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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Electrochemical Reduction Using Glassy Carbon Electrode in Aqueous Medium of a Potential Anti-Chagas Drug: NFOH

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Author(s):
La-Scalea, M. A. [1, 2] ; Trossini, G. H. G. [1] ; Menezes, C. M. S. [1, 3] ; Chung, M. C. [4] ; Ferreira, E. I. [1]
Total Authors: 5
Affiliation:
[1] Univ Sao Paulo, Fac Ciencias Farmaceut, Dept Farm, Sao Paulo - Brazil
[2] Univ Fed Sao Paulo, Dept Ciencias Exactas & Terra, Diadema - Brazil
[3] Univ Fed Rio de Janeiro, LaSSBio, Fac Farm, Rio De Janeiro - Brazil
[4] Univ Estadual Julio de Mesquita Filho, Dept Farmacos & Medicamentos, Fac Ciencias Farmaceut, Araraquara - Brazil
Total Affiliations: 4
Document type: Journal article
Source: Journal of the Electrochemical Society; v. 156, n. 7, p. F93-F97, 2009.
Web of Science Citations: 8
Abstract

Nitrofurazone (NF) presents activity against Chagas' disease, yet it has a high toxicity. Its analog, hydroxymethylnitrofurazone (NFOH), is more potent against Trypanosoma cruzi and much less toxic than the parent drug, NF. The electrochemical reduction of NFOH in an aqueous medium using a glassy carbon electrode (GCE) is presented. By cyclic voltammetry in anacidic medium, one irreversible reduction peak related to hydroxylamine derivative formation was registered, being linearly pH dependent. However, from pH > 7, a reversible reduction peak at a more positive potential appears and corresponds to the formation of a nitro radical anion. The radical-anion kinetic stability was evaluated by Ip(a)/Ip(c) the current ratio of the R-NO(2)/R-NO(2)-redox couple. The nitro radical anion decays with a second-order rate constant (k(2)) of 6.07, 2.06, and 1.44(X 10(3)) L mol(-1) s(-1) corresponding to pH 8.29, 9.29, and 10.2, respectively, with a corresponding half-time life (t(1/2)) of 0.33, 0.97, and 1.4 s for each pH value. By polishing the GCE surface with diamond powder and comparing with the GCE surface polished with alumina, it is shown that the presence of alumina affects the lifetime of the nitro radical anion. (C) 2009 The Electrochemical Society. {[}DOI: 10.1149/1.3130082] All rights reserved. (AU)

FAPESP's process: 01/01192-3 - Potential antitripanosomal derived from nitro-heterocyclic compounds
Grantee:Elizabeth Igne Ferreira
Support Opportunities: Research Projects - Thematic Grants