Abstract
A nitrogen analogue 4 of the naturally occurring sulfonium ion salacinol (1), a potent alpha-glucosidase inhibitor isolated from the Ayruvedic medicine Salacia reticulata, was synthesized and its inhibitory activity against alpha-glucosidase tested. Substitution of the sulfur atom in 1 with a nitrogen reduced the activity considerably. The solid-state stereostructure of the related compound (5) was determined on the basis of single crystal X-ray measurement.
MeSH terms
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Animals
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Enzyme Inhibitors / chemical synthesis
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Enzyme Inhibitors / pharmacology
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Glycoside Hydrolase Inhibitors*
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Intestinal Mucosa / drug effects
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Intestinal Mucosa / enzymology
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Mice
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Microvilli / drug effects
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Microvilli / enzymology
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Nitrogen Compounds / chemical synthesis*
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Nitrogen Compounds / pharmacology
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Rats
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Sugar Alcohols / chemical synthesis*
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Sugar Alcohols / pharmacology
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Sulfates*
Substances
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Enzyme Inhibitors
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Glycoside Hydrolase Inhibitors
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Nitrogen Compounds
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Sugar Alcohols
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Sulfates
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salacinol