Abstract
A series of bicyclic isourea derivatives were prepared from 1-deoxynojirimycin using a concise synthetic protocol proceeding via a guanidino intermediate. Inhibition assays with a panel of glycosidases revealed that these deoxynojirimycin-derived bicyclic isoureas display very potent inhibition against human recombinant β-glucocerebrosidase with IC50 values in the low nanomolar range.
MeSH terms
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1-Deoxynojirimycin / chemistry*
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Bridged Bicyclo Compounds, Heterocyclic / chemistry*
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Enzyme Inhibitors / chemistry*
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Enzyme Inhibitors / metabolism
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Enzyme Inhibitors / pharmacology*
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Glucosylceramidase / antagonists & inhibitors*
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Glucosylceramidase / chemistry
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Glucosylceramidase / metabolism
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Inhibitory Concentration 50
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Molecular Docking Simulation
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Protein Conformation
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Urease / chemistry*
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Urease / metabolism
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Urease / pharmacology*
Substances
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Bridged Bicyclo Compounds, Heterocyclic
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Enzyme Inhibitors
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1-Deoxynojirimycin
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Glucosylceramidase
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Urease