title: The use of low-energy collisionally activated dissociation negative-ion tandem mass spectrometry for the characterization of dog and human urinary metabolites of the drug BW 1370U87.
abstract: Liquid chromatography (LC) combined with atmospheric pressure chemical ionization mass spectrometry was used to identify phase I and II metabolites of the drug BW 1370U87 in dog and human urine. Additional analysis of individual high-performance liquid chromatograph fractions collected from dog urine by combined gas chromatography/mass spectrometry identified one metabolite which was not detected by LC/MS methods. Using negative-ion LC/MS, the majority of BW 1370U87 metabolites in human urine were identified as glucuronic acid conjugates of phase I oxidative metabolites. The negative-ion fragmentation produced by low-energy collisionally activated decomposition (CAD), studied by tandem mass spectrometry experiments, confirmed that these compounds were drug-related and allowed metabolite structures to be assigned. Product-ion spectra of the metabolites were dominated by the loss of neutral molecules from even-electron deprotonated [M-H]- ions.
authors.affiliation: Division of Organic Chemistry, Burroughs Wellcome Co., Research Triangle Park, North Carolina.
authors.forename: L C
authors.initials: LC
authors.lastname: Taylor
authors.forename: R L
authors.initials: RL
authors.lastname: Johnson
authors.forename: L
authors.initials: L
authors.lastname: St John-Williams
authors.forename: T
authors.initials: T
authors.lastname: Johnson
authors.forename: S Y
authors.initials: SY
authors.lastname: Chang
mesh_terms: D000818:Animals; D001711:Biotransformation; D001896:Boron Compounds / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid; D004285:Dogs; D008401:Gas Chromatography-Mass Spectrometry; D005965:Glucuronates / Q000737:chemistry / Q000652:urine; D006571:Heterocyclic Compounds / Q000493:pharmacokinetics / Q000652:urine*; D006801:Humans; D006900:Hydroxylation; D008297:Male; D013058:Mass Spectrometry; D008996:Monoamine Oxidase Inhibitors / Q000493:pharmacokinetics / Q000652:urine*
chemical_list: D001896:Boron Compounds; D005965:Glucuronates; D006571:Heterocyclic Compounds; D008996:Monoamine Oxidase Inhibitors; C076100:1-ethylphenoxathiin 10,10-dioxide; C030433:n-butylboronic acid