Chromone-based benzohydrazide derivatives as potential ?-glucosidase inhibitor: Synthesis, biological evaluation and molecular docking study

被引：43
作者：
Fan, Meiyan [1 ,2 ]
Yang, Wei [1 ,2 ]
Peng, Zhiyun [1 ]
He, Yan [1 ]
Wang, Guangcheng [2 ]
机构：
[1] Guizhou Med Univ, Affiliated Hosp, Clin Trails Ctr, Guiyang, Peoples R China
[2] Guizhou Med Univ, Guizhou Prov Key Lab Pharmaceut, Guiyang, Peoples R China
来源：
BIOORGANIC CHEMISTRY | 2023年 / 131卷
关键词：
-Glucosidase inhibitor; Chromone; Fluorescence quenching; Circular dichroism spectra; ALPHA-GLUCOSIDASE; DIABETES-MELLITUS; KINETICS; ASSOCIATION; MECHANISM;
D O I：
10.1016/j.bioorg.2022.106276
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
In order to find new alpha-glucosidase inhibitors with high efficiency and low toxicity, novel chromone-based benzohydrazide derivatives 6a-6s were synthesized and characterized through 1H NMR, 13C NMR, and HRMS. All the new synthesized compounds were tested for inhibitory activities against alpha-glucosidase. Compounds 6a-6s with IC50 values ranging from 4.51 +/- 0.09 to 27.21 +/- 0.83 mu M, showed a potential alpha-glucosidase inhibitory activity as compared to the positive control (acarbose: IC50 = 790.40 +/- 0.91 mu M). Compound 6i exhibited the highest alpha-glucosidase inhibitory activity with an IC50 value of 4.51 +/- 0.09 mu M. The interaction between alpha-glucosidase and 6i was further confirmed by enzyme kinetic, fluorescence quenching, circular dichroism, and molecular docking study. In vivo experiment showed that 6i could suppress the rise of blood glucose levels after sucrose loading. The cytotoxicity result indicated that 6i exhibited low cytotoxicity in vitro.
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页数：11
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