Synthesis and glycosidase-inhibitory activity of novel polyhydroxylated quinolizidines derived from D-glycals

Abstract

A number of structurally novel polyhydroxylated quinolizidines have been prepared starting from 2-deoxyglycosylamines which in turn were derived from D-glycals by following a methodology developed in our laboratory. In our strategy, Grignard reaction and ring-closing metathesis (RCM) reactions are the key steps to construct the desired skeletons. All synthesized final molecules were checked for glycosidase inhibition activity, and some were found to be selective for certain glycosidases.