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SYNTHETIC STUDY OF IONOPHORETIC SPHINGOGLYCOLIPID

Research Project

Project/Area Number 04671294
Research Category

Grant-in-Aid for General Scientific Research (C)

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionFUKUYAMA UNIVERSITY

Principal Investigator

SHIBUYA Hirotaka  FUKUYAMA UNIVERSITY, FACULTY OF PHARMACY AND PHARMACEUTICAL SCIENCES, PROFESSOR, 薬学部, 教授 (50116042)

Co-Investigator(Kenkyū-buntansha) KITAGAWA Isao  OSAKA UNIVERSITY, FACULTY OF PHARMACEUTICAL SCIENCE, PROFESSOR, 薬学部, 教授 (20028830)
Project Period (FY) 1992 – 1993
Project Status Completed (Fiscal Year 1993)
Budget Amount *help
¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1993: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 1992: ¥1,000,000 (Direct Cost: ¥1,000,000)
Keywordscomplex lipid / sphingoglycolipid / ion-transport activity / ionophoretic activity / soya-cerebroside / biological membrane
Research Abstract

In this research project, we have developed a new synthetic method for optically active sphingoglycolipids. glycerophospholipids, and glyceroglycolipids, employing a synthetic Synthon, chiral C4-epoxide, which were prepared from (2Z)-2-butene-1, 4-diol.
By use of the method, we have synthesized a palmitoyl analogue of Gaucher spleen glucocerebroside, C16-platelet activating factor (C16-PAF), and a palmitoyl analogue of M-5 which is a biologically active glyceroglycolipid isolated from an Okinawan marine sponge.
Furthermore, we have synthesized several analogues of soya-cerebroside II, a Ca^<++>-ionophoretic sphingoglycolipid isolated from soybean. In order to clarify the relationship between the ionophoretic activity of soya-cerebroside II and the stereostructure, we have next examined Ca^<++>-ionophoretic activities of the analogues using the apparatus W-08 and the human erythrocyte method, which were developed by us.
As a result, it has been found that the presence of the 8Z-double bond, the 2'R-hydroxyl group, and the 4"S-hydroxyl group is necessary for soya-cerebroside II to show the Ca^<++>-ionophoretic activty.

Report

(3 results)
  • 1993 Annual Research Report   Final Research Report Summary
  • 1992 Annual Research Report
  • Research Products

    (11 results)

All Other

All Publications (11 results)

  • [Publications] Hirotaka Shibuya: "Synthesis of Two Pairs of Enantiomeric C18-Sphingosines and a Palmitoyl Analogue of Gaucher Spleen Glucocerebroside" Chem.Pharm.Bull.40. 1154-1165 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Hirotaka Shibuya: "Synthesis of a Glycerophospholipid,C16-Platelet Activating Factor and a Palmitoyl Analogue of M-5,an Anti-inflammatory Glyceroglycolipid" Chem.Pharm.Bull.40. 1166-1169 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Hirotaka Shibuya: "Sphingolipids and Glycerolipids.IV.Syntheses and Ionophoretic Activities of Several Analogues of Soya-cerebroside II,a Calcium Ionophoretic Sphingoglycolipid Isolated from Soybean" Chem.Pharm.Bull.41. 1534-1544 (1993)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] H.Shibuya, K.Kawashima, N.Narita, M.Ikeda, and I.Kitagawa: "Synthesis of Two Pairs of Enantiomeric C18-Sphingosines and a Palmitoyl Analogue of Gaucher Spleen Glucocerebroside" Chem.Pharm.Bull.40(5). 1154-1165 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] H.Shibuya, K.Kawashima, N.Narita, and I.Kitagawa: "Syntheses of a Glycereophospholipid, C16-Platelet Activating Factor and a Palmitoyl Analogue of M-5, an Anti-inflammatory Glyceroglycolipid" Chem.Pharm.Bull.40(5). 1166-1169 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] H.Shibuya, M.Kurosu, K.Minagawa, S.Katayama, and I.Kitagawa: "Sphingolipids and Glycerolipids. IV.Syntheses and Ionophoretic Activities of Several Analogues of Soya-cerebroside II, a Calcium Ionophoretic Sphingoglycolipid Isolated from Soybean" Chem.Pharm.Bull.41(9). 1534-1544 (1993)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1993 Final Research Report Summary
  • [Publications] Hirotaka Shibuya: "Synthesis of Two Pairs of Enantiomeric C18-Sphingosines and a Palmitoyl Analogue of Gaucher Spleen Glucocerebroside" Chem.Pharm.Bull.40. 1154-1165 (1992)

    • Related Report
      1993 Annual Research Report
  • [Publications] Hirotaka Shibuya: "Syntheses of a Glycerophospholipid,C16-Platelet Activating Factor and a Palmitoyl Analogue of M-5,an Anti-inflammatory Glyceroglycolipid" Chem.Pharm.Bull.40. 1166-1169 (1992)

    • Related Report
      1993 Annual Research Report
  • [Publications] Hirotaka Shibuya: "Sphingolipids and Glycerolipids.IV.Syntheses and Ionophoretic Activities of Several Analogues of Soya-cerebroside II,a Calcium Ionophoretic Sphingoglycolipid Isolated from Soybean" Chem,Pharm.Bull.41. 1534-1544 (1993)

    • Related Report
      1993 Annual Research Report
  • [Publications] Hirotaka Shibuya: "Synthesis of Two Pairs of Enatiomeric C18-Sphingosines and a Palmitoyl Analogue of Gaucher Spleen Glucocerebroside" Chem.Pharm.Bull.40. 1154-1165 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Hirotaka Shibuya: "Syntheses of a Glycerophospholipid,C16-Platelet Activating Factor and a Palmitoyl Analogue of M-5,an Anti-inflammatory Glyceroglycolipid" Chem.Pharm.Bull.40. 1166-1169 (1992)

    • Related Report
      1992 Annual Research Report

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Published: 1992-04-01   Modified: 2016-04-21  

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