Flexible synthesis and biological evaluation of novel 5-deoxyadenophorine analogues.
Basic Information
ID: ALA1147832
Journal: Bioorg Med Chem Lett
Title: Flexible synthesis and biological evaluation of novel 5-deoxyadenophorine analogues.
Authors: Pearson MS, Saad RO, Dintinger T, Amri H, Mathé-Allainmat M, Lebreton J.
Abstract: Adenophorine and its 5-deoxy analogue have been identified as natural iminosugars with efficient glycosidase inhibitory effects. The syntheses and biological evaluation of two new series of 5-deoxyadenophorine analogues in their racemic form are reported. The compounds 12e and 13d bearing a C11 and C7 alkyl chain, respectively, were found to be potent inhibitors of the beta-glucosidase from almond with Ki near to 60 microM. The compounds 13a,d which possess a 3,4-cis stereochemistry were efficient on glucosidases but also on the beta-galactosidase, what was not observed with the 3,4-trans series 12.
CiteXplore: 16603357
DOI: 10.1016/j.bmcl.2006.03.035
Patent ID: ┄