A series of bicyclic isourea derivatives were prepared from 1-deoxynojirimycin using a concise synthetic protocol proceeding via a guanidino intermediate. Inhibition assays with a panel of glycosidases revealed that these deoxynojirimycin-derived bicyclic isoureas display very potent inhibition against human recombinant β-glucocerebrosidase with IC50 values in the low nanomolar range.
A. Sevšek, M. Čelan, B. Erjavec, L. Quarles van Ufford, J. Sastre Toraño, E. E. Moret, R. J. Pieters and N. I. Martin, Org. Biomol. Chem., 2016, 14, 8670 DOI: 10.1039/C6OB01735E
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