title: Extension of the liquid chromatography/quantitative structure-property relationship method to assess the lipophilicity of neutral, acidic, basic and amphotheric drugs.
abstract: A reported chromatographic method to determine the 1-octanol/water partition coefficient (logP(o/w)) has been used to estimate the lipophilicity of 33 drugs with diverse structures and functionalities, including neutral, acid, basic, and amphoteric compounds. The applicability of the chromatographic method has been extended to the UHPLC technique, and the results obtained were compared to those obtained from conventional HPLC. No significant difference between the results obtained by both techniques is noticed. Thus, the suitability of UHPLC, which involves shorter run times, for lipophilicity assessment is demonstrated. In order to show the consistency of this chromatographic method, the logP(o/w) values of those drugs which have acid-base properties have been also determined by potentiometry, and the final results have been compared with both values derived from the chromatographic method and the ones from the literature.
authors.affiliation: Departament de Química Analítica and Institut de Biomedicina-IBUB, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain.
authors.forename: Juan M
authors.initials: JM
authors.lastname: Pallicer
authors.forename: Carme
authors.initials: C
authors.lastname: Calvet
authors.forename: Adriana
authors.initials: A
authors.lastname: Port
authors.forename: Martí
authors.initials: M
authors.lastname: Rosés
authors.forename: Clara
authors.initials: C
authors.lastname: Ràfols
authors.forename: Elisabeth
authors.initials: E
authors.lastname: Bosch
mesh_terms: D020003:1-Octanol / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D006863:Hydrogen-Ion Concentration; D057927:Hydrophobic and Hydrophilic Interactions; D016014:Linear Models; D000432:Methanol / Q000737:chemistry; D008956:Models, Chemical; D004364:Pharmaceutical Preparations / Q000737:chemistry*; D021281:Quantitative Structure-Activity Relationship
chemical_list: D004364:Pharmaceutical Preparations; D020003:1-Octanol; D000432:Methanol