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Development of a novel sugar linkage and sugar-related bioactive compounds

Research Project

Project/Area Number 15590023
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Chemical pharmacy
Research InstitutionTeikyo University

Principal Investigator

TAKAHASHI Hideyo  Teikyo University, Faculty of Pharmaceutical Sciences, Associate Professor, 薬学部, 助教授 (10266348)

Co-Investigator(Kenkyū-buntansha) NAMME Rie  Teikyo University, Faculty of Pharmaceutical Sciences, Research Assistant, 薬学部, 助手 (70349257)
Project Period (FY) 2003 – 2004
Project Status Completed (Fiscal Year 2004)
Budget Amount *help
¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2004: ¥1,300,000 (Direct Cost: ¥1,300,000)
Fiscal Year 2003: ¥2,200,000 (Direct Cost: ¥2,200,000)
KeywordsCoyolosa / ether-linked sugar / ether bonding / reductive etherification / hypogelycemic activit / coyolosa
Research Abstract

Coyolosa, a new natural product isolated from the Acrocomia mexicana root, has shown a significant effect on fasting blood glucose levels. While there can be no doubt that Coyolosa has a structure with two pyranoses linked at each of their 6-positions, it is less obvious that the stereochemistry of its pyranose moiety corresponds to the proposed structure. In this communication, we report a novel synthesis of 6, 6'-ether-connected pyranoses. Also, we reconsidered the stereochemistry of the proposed structure of Coyolosa based on the structure-activity relationships (SAR) studies. This is the first synthesis of ether-connected sugar based on an acetalization-reduction procedure.

Report

(3 results)
  • 2004 Annual Research Report   Final Research Report Summary
  • 2003 Annual Research Report
  • Research Products

    (6 results)

All 2004 2003 Other

All Journal Article (5 results) Publications (1 results)

  • [Journal Article] Synthesis of L-pyranosides from 5-enopyranosides2004

    • Author(s)
      Takahashi Hideyo
    • Journal Title

      Synthesis

      Pages: 2991-2994

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Synthesis of L-pyranosides from 5-enopyranosides by Diastereoselective hydroboration/oxidation2004

    • Author(s)
      Hideyo Takahashi
    • Journal Title

      Synthesis (18)

      Pages: 2991-2994

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Synthesis of L-pyranosides from 5-enopyranosides2004

    • Author(s)
      Takahashi, Hideyo
    • Journal Title

      Synthesis 18号

      Pages: 2991-2994

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Development of a novel suger linkage:6,6'-ether-connected sugars.2003

    • Author(s)
      Takahashi, Hideyo
    • Journal Title

      Angewandte Chemie, International Edition 42巻

      Pages: 5069-5071

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Journal Article] Development of a novel sugar linkage: 6,6'-ether-connected sugars2003

    • Author(s)
      Hideyo Takahashi
    • Journal Title

      Angewandte Chemie International Edition 42 (41)

      Pages: 5067-5071

    • NAID

      130006997354

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2004 Final Research Report Summary
  • [Publications] Takahashi, Hideyo: "Development of a novel sugar linkage : 6,6'-ether-connected sugars."Angewandte Chemie, International Edition. 42巻・41号. 5069-5071 (2003)

    • Related Report
      2003 Annual Research Report

URL: 

Published: 2003-04-01   Modified: 2016-04-21  

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