title: Application of (1)H- and (19)F-NMR spectroscopy in the investigation of the urinary and biliary excretion of 3,5-, 2,4-ditrifluoromethylbenzoic and pentafluorobenzoic acids in rat.
abstract: 1. The metabolism and excretion of 2,4-, 3,5-ditrifluoromethyl- and pentafluorobenzoic acids were studied in the bile-cannulated rat using (1)H- and (19)F-NMR spectroscopy following intraperitoneal administration at 50 mg kg(-1). 2. Pentafluorobenzoic acid was excreted in the urine entirely unchanged. No detectable compound or metabolites were eliminated in the bile. A total of 63.5 +/- 6.7% of the dose was recovered in the 24-h collection period. 3. In the case of 2,4-ditrifluromethyl benzoic acid, 83.9 +/- 5.2% of the dose was recovered in the 24h after administration, with about 52% being excreted in the urine and 32% in the bile. The majority of the material present in the urine was unchanged parent compound. In bile, some 60% of the compound-related material excreted was present as transacylated ester glucuronide conjugates. 4. For 3,5-ditrifluoromethylbenzoic acid, 49.6 +/- 5.3% of the dose was recovered in the 24-h collection period, with about 22% being excreted in the urine and 28% in the bile. The material excreted in both the urine and bile was a mixture of the parent acid and transacylated ester glucuronides. 5. Urinary excretion in bile-cannulated animals was similar to that found in studies using non-cannulated animals dosed at 100mg kg(-1).
authors.affiliation: Department of Biological Chemistry, Biomedical Sciences Division, Sir Alexander Fleming Building, Imperial College of Science Technology and Medicine, South Kensington, London SW7 2AZ, UK.
authors.forename: C A
authors.initials: CA
authors.lastname: Blackledge
authors.forename: J K
authors.initials: JK
authors.lastname: Nicholson
authors.forename: J A
authors.initials: JA
authors.lastname: Evans
authors.forename: C
authors.initials: C
authors.lastname: Rodgers
authors.forename: I D
authors.initials: ID
authors.lastname: Wilson
mesh_terms: D000818:Animals; D001565:Benzoates / Q000378:metabolism* / Q000652:urine*; D001646:Bile / Q000378:metabolism*; D002404:Catheterization; D005461:Fluorine; D020719:Glucuronides / Q000378:metabolism / Q000652:urine; D006859:Hydrogen; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051381:Rats; D017208:Rats, Wistar; D005464:Fluorobenzenes; D005466:Fluorocarbons
chemical_list: D001565:Benzoates; D005461:Fluorine; D020719:Glucuronides; D006859:Hydrogen; C090819:pentafluorobenzoic acid; D005464:Fluorobenzenes; D005466:Fluorocarbons