Please use this identifier to cite or link to this item:
http://hdl.handle.net/10261/36185
Share/Export:
SHARE CORE BASE | |
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE | |
Title: | Synthesis and evaluation of sulfamide-type indolizidines as glycosidase inhibitors |
Authors: | Benltifa, Mahmoud; García Moreno, María Isabel; Ortiz-Mellet, Carmen; García Fernández, José Manuel CSIC ORCID; Wadouachi, Anne | Keywords: | Cyclic sulfamide Indolizidine Mannosidases inhibitor |
Issue Date: | 4-Apr-2008 | Publisher: | Elsevier | Citation: | Bioorganic and Medicinal Chemistry Letters 18(9): 2805-2808 (2008) | Abstract: | A practical synthesis of reducing sulfamide-derived iminosugar glycomimetics related to the indolizidine glycosidase inhibitor family is reported. The polyhydroxylated bicyclic system was built from readily accessible hexofuranose derivatives through a synthetic scheme that involves 5,6-cyclic sulfamides. Further intramolecular nucleophilic addition of the sulfamide nitrogen atom to the masked aldehyde group of the monosaccharide in the open chain form afforded the target sugar mimics. By starting from d-glucose and d-mannose precursors, 2-aza-3,3-dioxo-3-thiaindolizidine derivatives with hydroxylation profiles that matched those of (+)-castanospermine and 6-epi-(+)-castanospermine were obtained. In vitro screening against a panel of glycosidases evidenced a high selectivity towards α-mannosidase | Description: | 4 páginas, 3 figuras, 2 esquemas | Publisher version (URL): | http://dx.doi.org/10.1016/j.bmcl.2008.04.004 | URI: | http://hdl.handle.net/10261/36185 | DOI: | 10.1016/j.bmcl.2008.04.004 | ISSN: | 0960-894X |
Appears in Collections: | (IIQ) Artículos |
Show full item record
CORE Recommender
SCOPUSTM
Citations
39
checked on Apr 21, 2024
WEB OF SCIENCETM
Citations
33
checked on Feb 29, 2024
Page view(s)
330
checked on Apr 22, 2024
Google ScholarTM
Check
Altmetric
Altmetric
WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.