Abstract
A series of 16 new chiral nonracemic polyhydroxylated piperidines was synthesized utilizing several chiral beta-amino-alcohols. They act as a nitrogen source, chirality inducer and iminium stabilizer, in the desymmetrization of meso-trihydroxylated glutaraldehyde. The biological activity of these compounds towards several glycosidases (alpha-D-glucosidase, alpha-D-mannosidase, alpha-L-fucosidase) has been evaluated.
MeSH terms
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Bacterial Proteins / antagonists & inhibitors
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Enzyme Inhibitors / chemical synthesis
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Enzyme Inhibitors / pharmacology
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Geobacillus stearothermophilus / chemistry
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Glycoside Hydrolases / antagonists & inhibitors*
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Piperidines / chemical synthesis*
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Piperidines / pharmacology
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Structure-Activity Relationship
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alpha-L-Fucosidase / antagonists & inhibitors
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alpha-Mannosidase / antagonists & inhibitors
Substances
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Bacterial Proteins
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Enzyme Inhibitors
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Piperidines
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Glycoside Hydrolases
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alpha-Mannosidase
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alpha-L-Fucosidase