title: NMR study of whole rat bile: the biliary excretion of 4-cyano-N,N-dimethyl aniline by an isolated perfused rat liver and a liver in situ.
abstract: The structure of two biliary metabolites of 4-cyano-N,N-dimethyl aniline (CDA) contained in whole rat bile have been studied in detail by NMR at 400 MHz. A 4-cyano-N-methyl glutathione-N-aniline conjugate was identified as a biliary metabolite of CDA using relatively simple 1H NMR techniques. Isotopically 13C labelled CDA was used to generate 13C labelled xenobiotic conjugates. Our use of 1H/13C heteronuclear NMR techniques, in particular a 13C-selective HMQC-TOCSY experiment, allowed a N-beta-glucuronide conjugate, a previously unknown biliary metabolite of CDA, to be identified. Bile samples obtained from both the isolated perfused rat liver and the rat liver in situ were analysed.
authors.affiliation: University Chemical Laboratory, Cambridge, UK.
authors.forename: D A
authors.initials: DA
authors.lastname: Ryan
authors.forename: J K
authors.initials: JK
authors.lastname: Sanders
authors.forename: G C
authors.initials: GC
authors.lastname: Curtis
authors.forename: H
authors.initials: H
authors.lastname: Hughes
mesh_terms: D000814:Aniline Compounds / Q000378:metabolism*; D000818:Animals; D001646:Bile / Q000737:chemistry / Q000378:metabolism*; D001665:Binding Sites; D002247:Carbon Isotopes; D005978:Glutathione / Q000378:metabolism; D066298:In Vitro Techniques; D007553:Isotope Labeling; D008099:Liver / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D010477:Perfusion; D051381:Rats; D017207:Rats, Sprague-Dawley; D012015:Reference Standards
chemical_list: D000814:Aniline Compounds; D002247:Carbon Isotopes; C042318:4-cyano-N,N-dimethylaniline; D005978:Glutathione