M. Ulgen et al., CHARACTERIZATION OF N-BENZYLCARBAZOLE AND ITS METABOLITES FROM MICROSOMAL MIXTURES BY TANDEM MASS-SPECTROMETRY, European journal of drug metabolism and pharmacokinetics, 19(4), 1994, pp. 343-348
The metabolism of N-benzylcarbazole (NBC) was studied in vitro using h
amster hepatic microsomes to establish whether the corresponding amide
is formed. This work was carried out in order to see if the extremely
low pak(a) characteristic of such a benzylic amine would allow the fo
rmation of the carbonyl derivative. No amide formation was observed. H
owever, a number of metabolic products were detected using HPLC, inclu
ding the oxidative debenzylation products, namely carbazole and benzal
dehyde, together with 2 phenolic isomers of NBC. These products were t
entatively characterized by their UV spectra using a rapiscam UV detec
tor connected to HPLC equipment. The structural characterization of th
ese 4 metabolites, together with unchanged substrate, was carried out
using desorption electron impact tandem mass spectrometry (DEI-MS/MS)
on hybrid instrument with EBQ(1)Q(2) configuration.