Lipophilic character of pyrimidinic nucleoside derivatives: Correlation between shake flask, chromatographic (RP-TLC and RP-HPLC) and theoretical methods

Chromatographic R-Mw and log k'(w) parameters have been used as alternative s to the shake flask n-octanol/water partition coefficient method to study the lipophilic character of several known pyrimidinic nucleoside derivative s and two novel ones. The R-M and log k' values were measured by means of r eversed-phase thin-layer chromatography (RP-TLC) and reversed-phase high pe rformance liquid chromatography (RP-HPLC) respectively. Good linear relatio nships were observed between log P values obtained from the classical shake flask method (log P-o/w) and each one of those obtained by chromatographic techniques (log PRP-TLC and log PRP-HPLC) and by theoretical calculations using the CLOGP program (log P-CLOGP. The R-Mw and log k'(w) values have pr oven to be reliable parameters for describing the lipophilic properties of this family of compounds.