title: Non-covalent interaction between dietary stilbenoids and human serum albumin: Structure-affinity relationship, and its influence on the stability, free radical scavenging activity and cell uptake of stilbenoids.
abstract: Dietary stilbenoids are associated with many benefits for human health, which depend on their bioavailability and bioaccessibility. The stilbenoid-human serum albumin (HSA) interactions are investigated to explore the structure-affinity relationship and influence on the stability, free radical scavenging activity and cell uptake of stilbenoids. The structure-affinity relationship of the stilbenoids-HSA interaction was found as: (1) the methoxylation enhanced the affinity, (2) an additional hydroxyl group increases the affinity and (3) the glycosylation significantly weakened the affinity. HSA obviously masked the free radical scavenging potential of stilbenoids. The stabilities of stilbenoids in different medium were determined as: HSA solution>human plasma>Dulbecco's modified Eagle's medium. It appears that the milk enhanced the cell uptake of stilbenoids with multi-hydroxyl groups and weakened the cell uptake of stilbenoids with methoxyl group on EA.hy 926 endothelial cells. The stilbenoids are hardly absorbed by human umbilical vein endothelial cells in the presence of milk.
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, 410083 Changsha, PR China; School of Chemistry and Chemical Engineering, Nantong University, Nantong 226000, Jiangsu, PR China.
authors.forename: Hui
authors.initials: H
authors.lastname: Cao
authors.affiliation: School of Chemistry and Chemical Engineering, Nantong University, Nantong 226000, Jiangsu, PR China.
authors.forename: Xueping
authors.initials: X
authors.lastname: Jia
authors.affiliation: Analytical and Testing Center, Nantong University, Nantong 226000, Jiangsu, PR China.
authors.forename: Jian
authors.initials: J
authors.lastname: Shi
authors.affiliation: College of Food Science, Fujian Agriculture and Forestry University, Fuzhou, Fujian 350002, PR China. Electronic address: jianboxiao@yahoo.ocm.
authors.forename: Jianbo
authors.initials: J
authors.lastname: Xiao
authors.affiliation: College of Chemistry and Chemical Engineering, Central South University, 410083 Changsha, PR China. Electronic address: xqchen@csu.edu.cn.
authors.forename: Xiaoqing
authors.initials: X
authors.lastname: Chen
mesh_terms: D065567:Absorption, Physiological; D000818:Animals; D042783:Endothelial Cells / Q000378:metabolism / Q000502:physiology*; D016166:Free Radical Scavengers; D006031:Glycosylation; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D008892:Milk; D011485:Protein Binding; D012709:Serum Albumin / Q000378:metabolism*; D013267:Stilbenes / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D016166:Free Radical Scavengers; D012709:Serum Albumin; D013267:Stilbenes
keywords: Cell uptake; EA.hy 926 endothelial cells; Free radical scavenging activity; HUVECs; Stability; Stilbenoids; Structure–affinity relationship