Biotransformation and Metabolic Profile of Limonin in Rat Liver Microsomes, Bile, and Urine by High-Performance Liquid Chromatography Coupled with Quadrupole Time-of-Flight Mass Spectrometry

J Agric Food Chem. 2018 Oct 10;66(40):10388-10393. doi: 10.1021/acs.jafc.8b02057. Epub 2018 Sep 27.

Abstract

Limonin is a triterpenoid in citrus seeds, which has significant biological activities. However, the metabolic profile of limonin has not been fully understood. To expound its metabolism in vivo and in vitro, the metabolites of limonin was studied by rat liver microsomes, urine, and bile. High-performance liquid chromatography/quadrupole time-of-flight mass spectrometry was used for identification. Among the metabolites, the structures of M1 and M3 were confirmed by chemical synthesis and nuclear magnetic resonance spectra analysis. Our results indicated that reduction and hydrolysis were the two major pathways during limonin metabolism in vivo and in vitro. The results from this work are valuable and important for understanding the metabolic process of limonin.

Keywords: hydrolysis; limonin; metabolism; reduction.

MeSH terms

  • Animals
  • Bile / chemistry
  • Bile / metabolism*
  • Biotransformation
  • Chromatography, High Pressure Liquid
  • Female
  • Limonins / chemistry
  • Limonins / metabolism*
  • Male
  • Mass Spectrometry
  • Microsomes, Liver / chemistry
  • Microsomes, Liver / metabolism*
  • Molecular Structure
  • Rats
  • Rats, Sprague-Dawley
  • Urine / chemistry*

Substances

  • Limonins
  • limonin