title: Partition coefficients and capacity factors of some nucleoside analogues.
abstract: The AIDS epidemic has brought into focus the development of antiviral agents, of which nucleoside analogues are an important class. The single most important physico-chemical property of a chemotherapeutic agent is its hydrophobicity. This paper reports the hydrophobicity, determined as log partition coefficient (P) by the shake-flask method, of 25 nucleoside analogues. The capacity factors (k') of these analogues were also obtained by reversed-phase liquid chromatography. There is a very strong linear correlation between the log P and the log k' values of all the nucleoside analogues, indicating that hydrophobicity of nucleosides can be determined by liquid chromatography. Examination of the P data indicates that an empirical mathematical relationship exists between the partition coefficient value and the molecular structure of the nucleoside analogues. A table of constants and an equation is proposed to estimate the P of nucleoside analogues.
authors.affiliation: Life Sciences Division, SRI International, Menlo Park, CA 94025.
authors.forename: A P
authors.initials: AP
authors.lastname: Cheung
authors.forename: D
authors.initials: D
authors.lastname: Kenney
mesh_terms: D000998:Antiviral Agents / Q000032:analysis*; D002853:Chromatography, Liquid; D003377:Countercurrent Distribution; D008433:Mathematics; D015394:Molecular Structure; D009705:Nucleosides / Q000032:analysis*; D000442:Octanols; D012995:Solubility; D014867:Water
chemical_list: D000998:Antiviral Agents; D009705:Nucleosides; D000442:Octanols; D014867:Water