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Sequential one-pot synthesis and antioxidant evaluation of 5-amino-4-(arylselanyl)-1H-pyrazoles

2022; Elsevier BV; Volume: 103; Linguagem: Inglês

10.1016/j.tetlet.2022.153992

1873-3581

Raquel G. Jacob, Daniela Hartwig, José Edmilson R. Nascimento, Paola B. Abib, Camila P. Ebersol, Pâmela P. P. Nunes, Paloma T. Birmann, Angela Maria Casaril, Lucielli Savegnago, Ricardo F. Schumacher,

Free Radicals and Antioxidants

We describe herein a simple and efficient method for the sequential one-pot synthesis of 5-amino-4-(arylselanyl)-1H-pyrazoles catalyzed by CuI/bpy under mild conditions. The starting materials are easily available benzoylacetonitriles, substituted hydrazines and diaryl diselenides. A range of substituted 5-amino-4-(arylselanyl)-1H-pyrazoles was obtained in moderate to good yields (49% to 90%). Moreover, we report the antioxidant effect of the 5-amino-4-(arylselanyl)-1H-pyrazoles in several in vitro trials, which is extremely important, because oxidative stress is a crucial role in the development of various human diseases. Our data revealed that all compounds demonstrated promising effects in scavenging the synthetic radical ABTS+, presented reducing power in ferric ion reducing antioxidant power (FRAP) assay, and ability to inhibit linoleic acid peroxidation. Thus, these compounds can be interesting synthetic molecules in the protection from oxidative diseases.