Abstract
Molecular lipophilicity can be expressed by log P or more conveniently by log k, i.e. determined by the traditional shake-flask technique or by liquid chromatography. The log k of 11 arylpropionic non-steroidal anti-inflammatory drugs (NSAIDs) was determined at pH 7.4 of the eluent using two stationary phases i.e. octadecylsilane phase and an immobilized artificial membrane (IAM.PC.MG) packing. The chromatographic retention factors extrapolated to 100% aqueous phase (log k wODS and log k wIAM) were correlated with n-octanol/water lipophilicity parameters (log P) and with n-octanol/water partition coefficients corrected for ionization at pH 7.4 (log D 7.4). In this series of compounds, significant linear correlations ( r>0.94) between the chromatographic parameters (log k wIAM) and the reference lipophilicity data (log P and log D 7.4) were described. Moreover, regression analysis between the lipophilicity parameters and some pharmacokinetic data for the drugs under study were performed. The log k wIAM parameter over n-octanol/water partition data seems to provide a good model to obtain lipophilicity parameters of arylpropionic acid NSAIDs for quantitative structure-activity relationships studies.
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