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.
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.
Ryan
D A
DA
University Chemical Laboratory, Cambridge, UK.
Sanders
J K
JK
Curtis
G C
GC
Hughes
H
H
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
D000814:Aniline Compounds; D002247:Carbon Isotopes; C042318:4-cyano-N,N-dimethylaniline; D005978:Glutathione