School of Environmental and Chemical Engineering, Shanghai University, 333, Nanchen Road, Shanghai 200444, China; School of Life Sciences, Shanghai University, 333, Nanchen Road, Shanghai 200444, China.
School of Life Sciences, Shanghai University, 333, Nanchen Road, Shanghai 200444, China.
Food Chem. 2020 Jun 15;315:126197. doi: 10.1016/j.foodchem.2020.126197. Epub 2020 Jan 13.
Two novel lipophilic derivatives of the natural olive oil phenol, hydroxytyrosol (HT), were synthesized using 3,4-dihydroxyphenylacetic acid as starting material. Their antioxidant activities and kinetics compared to HT and TBHQ were assessed by Rancimat, Schaal Oven, 2,2-diphenyl-1-picrylhydrazyl (DPPH) and deep-frying methods. All experiments, including kinetic data analysis based on the Arrhenius equation, utilized in assessing antioxidant activity except the DPPH assay revealed that the new lipophilic HT derivatives exhibited much stronger antioxidant activity than hydroxytyrosol. Tert-butylhydroquinone exhibited stronger antioxidant activity in bulk oil at 65 °C than the new HT derivatives, but showed much lower activity at higher temperatures (>110 °C). This demonstrates that the introduction of bulky alkyl moiety to the ortho-diphenolic structure of HT increased its antioxidant activity. It can be concluded that the new lipophilic HT derivatives satisfy industrial demands for bioactive compounds with strong antioxidant potential at high temperatures.
使用 3,4-二羟基苯乙酸作为起始原料，合成了天然橄榄油酚羟基酪醇（HT）的两种新型亲脂性衍生物。通过 Rancimat、沙氏烘箱、2,2-二苯基-1-苦基肼（DPPH）和油炸方法评估了它们与 HT 和 TBHQ 的抗氧化活性和动力学。除 DPPH 测定法外，所有评估抗氧化活性的实验，包括基于阿伦尼乌斯方程的动力学数据分析，都表明新型亲脂性 HT 衍生物的抗氧化活性比羟基酪醇强得多。叔丁基对苯二酚（TBHQ）在 65°C 的散装油中的抗氧化活性强于新型 HT 衍生物，但在较高温度（>110°C）下活性较低。这表明将大体积烷基部分引入 HT 的邻二酚结构增加了其抗氧化活性。可以得出结论，新型亲脂性 HT 衍生物满足了工业对具有高温强抗氧化潜力的生物活性化合物的需求。
