Chapter 5. Synthetic Studies on Glycosidase Inhibitors Composed of 5a-Carba-Sugars

  1. Yves Chapleur
  1. S. Ogawa

Published Online: 28 JAN 2005

DOI: 10.1002/3527603239.ch5

Carbohydrate Mimics: Concepts and Methods

Carbohydrate Mimics: Concepts and Methods

How to Cite

Ogawa, S. (2005) Synthetic Studies on Glycosidase Inhibitors Composed of 5a-Carba-Sugars, in Carbohydrate Mimics: Concepts and Methods (ed Y. Chapleur), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, FRG. doi: 10.1002/3527603239.ch5

Editor Information

  1. UMR CNRS 7565, Université Henri Poincaré-Nancy I, BP239, F-54506 Vandceuvre, France

Author Information

  1. Department of Applied Chemistry, Faculty of Science and Technology, Keio University, Hiyoshi, Kohoku-ku, Yokohama, 223, Japan

Publication History

  1. Published Online: 28 JAN 2005
  2. Published Print: 12 NOV 1997

ISBN Information

Print ISBN: 9783527295265

Online ISBN: 9783527603237

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Keywords:

  • glycosidase inhibitors;
  • 5a-carba-sugars;
  • validamycins;
  • synthesis of acarbose;
  • salbostatin;
  • glycolipid;
  • glycosylamide;
  • glycosylceramide;
  • glycocerebrosidase;
  • trehalase;
  • trehazolin;
  • 5-amino-1,2,3,4-cyclopentanetetraol;
  • isourea derivatives

Summary

  • Introduction

  • Synthesis of Biologically Active Natural Compounds Containing 5a-Carba-Sugars

    • Synthesis of Validamycins

    • Synthesis of Acarbose

    • Synthesis of Salbostatin

    • Structure-Activity Relationship of Naturally Occurring Glycosidase Inhibitors Composed of 5a-Carba-Sugars

  • Synthesis of Carba-Oligosaccharides of Biological Interests

    • 5a′-Carba-maltoses Linked by Imino, Ether, and Sulfide Linkages

    • Several Carba-Oligosaccharides: Core-Structures of Cell Surface Glycans

  • Synthesis of Glycolipid Analogues Containing 5a-Carba-Sugars

    • Glycosylamide Analogues

    • Glycosylceramide Analogues

    • Glycocerebrosidase Inhibitors

  • Development of New-Types of Glycosidase Inhibitors

    • Chemical Modification of the Trehalase Inhibitor Trehazolin

    • Development of 5-Amino-1,2,3,4-cyclopentanetetraol Derivatives as New Potent Glycosidase Inhibitors

    • N-Alkyl and N-Phenyl Cyclic Isourea Derivatives of 5-Aminocyclopentanepolyol Derivatives: New Types of Potent α-Glucosidase Inhibitors

  • References