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.
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Keywords: 7-membered iminocyclitols ; mimicking monosaccharides ; biological ; evaluation ; imino sugars ; agents ; polyhydroxyazepanes ; binding ; ring ; 1 ; 6-dideoxy-1 ; 6-imino-d-glucitol ; tetrahydroxyazepanes
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.
Record created on 2005-11-09, modified on 2016-08-08