Lipophilicity determination of highly lipophilic compounds by liquid chromatography

Chemistry & Biodiversity
Amandine GuillotSophie Martel

Abstract

Different experimental strategies using short columns in both conventional liquid chromatography (HPLC) and ultra-high pressure liquid chromatography (UHPLC) were evaluated to allow, for the first time with these techniques, the lipophilicity determination of compounds with log P>5. Various organic modifiers, stationary phases, and elution modes were tested on 14 rigid compounds with a CLogP between 5 and 8, and 38 compounds with log P(oct) from 0 to 5. The best results in HPLC were obtained with the 20-mm Discovery RP Amide C16 stationary phase in isocratic mode using MeOH as organic modifier. To improve analysis time, the UHPLC approach was then evaluated. Consequently, a generic method was developed with a 30-mm Acquity BEH Shield RP18 column in gradient mode using MeOH as organic modifier, allowing a fourfold gain of time compared to the HPLC method, for the highly lipophilic compounds tested. Finally, the most rapid and accurate results were obtained with a 10-mm Hypersil GOLD Javelin HTS stationary phase in UHPLC, enabling an eightfold gain of time compared to the HPLC method.

References

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Nov 26, 2009·Chemistry & Biodiversity·Han van de Waterbeemd

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Citations

Mar 4, 2014·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Jadranka OdovićKatarina Karljiković-Rajić
Mar 21, 2016·Analytica Chimica Acta·Sophie MartelPierre-Alain Carrupt
May 1, 2010·Expert Opinion on Drug Discovery·Raul NicoliDavy Guillarme
Feb 14, 2013·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Nataša P MiloševićNada U Perišić-Janjić
Nov 8, 2012·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Sophie MartelPierre-Alain Carrupt
Dec 12, 2012·Journal of Molecular Graphics & Modelling·Veronika OpletalováKarel Palát
Aug 6, 2014·Journal of Agricultural and Food Chemistry·Nataša MiloševićDušan Antonović
Mar 3, 2012·Analytical Chemistry·Xin Li, Matthew A Cooper
Jun 8, 2017·Journal of Natural Products·Thomas MorauxChristine Gérardin-Charbonnier
Mar 2, 2010·Electrophoresis·Yveline HenchozPierre-Alain Carrupt

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