Enache Teodor Adrian, Fatibello-Filho Orlando, Oliveira-Brett Ana Maria
Departamento de Química, Universidade de Coimbra, Portugal.
Comb Chem High Throughput Screen. 2010 Aug;13(7):569-77. doi: 10.2174/1386207311004070569.
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 study by differential pulse voltammetry over a wide pH range. The hydrolysis products are 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.
采用差分脉冲伏安法,在较宽的pH范围内,研究了曲氟尿苷(TRF)和阿司匹林(ASA)在水和碱性介质中,使用玻碳和硼掺杂金刚石两种不同电极表面水解前后的电化学行为。曲氟尿苷的水解产物是2-(羟基)-4-(三氟甲基)-苯甲酸(HTB),阿司匹林的水解产物是水杨酸(SA),它们在体内分别代表其主要代谢物。水解过程也通过分光光度法进行跟踪。紫外结果表明,在碱性溶液中,曲氟尿苷1小时后、阿司匹林2小时后完全水解。玻碳电极仅能分别通过电化学检测其水解产物HTB和SA来间接测定曲氟尿苷和阿司匹林。HTB和SA的氧化过程与pH有关,涉及不同数量的电子和质子。此外,由于HTB分子芳香环上的CF3,在1至8的研究pH范围内,SA和HTB的氧化峰电位之差等于100 mV。由于其更宽的氧化电位范围,硼掺杂金刚石电极用于研究曲氟尿苷和阿司匹林及其各自代谢物HTB和SA的直接氧化。