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Synthetic Studies on Newly Designed Biologically Active Compounds Related to Physiologically Important Substances

Research Project

Project/Area Number 62470141
Research Category

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

Allocation TypeSingle-year Grants
Research Field Chemical pharmacy
Research InstitutionTeikyo University

Principal Investigator

IKEGAMI Shiro  Teikyo Univ., Faculty of Pharm. Sci., Professor, 薬学部, 教授 (10119555)

Co-Investigator(Kenkyū-buntansha) YANAGIYA Yuki  Teikyo Univ., Faculty of Pharm. Sci., Research Assistant, 薬学部, 教務職員 (10200544)
WATANABE Nobuhide  Teikyo Univ., Faculty of Pharm. Sci., Research Assistant, 薬学部, 教務職員
HONDA Takeshi  Teikyo Univ., Faculty of Pharm. Sci., Research Associate, 薬学部, 助手 (60173663)
鳥澤 保廣  千葉大学, 薬学部, 助手 (80119601)
HASHIMOTO Shun-ichi  Teikyo Univ., Faculty of Pharm. Sci., Associate Professor, 薬学部, 助教授 (80107391)
MIYAZAKI Youji  Teikyo Univ., Faculty of Pharm. Sci., Research Associate (70211597)
渡邉 信英  帝京大学, 薬学部, 教務職員
Project Period (FY) 1987 – 1988
Project Status Completed (Fiscal Year 1988)
Budget Amount *help
¥5,600,000 (Direct Cost: ¥5,600,000)
Fiscal Year 1988: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1987: ¥4,700,000 (Direct Cost: ¥4,700,000)
KeywordsProstaglandin / Prostacyclin / Prostacyclin carbon analogue / leukotriene / Leukotriene B_4 / Lipoxin A / Lipoxin B / Bicyclo[3.3.0]octenone / Bicyclo[3.3.0]octenol / Carbenoid / ロイコトリエンB_4類縁体 / カルベノイド / ビニルシクロプロパン / シクロペンテン転位
Research Abstract

Our researches carried out in 1987-1988 are as follows.
1) Based on our initial discovery of isocarbacyclin, a stable prostacyclin carbon analogue, we established its new synthetic routs.
2) We accomplished the efficient synthetic method for the ideal synthetic intermediate, bicyclo[3.3.0]oct-6-en-2-one and the related derivatives in optically active forms by means of either optical resolution or asymmetric synthesis.
3) We discovered the new synthetic methodology for the construction of the alfa and omega chains of prostablandins and achieved the synthesis of isocarbacyclin by its application.
4) We wynthesized the newly designed furan-containing tricyclic prostacyclin analobue by employing a base-promoted cyclization for the construction of a tricyclic furan ring.
5) We newly designed benzene-containing analogues related to leukotriene B_4 and achieved its first synthesis.
6) We discovered novel and effective methods for alfa-thioalkylation of aromatic compounds, which was used for the synthesis of a benzene-containing analogue related to lipoxin A and B.
7) Concerning the synthesis of biologically active glycosides, we established the efficient method for the stereoselective glycosylation by the use of phosphate esters.

Report

(3 results)
  • 1988 Annual Research Report   Final Research Report Summary
  • 1987 Annual Research Report
  • Research Products

    (22 results)

All Other

All Publications (22 results)

  • [Publications] S.Hashimoto;M.Sonegawa;S.Sakata;S.Ikegami: J.Chem.Soc.,Chem.Commun.637-640 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Y.Torisawa;A.Satoh;S.Ikegami: Tetrahedron Letters. 29. 1729-1732 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] S.Hashimoto;S.Sakata;M.Sonegawa;S.Ikegami: J.Am.Chem.Soc.110. 3670-3672 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] S.Hashimoto;T.Shinoda;S.Ikegami: J.Chem.Soc.,Chem.Commun.1137-1139 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Y.Torisawa;K.Satoh;S.Ikegami: Heterocycles. (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] S.Hashimoto;T.Honda;S.Ikegami: J.Chem.Soc.,Chem.Commun.(1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] S.Hashimoto; M.Sonegawa; S.Sakata; S.Ikegami: "A Stereocontrolled Synthesis of ( )-1,6,7-Trideoxyforskolin" J. Chem. Soc., Chem. Commun.637-640 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Y.Torisawa; A.Satoh; S.Ikegami: "Novel and Effective Methods for alfa-Thialkylation of Aromatic Compounds" Tetrahedron Letters. 29. 1729-1732 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] S.Hashimoto; S.Sakata; M.Sonegawa; S.Ikegami: "Total Synthesis of ( )-Forskolin" J. Am. Chem. Soc.110. 3670-3672 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] S.Hashimoto; T.Shinoda; S.Ikegami: "A Simple Synthesis of (+)-Isocarbacyclin via Convergent Process" J. Chem. Soc., Chem. Commun.1137-1139 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Y.Torisawa; K.Satoh; S.Ikegami: "Synthesis of a Novel Furan-Containing Tricyclic Prostacyclin Analogue" Heterocycles. (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Y.Torisawa,A.Satoh, S.Ikegami: Tetrahedron Letters. 29. 1729-1732 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] S.Hashimoto,S.Sakata,M.Sonegawa,S.Ikegami: J.Am. Chem Soc.110. 3670-3672 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] Y.Torisawa,K.Satoh,S.Ikegami: Heterocycles. (1989)

    • Related Report
      1988 Annual Research Report
  • [Publications] S.Hashimoto,T.Honda,S.Ikegami: J.Chem.Soc.,Chem.Commun.(1989)

    • Related Report
      1988 Annual Research Report
  • [Publications] S.Hashimoto,T.Shinoda,S.Ikegami: J.Chem.Soc.,Chem.Commun.1137-1139 (1989)

    • Related Report
      1988 Annual Research Report
  • [Publications] S.Hashfmoto;T.Shinoda;and S.Ikegami: Tetrahedron Letters. 27. 2885-2888 (1986)

    • Related Report
      1987 Annual Research Report
  • [Publications] S.Hashimoto;T.Shinoda;Y.Shimada;T.Honda;and.S.Ikegami: Tetrahedron Letters. 28. 637-640 (1987)

    • Related Report
      1987 Annual Research Report
  • [Publications] S.Hashimoto;M.Sonegawa;S.Sakata;and.S.Ikegame: J.Chem.Soc,Chem.Commun. 24-25 (1987)

    • Related Report
      1987 Annual Research Report
  • [Publications] Y.Torisawa;A.Satoh;and.S.Ikegami: Tetrahedron Letters. 29. (1988)

    • Related Report
      1987 Annual Research Report
  • [Publications] S.Hashimoto;S.Sakata;M.Sonegawa;and.S.Ikegami: J.Am.Chem.Soc.

    • Related Report
      1987 Annual Research Report
  • [Publications] Y.Torisawa;K.Satoh;and S.Ikegami: Heterocycles.

    • Related Report
      1987 Annual Research Report

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Published: 1987-04-01   Modified: 2017-04-05  

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