RAPID METHOD FOR ESTIMATING OCTANOL-WATER PARTITION COEFFICIENT (LOG POCT) FROM ISOCRATIC RP-HPLC AND A HYDROGEN BOND ACIDITY TERM (A)
| Autor: | Chau My Du, Michael H. Abraham, Klára Valkó, Derek P. Reynolds, Chris Bevan |
|---|---|
| Rok vydání: | 2001 |
| Předmět: |
Octanol
Chromatography Chemistry Clinical Biochemistry Analytical chemistry Solvation Pharmaceutical Science Reversed-phase chromatography Biochemistry High-performance liquid chromatography Analytical Chemistry Partition coefficient chemistry.chemical_compound Molar refractivity Molecular descriptor Lipophilicity |
| Zdroj: | Journal of Liquid Chromatography & Related Technologies. 24:635-649 |
| ISSN: | 1520-572X 1082-6076 |
| DOI: | 10.1081/jlc-100103400 |
| Popis: | The linear solvation equation approach has been used to describe the octanol/water lipophilicity scale (logPoct) and the isocratic retention factors (log k) obtained using reversed phase HPLC with acetonitrile. Both the octanol/water partition coefficients and the RP-HPLC retention data obtained from the literature, showed good correlation with the molecular descriptors such as size, excess molar refractivity, H-bond acidity/basicity, and polarity/dipolarity. However, the impact of the H-bond acidity term was very different on the two lipophilicity scales. The H-bond acidity term was not significant in describing the octanol/water lipophilicity, while the H-bond acidity of the molecules decreased significantly their RP-HPLC retention. As the other terms had very similar impact on the two lipophilicity scales, it made it possible to convert one scale to the other by incorporating only the H-bond acidity of the compounds as is shown by the equation below, where A is the compound H-bond acidity. Using the si... |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
| Nepřihlášeným uživatelům se plný text nezobrazuje | K zobrazení výsledku je třeba se přihlásit. |