Molecules (May 2022)

Biotransformation of Liquiritigenin into Characteristic Metabolites by the Gut Microbiota

  • Adili Keranmu,
  • Li-Bin Pan,
  • Jie Fu,
  • Pei Han,
  • Hang Yu,
  • Zheng-Wei Zhang,
  • Hui Xu,
  • Xin-Yu Yang,
  • Jia-Chun Hu,
  • Hao-Jian Zhang,
  • Meng-Meng Bu,
  • Jian-Dong Jiang,
  • Nian-Zeng Xing,
  • Yan Wang

DOI
https://doi.org/10.3390/molecules27103057
Journal volume & issue
Vol. 27, no. 10
p. 3057

Abstract

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The bioavailability of flavonoids is generally low after oral administration. The metabolic transformation of flavonoids by the gut microbiota may be one of the main reasons for this, although these metabolites have potential pharmacological activities. Liquiritigenin is an important dihydroflavonoid compound found in Glycyrrhiza uralensis that has a wide range of pharmacological properties, such as antitumor, antiulcer, anti-inflammatory, and anti-AIDS effects, but its mechanism of action remains unclear. This study explored the metabolites of liquiritigenin by examining gut microbiota metabolism and hepatic metabolism in vitro. Using LC-MS/MS and LC/MSn-IT-TOF techniques, three possible metabolites of liquiritigenin metabolized by the gut microbiota were identified: phloretic acid (M3), resorcinol (M4), and M5. M5 is speculated to be davidigenin, which has antitumor activity. By comparing these two metabolic pathways of liquiritigenin (the gut microbiota and liver microsomes), this study revealed that there are three main metabolites of liquiritigenin generated by intestinal bacteria, which provides a theoretical basis for the study of pharmacologically active substances in vivo.

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