Abstract
The electrochemical behavior of triflusal (TRF) and aspirin (ASA), before and after hydrolysis in water and in alkaline medium using two different electrode surfaces, glassy carbon and boron doped diamond, was studied by differential pulse voltammetry over a wide pH range. The hydrolysis products were 2-(hydroxyl)-4-(trifluoromethyl)- benzoic acid (HTB) for triflusal and salicylic acid (SA) for aspirin, which in vivo represent their main metabolites. The hydrolysis processes were also followed by spectrophotometry. The UV results showed complete hydrolysis after one hour for TRF and after two hours for ASA in alkaline solution. The glassy carbon electrode enables only indirect determination of TRF and ASA through the electrochemical detection of their hydrolysis products HTB and SA, respectively. The oxidation processes of HTB and SA are pH dependent and involve different numbers of electrons and protons. Moreover, the difference between the oxidation peak potential of SA and HTB was equal to 100 mV in the studied pH range from 1 to 8 due to the CF3 of the aromatic ring of HTB molecule. Due to its wider oxidation potential range, the boron doped diamond electrode was used to study the direct oxidation of TRF and ASA, as well as of their respective metabolites HTB and SA.
Keywords: Triflusal, aspirin, HTB, salicylic acid, differential pulse voltammetry
Combinatorial Chemistry & High Throughput Screening
Title: Electrochemical Behavior of Triflusal, Aspirin and their Metabolites at Glassy Carbon and Boron Doped Diamond Electrodes
Volume: 13 Issue: 7
Author(s): Teodor Adrian Enache, Orlando Fatibello-Filho and Ana Maria Oliveira-Brett
Affiliation:
Keywords: Triflusal, aspirin, HTB, salicylic acid, differential pulse voltammetry
Abstract: The electrochemical behavior of triflusal (TRF) and aspirin (ASA), before and after hydrolysis in water and in alkaline medium using two different electrode surfaces, glassy carbon and boron doped diamond, was studied by differential pulse voltammetry over a wide pH range. The hydrolysis products were 2-(hydroxyl)-4-(trifluoromethyl)- benzoic acid (HTB) for triflusal and salicylic acid (SA) for aspirin, which in vivo represent their main metabolites. The hydrolysis processes were also followed by spectrophotometry. The UV results showed complete hydrolysis after one hour for TRF and after two hours for ASA in alkaline solution. The glassy carbon electrode enables only indirect determination of TRF and ASA through the electrochemical detection of their hydrolysis products HTB and SA, respectively. The oxidation processes of HTB and SA are pH dependent and involve different numbers of electrons and protons. Moreover, the difference between the oxidation peak potential of SA and HTB was equal to 100 mV in the studied pH range from 1 to 8 due to the CF3 of the aromatic ring of HTB molecule. Due to its wider oxidation potential range, the boron doped diamond electrode was used to study the direct oxidation of TRF and ASA, as well as of their respective metabolites HTB and SA.
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Cite this article as:
Adrian Enache Teodor, Fatibello-Filho Orlando and Maria Oliveira-Brett Ana, Electrochemical Behavior of Triflusal, Aspirin and their Metabolites at Glassy Carbon and Boron Doped Diamond Electrodes, Combinatorial Chemistry & High Throughput Screening 2010; 13 (7) . https://dx.doi.org/10.2174/1386207311004070569
DOI https://dx.doi.org/10.2174/1386207311004070569 |
Print ISSN 1386-2073 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5402 |
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