Institute of Nutrition, Friedrich Schiller University Jena, Jena, Germany.
J Agric Food Chem. 2011 May 11;59(9):4504-11. doi: 10.1021/jf1045969. Epub 2011 Apr 8.
Several studies have implicated the potent antioxidant properties of lycopene. However, most of the studies used only the (all-E)-isomer. (Z)-Isomers of lycopene were found in substantial amounts in processed foods and in human tissues. In the present study, we investigated in vitro the antioxidant activity of (5Z)-, (9Z)-, and (13Z)-lycopene compared to the (all-E)-isomer. Additionally, prolycopene, the (7Z,9Z,7'Z,9'Z)-isomer found in tangerine tomatoes, was analyzed. No significant differences were found between the isomers in ferric reducing antioxidant power assay and in bleaching the radical cation of 2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS), both based on ET mechanisms. In contrast, scavenging activity against peroxyl radicals generated by thermal degradation of 2,2'-azobis(2-amidinopropane) (AAPH) was higher in the (Z)-isomers. (5Z)-Lycopene was most antioxidant in scavenging lipid peroxyl radicals, evaluated by analyzing the inhibition of MbFe(III) lipid peroxidation of linoleic acid in mildly acidic conditions (pH 5.8) in a micellar environment, modeling a possible antioxidant action in the gastric compartment.
已有多项研究表明番茄红素具有很强的抗氧化性能。然而,大多数研究仅使用(全-E)异构体。(Z)异构体的番茄红素在加工食品和人体组织中大量存在。在本研究中,我们研究了(5Z)-、(9Z)-和(13Z)-番茄红素与(全-E)异构体相比的体外抗氧化活性。此外,还分析了在蜜橘番茄中发现的(7Z,9Z,7'Z,9'Z)-顺式番茄红素前体(prolycopene)。在铁还原抗氧化能力测定和漂白 2,2'-偶氮双(3-乙基苯并噻唑啉-6-磺酸)(ABTS)自由基阳离子方面,没有发现异构体之间存在显著差异,这两种方法都基于 ET 机制。相比之下,在由 2,2'-偶氮双(2-脒基丙烷)(AAPH)热降解产生的过氧自由基清除活性中,(Z)异构体的活性更高。(5Z)-番茄红素在清除脂质过氧自由基方面的抗氧化性能最强,通过分析在微环境中在温和酸性条件(pH 5.8)下抑制 MbFe(III)对亚油酸的脂质过氧化作用来评估,模拟了在胃区可能存在的抗氧化作用。