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Research of Biologically Active Glycosphingolipids as Medical Resources from Echinoderms

Research Project

Project/Area Number 09470486
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionKYUSHU UNIVERSITY

Principal Investigator

HIGUCHI Ryuichi  Kyushu University, Graduate Scholl of Phamaoeutical Sciences, Professor, 薬学研究科, 教授 (60122727)

Co-Investigator(Kenkyū-buntansha) INAGAKI Masanori  Kyushu University, Graduate Scholl of Phamaoeutical Sciences, Assistant, 薬学研究科, 助手 (90274480)
YAMADA Koji  Kyushu University, Graduate Scholl of Phamaoeutical Sciences, Assistant, 薬学研究科, 助手 (00253469)
MIYAMOTO Tomofumi  Kyushu University, Graduate Scholl of Phamaoeutical Sciences, Associate Professor, 薬学研究科, 助教授 (40182050)
Project Period (FY) 1997 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥12,200,000 (Direct Cost: ¥12,200,000)
Fiscal Year 1999: ¥2,600,000 (Direct Cost: ¥2,600,000)
Fiscal Year 1998: ¥2,700,000 (Direct Cost: ¥2,700,000)
Fiscal Year 1997: ¥6,900,000 (Direct Cost: ¥6,900,000)
KeywordsEchinoderms / Starfish / Sea Cucumber / Sea Lily / Glycosphingolipid / Isolation / Structure Determination / Biological Activities
Research Abstract

In the echinoderms such as starfish and se cucumber, the presence of biologically active glycosphingolipids are excepted. In this time, we conducted the isolation and structure determination of the biologically active glycosphingolipids from echinoderms with the object of searching the new medical resources. The results were as follows.
1. Starfish : (1) Two cerebrosides, two ceramide lactosides, one sulfatide, and four gangliosides were isolated from Luidia maculata and the structures were determined. (2) From Linckia laevigata, two gangliosides were obtained and characterized. (3) One gangliosides was isolated and the structure was elucidated from Acanthaster planci.
2. Sea cucumber : (1) Five cerebrosides and one ganglioside were obtained from Cucumaria echinata and the structure was determined. (2) From Holothuria pervicax, three cerebrosides and four gangliosides were isolated and their structures were elucidated. (3) Three cerebrosides and two gangliosides were obtained and characterized from Holothuria leucoapilota. (4) The structure of three cerebrosides and one ganglioside, which were isolated from Stichopus japonicus, were determined.
3. Sea Lily : Two cerebrosides and one phosphoglycosphigolipid were obtained from the feather star Comanthus japonica and the structures were elucidated. Partial structures of two polar phosphoglycosphigolipids isolated from the feature star were also determined.
4. Biological Activities ; (1) Five cerebrosides obtained from the sea cucumber Cucumaria echinata showed lethality toward brine shrimps. (2) Seven gangliosides isolated from the starfish Luidia maculata, Linckia laevigata, and the sea cucumber Cucumaria echinata, Holothuria pervicax and Stichopus japonicus, exhibited neuritogenic activity toward the rat pheochromocytoma cell line, PC-12 cells.

Report

(4 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • 1997 Annual Research Report
  • Research Products

    (42 results)

All Other

All Publications (42 results)

  • [Publications] Satoshi Kawatake: "Glycosphingolipids from the Starfish Luidia Maculata, 1 Structure of a New Sulfatide Molecular Species"Liebigs Ann.. 8. 1797-1800 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Tomofumi Miyamoto: "Reexamination of the Structure of Acanthaganglioside C, and the Identification of Three Minor Acanthagaggliosides F, G and H"Liebigs Ann.. 931-936 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Tetsuji Sugata: "Synthesis of a Hematoside Analog containing Phytosphingosine and a-Hydroxyfatty Acid"J. Carbohydr. Chem.. 16(6). 917-925 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Ryuichi Isobe: "Structure Elucidation of Glycosphingolipids by Collision-induced Dissocation of Sodium Ion Complex"Chem. Pharm. Bull. 45(10). 1611-1614 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masanori Inagaki: "Isolation and Structure of Three New Ceramides from the Starfish Acanthaster planci"Eur. J. Org. Chem.. 129-131 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Koji Yamada: "Isolation and Strucutre of Biologically Active Glycosphingolipids from the Sea Cucumber Cucumaria echinata"Eur. J. Org. Chem.. 2. 371-378 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Koji Yamada: "Isolation and Strucutre of Biologically Active Gangliosides from the Sea Cucumber Holothuria pervicax"Eur. J. Org. Chem.. 11. 2519-2525 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Ryuichi Higuchi: "Partial Synthesis of a Sea Cucumber Ganglioside Analogue from a Starfish Cerebrosides"Eur. J. Org. Chem.. 1. 145-147 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Satoshi Kawatake: "Glycosphingolipids from the Startfish Luidia maculata, 2. Isolation and Structure of a GM3-Type Ganglioside Molecular Species"Eur. J. Org. Chem.. 765-769 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masanori Inagaki: "Glycosphingolipids from the Startfish Luidia maculata, 1. Isolation and Structure of a New Ganglioside Molecular Species"Eur. J. Org. Chem.. 771-774 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kazuyoshi Arao: "Isolation and Structure of Insitolphoceramide from the Feather Star Comanthus japonica"Chem. Pharm. Bull.. 47(5). 687-689 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masanori Inagaki: "Structural Elucidation of the Ceramide Moiety of Starfish Ganlioside by Collision-Induced Dissociation of the Sodium Ion Complex"Chem. Pharm. Bull.. 47(8). 1184-1187 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masanori Inagaki: "Structure of Neuritogenic Active Ganglioside from the Sea Cucumber Stichopus japonicus"Eur. J. Org. Chem.. 3171-3174 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Ryuichi Higuchi: "Synthesis of Simple Sea Cucumber Ganglioside Analogs"Eur. J. Org. Chem.. 3175-3178 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Tomofumi Miyamoto: "Biologically Active Glycosides from Asteroidea, 36. Re-examination of the Structure of Acanthaganglioside C, and the Identification of Three Minor Acanthagangliosides F, G and H"Liebigs Ann.. 931-936 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Satoshi Kawatake: "Biologically Active Glycosides from Asteroidea, 37. Glycosphingolipids from the Starfish Luidia Maculata, 1. Structure of a New Sulfatide Molecular Species"Liebigs Ann.. 1979-1800 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Tetsuji Sugata: "Synthesis of a Hematoside Analog containing Phytosphingosine and α-Hydroxyfatty Acid"J. Carbohydr. Chem.. 16(6). 917-925 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Ryuichi Isobe: "Structure Elucidation of Glycosphingolipids by Collision-induced Dissociation of Sodium Ion Complex"Chem. Pharm. Bull.. 45(10). 1611-1614 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masanori Inagaki: "Isolation and Structure of Three New Ceramides from the Starfish Asanthaster planci"Eur. J. Org. Chem.. 129-131 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Koji Yamada: "Constitutions of Holothuroidea, 6. Isolation and Structure of Biologically Active Glycosphingolipids from the Sea Cucumber Cucumaria echinata"Eur. J. Org. Chem.. 371-378 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Koji Yamada: "Constitutions of Holothuroidea, 7. Isolation and Structure of Biologically Active Gangliosides from the Sea Cucumber Holothuria pervicax"Eur. J. Org. Chem.. 2519-2525 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Ryuichi Higuchi: "Partial Synthesis of a Sea Cucumber Ganglioside Analog from a Starfish Cerebroside"Eur. J. Org. Chem.. 145-147 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Satoshi Kawatake: "Biologically Active Glycosides from Asteroidea, 38. Glycosphingolipids from the Starfish Luidia maculata, 2. Isolation and Structure of a GMィイD23ィエD2-Type Ganglioside Molecular Species"Eur. J. Org. Chem.. 765-769 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masanori Inagaki: "Biologically Active Glycosides from Asteroidea, 39. Glycosphingolipids from the Starfish Linckia laevigata, 1. Isolation and Structure of a New Ganglioside Molecular Species"Eur. J. Org. Chem.. 771-774 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kazuyoshi Arao: "Constituents of Crinoidea. 1. Isolation and Structure of Ionsitolphosphoceramide from the Feather Star Comanthus japonica"Chem. Pharm. Bull.. 47(5). 687-689 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masanori Inagaki: "Structural Elucidation of the Ceramide Moiety of Starfish Gangliosides by Collin-Induced Dissociation of the Sodium Ion Complex"Chem. Pharm. Bull.. 47(8). 1184-1187 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kasafumi Kaneko: "Constituents of Holothuroidea, 8. Structure of Neuritogenic Active Ganglioside from the Sea Cucumber Stichopus japonicus"Eur. J. Org. Chem.. 3171-3174 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Ryuichi Higuchi: "Synthesis of Simple Sea Cucumber Ganglioside Analogs"3175-3178 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Satoshi Kawatake: "Glycosphingolipids from the Starfish Luidia maculata, 2. Isolation and Structure of a GM3-Type Ganglioside Molecular Species"Eur. J. Org. Chem.. 765-769 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Masanori Inagaki: "Glyosphingolipids from the Starfish Linckia laevigata, 1. Isolation and Structure of a New Ganglioside Molecular Species"Eur. J. Org. Chem.. 771-774 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Kazuyoshi Arao: "Isolation and Structure of Inositolphosphoceramide from the Feather Star Comanthus japonica"Chem. Pharm. Bull.. 47(5). 687-689 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Masanori Inagaki: "Structural Elucidation of the Ceramide Moiety of Starfish Ganglioside by Collision-Induced Dissociation of the Sodium Ion Complex"Chem. Pharm. Bull.. 47(8). 1184-1187 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Masafumi Kaneko: "Structure of Neuritogenic Active Ganglioside from the Sea Cucumber Stichopus japonicus"Eur. J. Org. Chem.. 3171-3174 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Ryuichi Higuchi: "Synthesis of Simple Sea Cucumber Ganglioside Analogs"Eur. J. Org. Chem.. 3175-3178 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Koji Yamada: "Isoation and Structure of Biologically Active Glycosphingolipids from the SeaCucumber Cucumaria echinata" Eur.J.Org Chem. 2. 371-378 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Koji Yamada: "Isolation and Structure of Biologically Active Gangliosides from the Sea Cucumber Holothuria pervicax" Eur.J.Org Chem. 11. 2519-2525 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Ryuichi Higuchi: "Partial Synthesis of a Sea Cucumber Gangliosides Analogue from a starfishCerebrosides" Eur.J.Org Chem. 1. 145-147 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] Satoshi Kawatake: "Glycosphingolipids from the starfish Luidia maculata 2 Isoation and Structure of a GM3‐Type Gangliosides Molecular species" Eur.J.Org Chem. in press.

    • Related Report
      1998 Annual Research Report
  • [Publications] Masanori Inagaki: "Glycosphingolipids from the starfish Linckia laevigata 1.Isoation and Structure of a New Gangliosides Molecular species" Eur.J.Org Chem. in press.

    • Related Report
      1998 Annual Research Report
  • [Publications] Kazuyoshi Arao: "Isolation and Structure of Inositolphosphoceramide from the Feather Star Comanthus japonica" Chem.pharm Bull. (accepted). (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] Satoshi Kawatake: "Glycosphingolipids from the Starfish Luidia Maculata,1 Structure of a New Sulfatide Molecular Species" Liebigs Ann.8. 1797-1800 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Koji Yamada: "Isolation and Structure of Biologically Active Glycosphingolipids from the Sea Cucumber Cucumaria echinata" Eur.J.Org.Chem.(in press). (1998)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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