Use of isoform-specific UGT metabolism to determine and describe rates and profiles of glucuronidation of wogonin and oroxylin A by human liver and intestinal microsomes

Pharm Res. 2010 Aug;27(8):1568-83. doi: 10.1007/s11095-010-0148-0. Epub 2010 Apr 22.

Abstract

Purposes: Glucuronidation via UDP-glucuronosyltransferases (or UGTs) is a major metabolic pathway. The purposes of this study are to determine the UGT-isoform-specific metabolic fingerprint (or GSMF) of wogonin and oroxylin A, and to use isoform-specific metabolism rates and kinetics to determine and describe their glucuronidation behaviors in tissue microsomes.

Methods: In vitro glucuronidation rates and profiles were measured using expressed UGTs and human intestinal and liver microsomes.

Results: GSMF experiments indicated that both flavonoids were metabolized mainly by UGT1As, with major contributions from UGT1A3 and UGT1A7-1A10. Isoform-specific metabolism showed that kinetic profiles obtained using expressed UGT1A3 and UGT1A7-1A10 could fit to known kinetic models. Glucuronidation of both flavonoids in human intestinal and liver microsomes followed simple Michaelis-Menten kinetics. A comparison of the kinetic parameters and profiles suggests that UGT1A9 is likely the main isoform responsible for liver metabolism. In contrast, a combination of UGT1As with a major contribution from UGT1A10 contributed to their intestinal metabolism. Correlation studies clearly showed that UGT isoform-specific metabolism could describe their metabolism rates and profiles in human liver and intestinal microsomes.

Conclusion: GSMF and isoform-specific metabolism profiles can determine and describe glucuronidation rates and profiles in human tissue microsomes.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Flavanones / chemistry*
  • Flavonoids / chemistry*
  • Gas Chromatography-Mass Spectrometry
  • Glucuronides / chemistry*
  • Glucuronosyltransferase / metabolism
  • Humans
  • Intestinal Mucosa / metabolism*
  • Kinetics
  • Microsomes / metabolism*
  • Microsomes, Liver / metabolism*
  • Monosaccharide Transport Proteins / chemistry*
  • Monosaccharide Transport Proteins / metabolism
  • Protein Isoforms

Substances

  • Flavanones
  • Flavonoids
  • Glucuronides
  • Monosaccharide Transport Proteins
  • Protein Isoforms
  • UDP-galactose translocator
  • 5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one
  • Glucuronosyltransferase
  • wogonin