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Synthesis of N-aryl spiro-sulfamides as potential glycogen phosphorylase inhibitors |
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| Authors: | Tony TiteLoic Tomas,Tibor DocsaPal Gergely,José KovenskyDavid Gueyrard,Anne Wadouachi |
| Affiliation: | a Laboratoire des Glucides-UMR CNRS 6219, Université de Picardie Jules Verne, 33 rue Saint Leu, 80039 Amiens, France b Université de Lyon, ICBMS, Laboratoire de Chimie Organique 2-Glycochimie, UMR CNRS 5246, Université Claude Bernard Lyon 1-CNRS, Bâtiment 308(CPE), 43 Boulevard du 11 novembre 1918, F-69622 Villeurbanne, France c Department of Medical Chemistry, Medical and Health Science Centre, University of Debrecen, Egyetem tér 1, H-4032 Debrecen, Hungary |
| Abstract: | A new C-glucosylated spiro-sulfamide has been prepared and evaluated toward glycogen phosphorylase inhibition. The synthesis was carried out successfully by nucleophilic displacement of 1-O-tosyl or 1-deoxy-1-iodo-α-d-gluco-hept-2-ulopyranose tetra-O-benzylated derivative using aryl amines, followed by the formation of the corresponding cyclic sulfamide. |
| Keywords: | exo-glucal Gluconolactone Spiro-sulfamide Burgess reagent |
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