Mechanism of Resveratrol Dimers Isolated from Grape Inhibiting <sup>1</sup>O<sub>2</sub> Induced DNA Damage by UHPLC-QTOF-MS<sup>2</sup> and UHPLC-QQQ-MS<sup>2</sup> Analyses
Qingjun Kong,
Qingzhi Zeng,
Jia Yu,
Hongxi Xiao,
Jun Lu,
Xueyan Ren
Affiliations
Qingjun Kong
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
Qingzhi Zeng
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
Jia Yu
College of Food Science, Southwest University, Chongqing 400700, China
Hongxi Xiao
Xi’an Dairy Cow Breeding Center, Xi’an 710119, China
Jun Lu
School of Science, and School of Public Health and Interdisciplinary Studies, Faculty of Health & Environmental Sciences, Auckland University of Technology, Auckland 1142, New Zealand
Xueyan Ren
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
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 (1O2), 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-MS2 and UHPLC-QQQ-MS2. Results showed that when guanine and resveratrol dimers were attacked by 1O2, mostly resveratrol dimers were oxidized, which protected guanine from oxidation. Resveratrol dimers’ oxidation products were identified and quantified at m/z 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 1O2 damage. Therefore, it is hereby reported for the first time that the resorcinol ring is the characteristic structure in stilbenes inhibiting 1O2 induced-DNA damage, which provides a theoretical basis for preventing and treating DNA damage-mediated diseases.
