Please use this identifier to cite or link to this item:
http://hdl.handle.net/2445/101685
Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | Fuente Cebrián, Àlex de la | - |
dc.contributor.author | Mena-Barragán, Teresa | - |
dc.contributor.author | Farrar-Tobar, Ronald A. | - |
dc.contributor.author | Verdaguer i Espaulella, Xavier | - |
dc.contributor.author | García-Fernández, J. M. | - |
dc.contributor.author | Ortiz Mellet, Carmen | - |
dc.contributor.author | Riera i Escalé, Antoni | - |
dc.date.accessioned | 2016-09-09T08:10:16Z | - |
dc.date.available | 2016-12-31T23:01:26Z | - |
dc.date.issued | 2015 | - |
dc.identifier.issn | 1477-0520 | - |
dc.identifier.uri | http://hdl.handle.net/2445/101685 | - |
dc.description.abstract | 2-Acetamido-1,2-dideoxyiminosugars are selective and potent inhibitors of hexosaminidases and therefore show high therapeutic potential for the treatment of various diseases, including several lysosomal storage disorders. A stereoselective synthesis of 2-acetamido-1,2-dideoxynojirimycin (DNJNAc), the iminosugar analog of N-acetylglucosamine, with a high overall yield is here described. This novel procedure further allowed accessing ureido-DNJNAc conjugates through derivatization of the endocyclic amine on a key pivotal intermediate. Remarkably, some of the ureido-DNJNAc representatives behaved as potent and selective inhibitors of β-hexosaminidases, including the human enzyme, being the first examples of neutral sp2-iminosugar-type inhibitors reported for these enzymes. Moreover, the amphiphilic character of the new ureido-DNJNAc is expected to confer better drug-like properties. | - |
dc.format.extent | 11 p. | - |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | Royal Society of Chemistry | - |
dc.relation.isformatof | Versió postprint del document publicat a: http://dx.doi.org/10.1039/c5ob00507h | - |
dc.relation.ispartof | Organic & Biomolecular Chemistry, 2015, vol. 13, p. 6500-6510 | - |
dc.relation.uri | http://dx.doi.org/10.1039/c5ob00507h | - |
dc.rights | (c) Fuente Cebrián, Àlex de la et al., 2015 | - |
dc.source | Articles publicats en revistes (Química Inorgànica i Orgànica) | - |
dc.subject.classification | Inhibidors enzimàtics | - |
dc.subject.classification | Disseny de medicaments | - |
dc.subject.other | Enzyme inhibitors | - |
dc.subject.other | Drug design | - |
dc.title | Stereoselective synthesis of 2-acetamido-1,2-dideoxynojirimycin (DNJNAc) and ureido-DNJNAc derivatives as new hexosaminidase inhibitors | - |
dc.type | info:eu-repo/semantics/article | - |
dc.type | info:eu-repo/semantics/acceptedVersion | - |
dc.identifier.idgrec | 652729 | - |
dc.date.updated | 2016-09-09T08:10:21Z | - |
dc.rights.accessRights | info:eu-repo/semantics/openAccess | - |
dc.identifier.pmid | 25975710 | - |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
652729.pdf | 420.64 kB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.