Zwieg J S, Castagnoli N
Psychopharmacol Commun. 1975;1(4):359-71.
In an effort to more fully characterize the metabolic fate of the psychotomimetic amine (1-(2, 5-dimethoxy-4-methylpheny.)-2-aminopropane (DOM, STP), the formation of the two possible monophenols and the p-hydroquinone metabolites of the parent drug by 10,000 X g supernatent fractions of rabbit liver homogenates has been investigated. All three metabolites have been fully characterized and quantitatively estimated by chemical ionization mass spectrometry with the aid of deuterium enriched compounds. The stereochemical course of the mono-O-demethylation reactions has been shown to proceed with enantiomeric enrichment of the S-aminophenols. The mechanistic implications concerning the mode of action of the parent drug and metabolic O-demethylation are discussed.
为了更全面地描述拟精神病胺（1-(2,5-二甲氧基-4-甲基苯基)-2-氨基丙烷，DOM，STP）的代谢命运，研究了兔肝匀浆10000×g上清液组分对母体药物两种可能的单酚和对苯二酚代谢物的形成。借助富含氘的化合物，通过化学电离质谱法对所有三种代谢物进行了全面表征和定量估计。已表明单-O-去甲基化反应的立体化学过程以S-氨基酚的对映体富集进行。讨论了关于母体药物作用方式和代谢O-去甲基化的机制意义。
