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Reaction of hydroxyl radical with phenylpropanoid glycoside and its derivatives by pulse radiolysis
Authors:Yimin Shi  Wenfeng Wang  Jiuhong Kang  Yanping Shi  Zhongjian Jia  Ying Wang  Baoning Su  Side Yao  Nianyun Lin  Rongliang Zheng
Institution:1. Department of Biology, Lanzhou University, 730000, Lanzhou, China
2. Laboratory of Radiation Chemistry, Shanghai Institute of Nuclear Research, Chinese Academy of Sciences, 201800, Shanghai, China
3. State Key Laboratory of Applied Organic Chemistry, Lanzhou University, 730000, Lanzhou, China
4. State Key Laboratory of Arid Agroecology, Lanzhou University, 730000, Lanzhou, China
Abstract:The reaction of hydroxyl radical with 1 phenylpropanoid glycoside (PPG), cistanoside C, and its 3 derivatives: 1-0-β-D-2-(p-hydroxyphenyl)-ethanyl-glucose, 6-O-(E)-femloyl-glucose and 6-O-(E)-p-hydroxy-cinnarnoylglucose isolated from folk medicinal herbs was investigated by pulse radiolysis technique respectively. The reaction rate constants were determined by analysis of built-up trace of absorption at λmax of specific transient absorption spectra of PPG and its derivatives upon attacking · OH. All four compounds react with · OH at close to diffusion controlled rate (1. 03 × 109-19.139 × 109 L · mol−1 · s−1), suggesting that they are effective · OH scavengers. The results demonstrated that the numbers of phenolic hydroxyl groups of PPG and its derivatives are directly related to their scavenging activities. By comparing the reaction rates of · OH with 1-O-β-D-2-(p-hydroxyphenyl)-ethanyl-glucose, 6-O-(E)-feruloyl-glucose or 6-O-(E)-p-hydroxy-cinnomoyl-glucose, it is evident that the phenylethyl group is more impofiant than phenylacryloyl group for scavenging · OH.
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