponges with Diverse Neuroactivities2010

    • Author(s)
      Tsuyoshi Sakurada, Martin B.Gill, Shanti Frausto, Bryan Copits, Keiichi Noguchi, Keiko Shimamoto, Geoffrey T.Swanson, Ryuichi Sakai
    • Journal Title

      Journal of Medicinal Chemistry

      Volume: 53 Pages: 6089-6099

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] パラオ産海綿Axinyssa sp.より得られたグルタミン酸受容体作動薬に関する研究 内舛肇2014

    • Author(s)
      Eng A., Ekins M., Hooper J., Swanson G.T., 酒井隆一
    • Organizer
      日本水産学会大会
    • Place of Presentation
      北海道大学函館キャンパス,函館
    • Year and Date
      2014-03-28
    • Related Report
      2013 Final Research Report
  • [Presentation] Aculeine A の溶血活性2014

    • Author(s)
      岸伶美, 酒井隆一
    • Organizer
      日本水産学会大会
    • Place of Presentation
      北海道大学函館キャンパス,函館
    • Year and Date
      2014-03-28
    • Related Report
      2013 Final Research Report
  • [Presentation] Aculeaine Aの溶血活性2014

    • Author(s)
      岸伶美、酒井隆一
    • Organizer
      日本水産学会
    • Place of Presentation
      北海道大学函館キャンパス 函館市
    • Related Report
      2013 Annual Research Report
  • [Presentation] パラオ産海綿Axinyssa sp.より得られたグルタミン酸受容体作動薬に関する研究2014

    • Author(s)
      内舛 肇、Andrew Engb, Millick Ekins, John Hooper, Geoffrey T. Swanson, 酒井 隆一
    • Organizer
      日本水産学会
    • Place of Presentation
      北海道大学函館キャンパス 函館市
    • Related Report
      2013 Annual Research Report
  • [Presentation] Aculeines : Novel peptide toxins modified with long chain polyamine from the Okinawan marine sponge2013

    • Author(s)
      Sakai R, Kishi R., Matsunaga S
    • Organizer
      MaNaPro2013
    • Place of Presentation
      Hesperia La Toja Hotel, La Toja Island, Spain
    • Year and Date
      2013-09-16
    • Related Report
      2013 Final Research Report
  • [Presentation] Neuroactive small molecules from water soluble extracts of Palauan sponges and tunicates2013

    • Author(s)
      Uchimasu H., Eng A., Swanson GT, Sakai R
    • Organizer
      MaNaPro 2013
    • Place of Presentation
      Hesperia La Toja Hotel, La Toja Island, Spain
    • Year and Date
      2013-09-16
    • Related Report
      2013 Final Research Report
  • [Presentation] 海綿Cinachyrella sp.から得られたiGluR 制御活性を示す新規ガレクチンの研究2013

    • Author(s)
      上田拓弥, Freymann DM, Focial PJ,中村友香, Smith C, 井上昌, 尾島孝男, 松永智子, Swanson GT, 酒井隆一
    • Organizer
      日本水産学会大会
    • Place of Presentation
      東京海洋大学 東京
    • Year and Date
      2013-03-26
    • Related Report
      2013 Final Research Report
  • [Presentation] 海綿Axinyssa aculeata 由来の長鎖ポリアミン化合物Protoaculeine B の構造解析2013

    • Author(s)
      松永智子, 酒井隆一
    • Organizer
      日本水産学会大会
    • Place of Presentation
      東京海洋大学東京
    • Year and Date
      2013-03-26
    • Related Report
      2013 Final Research Report
  • [Presentation] Aculaines: Novel peptide toxins modified with long chain polyamine from the Okinawan marine sponge.2013

    • Author(s)
      Ryuichi Sakai, Reimi Kishi, Satoko Matsunaga
    • Organizer
      MaNaPro2013
    • Place of Presentation
      Hesperia La Toja Hotel, La Toja Island, Spain
    • Related Report
      2013 Annual Research Report
  • [Presentation] Neuroactive small molecules from water soluble extracts of Palauan sponge and tunicate2013

    • Author(s)
      Hajime Uchimasu , Andrew Eng, Geoffrey Swanson, Ryuichi Sakai
    • Organizer
      MaNaPro2013
    • Place of Presentation
      Hesperia La Toja Hotel, La Toja Island, Spain
    • Related Report
      2013 Annual Research Report
  • [Presentation] 海綿Cinachyrellaから得られたiGluR制御活性を示す新規ガレクチンの研究2013

    • Author(s)
      上田拓弥
    • Organizer
      平成25年度日本水産学会春季大会
    • Place of Presentation
      東京海洋大学(東京都)
    • Related Report
      2012 Annual Research Report
  • [Presentation] 海綿Axynissa aculeata由来の長鎖ポリアミン化合物Protoaculeine Bの構造解析2013

    • Author(s)
      松永智子
    • Organizer
      平成25年度日本水産学会春季大会
    • Place of Presentation
      東京海洋大学(東京都)
    • Related Report
      2012 Annual Research Report
  • [Presentation] Novel neuroactive compounds from aqueous extracts of marine sponges2012

    • Author(s)
      Sakai R
    • Organizer
      American Chemical Society Meeting
    • Place of Presentation
      Philadelphia, PA
    • Year and Date
      2012-08-19
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] 海綿由来興奮性アミノ酸ダイシハーベイン2012

    • Author(s)
      酒井隆一
    • Organizer
      日本薬学会年会
    • Place of Presentation
      北海道大学,札幌
    • Year and Date
      2012-03-29
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] 興奮性アミノ酸ダイシハーベインの研究2012

    • Author(s)
      酒井隆一
    • Organizer
      第132回日本薬学会年会
    • Place of Presentation
      北海道大学(札幌)(招待講演)
    • Year and Date
      2012-03-29
    • Related Report
      2011 Annual Research Report
  • [Presentation] Biologically active ribosomal peptides from sponges2012

    • Author(s)
      Sakai R
    • Organizer
      Gordon Research Conference on Marine Natural Products
    • Place of Presentation
      Ventura CA
    • Year and Date
      2012-02-27
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] Bioactive rebosomal peptides from marine sponges2012

    • Author(s)
      酒井隆一
    • Organizer
      Gordon research conference
    • Place of Presentation
      Ventura Beach Marriott(米国)(招待講演)
    • Year and Date
      2012-02-27
    • Related Report
      2011 Annual Research Report
  • [Presentation] Novel peptide toxins from marine sponges2011

    • Author(s)
      酒井隆一
    • Organizer
      第7回US-JAPANセミナー
    • Place of Presentation
      沖縄コンベンションセンター(宜野湾市)(招待講演)
    • Year and Date
      2011-12-14
    • Related Report
      2011 Annual Research Report
  • [Presentation] 沖縄県産海綿Cinachyrella sp.より得られたガレクチンIRI35 の配列解析2011

    • Author(s)
      上田拓弥, 井上昌, 中村友香, 松永智子,尾島孝男, Swanson GT., 酒井隆一
    • Organizer
      日本水産学会大会
    • Place of Presentation
      長崎大学,長崎市
    • Year and Date
      2011-09-28
    • Related Report
      2013 Final Research Report
  • [Presentation] Aculeineおよびその類縁体の構造解析2011

    • Author(s)
      松永智子、酒井隆一、Gill, M.B., Lash, Van-Wyhe, L.L., Swanson G.T.
    • Organizer
      第53回天然有機化合物討論会
    • Place of Presentation
      大阪国際センター(大阪)
    • Year and Date
      2011-09-28
    • Related Report
      2011 Annual Research Report
  • [Presentation] Aculeine およびその類縁体の構造解析2011

    • Author(s)
      松永智子, 酒井隆一, Gill M.B., Lash‐Van Wyhe L.L., Swanson GT
    • Organizer
      天然有機化合物討論会
    • Place of Presentation
      大阪国際交流センター 大阪
    • Year and Date
      2011-09-27
    • Related Report
      2013 Final Research Report
  • [Presentation] 沖縄県産海綿Cinachyrella sp.より得られたガレクチンIRI35の配列解析2011

    • Author(s)
      上田拓弥・井上昌・中村友香・松永智子・尾島孝男・Geffrey T.Swanson・酒井隆一
    • Organizer
      日本水産学会秋季年会
    • Place of Presentation
      長崎大学(長崎)
    • Year and Date
      2011-09-26
    • Related Report
      2011 Annual Research Report
  • [Presentation] パラオ産海綿より得られた新規プリン化合物の構造と神経調節活性2011

    • Author(s)
      櫻田剛史, Gill M.B., Frausto S., Copits B., 野口恵一, 島本啓子, Swanson GT., 酒井隆一
    • Organizer
      日本水産学会大会
    • Place of Presentation
      東京海洋大学 東京
    • Year and Date
      2011-03-27
    • Related Report
      2013 Final Research Report
  • [Presentation] Aculeine 類およびその類縁体の構造解析2011

    • Author(s)
      松永智子, 酒井隆一
    • Organizer
      日本水産学会大会
    • Place of Presentation
      東京海洋大学,東京
    • Year and Date
      2011-03-27
    • Related Report
      2013 Final Research Report
  • [Presentation] US-Japan Seminar for Marine Natural Products2011

    • Author(s)
      Sakai R
    • Organizer
      Okinawa
    • Related Report
      2013 Final Research Report
    • Invited
  • [Presentation] パラオ産Haplosclerida 海綿より得られた新規プリンの構造と神経調節活性2010

    • Author(s)
      櫻田剛史, Gill M. B., Frausto S., Copits B., 野口恵一, 島本啓子, Swanson G.T.,酒井隆一
    • Organizer
      天然有機化合物討論会
    • Place of Presentation
      静岡コンベンションアーツセンター,静岡
    • Year and Date
      2010-09-30
    • Related Report
      2013 Final Research Report
  • [Presentation] Novel Neuroactive Compounds From Aqueous Extracts of Marine Sponges.

    • Author(s)
      Sakai R
    • Organizer
      American Chemical Society Meeting
    • Place of Presentation
      ペンシルバニア コンベンションセンター Philadelphia(USA)
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Patent(Industrial Property Rights)] NU2014-033, title : A Novel 5-HT5A Receptor Antagonist for Treatment of Psychiatric Diseases2014

    • Inventor(s)
      Ryuichi Sakai, Hajime Uhimasu, Geoffrey T. Swanson
    • Industrial Property Rights Holder
      Northwestern University
    • Industrial Property Rights Type
      特許
    • Filing Date
      2014-09-04
    • Related Report
      Products Report
    • Overseas

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

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