Summary: | 4-Methoxyphenethyl (<i>E</i>)-3-(<i>o</i>-tolyl)acrylate (<b>1</b>) was obtained in a good yield by the reaction of 2-methylcinnamic acid, 4-methoxyphenethyl alcohol, 2-methyl-6-nitrobenzoic anhydride, 4-dimethylaminopyridine, and triethylamine at room temperature for 40 min. The structure of 4-methoxyphenethyl (<i>E</i>)-3-(<i>o</i>-tolyl)acrylate (<b>1</b>) was established by FTIR, NMR, and the high resolution of mass spectroscopies. 4-Methoxyphenethyl (<i>E</i>)-3-(<i>o</i>-tolyl)acrylate (<b>1</b>) showed higher α-glucosidase inhibition activity than standard drug acarbose. The molecular docking study exhibited that the title compound <b>1</b> had a good affinity for α-glucosidase (PDB ID: 3W37) and formed some interactions with the α-glucosidase active site residue.
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