Identification of isomeric flavonoid glucuronides in urine and plasma by metal complexation and LC-ESI-MS/MS.
J Mass Spectrom
; 41(7): 911-20, 2006 Jul.
Article
em En
| MEDLINE
| ID: mdl-16810646
ABSTRACT
Noncovalent complexes were used for structural determination and isomer differentiation of flavonoid glucuronides. Several flavonoid glucuronides including naringenin-7-O-glucuronide, synthesized here for the first time, were used as test compounds. Electrospray ionization quadrupole ion trap mass spectrometry with collision-induced dissociation (CID) was used to analyze complexes of the form [Co(II) (L-H) (Aux)]+ and [Co(II) (L-H) (Aux)2]+, in which L is the flavonoid glucuronide and Aux is a phenanthroline-based ligand. These complexes yielded characteristic fragmentation patterns that facilitated assignment of the substitution position of the glucuronides. The methods were adapted to liquid chromatography/tandem mass spectrometry (LC-MS/MS) with postcolumn cobalt complexation and were tested on extracts from biological fluids. The metabolites naringenin-7-O-glucuronide and naringenin-4'-O-glucuronide were detected in human urine following the consumption of grapefruit juice. Isomeric quercetin glucuronides were identified and differentiated after spiking rat plasma at the 1 microM level, proving that the new methods are effective at biologically relevant concentrations.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Flavonoides
/
Glucuronídeos
/
Espectrometria de Massas por Ionização por Electrospray
Tipo de estudo:
Diagnostic_studies
/
Prognostic_studies
Limite:
Animals
Idioma:
En
Revista:
J Mass Spectrom
Ano de publicação:
2006
Tipo de documento:
Article
País de afiliação:
Estados Unidos