Determination of Partition Coefficient and Acid Dissociation Constant by High-Performance Liquid Chromatography on Porous Polymer Gel as a Stationary Phase(Pharmaceutical)

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The availability of porous polymel gel as a stationary phase in high-performamce liquid chromatography (HPLC) for determination of the partition coefficient between octanol and water (P_<oct>), and the acid dissociation constant (pK_A) was examined for a wide variety of compounds. The log of capacity factor k' increased linearly with increase in log P_<oct>, when the hydrogen bonding ability of compounds was taken into account. However, aromatic compounds that possess an amino group such as procaine, anilines and sulfonamides showed anomalous chromatographic behavior from the viewpoint of the hydrogen-bonding ability. Furthermore, quinolines and pyridines also were anomalous. With these chromatographic characteristics in mind, log P_<oct> can be determined very accurately for various compounds by HPLC over a wide range of pH. Since this stationary phase is stable over a wide range of pH, HPLC could be run in the alkaline region, in contrast to the octadecyl silica (ODS) column, which is unstable above pH 7. From the capacity factor k' at various pH, pK_A values of various acids, bases and amphoterie compounds were determined very accurately. In conclusion, the porous polymer gel can be used as a stationary phase in HPLC in a range between acidic and alkaline regions. This stationary phase is effective for determining P_<oct> and pK_A values simultaneously or separately.
社団法人日本薬学会の論文
1987-01-25