Exploring in vitro, in vivo metabolism of mogroside V and distribution of its metabolites in rats by HPLC-ESI-IT-TOF-MS(n)

J Pharm Biomed Anal. 2015 Nov 10:115:418-30. doi: 10.1016/j.jpba.2015.07.024. Epub 2015 Jul 26.

Abstract

Mogroside V, a cucurbitane-type saponin, is not only the major bioactive constituent of traditional Chinese medicine Siraitiae Fructus, but also a widely used sweetener. To clarify its biotransformation process and identify its effective forms in vivo, we studied its metabolism in a human intestinal bacteria incubation system, a rat hepatic 9000g supernatant (S9) incubation system, and rats. Meanwhile, the distribution of mogroside V and its metabolites was also reported firstly. Seventy-seven new metabolites, including 52 oxidation products formed by mono- to tetra- hydroxylation/dehydrogenation, were identified with the aid of HPLC in tandem with ESI ion trap (IT) TOF multistage mass spectrometry (HPLC-ESI-IT-TOF-MS(n)). Specifically, 14 metabolites were identified in human intestinal bacteria incubation system, 4 in hepatic S9 incubation system, 58 in faeces, 29 in urine, 14 in plasma, 34 in heart, 33 in liver, 39 in spleen, 39 in lungs, 42 in kidneys, 45 in stomach, and 51 in small intestine. The metabolic pathways of mogroside V were proposed and the identified metabolic reactions were deglycosylation, hydroxylation, dehydrogenation, isomerization, glucosylation, and methylation. Mogroside V and its metabolites were distributed unevenly in the organs of treated rats. Seven bioactive metabolites of mogroside V were identified, among which mogroside IIE was abundant in heart, liver, spleen and lung, suggesting that it may contribute to the bioactivities of mogroside V. Mogroside V was mainly excreted in urine, whereas its metabolites were mainly excreted in faeces. To our knowledge, this is the first report that a plant constituent can be biotransformed into more than 65 metabolites in vivo. These findings will improve understanding of the in vivo metabolism, distribution, and effective forms of mogroside V and congeneric molecules.

Keywords: LC-ESI-IT-TOF-MS(n); Metabolite distribution; Mogrol; Mogroside V; Saponin; Siraitia grosvenorii.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Administration, Oral
  • Animals
  • Biotransformation
  • Chromatography, High Pressure Liquid*
  • Drugs, Chinese Herbal / administration & dosage
  • Drugs, Chinese Herbal / pharmacokinetics*
  • Feces / microbiology
  • Gastrointestinal Microbiome
  • Glycosylation
  • Humans
  • Hydroxylation
  • Intestines / microbiology
  • Male
  • Methylation
  • Microsomes, Liver / metabolism
  • Molecular Structure
  • Rats, Sprague-Dawley
  • Spectrometry, Mass, Electrospray Ionization*
  • Sweetening Agents / administration & dosage
  • Sweetening Agents / pharmacokinetics*
  • Tissue Distribution
  • Triterpenes / administration & dosage
  • Triterpenes / pharmacokinetics*

Substances

  • Drugs, Chinese Herbal
  • Sweetening Agents
  • Triterpenes
  • mogroside V