4.7 Article

The inhibitory kinetics and mechanism of quercetin-3-O-rhamnoside and chlorogenic acid derived from Smilax china L. EtOAc fraction on xanthine oxidase

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ELSEVIER
DOI: 10.1016/j.ijbiomac.2022.05.188

关键词

Quercetin-3-O-rhamnoside; Chlorogenic acid; Xanthine oxidase; Inhibition mechanism; Spectroscopy; Docking

资金

  1. National Natural Sci-ence Foundation of China [82060165, 81760157]

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The phenolic components of Smilax china L., including quercetin-3-O-rhamnoside (QORh) and chlorogenic acid (CGA), showed inhibitory activity against xanthine oxidase (XO) by binding to the enzyme and causing structural changes. These findings provide a basis for the potential use of these phenolic components in improving the treatment of gout.
Smilax china L. showed various biological activities mainly due to its phenolic components; however, the mechanism of isolated phenolic fraction against xanthine oxidase (XO) has not been investigated. Quercetin-3-O-rhamnoside (QORh) and chlorogenic acid (CGA) extracted from Smilax china L. ethyl acetate fraction was analyzed for its XO inhibitory kinetics and mechanism using multispectroscopic methods and molecular docking techniques. QORh and CGA reversibly inhibited XO activity in competitive and non-competitive modes, respectively. The bioactive compounds bound with XO were dominated mainly by hydrogen bonds and van der Waals forces to form QORh-XO, and CGA-XO complexes with one affinity binding site. The synchronous fluorescence, circular dichroism, three-dimensional (3D) fluorescence, and Fourier transform infrared spectra exhibited that XO binding with QORh or CGA leads to the secondary and tertiary structural variation of the protein. Additionally, molecular docking further revealed that QORh binds to the active site of XO and forms hydrogen coupling with amino acid residues. The results showed that QORh and CGA had inhibitory activity on XO, which might be further used to modify the bioactive compounds and improve their efficacy to treat gout.

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