2-Acetamino-1,2-dideoxynojirimycin-lysine hybrids as hexosaminidase inhibitors.
Cyclisation by double reductive amination of 2-acetamino-2-deoxy-D-xylo-hexos-5-ulose with N-2 protected L-lysine derivatives provided 2-acetamino-1,2-dideoxynojirimycin derivatives without any observable epimer formation at C-5. Modifications on the lysine moiety gave access to lipophilic derivatives that exhibited improved hexosaminidase inhibitory activities.
Glycogroup, Institut für Organische Chemie, Technische Universität Graz, Stremayrgasse 16, A-8010 Graz, Austria.
Andreas J
AJ
Steiner
Georg
G
Schitter
Arnold E
AE
Stütz
Tanja M
TM
Wrodnigg
Chris A
CA
Tarling
Stephen G
SG
Withers
Don J
DJ
Mahuran
Michael B
MB
Tropak