Division of Nephrology, Department of Internal Medicine, University of Michigan, Ann Arbor, MI 48109, USA.
Free Radic Biol Med. 2010 Jul 15;49(2):205-13. doi: 10.1016/j.freeradbiomed.2010.04.003. Epub 2010 Apr 11.
Lycopene, a carotenoid found in tomatoes, is a proven antioxidant that may lower the risk of certain disorders including heart disease and cancer. Hypochlorous acid (HOCl) is an oxidant linked to tissue oxidation in cardiovascular disease and other inflammatory disorders through its ability to modify proteins, deoxyribonucleic acid, ribonucleic acid, and lipids. Here we show that lycopene can function as a potent scavenger of HOCl at a wide range of concentrations that span various pathophysiological and supplemental ranges. The oxidation of lycopene by HOCl was accompanied by a marked change in color, from red to colorless, of the lycopene solution, suggesting lycopene degradation. HPLC and LC-MS analysis showed that the exposure of lycopene to increasing concentrations of HOCl gave a range of metabolites resulting from oxidative cleavage of one or more C=C. The degree of degradation of lycopene (as assessed by the number and chain lengths of the various oxidative metabolites of lycopene) depends mainly on the ratio of HOCl to lycopene, suggesting that multiple molecules of HOCl are consumed per molecule of lycopene. Collectively, this work demonstrates a direct link between lycopene and HOCl scavenging and may assist in elucidating the mechanism of the protective function exerted by lycopene.
番茄中的类胡萝卜素番茄红素是一种已被证实的抗氧化剂,可能降低某些疾病(包括心脏病和癌症)的风险。次氯酸(HOCl)是一种氧化剂,通过其修饰蛋白质、脱氧核糖核酸、核糖核酸和脂质的能力,与心血管疾病和其他炎症性疾病中的组织氧化有关。在这里,我们表明番茄红素可以在广泛的浓度范围内作为 HOCl 的有效清除剂,涵盖了各种病理生理和补充范围。HOCl 对番茄红素的氧化伴随着番茄红素溶液颜色的明显变化,从红色变为无色,表明番茄红素降解。HPLC 和 LC-MS 分析表明,番茄红素暴露于不断增加的 HOCl 浓度会产生一系列代谢物,这些代谢物是由于一个或多个 C=C 的氧化裂解产生的。番茄红素的降解程度(通过评估番茄红素的各种氧化代谢物的数量和链长来评估)主要取决于 HOCl 与番茄红素的比例,表明每分子番茄红素消耗多个分子的 HOCl。总的来说,这项工作证明了番茄红素和 HOCl 清除之间的直接联系,并可能有助于阐明番茄红素发挥保护作用的机制。