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2011 Fiscal Year Final Research Report

Design and synthesis of novel anticancer compound based on the molecular mode of action of the marine pyrrole alkaloid lamellarin

Research Project

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Project/Area Number 21580248
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

ISHIBASHI Fumito  長崎大学, 大学院・水産・環境科学総合研究科, 教授 (10192486)

Co-Investigator(Kenkyū-buntansha) OSATOMI Kiyoshi  長崎大学, 大学院水産・環境科学総合研究科, 教授 (40253702)
Project Period (FY) 2009 – 2011
Keywords天然物化学 / 生理活性物質
Research Abstract

Based on the molecular mode of action of topoisomerase I inhibition of the marine anticancer alkaloid lamellarin, two novel lamellarin analogs named as isolamellarin and bislactone were designed as anticancer agents and synthesized. Isolamellarin was shown to have twice as high antiproliferative activity as the parent compound lamellarin D on HeLa cell line due to topoisomerase I inhibition.

  • Research Products

    (16 results)

All 2012 2011 2010 2009 Other

All Journal Article (6 results) (of which Peer Reviewed: 6 results) Presentation (8 results) Remarks (1 results) Patent(Industrial Property Rights) (1 results) (of which Overseas: 1 results)

  • [Journal Article] Algicidal Activity of Glycerolipids from the Brown Alga Ishige sinicola on Red Tide Microalgae2012

    • Author(s)
      Shotaro Hirao, Kenji Tara, Kazuyoshi Kuwano, Junji Tanaka, Fumito Ishibashi
    • Journal Title

      Biosci. Biotechnol. Biochem

      Volume: 76巻 Pages: 372-374

    • Peer Reviewed
  • [Journal Article] Synthesis, structure-activity relationships, and mechanism of action of anti-HIV-1 lamellarin a 20-sulfate analogues2011

    • Author(s)
      Haruka Kamiyama, Yoshinao Kubo, Hironori Sato, Naoki Yamamoto, Tsutomu Fukuda, Fumito Ishibashi, Masatomo Iwao
    • Journal Title

      Bioorg. Med. Chem

      Volume: 19巻 Pages: 7541-7550

    • Peer Reviewed
  • [Journal Article] Synthesis and Biological Activity of Lamellarin Alkaloids : An Overview2011

    • Author(s)
      Tsutomu Fukuda, Fumito Ishibashi, Masatomo Iwao
    • Journal Title

      Heterocycles

      Volume: 83巻 Pages: 491-529

    • Peer Reviewed
  • [Journal Article] A Formal Total Synthesis of the Telomerase Inhibitor Dictyodendrin B2010

    • Author(s)
      Shotaro Hirao, Yuki Yoshinaga, Masatomo Iwao, Fumito Ishibashi
    • Journal Title

      Tetrahedron Lett

      Volume: 51巻 Pages: 533-536

    • Peer Reviewed
  • [Journal Article] Synthetic Approach to Telomerase Inhibitor Dictyodendrin B : Synthesis of the Pyrrolo[ 2, 3-c] carbazole Core2009

    • Author(s)
      Shotaro Hirao, Yumiko Sugiyama, Masatomo Iwao, Fumito Ishibashi
    • Journal Title

      Biosci. Biotechnol. Biochem

      Volume: 73巻 Pages: 1764-1772

    • Peer Reviewed
  • [Journal Article] Design and Synthesis of Lamellarin D Analogues Targeting Topoisomerase I2009

    • Author(s)
      Takeshi Ohta, Tsutomu Fukuda, Fumito Ishibashi, Masatomo Iwao
    • Journal Title

      J. Org. Chem

      Volume: 74巻 Pages: 8143-8153

    • Peer Reviewed
  • [Presentation] 光学活性16-メチルラメラリンNの絶対配置の決定とプロテインキナーゼ阻害活性評価2012

    • Author(s)
      吉田賢佑、糸山諒介、福田勉、石橋郁人、岩尾正倫、Laurent Meijer
    • Organizer
      日本化学会第92春季年会
    • Place of Presentation
      横浜
    • Year and Date
      20120300
  • [Presentation] 海洋天然物ラメラリンをモデルとした新規トポイソメラーゼI阻害活性物質の創製2011

    • Author(s)
      福永光希、柱野彩、石橋郁人、岩尾正倫
    • Organizer
      日本農芸化学会西日本支部・中国四国支部合同大会
    • Place of Presentation
      宮崎
    • Year and Date
      20110900
  • [Presentation] Total Synthesis of the Marine Pyrrolocarbazole Alkaloid Dictyodendrin B2011

    • Author(s)
      S. Hirao, Y. Yoshinaga, M. Iwao, F. Ishibashi
    • Organizer
      23rd International Congress of Heterocyclic Chemistry
    • Place of Presentation
      Glasgow
    • Year and Date
      20110731-0804
  • [Presentation] 海洋産多環性ピロールアルカロイド類の合成と生理活性2011

    • Author(s)
      石橋郁人
    • Organizer
      日本農芸化学会支部総会・奨励賞受賞講演・特別講演会
    • Place of Presentation
      福岡
    • Year and Date
      20110100
  • [Presentation] 硫酸エステル型ピロールアルカロイドの合成研究2010

    • Author(s)
      森瀬崇大、石橋郁人
    • Organizer
      日本農芸化学会西日本支部大会(第284回)
    • Place of Presentation
      熊本
    • Year and Date
      20100900
  • [Presentation] テロメラーゼ阻害活性物質ディクティオデンドリンAの合成研究2010

    • Author(s)
      吉永祐樹、平尾翔太郎、石橋郁人
    • Organizer
      日本農芸化学会西日本支部大会(第284回)
    • Place of Presentation
      熊本
    • Year and Date
      20100900
  • [Presentation] テロメラーゼ阻害活性物質ディクティオデンドリンBの合成2010

    • Author(s)
      平尾翔太郎、吉永祐樹、岩尾正倫、石橋郁人
    • Organizer
      日本農芸化学会2010年度大会
    • Place of Presentation
      東京
    • Year and Date
      20100300
  • [Presentation] テロメラーゼ阻害活性物質ディクティオデンドリンの合成研究:基本骨格化合物の合成2009

    • Author(s)
      平尾翔太郎、岩尾正倫、石橋郁人
    • Organizer
      第39回複素環化学討論会
    • Place of Presentation
      千葉
    • Year and Date
      20091000
  • [Remarks]

    • URL

      http://www2.fish.nagasaki-u.ac.jp/fish/kyoukan/isibasi/fi-j.htm

  • [Patent(Industrial Property Rights)] 抗癌活性化合物2012

    • Inventor(s)
      岩尾正倫、石橋郁人、福田勉、長谷川寛雄
    • Industrial Property Rights Holder
      国立大学法人長崎大学
    • Industrial Property Number
      特許、PCT/ JP2012/ 50872
    • Filing Date
      2012-01-17
    • Overseas

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Published: 2013-07-31  

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