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Synthesis of C-5a-substituted derivatives of 4-epi-isofagomine: notable β-galactosidase inhibitors and activity promotors of GM1-gangliosidosis related human lysosomal β-galactosidase mutant R201C.
- Source :
-
Carbohydrate research [Carbohydr Res] 2016 Jun 24; Vol. 429, pp. 71-80. Date of Electronic Publication: 2016 Mar 31. - Publication Year :
- 2016
-
Abstract
- From an easily available partially protected analog of 1-deoxy-L-gulo-nojirimycin, by chain-branching at C-4 and suitable modification, lipophilic analogs of the powerful β-D-galactosidase inhibitor 4-epi-isofagomine have been prepared. New compounds exhibit considerably improved inhibitory activities when compared with the unsubstituted parent compound and may serve as leads toward new pharmacological chaperones for GM1-gangliosidosis and Morquio B disease.<br /> (Copyright © 2016 Elsevier Ltd. All rights reserved.)
- Subjects :
- 1-Deoxynojirimycin chemistry
Gangliosidosis, GM1 drug therapy
Humans
Hydrophobic and Hydrophilic Interactions
Imino Pyranoses chemistry
Mucopolysaccharidosis IV drug therapy
beta-Galactosidase chemistry
1-Deoxynojirimycin analogs & derivatives
Imino Pyranoses chemical synthesis
beta-Galactosidase antagonists & inhibitors
Subjects
Details
- Language :
- English
- ISSN :
- 1873-426X
- Volume :
- 429
- Database :
- MEDLINE
- Journal :
- Carbohydrate research
- Publication Type :
- Academic Journal
- Accession number :
- 27063389
- Full Text :
- https://doi.org/10.1016/j.carres.2016.03.020