Abstract
A range of new tetra- and pentahydroxylated seven-membered iminoalditols has been efficiently synthesized from epoxyazepane precursors via nucleophilic opening with hydride or oxygenated species and subsequent hydrogenolysis. One tetrahydroxylated azepane, a ring homologue of deoxymannojirimycin, displays a selective and fairly good inhibition of alpha-L-fucosidase.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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1-Deoxynojirimycin
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Azepines / chemistry*
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Enzyme Inhibitors / chemical synthesis*
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Epoxy Compounds / chemistry*
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Glycoside Hydrolases / antagonists & inhibitors*
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Sugar Alcohols / chemical synthesis
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alpha-L-Fucosidase / antagonists & inhibitors*
Substances
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Azepines
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Enzyme Inhibitors
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Epoxy Compounds
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Sugar Alcohols
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1-Deoxynojirimycin
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Glycoside Hydrolases
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alpha-L-Fucosidase