The in vitro/in vivo metabolic pathways analysis of lobetyol, lobetyolin, and lobetyolinin, three polyacetylenes from Codonopsis Radix, by UHPLC-Q/TOF-MS and UHPLC-MS/MS

J Pharm Biomed Anal. 2023 Jan 20:223:115140. doi: 10.1016/j.jpba.2022.115140. Epub 2022 Nov 4.

Abstract

Polyacetylenes, lobetyol, lobetyolin and lobetyolinin, are responsible for antitumor, antioxidant, anti-inflammatory, immunomodulatory activities of Codonopsis Radix. However, their metabolic pathways are still unknown. The study was purposed to investigate the metabolism of three polyacetylenes in vitro and in vivo by ultra-performance liquid chromatography-quadrupole-time-of-flight mass spectrometry. Moreover, a rapid, sensitive and selective ultra-performance liquid chromatography-tandem mass spectrometry method was developed for the simultaneous quantitative and semi-quantitative determination of lobetyol and its 12 metabolites to investigate the metabolic stability and metabolic phenotypes. A total of 47, 30 and 34 metabolites of lobetyol, lobetyolin and lobetyolinin were found in all samples. These metabolites are produced through extensive pathways, mainly involving oxidation, glucuronidation and glutathione conjugation. Lobetyol showed good metabolic stability in liver microsomes. The results of both recombinant human CYP enzymes and chemical inhibition experiments confirmed that CYP2C19, 1A1, 2C9, and 1A2 are the major isozymes mediating lobetyol metabolism.

Keywords: Codonopsis Radix; Lobetyol; Lobetyolin; Lobetyolinin; Metabolism; Polyacetylenes.

MeSH terms

  • Chromatography, High Pressure Liquid / methods
  • Codonopsis* / chemistry
  • Humans
  • Metabolic Networks and Pathways
  • Polyacetylene Polymer
  • Tandem Mass Spectrometry / methods

Substances

  • lobetyolin
  • Polyacetylene Polymer