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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 CSIC ORCID | Palabras clave: | Guanidine Imino sugars Magnetic resonance Spectroscopy Spectrometry |
Fecha de publicación: | 24-ene-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73(5): 1995-1998 (2008) | Resumen: | The preparation of carbohydrate mimics in which the endocyclic oxygen has been replaced by a guanidine-type nitrogen atom is reported.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: | http://dx.doi.org/10.1021/jo702374f | URI: | http://hdl.handle.net/10261/37538 | DOI: | 10.1021/jo702374f | ISSN: | 0022-3263 |
Aparece en las colecciones: | (IIQ) Artículos |
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