Feasibility of the estimation of octanol-water distribution coefficients of acidic drugs by microemulsion electrokinetic chromatography
Previous studies have shown that a microemulsion electrokinetic chromatography (MEEKC) system can estimate the logarithm of the octanol-water partition coefficient (log Po/w) of neutral solutes. In the present work, the applicability of the method to partially and fully ionized acids has been evalua...
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| Format: | Article |
| Language: | English |
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International Association of Physical Chemists (IAPC)
2018-03-01
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| Series: | ADMET and DMPK |
| Subjects: | |
| Online Access: | http://pub.iapchem.org/ojs/index.php/admet/article/view/510 |
| _version_ | 1818518726031441920 |
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| author | Alejandro Fernández-Pumarega1 Susana Amézqueta1 Elisabet Fuguet Martí Rosés |
| author_facet | Alejandro Fernández-Pumarega1 Susana Amézqueta1 Elisabet Fuguet Martí Rosés |
| author_sort | Alejandro Fernández-Pumarega1 |
| collection | DOAJ |
| description | Previous studies have shown that a microemulsion electrokinetic chromatography (MEEKC) system can estimate the logarithm of the octanol-water partition coefficient (log Po/w) of neutral solutes. In the present work, the applicability of the method to partially and fully ionized acids has been evaluated. Naproxen, a monoprotic acid, has been used as test solute. The retention factor (k) of this compound has been measured in MEEKC at several values of pH and the retention factor-pH profile has been established. As log Po/w correlates with log kMEEKC for neutral compounds, this correlation has been used to estimate the logarithm of the octanol-water partition coefficient of the neutral (log Po/w(HA)), and the fully ionized (log P o/w(A-)) forms of naproxen. Then, the logarithm of the octanol-water distribution coefficient (log Do/w) of the partially ionized form of the acid has been estimated. The comparison of the estimated values with the ones obtained experimentally using the classical procedures, such as the shake-flask method, shows differences under 0.4 log Do/w units either if the acid is partially ionized or in its neutral form in the most part of the pH range. However, the method overestimates the log Do/w of the highly (>99.5 %) or fully ionized form of naproxen. |
| first_indexed | 2024-12-11T01:14:14Z |
| format | Article |
| id | doaj.art-f4f9fbf6dc03493185fdc178c3db6a23 |
| institution | Directory Open Access Journal |
| issn | 1848-7718 |
| language | English |
| last_indexed | 2024-12-11T01:14:14Z |
| publishDate | 2018-03-01 |
| publisher | International Association of Physical Chemists (IAPC) |
| record_format | Article |
| series | ADMET and DMPK |
| spelling | doaj.art-f4f9fbf6dc03493185fdc178c3db6a232022-12-22T01:25:56ZengInternational Association of Physical Chemists (IAPC)ADMET and DMPK1848-77182018-03-0161556010.5599/admet.6.1.510303Feasibility of the estimation of octanol-water distribution coefficients of acidic drugs by microemulsion electrokinetic chromatographyAlejandro Fernández-Pumarega10Susana Amézqueta11Elisabet Fuguet2Martí Rosés3Universitat de BarcelonaUniversitat de BarcelonaUniversitat de BarcelonaUniversitat de Barcelona, SpainPrevious studies have shown that a microemulsion electrokinetic chromatography (MEEKC) system can estimate the logarithm of the octanol-water partition coefficient (log Po/w) of neutral solutes. In the present work, the applicability of the method to partially and fully ionized acids has been evaluated. Naproxen, a monoprotic acid, has been used as test solute. The retention factor (k) of this compound has been measured in MEEKC at several values of pH and the retention factor-pH profile has been established. As log Po/w correlates with log kMEEKC for neutral compounds, this correlation has been used to estimate the logarithm of the octanol-water partition coefficient of the neutral (log Po/w(HA)), and the fully ionized (log P o/w(A-)) forms of naproxen. Then, the logarithm of the octanol-water distribution coefficient (log Do/w) of the partially ionized form of the acid has been estimated. The comparison of the estimated values with the ones obtained experimentally using the classical procedures, such as the shake-flask method, shows differences under 0.4 log Do/w units either if the acid is partially ionized or in its neutral form in the most part of the pH range. However, the method overestimates the log Do/w of the highly (>99.5 %) or fully ionized form of naproxen.http://pub.iapchem.org/ojs/index.php/admet/article/view/510Capillary electrophoresisMEEKClogDo/wlipophilicity |
| spellingShingle | Alejandro Fernández-Pumarega1 Susana Amézqueta1 Elisabet Fuguet Martí Rosés Feasibility of the estimation of octanol-water distribution coefficients of acidic drugs by microemulsion electrokinetic chromatography ADMET and DMPK Capillary electrophoresis MEEKC logDo/w lipophilicity |
| title | Feasibility of the estimation of octanol-water distribution coefficients of acidic drugs by microemulsion electrokinetic chromatography |
| title_full | Feasibility of the estimation of octanol-water distribution coefficients of acidic drugs by microemulsion electrokinetic chromatography |
| title_fullStr | Feasibility of the estimation of octanol-water distribution coefficients of acidic drugs by microemulsion electrokinetic chromatography |
| title_full_unstemmed | Feasibility of the estimation of octanol-water distribution coefficients of acidic drugs by microemulsion electrokinetic chromatography |
| title_short | Feasibility of the estimation of octanol-water distribution coefficients of acidic drugs by microemulsion electrokinetic chromatography |
| title_sort | feasibility of the estimation of octanol water distribution coefficients of acidic drugs by microemulsion electrokinetic chromatography |
| topic | Capillary electrophoresis MEEKC logDo/w lipophilicity |
| url | http://pub.iapchem.org/ojs/index.php/admet/article/view/510 |
| work_keys_str_mv | AT alejandrofernandezpumarega1 feasibilityoftheestimationofoctanolwaterdistributioncoefficientsofacidicdrugsbymicroemulsionelectrokineticchromatography AT susanaamezqueta1 feasibilityoftheestimationofoctanolwaterdistributioncoefficientsofacidicdrugsbymicroemulsionelectrokineticchromatography AT elisabetfuguet feasibilityoftheestimationofoctanolwaterdistributioncoefficientsofacidicdrugsbymicroemulsionelectrokineticchromatography AT martiroses feasibilityoftheestimationofoctanolwaterdistributioncoefficientsofacidicdrugsbymicroemulsionelectrokineticchromatography |