Abstract
High-performance liquid chromatography (HPLC), over-pressured-layer chromatography (OPLC) and thin-layer chromatography (TLC) techniques with micellar mobile phases were proposed to evaluate the lipophilicity of 21 newly synthesized 1,2,4-triazoles, compounds of potential importance in medicine or agriculture as fungicides. Micellar parameters log k m were compared with extrapolated R M0 values determined from reversed-phase (RP) TLC experimental data obtained on RP-8 stationary phases as well as with log P values (Alog Ps, AClog P, Alog P, Mlog P, KowWin, xlog P2 and xlog P3) calculated from molecular structures of solutes tested. The results obtained by applying principal component analysis (PCA) and linear regression showed considerable similarity between partition and retention parameters as alternative lipophilicity descriptors, and indicated micellar chromatography as a suitable technique to study lipophilic properties of organic substances. In micellar HPLC, RP-8e column (Purospher) was applied, whereas in OPLC and TLC, RP-CN plates were applied, which was the novelty of this study and allowed the use of micellar effluents in planar chromatography measurements.
Highlights
For many years, continued interest in new bioactive compounds for applications in medicine and agriculture has been observed [1,2,3,4,5,6,7,8]
Micellar parameters log km were compared with extrapolated RM0 values determined from reversed-phase (RP) thin-layer chromatography (TLC) experimental data obtained on RP-8 stationary phases as well as with logarithms of the partition coefficients (log P) values (Alog Ps, AClog P, Alog P, Mlog P, KowWin, xlog P2 and xlog P3) calculated from molecular structures of solutes tested
Lipophilicity is characterized by solute distribution in biphasic liquid system, and its universal scale is represented by the logarithms of the partition coefficients in the case of neutral species or the distribution ratio for ionisable compounds [12, 17]
Summary
For many years, continued interest in new bioactive compounds for applications in medicine and agriculture has been observed [1,2,3,4,5,6,7,8]. Abstract High-performance liquid chromatography (HPLC), over-pressured-layer chromatography (OPLC) and thin-layer chromatography (TLC) techniques with micellar mobile phases were proposed to evaluate the lipophilicity of 21 newly synthesized 1,2,4-triazoles, compounds of potential importance in medicine or agriculture as fungicides. Micellar parameters log km were compared with extrapolated RM0 values determined from reversed-phase (RP) TLC experimental data obtained on RP-8 stationary phases as well as with log P values (Alog Ps, AClog P, Alog P, Mlog P, KowWin, xlog P2 and xlog P3) calculated from molecular structures of solutes tested.
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