1010809-31-0Relevant academic research and scientific papers
Synthesis and biological evaluation of guanidine-type iminosugars
Aguilar, Matilde,Diaz-Perez, Paula,Garcia-Moreno, M. Isabel,Mellet, Carmen Ortiz,Garcia Fernandez, Jose M.
, p. 1995 - 1998 (2008/09/18)
(Chemical Equation Presented) The preparation of carbohydrate mimics in which the endocyclic oxygen has been replaced by a guanidine-type nitrogen atom is reported.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.
