Petrenko Iu M, Vladimirov Iu A
Department of Fundamental Medicine, Moscow State University, Russia.
Eksp Klin Farmakol. 1998 Jan-Feb;61(1):44-50.
It was demonstrated that salicylic acid, by binding ions of ferrous iron, induces its oxidation to the oxide form by molecular oxygen with generation of active forms of oxygen. Salicylic acid may therefore form stable ferrosalicylic complexes only with iron oxide, in which case the affinity of salicylic acid for iron oxide is higher than that of o-phenanthroline and lower than that of EDTA. In the presence of ascorbate in the system with salicylic acid and iron ions continuous radical formation may take place due to alternating cycles of oxidation-reduction iron ions through the combined effect of salicylic acid and ascorbate on them. The initial salicylic acid content in commercial aspirin preparations and its intensive formation at pH values close to the physiological parameters were determined by colorimetry and the inner standard method. After incubation of aspirin preparations at pH close to the physiological values, accelerated oxidation of ferrous iron with formation of active oxygen forms was recorded, which was evidently due to salicylic acid produced as the result of aspirin breakdown under such conditions.
已证明,水杨酸通过结合亚铁离子,诱导其被分子氧氧化为氧化物形式并产生活性氧形式。因此,水杨酸可能仅与氧化铁形成稳定的水杨酸铁络合物,在这种情况下,水杨酸对氧化铁的亲和力高于邻菲罗啉,低于乙二胺四乙酸(EDTA)。在含有水杨酸和铁离子的体系中存在抗坏血酸盐时,由于水杨酸和抗坏血酸盐对铁离子的联合作用,铁离子通过交替的氧化还原循环可能会持续产生自由基。采用比色法和内标法测定了市售阿司匹林制剂中的初始水杨酸含量及其在接近生理参数的pH值下的大量形成。在接近生理值的pH条件下孵育阿司匹林制剂后,记录到亚铁离子加速氧化并产生活性氧形式,这显然是由于在这种条件下阿司匹林分解产生了水杨酸。