Determination of the geometrical diarylpropenamine isomers in feces by high-performance liquid chromatography

Diarylpropenamine derivatives are a class of compounds which have been evaluated as potential drug candidates. Here a specific and reproducible HPLC method for the determination of cis- and trans-isomers of the unsubstituted derivative, 3-(4'-bromo-[1,1'-biphenyl]-4-yl)-3-(4-X-phenyl-N,N-dimethyl-2-propen-1-amine (I, where X=H) in feces is described. The analyte I and internal standard, nitro derivative (II, where X=NO2), were isolated from the basified biological matrix using a liquid-liquid extraction with ethyl acetate followed by a solid-phase procedure performed on a silica cartridge. The organic phase was evaporated to dryness, the residue was reconstituted in mobile phase and injected into the HPLC system. The analytes were eluted with ethyl acetate-hexane-triethylamine (59:40:1) in HPLC column (silica) and detected by UV spectrophotometry at 272 nm. Linearity, precision and accuracy data for feces standards after extraction were acceptable. The method has been applied to analyses of feces samples from rats dosed with I, in which it could be anticipated that fecal excretion is quantitatively the major route for I elimination. Copyright (C) 1999 Elsevier Science B.V.

Keywords

Diarylpropenamine, Geometrical isomers, alkene derivative, allylamine derivative, analytic method, animal experiment, controlled study, drug determination, drug metabolism, drug stability, feces analysis, high performance liquid chromatography, intraperitoneal drug administration, liquid liquid extraction, male, nonhuman, oral drug administration, pharmacokinetics, priority journal, rat, stereoisomerism, ultraviolet spectrophotometry, Amines, Animals, Chromatography, High Pressure Liquid, Feces, Male, Rats, Rats, Wistar, Reference Standards, Reproducibility of Results, Sensitivity and Specificity, Stereoisomerism