Kong Qingjun, Zeng Qingzhi, Yu Jia, Xiao Hongxi, Lu Jun, Ren Xueyan
Xi'an Key Laboratory of Characteristic Fruit Storage and Preservation, Shaanxi Engineering Laboratory for Food Green Processing and Safety Control and Shaanxi Key Laboratory for Hazard Factors Assessment in Processing and Storage of Agricultural Products, College of Food Engineering and Nutritional Science, Shaanxi Normal University, Xi'an 710119, China.
College of Food Science, Southwest University, Chongqing 400700, China.
Biomedicines. 2021 Mar 8;9(3):271. doi: 10.3390/biomedicines9030271.
Resveratrol dimers have been extensively reported on due to their antioxidative activity. Previous studies revealed that resveratrol dimer has been shown to selectively quench singlet oxygen (O), and could protect DNA from oxidative damage. The mechanism of resveratrol dimers protecting DNA against oxidative damage is still not clear. Therefore, in this project, the reactants and products of resveratrol dimers protecting guanine from oxidative damage were qualitatively monitored and quantitatively analyzed by UHPLC-QTOF-MS and UHPLC-QQQ-MS. Results showed that when guanine and resveratrol dimers were attacked by O, mostly resveratrol dimers were oxidized, which protected guanine from oxidation. Resveratrol dimers' oxidation products were identified and quantified at 467.1134 [M-H] and 467.1118 [M-H], respectively. The resorcinol of resveratrol dimers reacted with singlet oxygen to produce p-benzoquinone, protecting guanine from O damage. Therefore, it is hereby reported for the first time that the resorcinol ring is the characteristic structure in stilbenes inhibiting O induced-DNA damage, which provides a theoretical basis for preventing and treating DNA damage-mediated diseases.
白藜芦醇二聚体因其抗氧化活性而被广泛报道。先前的研究表明，白藜芦醇二聚体已被证明能选择性地淬灭单线态氧（O），并能保护DNA免受氧化损伤。白藜芦醇二聚体保护DNA免受氧化损伤的机制仍不清楚。因此，在本项目中，通过超高效液相色谱-四极杆飞行时间质谱（UHPLC-QTOF-MS）和超高效液相色谱-三重四极杆质谱（UHPLC-QQQ-MS）对白藜芦醇二聚体保护鸟嘌呤免受氧化损伤的反应物和产物进行了定性监测和定量分析。结果表明，当鸟嘌呤和白藜芦醇二聚体受到O攻击时，大部分白藜芦醇二聚体被氧化，从而保护鸟嘌呤不被氧化。白藜芦醇二聚体的氧化产物分别在质荷比为467.1134 [M-H]和467.1118 [M-H]处被鉴定和定量。白藜芦醇二聚体的间苯二酚与单线态氧反应生成对苯醌，保护鸟嘌呤免受O损伤。因此，首次报道间苯二酚环是芪类化合物抑制O诱导的DNA损伤的特征结构，这为预防和治疗DNA损伤介导的疾病提供了理论依据。
