Hydrolytically stable arabinofuranoside analogs for the synthesis of arabinosyltransferase inhibitors

The first members of two new families of arabinosyltransferase inhibitors, derived from previously reported hybrid compounds covalently associating an iminoalditol with an α-d-arabinofuranoside, have been prepared. In place of the arabinofuranoside moiety, they incorporate in their structure a suitably substituted tetrahydrofuran (C-glycoside family) or a cyclopentane (carba-sugar family) for mimicking the α-d-arabinofuranoside ring.

Graphical abstractTwo new families of arabinosyltransferase inhibitors, incorporating C-glycoside and carba-sugar moieties have been prepared.Download full-size image