The spirocyclopropyl moiety as a methyl surrogate in the structure of L-fucosidase and L-rhamnosidase inhibitors
2009
Abstract
Nitrogen-in-the-ring analogues of L-fucose and L-rhamnose were prepared, which feature a spirocyclopropyl moiety in place of the methyl group of the natural sugar. The synthetic route involved a titanium-mediated aminocyclopropanation of a glycononitrile as the key step. Four new spirocyclopropyl iminosugar analogues were generated, which displayed some activity towards L-fucosidase and L-rhamnosidase. (c) 2009 Elsevier Ltd. All rights reserved.
Details
Title
The spirocyclopropyl moiety as a methyl surrogate in the structure of L-fucosidase and L-rhamnosidase inhibitors
Author(s)
Pearson, Morwenna S. M. ; Floquet, Nicolas ; Bello, Claudia ; Vogel, Pierre ; Plantier-Royon, Richard ; Szymoniak, Jan ; Bertus, Philippe ; Behr, Jean-Bernard
Published in
Bioorganic & Medicinal Chemistry
Volume
17
Pages
8020-8026
Date
2009
Keywords
Other identifier(s)
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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
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date
2010-11-30