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Enantiomeric analysis of phenylpropanolamine in plasma via resolution of dinitrophenylurea derivatives on a high performance liquid chromatographic chiral stationary phase
Author(s) -
Doyle Thomas D.,
Brunner Charlotte A.,
Vick James A.
Publication year - 1991
Publication title -
biomedical chromatography
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.4
H-Index - 65
eISSN - 1099-0801
pISSN - 0269-3879
DOI - 10.1002/bmc.1130050110
Subject(s) - chemistry , chromatography , phenylpropanolamine , enantiomer , plasma , resolution (logic) , chiral stationary phase , phase (matter) , chiral derivatizing agent , stationary phase , high performance liquid chromatography , chiral column chromatography , organic chemistry , artificial intelligence , computer science , physics , quantum mechanics
Racemic phenylpropanolamine was resolved on a high performance liquid chromatographic (HPLC) chiral stationary phase (CSP) as the 3,5‐dinitrophenyl ureide derivative. The CSP was prepared by a simple in situ procedure in which ( R )‐(1‐naphthyl)ethyl isocyanate was bound to aminopropyl silanized silica through a urea linkage. The enantiomeric ureides were prepared by a room‐temperature, 60‐second procedure, accomplishing simultaneous extraction and derivatization and utilizing achiral 3,5‐dinitrophenyl isocyanate as reagent. Baseline resolution was readily achieved under normal phase conditions, with a separation factor (α) of 1.16 and a resolution factor ( R s ) of 2.2. Elution was complete within 10 min. A limit of detection, by UV at 235 nm, of 250 pg per isomer was established. Feasibility of the procedure for plasma determinations was demonstrated by assay of samples from a canine subject.