Synthesis of, and lack of inhibition of a rhamnosidase by, both enantiomers of deoxyrhamnojirimycin and rhamnolactam: β-Mannosidase inhibition by δ-lactams

Article abstract of DOI:10.1016/0040-4020(92)85012-4

Synthesis of both enantiomers of deoxyrhamnojirimycin and rhamnonolactam from D- and L-gulonolactones are described. The effects as inhibitors of the enantiomeric deoxyrhamnojirimycins and rhamnonolactams on human liver glycosidases are compared with deoxymannojirimycin and mannonolactam. No significant inhibition of the activity of naringinase (an α-L-rhamnosidase) was caused by any of these compounds.