Synthesis and glycosidase inhibitory activity of enantiopure polyhydroxylated octahydroindoles and decahydroquinolines, analogs to castanospermine

The synthesis of new enantiopure polyhydroxylated octahydroindoles and decahydroquinolines, analogs to castanospermine, via a double reductive amination of enantiopure cyclic ketoaldehyde, and their inhibitory activity against alpha- or beta-D-glucosidases, alpha-D-mannosidase and alpha-L-fucosidase are described. (C) 2003 Elsevier Ltd. All rights reserved.