title: [Synthesis, biological activity and molecular docking research of N-{[(4-oxo-thiochroman-3-yl)phenyl]-methyl}acetamide derivatives as α-glucosidase inhibitors].
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.
authors.forename: Guan
authors.initials: G
authors.lastname: Zhou
authors.forename: Guo-chao
authors.initials: GC
authors.lastname: Liang
authors.forename: Xiao-yan
authors.initials: XY
authors.lastname: Han
authors.forename: Yi-fan
authors.initials: YF
authors.lastname: Zhong
authors.forename: Yun-fang
authors.initials: YF
authors.lastname: Dong
authors.forename: Xiao-cong
authors.initials: XC
authors.lastname: Luo
authors.forename: Hong-wei
authors.initials: HW
authors.lastname: Jin
authors.forename: Ya-li
authors.initials: YL
authors.lastname: Song
mesh_terms: D000081:Acetamides; D065089:Glycoside Hydrolase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D007004:Hypoglycemic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D062105:Molecular Docking Simulation; D013329:Structure-Activity Relationship; D000520:alpha-Glucosidases / Q000378:metabolism
chemical_list: D000081:Acetamides; D065089:Glycoside Hydrolase Inhibitors; D007004:Hypoglycemic Agents; D000520:alpha-Glucosidases