Determination of the lipophilicity of quinolinesulfonamides by reversed-phase HPLC and theoretical calculations |
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| Authors: | Krzysztof Marciniec Jolanta Bafeltowska Maria J Maślankiewicz Ewa Buszman Stanisław Boryczka |
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| Institution: | 1. Department of Organic Chemistry, The Medical University of Silesia, Sosnowiec, Polandkmarciniec@sum.edu.pl;3. Department of Pharmaceutical Chemistry, The Medical University of Silesia, Sosnowiec, Poland;4. Institute of Chemistry, Silesian University, Katowice, Poland;5. Department of Organic Chemistry, The Medical University of Silesia, Sosnowiec, Poland |
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| Abstract: | Reversed-phase high-performance liquid chromatography analyses were used for the determination of the retention factor (log k) of a set of quinolinesulfonamides. The analyses utilized a mixture of acetonitrile/water as the mobile phase. The log k values were linearly dependent on the concentration of acetonitrile and extrapolated to 100% water and gave the lipophilicity parameter log kw. The parameter log PHPLC was determined from log kw values using the calibration curve obtained for five standards. The log PHPLC parameters are discussed in terms of structure–lipophilicity relationships. Furthermore, the theoretical lipophilic parameters (log Pcalc) for all compounds were calculated using chemical programs (e.g., Advanced Chemistry Development (ACD/ logP), miLogP, AlogP, ClogP, and Pallas). The determined log PHPLC and calculated log Pcalc values were compared by linear regression analysis. |
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| Keywords: | Lipophilicity log k log p quinolinesulfonamides RP-HPLC |
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