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Voltammetric study in aqueous media of two new sulfonylhydrazone derivatives as candidates for antichagasic drugs

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Abstract

Two new sulfonylhydrazone derivatives with potentially antichagasic biological activity, analogues of nitrofural, were studied by cyclic voltammetry in aqueous medium using glassy carbon electrode aiming at a better understanding of their redox mechanism that can be related to the biological mechanism, being classically characterized by a charge transfer processes. In an acidic medium, an irreversible cathodic peak corresponding to the formation of a hydroxylamine derivative was observed, being linearly displaced with the decrease in the acidity of the medium to more negative potential values. In alkaline medium, the reduction was independent of the pH, registering the formation of the reversible R-NO2/R-NO2.− couple. The half-life of the radical nitro-anion was experimentally estimated and corroborated by simulation with Digisim.

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Author notes

  1. Lígia Scandoglieri de Almeida & Mauro Aquiles La-Scalea

    Present address: Department of Chemistry, Institute of Environmental, Chemical and Pharmaceutical Sciences, Federal University of São Paulo, Diadema, SP, Brazil

  2. Luísa Donatto Chiavassa

    Present address: Department of Chemical Engineering, Center of Structural Chemistry, Higher Technical Institute, University of Lisbon, Lisbon, Portugal

  3. Charles de Lima Brito, Fernando de Moura Gatti & Gustavo Henrique Goulart Trossini

    Present address: Department of Pharmacy, Faculty of Pharmaceutical Sciences, University of São Paulo, São Paulo, Brazil

Authors and Affiliations

  1. Department of Chemistry, Institute of Environmental, Chemical and Pharmaceutical Sciences, Federal University of São Paulo, Diadema, SP, Brazil

    Luísa Donatto Chiavassa

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Contributions

LSA, LDC and CLB had the conception and design of study, involving acquisition of data, analysis and/or interpretation of data. FMG synthesized the derivatives and performed the biological tests. GHGT revised the manuscript critically for important intellectual content. MAL-S wrote and revised the manuscript text critically for important intellectual content.

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Correspondence to Mauro Aquiles La-Scalea.

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de Almeida, L.S., Chiavassa, L.D., de Lima Brito, C. et al. Voltammetric study in aqueous media of two new sulfonylhydrazone derivatives as candidates for antichagasic drugs. J Appl Electrochem 54, 41–52 (2024). https://doi.org/10.1007/s10800-023-01945-5

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