İzgi, S.Şengül, İbrahim FazılŞahin, E.Koca, M.S.Cebeci, F.Kandemir, Hakan2022-05-112022-05-1120220022-2860https://doi.org/10.1016/j.molstruc.2021.131343https://hdl.handle.net/20.500.11776/4710In this current work, 7-azaindole based 1,3,4-oxadiazoles have been successfully prepared by treatment of 3-(hydrazonomethyl)-7-azaindole with the different acyl chlorides or acetic anhydrides to give the corresponding carbohydrazides, followed by iodine mediated synthetic protocol in order to afford the corresponding 2,5-disubstituted 1,3,4-oxadiazoles. The full characterization data of the novel compounds were obtained by utilizing 1H NMR, 13C NMR, FT-IR, high-resolution mass spectrometry and single crystal X-ray diffraction techniques. The antioxidant activity and ?-glucosidase inhibition potential of the prepared compounds are examined by in vitro assays. The targeted hydrazide linked 7-azaindoles and their corresponding cyclized form 1,3,4-oxadiazoles exhibited inhibitory potential with IC50 values ranges between 0.46 and 24.92 mM. Plausible binding mode and interaction of ligands with ?-glucosidase enzyme have been studied by molecular docking, supporting the experimental results. © 2021 Elsevier B.V.en10.1016/j.molstruc.2021.131343info:eu-repo/semantics/closedAccess1,3,4-oxadiazole7-azaindoleAntioxidant activityDocking study?-glucosidase inhibitionBinding energyChlorine compoundsMass spectrometrySingle crystals'current1,3,4-oxadiazole7-azaindoleAntioxidant activitiesCarbohydrazideDocking studiesGlucosidaseInhibition propertyOxadiazoles?-glucosidase inhibitionAntioxidantsArticle1247Q3WOS:0007095865000092-s2.0-85114035627Q2