Glycosidase inhibitors of gem-diamine 1- N-iminosugars : structures in media of enzyme assays

The relationships between structures and inhibitory activities of glycosidase inhibitors of gem-diamine 1- N-iminosugars in media of enzyme assays have been investigated. It has been proved that gem-diamine 1- N-iminosugar smoothly undergoes a structural change to a hydrated ketone or its derivative via a hemiaminal in the media (pH 5.0–6.3), and that the products generated in the media as well as the parent gem-diamine 1- N-iminosugars potently inhibit glycosidases. gem-Diamine 1- N-iminosugars ( 1 and 2) change the structures to 4 and 6 via 3 and 5, respectively in media, and the products ( 3– 6) as well as the parent compounds ( 1, 2) potently inhibit glycosidases.