Synthesis and glycosidase inhibitory activity of new penta-substituted C8-glycomimetics
Andriuzzi, O.; Gravier-Pelletier, C.; Vogel, P.; Le Merrer, Y.
2005

Abstract

The syntheses of new C8-carbasugars and -aminocyclitols related to miglitol and voglibose are described. The key step involves the ring closing metathesis of 1,9-dienes derived from D-mannitol. Chemical transformations of the newly created double bond of the resulting cyclooctenes involved notably hydroboration and reductive amination. The inhibitory activity of the glycomimetics so-obtained has been evaluated towards 24 commercially available glycosidases. (c) 2005 Elsevier Ltd. All rights reserved.

Details

Title Synthesis and glycosidase inhibitory activity of new penta-substituted C8-glycomimetics
Author(s) Andriuzzi, O. ; Gravier-Pelletier, C. ; Vogel, P. ; Le Merrer, Y.
Published in Tetrahedron
Volume 61
Issue 30
Pages 7094-7104
Date 2005
ISSN 0040-4020
Keywords
Note Univ Paris 05, CNRS, UMR 8601, Lab Chim & Biochim Pharmacol & Toxicol, F-75270 Paris, France. Ecole Polytech Fed Lausanne, Inst Sci & Ingn Chim, BCH, CH-1015 Lausanne, Switzerland.
DOI https://doi.org/10.1016/j.tet.2005.05.066
Other identifier(s) DAR: 7040
View record in Web of Science
Laboratories LGSA
Record Appears in Scientific production and competences > SB - School of Basic Sciences > SB Archives > LGSA - Laboratory of Glycochemistry and Asymmetric Synthesis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date 2005-11-09

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