Synthesis, biological activity and molecular docking research of N-{(4-oxo-thiochroman-3-yl)phenyl-methyl}acetamide derivatives as α-glucosidase inhibitors / 药学学报
Acta Pharmaceutica Sinica
; (12): 93-99, 2016.
Article
in Zh
| WPRIM
| ID: wpr-320011
Responsible library:
WPRO
ABSTRACT
In order to develop potent antidiabetic agents that have inhibitory effect to a-glucosidase, twelve β-acetamido ketone derivatives such as N-{[(substituted-4-oxo-thiochroman-3-yl)phenyl]-methyl}acetamide are designed and synthesized through one-pot Dakin-West reaction. Their chemical structures are confirmed by 1H NMR, 13C NMR, IR and HR-MS. In vitro α-glucosidase inhibition assays of compounds 4a-41 were carried out using glucose oxidase method. The result indicated that most of them possess inhibitory activity in vitro. Compound 4k showed the most potent inhibitory activity with 87.3% inhibition of α-glucosidase at the concentration of 5.39 mmol x L(-1). The structure-activity relationship of these β-acetamido ketone derivatives was discussed preliminarily. Moreover, the molecular docking method was used to study the interaction mode of compound 4k and α-glucosidase. Our results will be helpful for designing of α-glucosidase inhibitors in the future.
Full text:
1
Index:
WPRIM
Main subject:
Pharmacology
/
Structure-Activity Relationship
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Alpha-Glucosidases
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Molecular Docking Simulation
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Glycoside Hydrolase Inhibitors
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Hypoglycemic Agents
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Acetamides
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Metabolism
Language:
Zh
Journal:
Acta Pharmaceutica Sinica
Year:
2016
Type:
Article