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Título

Combinatorial approach to N-substituted aminocyclitol libraries by solution-phase parallel synthesis and preliminary evaluation as glucocerebrosidase inhibitors

Autor Serrano, Pedro; Casas Brugulat, Josefina; Zucco, Martine; Emeric, Gilbert; Egido-Gabás, Meritxell; Llebaria, Amadeu; Delgado, Antonio
Palabras clave N-Aminocyclitol libraries
Glucocerebrosidase inhibitors
Amides
Sulfonamides
Carbamates
Fecha de publicación 18-nov-2007
EditorAmerican Chemical Society
Citación Journal of Combinatorial Chemistry 9(1): 43-52 (2007)
ResumenLibraries of N-substituted aminocyclitol derivatives of the scyllo and racemic chiro series by means of parallel solution-phase methodology with the help of robotic technology are described. Chemical diversity has been introduced by reaction of selected scaffolds with a set of aldehydes, acyl chlorides, sulfonyl chlorides, chloroformates, and amines to afford the corresponding amines, amides, sulfonamides, carbamates and ureas, respectively. The optimized methodology has proven excellent, in terms of overall purities of the resulting libraries, for the production of amides. Sulfonamides and carbamates have been obtained in slightly lower purities, while amines afforded modest results. Selected library members have been evaluated as inhibitors of recombinant glucocerebrosidase with K(i) values ranging in the low micromolar scale for the most active members.
Descripción 9 pages, 8 figuras.-- PMID: 17206831 [PubMed].-- Supporting information (31 pages) available at: http://pubs.acs.org/doi/suppl/10.1021/cc060080o/suppl_file/cc060080osi20060615_053230.pdf
Versión del editorhttp://dx.doi.org/10.1021/cc060080o
URI http://hdl.handle.net/10261/9506
DOI10.1021/cc060080o
ISSN1520-4774
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