Journal of Electroanalytical Chemistry, Vol.844, 124-131, 2019
Electrochemical characterization of cefadroxil beta-lactam antibiotic and Cu(II) complex formation
The electrochemical behaviour of cefadroxil, a first-generation beta-lactam antibiotic, was studied at glassy carbon electrodes in aqueous media over a wide range of pH. The first oxidation process is of the phenol moiety and follows an ECE mechanism, generating catechol and resorcinol derivatives as sub-products, which are then reduced and oxidized in subsequent cycles. The sulphur heteroatom present in the cyclic structure close to the beta-lactam moiety is oxidized in two steps generating sulphoxide and sulphone. This process was identified from direct comparison with amoxicillin, which has a similar molecular structure, although they belong to different classes of beta-lactam antibiotics. For amoxicillin, oxidation of the sulphur heteroatom occurred at more positive potentials, most likely due to structural difficulties in stabilizing the charged oxidized species. Formation of a complex between copper (II) and each of the antibiotics was studied by cyclic voltammetry. Finally, determination of cefadroxil in commercial samples was successfully carried out.
Keywords:beta-Lactam antibiotic;Cefadroxil;Amoxicillin;Cu(II) complex;Electrochemical characterization