The biological activity of molecules is related to their chemical structure and physicochemical properties. It is well known that lipophilicity plays an important role in several aspects of absorption, distribution, metabolism, and excretion (ADME) of compounds [1-3]. The aim of our study was the estimation of the lipophilicity of propargyl thioquinolines, and search for relationships between their lipophilicity and in vitro anticancer activity. The synthesis of propargyl thioquinolines and thier antiproliferative activity against the breast line T47D have been described previously [4]. The lipophilicity of the series of the anticancer propargyl thioquinoline derivatives has been investigated using chromatograhic and computational methods. The parameters of relative lipophilicity (R_MO and log k^') of the tested compounds was determined experimentally both by reverse-phase thin layer (RP-TLC), and high performance liquid chromatographic methods (RP-HPLC, LiChrospher RP-18 column), with mixtures of acetonitile and water as mobile phases. Their phospholipophilicity (log k^'_IAM ) was determined using immobilized artificial membrane HPLC (IAM.PC DD2 Regis column). Acetonitrile in mobile phases was used in the concentrations: 50-90% (RP-TLC), 55-90% (RP-HPLC) and 35-60% (IAM-HPLC). The R_M, log k and log k_IAM values of the investigated compounds were linearly dependent on the acetonitrile concentration. The analysis allowed us to calculate the parameters: R_MO, log k^' and log k'_IAM values for each of the tested compounds. Their partition coefficients (log P) were also calculated with the Pallas (ver. 1.2 Compu Drug Chemistry Ltd, 1995) and CAChe (6.1.10) programs. The experimental and theoretical data has been compared and the relationship between the structure and the lipophilicity has been found. The quantitative structure-activity relationship studies have indicated that for the tested compounds there are dependencies between their lipophilicity and in vitro anticancer activity, expressed as ID₅₀ [mg mL^-1], against the breast cancer cell line (T47D).

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