Study of the electrochemical reduction of amoebicide teclozan and its amperometric determination in pharmaceutical formulations

Autor(es)

Santos, Andri L. ^[1] ; Takeuchi, Regina M. ^[2] ; Stradiotto, Nelson R. ^[2] ; Esteves, Ana Paula ^[3] ; Medeiros, Maria Jose ^[3]

Afiliação do(s) autor(es)

^[1] Univ Fed Uberlandia, Fac Ciencias Integradas Pontal, BR-38302000 Ituiutaba, MG - Brazil

^[2] Univ Estadual Paulista, BR-14801970 Araraquara, SP - Brazil

^[3] Univ Minho, Ctr Quim, P-4704553 Braga - Portugal

• Tipo de documento: Artigo Científico
• Fonte: Journal of the Brazilian Chemical Society; v. 19, n. 6, p. 1144-1152, 2008.
• Citações Web of Science: 2

Resumo

The electrochemical reduction of amoebicide Teclozan (TEC) was studied on a glassy carbon electrode in acetonitrile. Controlled-potential electrolyses were performed for coulometric and preparative purposes. The electrogenerated products were isolated by liquid-liquid extraction and characterized by ¹H NMR. It was observed that TEC presents two voltammetric peaks, each one associated with the cleavage of two C-Cl bonds. In presence of a proton donor it was observed that the first peak at -1.8 V promotes mainly the reduction of the groups CHCl2 to CH2Cl and the second one at -2.2 V promotes the reduction of the groups CH2Cl to CH3 giving as the sole product the completely dechlorinated TEC derivative with yields between 82 and 97%. In addition, a comparative study between the analytical performance of voltammetric techniques and amperometric detection of TEC in hydrodynamic conditions was performed. The amperometric detection was more sensitive than all evaluated voltammetric techniques, providing a detection limit of 8.9 × 10-6 mol L-1. (AU)

• Processo FAPESP: 03/09334-7 - Desenvolvimento de sensores eletroquimicos baseados em silicas organofuncionalizadas para a determinacao de metais pesados em alcool combustivel.
• Beneficiário: Regina Massako Takeuchi
• Modalidade de apoio: Bolsas no Brasil - Doutorado
• Processo FAPESP: 03/05567-7 - Estudo eletroquímico de dicloroacetamidas com atividade antiamebíaca
• Beneficiário: André Luiz dos Santos
• Modalidade de apoio: Bolsas no Brasil - Doutorado