New 1-amino-1-deoxy- and 2-amino-2-deoxy-polyhydroxyazepanes: synthesis and inhibition of glycosidases

Eight new seven-membered ring iminoalditols, displaying an amino group and a hydroxymethyl group on the ring, have been synthesized from D-arabinose via epoxidation of a protected azacycloheptene and subsequent nucleophilic opening. Three of them show a potent glycosidase inhibition on amyloglucosidase and, to a lesser extend, on alpha-L-fucosidase. (C) 2004 Elsevier Ltd. All rights reserved.


Published in:
Tetrahedron-Asymmetry, 16, 2, 313-319
Year:
2005
ISSN:
0957-4166
Keywords:
Note:
Ecole Normale Super, Dept Chim, UMR 8642, F-75231 Paris 05, France. Swiss Fed Inst Technol, EPFL, BCH, Lab Glycochim & Synth Asymetr, CH-1015 Lausanne, Switzerland.
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Laboratories:




 Record created 2005-11-09, last modified 2018-03-17


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