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research article
The spirocyclopropyl moiety as a methyl surrogate in the structure of L-fucosidase and L-rhamnosidase inhibitors
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.
Type
research article
Web of Science ID
WOS:000271521000021
Authors
Pearson, Morwenna S. M.
•
Floquet, Nicolas
•
Bello, Claudia
•
•
Plantier-Royon, Richard
•
Szymoniak, Jan
•
Bertus, Philippe
•
Behr, Jean-Bernard
Publication date
2009
Published in
Volume
17
Start page
8020
End page
8026
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
November 30, 2010
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