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Título : Synthesis and Biological Evaluation of Guanidine-Type Iminosugars
Autor : Aguilar Moncayo, Matilde, Díaz Pérez, Paula, García Moreno, María Isabel, Ortiz-Mellet, Carmen, García-Fernández, José Manuel
Palabras clave : Guanidine
Imino sugars
Magnetic resonance Spectroscopy
Fecha de publicación : 24-Jan-2008
Editor: American Chemical Society
Citación : Journal of Organic Chemistry 73(5): 1995-1998 (2008)
Resumen: The preparation of carbohydrate mimics in which the endocyclic oxygen has been replaced by a guanidine-type nitrogen atom is reported. The synthetic strategy involves the furanose --> piperidine rearrangement of 5-deoxy-5-guanidino-L-idose precursors. The reaction proceeds through elimination of water to give 3-oxopiperidines, which were isolated as the corresponding hydrates. Biological evaluation of the new glycomimetics evidenced a strong influence of the nature of the substituents at the nitrogen atoms on the glycosidase inhibitory properties.
Descripción : 4 páginas, 1 tabla, 5 esquemas.
Versión del editor:
ISSN: 0022-3263
DOI: 10.1021/jo702374f
Citación : Journal of Organic Chemistry 73(5): 1995-1998 (2008)
Referencias: 18215064
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