TY - JOUR T1 - Further structural analysis of rat liver microsomal metabolites of 2-methylnaphthalene. JF - Drug Metabolism and Disposition JO - Drug Metab Dispos SP - 319 LP - 323 VL - 11 IS - 4 AU - R K Breger AU - R F Novak AU - R B Franklin AU - D Rickert AU - J J Lech Y1 - 1983/07/01 UR - http://dmd.aspetjournals.org/content/11/4/319.abstract N2 - The oxidative metabolites of 2-methylnaphthalene (2-MN) were extracted from rat liver microsome suspensions. One monohydroxylated and three isomeric dihydrodiol metabolites of 2-MN were isolated and purified by HPLC. The metabolites were characterized by GC-MS together with 1H Fourier transform (1HFT) NMR. The identification of a 2-MN-monohydroxylated product as 2-hydroxymethylnaphthalene was confirmed by comparison of its HPLC retention time and NMR spectrum with that of a synthetic standard. The three isomeric dihydrodiol metabolites had different HPLC retention times, fragmentation patterns, ultraviolet, and 1H NMR spectra. GC-MS of the silylated dihydrodiols revealed the consistent presence of an ion peak at m/z 320, indicative of a disilylated dihydrodiol. Analysis of the 1H FT NMR spectra revealed the metabolites to be the 3,4-dihydrodiol, 5,6-dihydrodiol, and 7,8-dihydrodiol of 2-methylnaphthalene. ER -