Department of Agriculture, Forests, Nature and Energy (DAFNE), University of Tuscia , Via S. Camillo De Lellis, 01100 Viterbo, Italy.
J Agric Food Chem. 2012 Aug 1;60(30):7408-16. doi: 10.1021/jf301131a. Epub 2012 Jul 18.
A large panel of novel catecholic antioxidants and their fatty acid or methyl carbonate esters has been synthesized in satisfactory to good yields through a 2-iodoxybenzoic acid (IBX)-mediated aromatic hydroxylation as the key step. The new catechols are structural analogues of naturally occurring hydroxytyrosol (3,4-DHE). To evaluate structure/activity relationships, the antioxidant properties of all catecholic compounds were evaluated in vitro by ABTS assay and on whole cells by DCF fluorometric assay and compared with that of the corresponding already known hydroxytyrosyl derivatives. Results outline that all of the new catechols show antioxidant capacity in vitro higher than that of the corresponding hydroxytyrosyl derivatives. Less evident positive effects have been detected in whole cells experiments. Cytotoxicity experiments, using MTT assay, on a representative set of compounds evidenced no influence in cell survival.
已经通过 2-碘酰基苯甲酸（IBX）介导的芳基羟化反应合成了一组新型儿茶酚抗氧化剂及其脂肪酸或碳酸甲酯酯，作为关键步骤，产率令人满意至良好。这些新儿茶酚是天然存在的羟基酪醇（3,4-DHE）的结构类似物。为了评估结构/活性关系，通过 ABTS 测定法和 DCF 荧光测定法在体外和全细胞水平评估了所有儿茶酚化合物的抗氧化性能，并与相应的已知羟基酪醇衍生物进行了比较。结果表明，所有新儿茶酚的体外抗氧化能力均高于相应的羟基酪醇衍生物。在全细胞实验中检测到的阳性作用不明显。使用 MTT 测定法进行的代表性化合物的细胞毒性实验表明，对细胞存活没有影响。
