Abstract
A series of 3-styrylchromone derivatives (4-20) were synthesized and the structure-activity relationships for α-glucosidase inhibition and antioxidant activities were analyzed. Among the synthesized compounds, compounds 15 and 20, which contain a catechol moiety, showed both potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity (15: EC₅₀=17 µM; 20: EC₅₀=23 µM) and α-glucosidase inhibitory activity (15: IC₅₀=16 µM; 20: IC₅₀=10 µM). Our data suggest that 3-styrylchromone derivatives are novel α-glucosidase inhibitors that have the potential to counteract diet-induced hyperglycemia in diabetes.
MeSH terms
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Biphenyl Compounds / chemistry
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Chromones / chemical synthesis
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Chromones / chemistry*
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Chromones / pharmacology*
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Free Radical Scavengers / chemical synthesis
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Free Radical Scavengers / chemistry*
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Free Radical Scavengers / pharmacology*
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Glycoside Hydrolase Inhibitors / chemical synthesis
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Glycoside Hydrolase Inhibitors / chemistry*
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Glycoside Hydrolase Inhibitors / pharmacology*
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Humans
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Hypoglycemic Agents / chemical synthesis
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Hypoglycemic Agents / chemistry
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Hypoglycemic Agents / pharmacology
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Picrates / chemistry
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Saccharomyces cerevisiae / enzymology
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alpha-Glucosidases / metabolism
Substances
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Biphenyl Compounds
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Chromones
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Free Radical Scavengers
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Glycoside Hydrolase Inhibitors
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Hypoglycemic Agents
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Picrates
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1,1-diphenyl-2-picrylhydrazyl
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alpha-Glucosidases