Synthesis of lipophilic 1-deoxygalactonojirimycin derivatives as D-galactosidase inhibitors
oleh: Georg Schitter, Elisabeth Scheucher, Andreas J. Steiner, Arnold E. Stütz, Martin Thonhofer, Chris A. Tarling, Stephen G. Withers, Jacqueline Wicki, Katrin Fantur, Eduard Paschke, Don J. Mahuran, Brigitte A. Rigat, Michael Tropak, Tanja M. Wrodnigg
| Format: | Article |
|---|---|
| Diterbitkan: | Beilstein-Institut 2010-03-01 |
Deskripsi
N-Alkylation at the ring nitrogen of the D-galactosidase inhibitor 1-deoxygalactonojirimycin with a functionalised C6 alkyl chain followed by modification with different aromatic substituents provided lipophilic 1-deoxygalactonojirimycin derivatives which exhibit inhibitory properties against β-glycosidases from E. coli and Agrobacterium sp. as well as green coffee bean α-galactosidase. In preliminary studies, these compounds also showed potential as chemical chaperones for GM1-gangliosidosis related β-galactosidase mutants.