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Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/37538
Title: Synthesis and Biological Evaluation of Guanidine-Type Iminosugars
Authors: Aguilar Moncayo, Matilde; Díaz Pérez, Paula; García Moreno, María Isabel; Ortiz-Mellet, Carmen; García-Fernández, José Manuel
Keywords: Guanidine
Imino sugars
Magnetic resonance Spectroscopy
Issue Date: 24-Jan-2008
Publisher: American Chemical Society
Citation: Journal of Organic Chemistry 73(5): 1995-1998 (2008)
Abstract: The preparation of carbohydrate mimics in which the endocyclic oxygen has been replaced by a guanidine-type nitrogen atom is reported.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.
Description: 4 páginas, 1 tabla, 5 esquemas.
Publisher version (URL): http://dx.doi.org/10.1021/jo702374f
URI: http://hdl.handle.net/10261/37538
ISSN: 0022-3263
DOI: 10.1021/jo702374f
References: 18215064
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