Synthesis of l-3-epi-isofagomine, its homo-, n-butyl and bicyclic analogues from d-glucose as glycosidase inhibitors.

Abstract: Synthesis of l-3-epi-isofagomine, its homo-, n-butyl derivatives and its bicyclic analogue as potent glycosidase inhibitor has been achieved from readily available d-glucose. Inhibition of some commercially available glycosidases was also carried out with the newly synthesized inhibitors which showed reasonably good inhibitions (9.4–198.2μM). One of them (compound 11) showed selective inhibition of β-galactosidase. [Copyright &y& Elsevier]