PT  - JOURNAL ARTICLE
AU  - R K Breger
AU  - R F Novak
AU  - R B Franklin
AU  - D Rickert
AU  - J J Lech
TI  - Further structural analysis of rat liver microsomal metabolites of 2-methylnaphthalene.
DP  - 1983 Jul 01
TA  - Drug Metabolism and Disposition
PG  - 319--323
VI  - 11
IP  - 4
4099  - http://dmd.aspetjournals.org/content/11/4/319.short
4100  - http://dmd.aspetjournals.org/content/11/4/319.full
SO  - Drug Metab Dispos1983 Jul 01; 11
AB  - 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.