Metabolism of [14C]2-aminobiphenyl in vivo by different species.
[14C] 2-Aminobiphenyl is predominantly metabolised in vivo to 3- and 5-hydroxy conjugated derivatives in all species. In some species, 2-aminobiphenyl is also excreted to a small extent as N-conjugated derivatives. Renal excretion accounts for about 30-40% of the administered dose during the first 24 hours. The 5-O-sulphate and 5-O-glucuronide of 2-amino-5-hydroxybiphenyl have been found as major metabolites with all species; 2-amino-3-hydroxybiphenyl-O-sulphate is also a significant metabolite. There were metabolic differences observed between species in this study. HPLC and TLC analytical techniques were used for separation and detection of [14C] 2-aminobiphenyl and its metabolites. Formation of different isomeric metabolites may be explained by electronic Hückel molecular orbital calculations and stereochemical factors.
Kajbaf
M
M
Chelsea Department of Pharmacy, King's College London, University of London, UK.
Gorrod
J W
JW
D000611:Aminobiphenyl Compounds / Q000032:analysis / Q000378:metabolism*; D000818:Animals; D002250:Carbon Radioisotopes; D002854:Chromatography, Paper; D006224:Cricetinae; D006168:Guinea Pigs; D007536:Isomerism; D008647:Mesocricetus; D009152:Mutagenicity Tests; D011877:Radionuclide Imaging; D051381:Rats; D011919:Rats, Inbred Strains; D013045:Species Specificity; D014556:Urine / Q000000981:diagnostic imaging / Q000378:metabolism
D000611:Aminobiphenyl Compounds; D002250:Carbon Radioisotopes; C006757:4-biphenylamine; C014970:2-aminodiphenyl; C049671:3-aminobiphenyl