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Journal of Tea Science ›› 2024, Vol. 44 ›› Issue (3): 493-500.doi: 10.13305/j.cnki.jts.2024.03.002

• Research Paper • Previous Articles     Next Articles

Carbonylation Modification of Epicatechin and Its Activities of UV Absorption and Antioxidant

LEI Xiang1,2, ZHANG Minfeng1, LIN Hui1, WANG Lili1, ZHENG Deyong1,3,*   

  1. 1. College of Material Engineering, Fujian Agriculture and Forestry University, Fuzhou 350002, China;
    2. Law School, Fujian University of Technology, Fuzhou 350118, China;
    3. National Forestry and Grassland Administration Key Laboratory of Plant Fiber Functional Materials, Fuzhou 350002, China
  • Received:2023-12-08 Revised:2024-04-25 Online:2024-06-15 Published:2024-07-08

Abstract: In order to enhance the UV absorption characteristic of epicatechin derivatives and improve their solubility in non-polar solvents such as oils and fats, 2,2'-di(p-hydroxybenzocarbonyl)-epicatechin was synthesized from epicatechin and p-hydroxybenzoic acid using methane sulfonic acid as solvent and catalyst. The target products were separated by column chromatography, and the purity was verified by high performance liquid chromatography (HPLC), and the structure of the target products were verified by UV-vis, FT-IR, 1H NMR, 13C NMR, LC-MS spectroscopy. The UV absorption characteristic of 2,2'-di(p-hydroxybenzocarbonyl)-epicatechin and its ability to scavenge ABTS+·, DPPH· and O2-· were evaluated. The results show that the synthesized 2,2'-di(p-hydroxybenzocarbonyl)-epicatechin had similar UV absorption and comparable molar absorptivity to OMC, the commonly used UV absorber, and is expected to be an excellent UV absorber in the UVB band. 2,2'-di(p-hydroxybenzocarbonyl)-epicatechin had good antioxidant activity in vitro, and its antioxidant capacity in vitro was higher than that of VC and slightly lower than that of epicatechin, which is expected to be used for cosmetic applications.

Key words: epicatechin, carbonylation, modification, UV absorption, cosmetic

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