Núñez-Vergara L J, Farias D, Bollo S, Squella J A
Laboratory of Bioelectrochemistry, Faculty of Chemical and Pharmaceutical Sciences, University of Chile, Santiago.
Bioelectrochemistry. 2001 Jan;53(1):103-10. doi: 10.1016/s0302-4598(00)00126-4.
This paper reports the feasibility of free radicals formation from flutamide by using cyclic voltammetry. The electrochemical characteristics and the reactivity of the one-electron reduction product from flutamide in mixed media with thiol compounds and the nuclei acid bases are characterized. Results from this paper show the thermodynamic feasibility of free radical formation expressed for both the cathodic peak potential and the second-order rate constant values. The reactivity of the radical towards thiol compounds (glutathione, cysteamine, N-acetylcysteine) and the nuclei acid base, adenine, thymine and uracil were quantitatively assessed through the calculation of the respective interaction rate constants. Based on these results, the following tentative order of reactivity towards the xeno/endobiotics is as follows: cysteamine > uracil > glutathione > adenine > N-acetylcysteine > thymine. The stability of the nitro radical anion electrochemically generated from flutamide showed a linear dependence with pH.
本文报道了利用循环伏安法从氟他胺形成自由基的可行性。对氟他胺在与硫醇化合物和核酸碱基的混合介质中的单电子还原产物的电化学特性和反应活性进行了表征。本文结果表明，从阴极峰电位和二级速率常数来看，自由基形成在热力学上是可行的。通过计算各自的相互作用速率常数，定量评估了该自由基对硫醇化合物（谷胱甘肽、半胱胺、N - 乙酰半胱氨酸）以及核酸碱基腺嘌呤、胸腺嘧啶和尿嘧啶的反应活性。基于这些结果，对异源/内源性物质的反应活性的初步顺序如下：半胱胺＞尿嘧啶＞谷胱甘肽＞腺嘌呤＞N - 乙酰半胱氨酸＞胸腺嘧啶。由氟他胺电化学产生的硝基自由基阴离子的稳定性与pH呈线性关系。
