Nenadis Nikolaos, Papapostolou Maria, Tsimidou Maria Z
Laboratory of Food Chemistry and Technology (LFCT), School of Chemistry, Aristotle University of Thessaloniki (AUTh), 57001 Thessaloniki, Greece.
Natural Products Research Center of Excellence (NatPro-AUTH), Center for Interdisciplinary Research and Innovation (CIRI-AUTH), 57001 Thessaloniki, Greece.
Molecules. 2021 Apr 17;26(8):2342. doi: 10.3390/molecules26082342.
The present study examined the radical scavenging potential of the two benzene derivatives found in the bay laurel essential oil (EO), namely methyl eugenol (MEug) and eugenol (Eug), theoretically and experimentally to make suggestions on their contribution to the EO preservative activity through such a mechanism. Calculation of appropriate molecular indices widely used to characterize chain-breaking antioxidants was carried out in the gas and liquid phases (-hexane, -octanol, methanol, water). Experimental evidence was based on the DPPH scavenging assay applied to pure compounds and a set of bay laurel EOs chemically characterized with GC-MS/FID. Theoretical calculations suggested that the preservative properties of both compounds could be exerted through a radical scavenging mechanism via hydrogen atom donation. Eug was predicted to be of superior efficiency in line with experimental findings. Pearson correlation and partial least square regression analyses of the EO antioxidant activity values vs. % composition of individual volatiles indicated the positive contribution of both compounds to the radical scavenging activity of bay laurel EOs. Eug, despite its low content in bay laurel EOs, was found to influence the most the radical scavenging activity of the latter.
本研究从理论和实验两方面考察了月桂叶精油(EO)中发现的两种苯衍生物,即甲基丁香酚(MEug)和丁香酚(Eug)的自由基清除潜力,以就它们通过这种机制对EO防腐活性的贡献提出建议。在气相和液相(正己烷、正辛醇、甲醇、水)中计算了广泛用于表征链断裂抗氧化剂的合适分子指数。实验证据基于对纯化合物以及一组经气相色谱 - 质谱联用/氢火焰离子化检测器(GC-MS/FID)化学表征的月桂叶EO进行的DPPH清除试验。理论计算表明,这两种化合物的防腐性能可能通过氢原子供体的自由基清除机制发挥作用。预测Eug的效率更高,这与实验结果一致。对EO抗氧化活性值与各挥发性成分百分比组成进行的皮尔逊相关性分析和偏最小二乘回归分析表明,这两种化合物对月桂叶EO的自由基清除活性均有积极贡献。尽管Eug在月桂叶EO中的含量较低,但发现它对后者的自由基清除活性影响最大。