title: Resveratrol dimers, nutritional components in grape wine, are selective ROS scavengers and weak Nrf2 activators.
abstract: Resveratrol monomer (Res) and its oligomers are considered as nutritional components distributed in edible plants. Three naturally occurring resveratrol dimers, namely parthenocissin A (Par), quadrangularin A (Qua) and pallidol (Pal), were synthesized and evaluated for their ability to scavenge reactive oxygen species (ROS) and to activate the transcription factor Nrf2, which regulates cellular antioxidant systems. In vitro studies with different ROS and radical assay models showed that all the three dimers are strong DPPH quenchers and selective singlet oxygen ((1)O2) scavengers (IC50=4.90, 1.05 and 5.50 μM, respectively). However, they were ineffective against hydroxyl radical (OH) or superoxide anion (O2(-)). Exposing the dimers to an antioxidant response element (ARE) reporter cell line revealed that only pallidol was able to activate Nrf2 at 30 μM, while parthenocissin A and quadrangularin A had no significant effect on Nrf2. Our data demonstrates the distinct difference between reservatrol monomer and its dimers in activating the Nrf2/ARE signalling pathway.
authors.affiliation: Department of Chemistry, Zhejiang University, 38 Zheda Road, Hangzhou 310027, PR China; College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, PR China.
authors.forename: Chang
authors.initials: C
authors.lastname: Li
authors.affiliation: Department of Chemistry, Zhejiang University, 38 Zheda Road, Hangzhou 310027, PR China.
authors.forename: Xiaofei
authors.initials: X
authors.lastname: Xu
authors.affiliation: Department of Chemistry, Zhejiang University, 38 Zheda Road, Hangzhou 310027, PR China.
authors.forename: Zhihao
authors.initials: Z
authors.lastname: Tao
authors.affiliation: Department of Pharmacology, School of Medicine, Zhejiang University, Hangzhou 310058, PR China. Electronic address: xjwang@zju.edu.cn.
authors.forename: Xiu Jun
authors.initials: XJ
authors.lastname: Wang
authors.affiliation: Department of Chemistry, Zhejiang University, 38 Zheda Road, Hangzhou 310027, PR China. Electronic address: panyuanjiang@zju.edu.cn.
authors.forename: Yuanjiang
authors.initials: Y
authors.lastname: Pan
mesh_terms: D061745:Antioxidant Response Elements / Q000502:physiology; D019281:Dimerization; D016166:Free Radical Scavengers / Q000494:pharmacology*; D051267:NF-E2-Related Factor 2 / Q000378:metabolism*; D017382:Reactive Oxygen Species / Q000378:metabolism*; D000077185:Resveratrol; D015398:Signal Transduction; D013267:Stilbenes / Q000737:chemistry* / Q000494:pharmacology*; D027843:Vitis / Q000737:chemistry*; D014920:Wine / Q000032:analysis*
chemical_list: D016166:Free Radical Scavengers; D051267:NF-E2-Related Factor 2; C495635:NFE2L2 protein, human; D017382:Reactive Oxygen Species; D013267:Stilbenes; D000077185:Resveratrol
keywords: ARE; Nrf2; Pallidol; Parthenocissin A; Quadrangularin A; Resveratrol oligomer; Singlet oxygen