Fochetti Andrea, Villanova Noemi, Lombardi Andrea, Lelli Veronica, Gazzilli Yuri, Timperio Anna Maria, Fabrizi Giancarlo, Bernini Roberta
Department of Agriculture and Forest Sciences (DAFNE), University of Tuscia, Via San Camillo de Lellis, 01100 Viterbo, Italy.
Bioricerche S.r.l., Loc. Ferro di Cavallo, 58034 Castell'Azzara, Italy.
Molecules. 2025 Jul 23;30(15):3087. doi: 10.3390/molecules30153087.
Novel lipophilic hydroxyalkyl esters were synthetized by Fischer esterification in good to excellent yields (60-96%) from a panel of hydroxyphenylacetic acids and increasing chain length (2 to 8 carbon atoms) α,ω-diols. The in vitro antioxidant activity of these compounds was evaluated by DPPH and ABTS assays. Hydroxybutyl esters and hydroxyphenylacetic acids were used as starting materials for the synthesis of novel lipophilic diesters (butyl diarylacetates) using Mitsunobu reaction. The final products were isolated in moderate to good yields (40-78%), and their structure-antioxidant activity relationships are discussed. Compounds bearing the catechol moiety on one of the two aromatic rings and high lipophilicity proved to be the strongest antioxidants and were selected for testing as antibacterials against and , obtaining preliminary and promising results.
通过费歇尔酯化反应，以一系列羟基苯乙酸和链长递增（2至8个碳原子）的α,ω-二醇为原料，合成了新型亲脂性羟烷基酯，产率良好至优异（60 - 96%）。通过DPPH和ABTS测定法评估了这些化合物的体外抗氧化活性。以羟基丁酯和羟基苯乙酸为起始原料，利用 Mitsunobu 反应合成了新型亲脂性二酯（丁基二芳基乙酸酯）。最终产物的分离产率为中等至良好（40 - 78%），并讨论了它们的结构与抗氧化活性的关系。在两个芳环之一上带有儿茶酚部分且具有高亲脂性的化合物被证明是最强抗氧化剂，并被选作针对[具体细菌名称1]和[具体细菌名称2]的抗菌测试，获得了初步且有前景的结果。
