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
Acknowledgements
The authors would like to thank Professor E.M EL HADRAMI, and Professor Y. KANDRI-RODI, Faculty of Sciences and Techniques, Fez, for spectral analysis (HRMS) of the compounds. We also thank the managers of the analysis and characterization center of the Faculty of Sciences Semlalia Marrakech, Morocco, for spectral analysis (NMR) of the synthesized heterocycles.
Disclosure Statement
The authors declare that they have no known competitive financial interests or personal relationships that may have influenced the work in this article.