PT - JOURNAL ARTICLE AU - Vashishtha, Sarvesh C. AU - Hawes, Edward M. AU - McKay, Gordon AU - McCann, Denis J. TI - Synthesis and Identification of the Quaternary Ammonium-Linked Glucuronide of 1-Phenylimidazole in Human Liver Microsomes and Investigation of the Human UDP-Glucuronosyltransferases Involved DP - 2000 Sep 01 TA - Drug Metabolism and Disposition PG - 1009--1013 VI - 28 IP - 9 4099 - http://dmd.aspetjournals.org/content/28/9/1009.short 4100 - http://dmd.aspetjournals.org/content/28/9/1009.full SO - Drug Metab Dispos2000 Sep 01; 28 AB - 1-Phenylimidazole was investigated as a potential model substrate with respect to formation of a quaternary ammonium-linked glucuronide (N+-glucuronide) at an aromatic type tertiary amine. A reference sample of the potential N+-glucuronide metabolite of 1-phenylimidazole was obtained by organic synthesis. The structural identity of the metabolite formed by incubation of 1-phenylimidazole with human liver microsomes was proven to be the N+-glucuronide by exhibiting the same HPLC retention time and electrospray ionization mass spectrum as the reference sample. The screening of 1-phenylimidazole against a panel of nine expressed human UDP-glucuronosyltransferases indicated the involvement of UGT1A3 and UGT1A4 in the formation of the N+-glucuronide metabolite. The American Society for Pharmacology and Experimental Therapeutics