Title | Synthesis of lipophilic 1-deoxygalactonojirimycin derivatives as D-galactosidase inhibitors |
Publication Type | Journal Article |
Year of Publication | 2010 |
Authors | Schitter, G, Scheucher, E, Steiner, AJ, Stuetz, AE, Thonhofer, M, Tarling, CA, Withers, SG, Wicki, J, Fantur, K, Paschke, E, Mahuran, DJ, Rigat, BA, Tropak, M, Wrodnigg, TM |
Journal | BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY |
Volume | 6 |
Pagination | 21 |
Date Published | MAR 1 |
ISSN | 1860-5397 |
Abstract | N-Alkylation at the ring nitrogen of the D-galactosidase inhibitor 1-deoxygalactonojirimycin with a functionalised C(6) alkyl chain followed by modification with different aromatic substituents provided lipophilic 1-deoxygalactonojirimycin derivatives which exhibit inhibitory properties against beta-glycosidases from E. coli and Agrobacterium sp. as well as green coffee bean alpha-galactosidase. In preliminary studies, these compounds also showed potential as chemical chaperones for GM1-gangliosidosis related beta-galactosidase mutants. |
DOI | 10.3762/bjoc.6.21 |