Synthesis, characterization, X-ray, α-glucosidase inhibition and molecular docking study of new triazolic systems
Marouane Ait Lahcen1, Mohamed Adardour1, Salma Mortada2
1Molecular Chemistry Laboratory, Department of Chemistry, Semlalia Faculty of Sciences, Cadi Ayyad University, Marrakech, Morocco.
Abstract:
We report in this work a synthesis of novel triazolo[1,5]benzodiazepine derivatives by the 1,3-dipolar cycloaddition reaction of N-aryl-C-ethoxycarbonylnitrilimines with 1,5-benzodiazepines. All the structures of the new compounds were determined from their NMR (1H and 13C) and HRMS. Then, X-ray crystallography analysis of compound 4d confirmed the stereochemistry of cycloadducts. The compounds 1, 4a-d, 5a-d, 6c, 7 and 8 were evaluated for their in vitro anti-diabetic activity against α-glucosidase. The compounds 1, 4d, 5a and 5b showed potential inhibitory activities compared to standard acarbose. Additionally, an in silico docking study was conducted to look into the active binding mode of the synthesized compounds within the target enzyme.Communicated by Ramaswamy H. Sarma.
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