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Research for cell-growth regulators from marine dinoflagellates

Research Project

Project/Area Number 16K08295
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Natural medicines
Research InstitutionKochi University

Principal Investigator

Tsuda Masashi  高知大学, 教育研究部総合科学系複合領域科学部門, 教授 (10261322)

Project Period (FY) 2016-04-01 – 2019-03-31
Project Status Completed (Fiscal Year 2018)
Budget Amount *help
¥4,810,000 (Direct Cost: ¥3,700,000、Indirect Cost: ¥1,110,000)
Fiscal Year 2018: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2017: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2016: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywords二次代謝産物 / 生物活性物質 / 渦鞭毛藻 / 細胞増殖阻害 / 天然活性物質 / 細胞増殖活性 / 殺細胞活性
Outline of Final Research Achievements

During our continuing searches for new cell-growth regulators from extracts of marine dinoflagellates Amphidinium species, we have isolated several new compounds with cytotoxic activity. Iriomoteolides-9a and 11a, new 15- and 19-membered macrolides, respectively, have been isolated from the marine dinoflagellate Amphidinium species (strain KCA09052), and their structures were assigned on the basis of detailed NMR analyses. Iriomoteolides-9a and 11a exhibited cytotoxic activity against human cervix adenocarcinoma HeLa cells. Two new macrolides, iriomoteolides-10a and -12a, have been isolated from a marine dinoflagellate Amphidinium sp. (KCA09053 strain), and their structures were elucidated on the basis of a detailed 2D NMR analysis. Iriomoteolide-10a exhibited cytotoxic activity against human cervix adenocarcinoma HeLa and murine hepatocellular carcinoma MH134 cells.

Academic Significance and Societal Importance of the Research Achievements

得られた化合物はいずれも特異な化学構造を有する新規化合物であり、合成化学研究のターゲットとして注目される。これらの化合物の生物活性をより詳細に検討することで、新しい細胞増殖制御につながるメカニズムの解析につながるものと期待され、がんを始めとする様々な疾患の予防・治療につながるリード分子になると期待され、学術的・社会的に有用な成果である。

Report

(4 results)
  • 2018 Annual Research Report   Final Research Report ( PDF )
  • 2017 Research-status Report
  • 2016 Research-status Report
  • Research Products

    (10 results)

All 2019 2018 2017 2016

All Journal Article (4 results) (of which Peer Reviewed: 4 results,  Acknowledgement Compliant: 2 results) Presentation (6 results) (of which Int'l Joint Research: 4 results,  Invited: 2 results)

  • [Journal Article] Total Synthesis, Stereochemical Revision, and Biological Assessment of Iriomoteolide-2a2019

    • Author(s)
      143Sakamoto, K.; Hakamata, A.; Iwasaki, A.; Suenaga, K.; Tsuda, M.; Fuwa, H.
    • Journal Title

      Chemstry European journal

      Volume: 印刷中 Issue: 36 Pages: 8528-8548

    • DOI

      10.1002/chem.201900813

    • Related Report
      2018 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Total Synthesis and Stereochemical Revision of Iriomoteolide-2a2018

    • Author(s)
      Sakamoto, K.; Hakamata, A.; Tsuda, M.; Fuwa, H.
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 57 Issue: 14 Pages: 3801-3805

    • DOI

      10.1002/anie.201800507

    • Related Report
      2017 Research-status Report
    • Peer Reviewed
  • [Journal Article] Iriomoteolides-9a and 11a: two new odd-numbered macrocodes from the marine dinoflagellate Amphidinium species2017

    • Author(s)
      Keiko Kumagai, Masayuki Tsuda, Eri Fukushi, Jun Kawabata, Atsunori Masuda, Masashi Tsuda
    • Journal Title

      Journal of Natural Medicines

      Volume: 71 Issue: 3 Pages: 506-512

    • DOI

      10.1007/s11418-017-1080-y

    • Related Report
      2017 Research-status Report 2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Iriomoteolides-10a and 12a, Cytotoxic Macrolides from Marine Dinoflagellate <i>Amphidinium</i> Species2016

    • Author(s)
      Mai Akakabe, Keiko Kumagai, Masayuki Tsuda, Yuko Konishi, Akira Tominaga, Daisuke Kaneno, Eri Fukushi, Jun Kawabata, Atsunori Masuda, Masashi Tsuda
    • Journal Title

      Chemical and Pharmaceutical Bulletin

      Volume: 64 Issue: 7 Pages: 1019-1023

    • DOI

      10.1248/cpb.c16-00026

    • NAID

      130005160062

    • ISSN
      0009-2363, 1347-5223
    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] Structures and cytotoxic activities of new macrolides from the marine dinoflagellates Amphidinium species2018

    • Author(s)
      Tsuda M., Kumagai K., Tsuda M.,
    • Organizer
      30th International Symposium on the Chemistry of Natural Products
    • Related Report
      2018 Annual Research Report
    • Int'l Joint Research
  • [Presentation] イリオモテオリド-2aの全合成と構造改訂2018

    • Author(s)
      坂本渓太,袴田旺弘,岩﨑有紘,末永聖武, 津田正史,不破春彦
    • Organizer
      第60回天然有機化合物討論会
    • Related Report
      2018 Annual Research Report
  • [Presentation] Bioactive secondary metabolites from marine dinoflagellates Amphidinium species2017

    • Author(s)
      Tsuda M.
    • Organizer
      IKEN-Max Planck Joint Research Center for Systems Chemical Biology The Sixth Symposium
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Unique metabolites regulating cell-proliferation from marine dinoflagellates Amphidinium species2017

    • Author(s)
      Tsuda M.
    • Organizer
      International Symposium Fisheries Science for Future Generations
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] 海洋性渦鞭毛藻の増殖に関与する海洋深層水成分の検討2016

    • Author(s)
      端口佳宏, 魚住嘉伸, 中川光司, 津田正史
    • Organizer
      第20回海洋深層水利用学会全国大会
    • Place of Presentation
      滑川市市民プラザ
    • Year and Date
      2016-11-11
    • Related Report
      2016 Research-status Report
  • [Presentation] Simultaneous observation of two nuclei in hyperpolarized probes2016

    • Author(s)
      Mai Akakabe, Keiko Kumagai Masayuki Tsuda, Masashi Tsuda
    • Organizer
      The XXVIIth International Conference on Magnetic Resonance in Biological Systems
    • Place of Presentation
      kyoto International Conference Center
    • Year and Date
      2016-08-21
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research

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Published: 2016-04-21   Modified: 2020-03-30  

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