Synthesis, in vitro evaluation and molecular docking studies of novel triazine-triazole derivatives as potential α-glucosidase inhibitors.
A novel series of triazine-triazole derivatives 7a-7m were synthesized, characterized by1H NMR and evaluated for their α-glucosidase inhibitory activity. All the synthesized compounds displayed potent α-glucosidase inhibitory activity with IC50range of 11.63 ± 0.15 to 37.44 ± 0.35 μM, when compared to the standard drug acarbose (IC50= 817.38 ± 6.27 μM). Among the series, compound 7i (IC50= 11.63 ± 0.15 μM) bearing 2,5-dichloro substitution at phenyl ring, represented the most potent α-glucosidase inhibitory activity. Molecular docking studies of the most active compounds with the homology modelled α-glucosidase were also performed to explore the possible inhibitory mechanism. Our studies shown that these triazine-triazole derivatives are a new class of α-glucosidase inhibitors.
College of Chemistry and Chemical Engineering, Jishou University, Jishou, 416000, PR China. Electronic address: wanggch123@163.com.
Guangcheng
G
Wang
College of Chemistry and Chemical Engineering, Jishou University, Jishou, 416000, PR China.
Zhiyun
Z
Peng
College of Chemistry and Chemical Engineering, Jishou University, Jishou, 416000, PR China.
Jing
J
Wang
College of Chemistry and Chemical Engineering, Jishou University, Jishou, 416000, PR China.
Xin
X
Li
College of Chemistry and Chemical Engineering, Jishou University, Jishou, 416000, PR China.
Juan
J
Li
D057930:Click Chemistry; D015195:Drug Design; D065089:Glycoside Hydrolase Inhibitors / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D006801:Humans; D007004:Hypoglycemic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D062105:Molecular Docking Simulation; D013329:Structure-Activity Relationship; D014227:Triazines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D000520:alpha-Glucosidases / Q000378:metabolism
D065089:Glycoside Hydrolase Inhibitors; D007004:Hypoglycemic Agents; D014227:Triazines; D014230:Triazoles; D000520:alpha-Glucosidases
1,2,3-Triazole; 1,2,4-Triazine; Click chemistry; Molecular docking; α-Glucosidase inhibitor