• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Studies of the mechanisms of action of neovibsanins toward the development of therapeutic agents for Alzheimer's disease

Research Project

Project/Area Number 23590033
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Chemical pharmacy
Research InstitutionTokushima Bunri University

Principal Investigator

IMAGAWA Hiroshi  徳島文理大学, 薬学部, 教授 (80279116)

Project Period (FY) 2011 – 2013
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2013: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2012: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2011: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
Keywords有機化学 / 生物活性 / アルツハイマー病 / 神経科学 / 薬学 / 光親和性標識 / 有機合成化学 / 神経変性疾患 / 神経栄養因子 / PC12細胞 / ネオビブサニン類 / 神経突起伸展活性 / 生理活性
Research Abstract

Neovibsanins were originally isolated from Viburnum awabuki by Fukuyama and co-workers in 1996. These natural products were found to display neurite outgrowth activity in PC12 cells, suggesting neovibsanin-type compounds could be promising candidates for the development of novel therapeutic agents to treat Alzheimer-type dementia. However, the detailed mechanism for the activity is still unknown. We carried out the syntheses of several kinds of neovibsanin derivatives on the basis of the tricyclic acetal which is a minimum essential structure expressing the activity, to clarify the detailed structure-activity relationship of neovibsanins. As the results, it was revealed that the C11 of neovibsanin skeleton is a suitable position for the substitution with photoaffinity-functional group. On the basis of these knowledge, the synthesis of the photoaffinity-labeled neovibsanin derivative, which is useful in order to find the target molecules having an affinity for neovibsanin, was achieved.

Report

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

    (36 results)

All 2014 2013 2012 2011

All Journal Article (24 results) (of which Peer Reviewed: 12 results) Presentation (12 results)

  • [Journal Article] Novel inhibitor of bacterial sphingomyelinase, SMY-540, developed based on three-dimensional structure analysis2014

    • Author(s)
      Oda, H. Imagawa, R. Kato, K. Yabiku, T. Yoshikawa, T. Takemoto, H. Takahashi, H. Yamamoto, M. Nishizawa, J. Sakurai, M. Nagahama
    • Journal Title

      J. Enzyme Inhib. Med. Chem.

      Volume: 29 Issue: 3 Pages: 1-8

    • DOI

      10.3109/14756366.2013.777717

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Novel inhibitor of bacterial sphingomyelinase, SMY-540, developed based on three-dimensional structure analysis2013

    • Author(s)
      M. Oda, H. Imagawa, R. Kato, K. Yabiku, T. Yoshikawa, T. Takemoto, H. Takahashi, H. Yamamoto, M. Nishizawa, J. Sakurai, M. Nagahama
    • Journal Title

      J. Enzyme Inhib. Med. Chem

      Volume: (Ahead of Print) Pages: 1-8

    • Related Report
      2013 Final Research Report
  • [Journal Article] Concise synthesis of a probe molecule enabling analysis and imaging of vizantin2013

    • Author(s)
      H. Yamamoto, M. Oda, M. Nakano, K. Yabiku, M. Shibutani, T. Nakanishi, M. Suenaga, M. Inoue, H. Imagawa, M. Nagahama, Y. Matsunaga, S. Himeno, K. Setsu, J. Sakurai, Nishizawa
    • Journal Title

      Chem. Pharm. Bull

      Volume: 61(4) Pages: 452-459

    • Related Report
      2013 Final Research Report
  • [Journal Article] Development of vizantin, a safe immunostimulant, based on the structure−activity relationship of trehalose-6,6′-dicorynomycolate2013

    • Author(s)
      H. Yamamoto, M. Oda, M. Nakano, N. Watanabe, K. Yabiku, M. Shibutani, M. Inoue, H. Imagawa, M. Nagahama, S. Himeno, K. Setsu, J. Sakurai, M. Nishizawa
    • Journal Title

      J. Med. Chem

      Volume: 56 Pages: 381-385

    • Related Report
      2013 Final Research Report
  • [Journal Article] Yellow pigments, fomitellanols A and B, and TBAF (1.5 eq) drimane sesquiterpenoids, cryptoporic acids P and Q, from fomitella fraxinea and their inhibitory activity against COX and 5-LO2013

    • Author(s)
      K. Yoshikawa, K. Koso, M. Shimomura, M. Tanaka, H. Yamamoto, H. Imagawa, S. Arihara, T. Hashimoto
    • Journal Title

      Molecules

      Volume: 18 Pages: 4181-4191

    • Related Report
      2013 Final Research Report
  • [Journal Article] Concise synthesis of a probe molecule enabling analysis and imaging of vizantin2013

    • Author(s)
      H. Yamamoto, M. Oda, M. Nakano, K. Yabiku, M. Shibutani, T. Nakanishi, M. Suenaga, M. Inoue, H. Imagawa, M. Nagahama, Y. Matsunaga, S. Himeno, K. Setsu, J. Sakurai, M. Nishizawa
    • Journal Title

      Chem. Pharm. Bull

      Volume: 61 Pages: 452-459

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Development of vizantin, a safe immunostimulant, based on the structure-activity relationship of trehalose-6,6′-dicorynomycolate2013

    • Author(s)
      H. Yamamoto, M. Oda, M. Nakano, N. Watanabe, K. Yabiku, M. Shibutani, M. Inoue, H. Imagawa, M. Nagahama, S. Himeno, K. Setsu, J. Sakurai, M. Nishizawa
    • Journal Title

      J. Med. Chem

      Volume: 56 Issue: 1 Pages: 381-385

    • DOI

      10.1021/jm3016443

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Yellow pigments, fomitellanols A and B, and drimane sesquiterpenoids, cryptoporic acids P and Q, from fomitella fraxinea and their inhibitory activity against COX and 5-LO2013

    • Author(s)
      K. Yoshikawa, K. Koso, M. Shimomura, M. Tanaka, H. Yamamoto, H. Imagawa, S. Arihara, T. Hashimoto
    • Journal Title

      Molecules

      Volume: 18 Issue: 4 Pages: 4181-4191

    • DOI

      10.3390/molecules18044181

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Carbon-nitrogen bond formation between allyl silyl ether and hydrazide promoted by mercuric triflate catalyst2012

    • Author(s)
      Yamamoto, N. Yamasaki, S. Yoshidome, I. Sasaki, K. Namba, H. Imagawa, M. Nishizawa
    • Journal Title

      Synlett

      Volume: 23(7) Pages: 1069-1073

    • Related Report
      2013 Final Research Report
  • [Journal Article] A Carbaboranylmercuric Salt Catalyzed Reaction; Highly Regioselective Cycloisomerization of 1,3-Dienes2012

    • Author(s)
      Η. Yamamoto, I. Sasaki, S. Shiomi, N. Yamasaki, H. Imagawa
    • Journal Title

      Org. Lett

      Volume: 14 (9) Pages: 2266-2269

    • Related Report
      2013 Final Research Report
  • [Journal Article] Phenanthrene Derivatives from Cymbidium Great Flower Marie Laurencin and Their Biological Activities2012

    • Author(s)
      Κ.Yoshikawa, T. Ito, K. Iseki, C. Baba, H. Imagawa, Y. Yagi, H. Morita, Y. Asakawa, S. Kawano, T. Hashimoto
    • Journal Title

      J. Natural Products

      Volume: 75(4) Pages: 605-609

    • Related Report
      2013 Final Research Report 2012 Research-status Report
  • [Journal Article] Syntheses of Structurally-simplified and Fluorescently-labeled Neovibsanin Derivatives and Analysis of their Neurite Outgrowth Activity in PC12 cells2012

    • Author(s)
      H. Imagawa, H. Saijo, H. Yamaguchi, K. Maekawa, T. Kurisaki, H. Yamamoto, M. Nishizawa, M. Oda, M. Kabura, M. Nagahama, J. Sakurai, M. Kubo, M. Nakai, K. Makino, M. Ogata, H. Takahashi, Y. Fukuyama
    • Journal Title

      Bioorg. Med. Chem. Lett

      Volume: 22 Pages: 2089-2093

    • Related Report
      2013 Final Research Report
  • [Journal Article] Syntheses of Structurally-simplified and Fluorescently-labeled Neovibsanin Derivatives and Analysis of their Neurite Outgrowth Activity in PC12 Cells.2012

    • Author(s)
      H.Imagawa, H. Siajo, H. Yamaguchi, K. Maekwa, T. Kurisaki, H. Yamamoto, M. Nishizawa, M. Oda, M. Kaubura, M. Nagahama, J. Sakurai, M. Nakai, K. Makino, M. Ogata, H. Takahashi, Y. Fukuyama
    • Journal Title

      Bioorg. Med. Chem. Lett.

      Volume: 22,(5) Issue: 5 Pages: 2089-2093

    • DOI

      10.1016/j.bmcl.2012.01.006

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] A Carbaboranylmercuric Salt Catalyzed Reaction; Highly Regioselective Cycloisomerization of 1,3-Dienes2012

    • Author(s)
      Η. Yamamoto, I. Sasaki, S. Shiomi, N. Yamasaki, H. Imagawa
    • Journal Title

      Org. Lett.

      Volume: 14 Issue: 9 Pages: 2266-2269

    • DOI

      10.1021/ol300678r

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Carbon-nitrogen bond formation between allyl silyl ether and hydrazide promoted by mercuric triflate catalyst,2012

    • Author(s)
      H. Yamamoto, N. Yamasaki, S. Yoshidome, I. Sasaki, K. Namba, H. Imagawa, M. Nishizawa,
    • Journal Title

      Synlett

      Volume: 23 Issue: 07 Pages: 1069-1073

    • DOI

      10.1055/s-0031-1290758

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Journal Article] Syntheses of Structurally-simplified and Fluorescently-labeled Neovibsanin Derivatives and Analysis of their Neurite Outgrowth Activity in PC12 cells2012

    • Author(s)
      H. Imagawa, H. Saijo, H. Yamaguchi, K. Maekawa, T. Kurisaki, H. Yamamoto, M. Nishizawa, M. et al.
    • Journal Title

      Bioorg. Med. Chem. Lett

      Volume: 22 Pages: 2089-2093

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Synthesis of Chiral and Modifiable Hexahydroxydiphenoyl Compounds2011

    • Author(s)
      Asakura, N.; Fujimoto, S.; Michihata, N.; Nishii, K.; Imagawa, H,; Yamada, H.
    • Journal Title

      J. Org. Chem

      Volume: 76 Pages: 9711-9719

    • Related Report
      2013 Final Research Report
  • [Journal Article] An Efficient Pyrrole Synthesis via Silaphenylmercuric Triflate-Catalyzed Cyclization of Homopropargyl Azides2011

    • Author(s)
      H. Yamamoto, I. Sasaki, M. Mitsutake, A. Karasudani, H. Imagawa, M. Nishizawa
    • Journal Title

      Synlett

      Volume: (19) Pages: 2815-2818

    • Related Report
      2013 Final Research Report
  • [Journal Article] Halichonines A, B, and C, Novel Sesquiterpene Alkaloids from the Marine Sponge Halichondria okadai Kadota2011

    • Author(s)
      O. Ohno, T. Chiba, S. Todoroki, H. Yoshimura, Maru, K. Maekawa, H. Imagawa, K. Yamada, A. Wakamiya, K. Suenaga, D. Uemura
    • Journal Title

      Chem. Commun

      Volume: 47 Pages: 12453-12455

    • Related Report
      2013 Final Research Report
  • [Journal Article] Intermolecular Amination of Allyl Alcohols with Sulfamates : Effective Utilization of Mercuric Catalyst2011

    • Author(s)
      H. Yamamoto, E. Ho, I. Sasaki, M. Mitsutake, Y. Takagi, H. Imagawa, M. Nishizawa
    • Journal Title

      Eur. J. Org. Chem

      Pages: 2417-2420

    • Related Report
      2013 Final Research Report
  • [Journal Article] Synthesis of Chiral and Modifiable Hexahydroxydiphenoyl Compounds2011

    • Author(s)
      Asakura, N.; Fujimoto, S.; Michihata, N.; Nishii, K.; Imagawa, H,; Yamada, H.
    • Journal Title

      J. Org. Chem.

      Volume: 76 Pages: 9711-9719

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] An Efficient Pyrrole Synthesis via Silaphenylmercuric Triflate-Catalyzed Cyclization of Homopropargyl Azides2011

    • Author(s)
      H. Yamamoto, I. Sasaki, M. Mitsutake, A. Karasudani, H. Imagawa, M. Nishizawa,
    • Journal Title

      Synlett

      Volume: 19 Pages: 2815-2818

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Halichonines A, B, and C, Novel Sesquiterpene Alkaloids from the Marine Sponge Halichondria okadai2011

    • Author(s)
      Kadota. O. Ohno, T. Chiba, S. Todoroki, H. Yoshimura, N. Maru, K. Maekawa, H. Imagawa, K. Yamada, A. Wakamiya, K. Suenaga, D. Uemura
    • Journal Title

      Chem. Commun.

      Volume: 47 Pages: 12453-12455

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Journal Article] Intermolecular Amination of Allyl Alcohols with Sulfamates: Effective Utilization of Mercuric Catalyst.2011

    • Author(s)
      H. Yamamoto, E. Ho, I. Sasaki, M. Mitsutake, Y. Takagi, H. Imagawa, M. Nishizawa
    • Journal Title

      Eur. J. Org. Chem.

      Volume: 1 Pages: 2417-2420

    • Related Report
      2011 Research-status Report
    • Peer Reviewed
  • [Presentation] 光親和性標識を持つネオビブサニン誘導体の合成2014

    • Author(s)
      山口仁美,小松加奈,柳井翠,杉本実希子,葛西祐介,久保美和,山本博文,福山愛保,今川洋
    • Organizer
      日本薬学会第134年会
    • Place of Presentation
      熊本
    • Related Report
      2013 Final Research Report
  • [Presentation] 光親和性標識を持つネオビブサニン誘導体の合成2014

    • Author(s)
      山口仁美,小松加奈,柳井 翠,杉本実希子,葛西祐介,久保美和,山本博文,福山愛保,今川 洋
    • Organizer
      日本薬学会第134年会
    • Place of Presentation
      熊本
    • Related Report
      2013 Annual Research Report
  • [Presentation] Syntheses of Structurally-simplified Neovibsanin Derivatives and Analysis of their Neurite Outgrowth Activity2013

    • Author(s)
      Hiroshi Imagawa, Hayato Saijo, Hitomi Yamaguchi, Ken Maekawa, Takahiro Kurisaki, Hirofumi Yamamoto, Mugio Nishizawa, Masataka Oda, Michiko Kabura, Masahiro Nagahama, Jun Sakurai, Miwa Kubo, Megumi Nakai, Kosho Makino, Mitsuko Ogata, Hironobu Takahashi, Yoshiyasu Fukuyama
    • Organizer
      23rd French-Japanese Symposium on medicinal and fine chemistry(第23回日仏医薬精密化学会議)
    • Place of Presentation
      長崎
    • Related Report
      2013 Final Research Report
  • [Presentation] Syntheses of Structurally-simplified Neovibsanin Derivatives and Analysis of their Neurite Outgrowth Activity2013

    • Author(s)
      Hiroshi Imagawa, Hayato Saijo, Hitomi Yamaguchi, Ken Maekawa, Takahiro Kurisaki, Hirofumi Yamamoto, Mugio Nishizawa, Masataka Oda, Michiko Kabura, Masahiro Nagahama, Jun Sakurai, Miwa Kubo, Megumi Nakai, Kosho Makino, Mitsuko Ogata, Hironobu Takahashi, Yoshiyasu Fukuyama
    • Organizer
      23rd French-Japanese Symposium on medicinal and fine chemistry
    • Place of Presentation
      長崎
    • Related Report
      2013 Annual Research Report
  • [Presentation] 磁性ビーズ担持型ビザヒンチンの定量法の検討2013

    • Author(s)
      中野真代,山本博文,今川 洋,櫻井純,西沢麦夫,樽井敬史,渋谷昌弘,大林寿美代,玉城糊太,小田真隆,永浜政博
    • Organizer
      日本薬学会 第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Presentation] オリダマイシン類の合成研究2013

    • Author(s)
      山崎直人,山本博文,伊藤卓也,今川 洋
    • Organizer
      日本薬学会 第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Presentation] 分子自己会合体の構成分子としての分岐型DNAの合成研究2013

    • Author(s)
      門田勇輝,斎村亜耶,岡本育子,通 元夫,山本博文,今川 洋
    • Organizer
      日本薬学会 第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Presentation] リピッドA誘導体の設計と合成2013

    • Author(s)
      田村郁子,米田稔彦,中野真代,山本博文,今川洋,渋谷昌弘,小田真隆,永浜政博
    • Organizer
      日本薬学会 第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Presentation] 藻類成長阻害剤の合成と応用2013

    • Author(s)
      藤田奈央,山本博文,大城貴樹,光山忠史,高木悠一,今川 洋,兼目裕充,尾北俊博
    • Organizer
      日本薬学会 第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Presentation] 不均一系カルボラン水銀トリフラートを用いた1,3-ジュ ン環化反応2013

    • Author(s)
      山本博文,瀬山浩市郎,浜内洋志,塩見慎也,佐々木郁雄,今川 洋,宮高透喜
    • Organizer
      日本薬学会 第133年会
    • Place of Presentation
      横浜
    • Related Report
      2012 Research-status Report
  • [Presentation] 光親和性標識を持つネオビブサニン誘導体の合成研究2012

    • Author(s)
      今川洋,○山口仁美,前川健,杉本実希子,西條速人,栗崎貴啓,山本博文,西澤麦夫,小田真隆,永浜政博,櫻井純,久保美和,牧野宏章,福山愛保
    • Organizer
      日本薬学会第132年会
    • Place of Presentation
      札幌
    • Related Report
      2013 Final Research Report
  • [Presentation] 免役賦活物質ビザンチンの受容体探索2012

    • Author(s)
      中野真代、山本 博文、今川 洋、櫻井 純、西澤麦夫、樽井敬史、渋谷昌弘、大林寿美代、玉城翔太、小田真隆、永浜政博
    • Organizer
      第54回天然有機化合物討論会
    • Place of Presentation
      東京
    • Related Report
      2012 Research-status Report

URL: 

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

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi