2024-03-28T18:42:15Zhttp://digital.csic.es/dspace-oai/requestoai:digital.csic.es:10261/95062022-04-12T07:15:13Zcom_10261_5063com_10261_5col_10261_5066
Combinatorial approach to N-substituted aminocyclitol libraries by solution-phase parallel synthesis and preliminary evaluation as glucocerebrosidase inhibitors
Serrano, Pedro
Casas, Josefina
Zucco, Martine
Emeric, Gilbert
Egido-Gabás, Meritxell
Llebaria, Amadeu
Delgado Huertas, Antonio
N-Aminocyclitol libraries
Glucocerebrosidase inhibitors
Amides
Sulfonamides
Carbamates
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
Libraries 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.
2009-01-09T11:22:26Z
2009-01-09T11:22:26Z
2007-11-18
artículo
Journal of Combinatorial Chemistry 9(1): 43-52 (2007)
1520-4774
http://hdl.handle.net/10261/9506
10.1021/cc060080o
eng
http://dx.doi.org/10.1021/cc060080o
closedAccess
American Chemical Society