Chiron approaches to polyhydroxylated piperidines: promising glycosidase inhibitors

Glycosidase inhibitors from algae.

tion of Eagle’s minimum essential medium supplemented with 10% (v/v) horse serum [3], with or without tunicamycin (0.1 pg/ml) or castanospermine (10 pg/ml). Washed explants (typically 100 pg of protein) were homogenized in hyptonic Tes buffer, pH 7.0 [4], and centrifuged ( lo5 g, for 15 min). The supernatant (containing soluble proteins) was removed. A portion of the washed pellet was extracted...

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

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 inhibitors as conformational transition state analogues.

A method for estimating the conformational similarity between hexopyranose rings is presented and used to probe the behaviour of various glycosyl hydrolase inhibitors as conformational transition state analogues.

Polyhydroxylated homoazepanes and 1-deoxy-homonojirimycin analogues: Synthesis and glycosidase inhibition study.

The Johnson-Claisen rearrangement of D-gluco and L-ido-derived allylic orthoesters afforded gamma,delta-unsaturated ester that on ester reduction, epoxidation, regioselective oxirane opening by sodium azide and hydrogenation led to sugar amino alcohols--immediate precursors for 1-deoxy-homonojirimycin 3a,b, and polyhydroxylated homoazepanes 4a,b. Our synthetic approach and glycosidase inhibitor...

Promising Approaches 1