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2010 Fiscal Year Final Research Report

A biochemical study of cancer cell growth inhibitors from marine cyanobacteria

Research Project

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Project/Area Number 21710237
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Living organism molecular science
Research InstitutionUniversity of the Ryukyus

Principal Investigator

TERUYA Toshiaki  University of the Ryukyus, 教育学部, 准教授 (90375428)

Project Period (FY) 2009 – 2010
Keywordsシアノバクテリア / ビセリングビアサイド / ビセブロモアミド / プロテインキナーゼ阻害
Research Abstract

In our ongoing efforts to isolate novel marine cyanobacterial metabolites with antitumor activity, we found bisebromoamide and biselyngbyaside. Bisebromoamide exhibited potent protein kinase inhibition: the phosphorylation of ERK (extracellular signal regulated protein kinase) in NRK cells by PDGF (platelet-derived growth factor)-stimulation was selectively inhibited by treatment with 10 to 0.1μM of bisebromoamide. Bisebromoamide had no effect on the phosphorylation of AKT, PKD, PLCγ1, or S6 ribosomal protein at 10-0.1μM. Biselyngbyaside exhibited cytotoxicity against HeLa S_3 cells with an IC_<50> value of 0.1μg/mL and exhibited differential cytotoxicities : the central nervous system cancer SNB-78 (GI_<50> 0.036μM) and lung cancer NCI H522 (GI_<50> 0.067μM) were especially sensitive. Biselyngbyaside was COMPARE-negative, indicating that it likely inhibits cancer cell proliferation through a novel mechanism.

  • Research Products

    (30 results)

All 2011 2010 2009

All Journal Article (13 results) (of which Peer Reviewed: 13 results) Presentation (17 results)

  • [Journal Article] Honokiol inhibits osteoclast differentiation and function in vitro2010

    • Author(s)
      Hasegawa, S.; Yonezawa, T.; Ahn, J.Y.; Cha, B.Y.; Teruya, T.; Takami, M.; Yagasaki, K.; Nagai, K.; Woo, J.T.
    • Journal Title

      Biological & Pharmaceutical Bulletin 33

      Pages: 487-492

    • Peer Reviewed
  • [Journal Article] Nobiletin improves hyperglycemia and insulin resistance in obese diabetic ob/ob mice2010

    • Author(s)
      Lee, Y.Sil.; Cha, B.Y.; Saito, K.; Yamakawa, H.; Choi, S.S.; Yamaguchi, K.; Yonezawa, T.; Teruya, T.; Nagai, K.; Woo, J.T.
    • Journal Title

      Biochemical Pharmacology 79

      Pages: 1674-1683

    • Peer Reviewed
  • [Journal Article] Isolation and identification of potent allelopathic substances in rattail fescue2010

    • Author(s)
      Kato-Noguchi, H.; Yamamoto, M.; Tamura, K.; Teruya, T.; Suenaga, K.; Fujii, Y.
    • Journal Title

      Plant Growth Regulation 60

      Pages: 127-131

    • Peer Reviewed
  • [Journal Article] Isolation and structure of koshikalide, a 14-membered macrolide from the marine cyanobacterium Lyngbya sp.2010

    • Author(s)
      Iwasaki, A.; Teruya, T.; Suenaga, K.
    • Journal Title

      Tetrahedron Letters 51

      Pages: 959-960

    • Peer Reviewed
  • [Journal Article] Isolation of C11 cyclopentenones from two didemnid species, Lissoclinum sp.and Diplosoma sp.2009

    • Author(s)
      Ogi, T.; Margiastuti, P.; Teruya, T.; Taira, J.; Suenaga, K.; Ueda, K.
    • Journal Title

      Marine Drugs 7

      Pages: 816-832

    • Peer Reviewed
  • [Journal Article] Synthesis of palau'amide and its diastereomers : confirmation of its stereostructure2009

    • Author(s)
      Sugiyama, H.; Watanabe, A.; Teruya, T.; Suenaga, K.
    • Journal Title

      Tetrahedron Letters 50

      Pages: 7343-7345

    • Peer Reviewed
  • [Journal Article] Bisebromoamide, a potent cytotoxic peptide from the marine cyanobacterium Lyngbya sp. : Isolation, stereostructure, and biological activity2009

    • Author(s)
      Teruya, T.; Sasaki, H.; Fukazawa, H.; Suenaga, K.
    • Journal Title

      Organic Letters 11

      Pages: 5062-5065

    • Peer Reviewed
  • [Journal Article] Unusual intramolecular N→O acyl group migration occurring during conjugation of (-)-DHMEQ with cysteine2009

    • Author(s)
      Kozawa, I.; Kato, K.; Teruya, T.; Suenaga, K.; Umezawa, K.
    • Journal Title

      Bioorganic & Medicinal Chemistry Letters 19

      Pages: 5380-5382

    • Peer Reviewed
  • [Journal Article] Synthetic studies on reidispongiolide A, an actin-depolymerizing marine macrolide : Synthesis of C11-C22 and C23-C35 segments2009

    • Author(s)
      Akiyama, S.; Toriihara, E.; Suzuki, K.; Teruya, T.; Suenaga, K.
    • Journal Title

      Tetrahedron Letters 50

      Pages: 5012-5014

    • Peer Reviewed
  • [Journal Article] Magnolol enhances adipocyte differentiation and glucose uptake in 3T3-L1 cells2009

    • Author(s)
      Choi, S.S.; Cha, B.Y.; Lee, Y.S.; Yonezawa, T.; Teruya, T; Nagai, K.; Woo, J.T.
    • Journal Title

      Life Sciences 84

      Pages: 908-914

    • Peer Reviewed
  • [Journal Article] Biselyngbyaside, a Macrolide Glycoside from the Marine Cyanobacterium Lyngbya sp.2009

    • Author(s)
      Teruya, T.; Sasaki, H.; Kitamura, K.; Nakayama, T.; Suenaga, K.
    • Journal Title

      Organic Letters 11

      Pages: 2421-2424

    • Peer Reviewed
  • [Journal Article] Isolation and identification of a potent allelopathic substance in Bangladesh rice2009

    • Author(s)
      Salam, M..; Morokuma, M.; Teruya, T.; Suenaga, K.; Kato-Noguchi, H.
    • Journal Title

      Plant Growth Regulation 58

      Pages: 137-140

    • Peer Reviewed
  • [Journal Article] Synthesis of actin-depolymerizing compounds2009

    • Author(s)
      Kitamura, K.; Teruya, T.; Kuroda, T.; Kigoshi, H.; Suenaga, K.
    • Journal Title

      Bioorganic & Medicinal Chemistry Letters 19

      Pages: 1896-1898

    • Peer Reviewed
  • [Presentation] 抗菌性デプシペプチドミウラエナミドAの合成研究2011

    • Author(s)
      徳住啓太、鳥居原英輔、伊藤嘉昌子、照屋俊明、末永聖武
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-28
  • [Presentation] シアノバクテリア由来の生物活性物質の単離と構造決定2011

    • Author(s)
      梶山雄司、末永聖武、大野修、照屋俊明
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-28
  • [Presentation] 新規鎖状ペプチドBisebromoamide類の合成研究2011

    • Author(s)
      渡邊敦、轟星児、照屋俊明、大野修、末永聖武
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-28
  • [Presentation] アクチン脱重合活性物質レイジスポンジオリドAの合成研究2011

    • Author(s)
      鈴木一司、鳥居原英輔、秋山聡志、照屋俊明、大野修、末永聖武
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-27
  • [Presentation] マクロライド配糖体Biselyngbyasideの合成研究2011

    • Author(s)
      大久保哲史、中島修弥、照屋俊明、大野修、末永聖武
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-27
  • [Presentation] 沖縄県産海洋シアノバクテリア由来新規チアゾール化合物の単離・構造決定2011

    • Author(s)
      佐名恭平、大野修、照屋俊明、末永聖武
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-27
  • [Presentation] 海洋シアノバクテリア由来の新規マクロリド配糖体の構造および生物活性2011

    • Author(s)
      森田真布、照屋俊明、大野修、末永聖武
    • Organizer
      日本化学会第91春季年会
    • Place of Presentation
      横浜
    • Year and Date
      2011-03-27
  • [Presentation] 海洋産細胞毒性環状デプシペプチドPalau'amideの合成と立体構造2010

    • Author(s)
      渡邊敦、杉山弘和、照屋俊明、大野修、末永聖武
    • Organizer
      第52回天然有機化合物討論会
    • Place of Presentation
      静岡
    • Year and Date
      2010-09-29
  • [Presentation] 沖縄産シアノバクテリアLyngbya sp.由来の新規鎖状ペプチドBisebromoamideの単離と構造2010

    • Author(s)
      佐々木宏明、照屋俊明、末永聖武
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2010-03-27
  • [Presentation] 沖縄産シアノバクテリアLyngbya sp.由来のBisebromoamideの生物活性、構造活性相関2010

    • Author(s)
      佐々木宏明、照屋俊明、末永聖武
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2010-03-27
  • [Presentation] 三重産シアノバクテリアLyngbya sp.由来のマクロライドKoshikalideの単離と構造2010

    • Author(s)
      照屋俊明、岩崎有紘、末永聖武
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2010-03-27
  • [Presentation] アクチン脱重合活性物質レイジスポンジオリドAの合成研究2010

    • Author(s)
      秋山聡志、鳥居原英輔、鈴木一司、照屋俊明、末永聖武
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2010-03-27
  • [Presentation] 海洋産細胞毒性環状デプシペプチドPalau'amideの全合成2010

    • Author(s)
      渡邊敦、杉山弘和、照屋俊明、末永聖武
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2010-03-27
  • [Presentation] 新規鎖状ペプチドBisebromoamideの合成研究2010

    • Author(s)
      渡邊敦、轟星児、照屋俊明、末永聖武
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2010-03-27
  • [Presentation] 抗菌性デプシペプチドミウラエナミドAの合成研究2010

    • Author(s)
      徳住啓太、鳥居原英輔、照屋俊明、末永聖武
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2010-03-27
  • [Presentation] 海洋シアノバクテリア由来の新規マクロリド配糖体の単離と構造2010

    • Author(s)
      森田真布、照屋俊明、末永聖武
    • Organizer
      日本化学会第90春季年会
    • Place of Presentation
      千葉
    • Year and Date
      2010-03-27
  • [Presentation] 海洋シアノバクテリア由来の新規鎖状ペプチド及びマクロリド配糖体の単離と絶対立体構造2009

    • Author(s)
      佐々木宏明、北村和大、照屋俊明、末永聖武
    • Organizer
      第51回天然有機化合物討論会
    • Place of Presentation
      名古屋
    • Year and Date
      2009-10-07

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Published: 2012-02-13   Modified: 2016-04-21  

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