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2001 Fiscal Year Final Research Report Summary

Toxic substance in red tides, Heterocapsa circularisquama, appeared in Seto inland sea

Research Project

Project/Area Number 11558077
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field 環境保全
Research InstitutionHiroshima University

Principal Investigator

HIRAGA Yoshikazu  Hiroshima Univ., Graduate School of Science, Assistant, 大学院・理学研究科, 助手 (10238347)

Co-Investigator(Kenkyū-buntansha) OHKATA Katsuo  Hiroshima Univ., Graduate School of Science, Professor, 大学院・理学研究科, 教授 (50033882)
Project Period (FY) 1999 – 2001
KeywordsRed Tide Plankton / Dinoflagellate / Heterocapsa circularisquama / Bivalves / Fatty Acids / Sterols / Galactolipids / Cytolytic Activity
Research Abstract

The compositions of fatty acids and sterols were determined in laboratory cultures of the marine dinoflagellate Heterocapsa circularisquama. In the free fatty acids, C_<22 : 6>,C_<16 : 0> and C_<18 : 4> were major components. Polyunsaturated fatty acids account for a substantial portion of the total free fatty acids (63.6 %) and include C_<18>, C_<20> and C_<22> acids. The fraction containig the free fatty acid exhibited potent cytotoxicity towards primary cultured gill cells of oyster. The major components in the fatty acids consisted of triacylglycerols were C_<18 : 2>, C_<16 : 0> and C_<14 : 0>.
Ten kinds of the sterol in H. circularisquama were identified by capillary gas chromatography-mass spectrometry. The major sterol was a 4-methyl sterol, 4α, 23, 24-trimethyl-5α-cholest-22E-en-3β-ol (dinosterol) which is the common sterol in many dinoflagellates. On the other hand, 5, 8α-epidioxy-5α-cholest-6-en-3β-ol was isolated as potent cytotoxic substance.
A novel digalactosyl diacylglycerol has been isolated from H. circularisquama together with two known monogalactosyl diacylglycerols, and their structures were elucidated by spectroscopic methods. The isolated monogalactosyl and digalactosyl diacylglycerols showed potent cytolytic activity towards heart cells of oyster.

  • Research Products

    (18 results)

All Other

All Publications (18 results)

  • [Publications] M.Tokumasu: "Synthesis of rac-Hippospongic acid A and Revision of the Structure"Journal of the Chemical Society, Perkin Transactions 1. 1999. 489-496 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Hiraga: "Ion-transport Activity of Phenylpentanoic Acids Occurring in the Roots of Athyrimu yokoscens"Bioscience, Biotechnology, and Biochemistry. 63. 958-960 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] R.Takagi: "The Julia-Colonna Asymmetric Epoxidation Reaction of Charcone Catalyzed by length Defined Oligo-L-leucine ; Importance of the N-Terminal Functional Group and Helical Structure of the Catalyst in the Asymmetric Induction"Bulletin of the Chemical Society of Japan. 73. 2115-2121 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Hiraga: "Synthesis of Hippospongic Acid A Analogues Designed to Investigate the Structure-Activity Relationship of the Biological Activity"Australian Journal of Chemistry. 53. 909-912 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Kanchanapoom: "Lignan glucosides from Acanthus ilicifolius"Phytochemistry. 56. 369-372 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Kanchanapoom: "Canthin-6-one and beta-carboline alkaloids from Eurycoma harmandiana"Phytochemistry. 56. 383-386 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Y.Kanosue: "Kinetic Evidence for Hydrophobic Atmosphere of Catalytic Cavity in Carboxypeptidase Y on the Basis of linear Free Energy Relationship between Michaelis-Menten Constant Km and Hydrophobicity of the Substrates"Chemistry Letters. 2001. 418-419 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Kanchanapoom: "Megastigmane and Iridoid Glucosides from Clerodendrum inerme"Phytochemistry. 58. 333-336 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Kanchanapoom: "Benzoxazinoid Glucosides from Acanthus ilifolius"Phytochemistry. 58. 637-640 (2001)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M. Tokumasu, H. Ando, Y. Hiraga, S. Kojima, and K. Ohkata: "Synthesis of rac-Hippospongic acid A and Revision of the Structure"J. Chem. Soc. Perkin Trans.. 1. 489-496 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Hiraga, M. Kurokawa, J.-R. Guo, and T. Suga: "Ion-transport Activity of Phenylpentanoic Acids Occurring in the Roots of Athyrium yokoscense"Biosci. Biotechnol. Biochem.. 63. 958-960 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] R. Takagi, T. Manabe, A. Shiraki, A. Yoneshige, Y. Hiraga, S. Kojima, and K. Ohkata: "The Julia-Colonna Asymmetric Epoxidation Reaction of Charcone Catalyzed by Length Defined Oligo-L leucine ; Importance of the N-Terminal Functional Group and Helical Structure of the Catalyst in the Asymmetric Induction"Bull. Chem. Soc. Jpn.. 73. 2115-2121 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Hiraga, M. Ago, M. Tokumasu, K. Kaku, and K. Ohkata: "Synthesis of Hippospongic Acid A Analogues Designed to Investigate the Structure-Activity Relationship of the Biological Activity"Aust. J. Chem.. 53. 909-912 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Kanchanapoom, M. S. Kamel, R. Kasai, K. Yamasaki, C. Picheansoonthon, and Y. Hiraga: "Lignan glucosides from Acanthus ilicifolius"Phytochemistry. 56. 369-372 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Kanchanapoom, R. Kasai, P. Chumsri, Y. Hiraga, and K. Yamasaki: "Canthin-6-one and beta-carboline alkaloids from Eurycoma harmandiana"Phytochemistry. 56. 383-386 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y. Kanosue, Y. Hiraga, S. Kojima, and K. Ohkata: "Kinetic Evidence for Hydrophobic Atmosphere of Catalytic Cavity in Carboxypeptidase Y on the Basis of Linear Free Energy Relationship between Michaelis-Menten Constant Km and Hydrophobicity of the Substrates"Chem. Lett.. 418-419 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Kanchanapoom, R. Kasai, P. Chumsri, Y. Hiraga, and K. Yamasaki: "Megastigmane and Iridoid Glucosides from Clerodendrum inerme"Phytochemistry. 58. 333-336 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Kanchanapoom, M. S. Kamel, R. Kasai, C. Picheansoonthon, Y. Hiraga, and K. Yamasaki: "Benzoxazinoid Glucosides from Acanthus ilifolius"Phytochemistry. 58. 637-640 (2001)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 2003-09-17  

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