title: Determination of the enantiomeric purity of nucleoside analogs related to d4T and acyclovir, new potential antiviral agents, using liquid chromatography on cellulose chiral stationary phases.
abstract: We reported a method of determination of enantiomeric purity of the new potential antiviral agents by direct analytical HPLC. Those agents are nucleoside analogs, having one chiral center. They are synthesized as a single enantiomer (R or S) by an asymmetric pathway. The chiral stationary phases chosen are silica-based cellulose tris-3,5-dimethylphenylcarbamate (Chiralcel OD-H), or tris-methylbenzoate (Chiralcel OJ). Resolution was achieved using normal-phase chromatography with a mobile phase consisting of n-hexane-alcohol (ethanol or 2-propanol) in various percentages. Furthermore the effects of structural features on retention, selectivity and resolution, as well as on the elution order were thoroughly studied. Differences in the lipophilicity of the compounds were also examined.
authors.affiliation: Laboratoire de Chimie Analytique, Faculté des Sciences Pharmaceutiques et Biologiques, Université de Lille 2, France.
authors.forename: Emmanuelle
authors.initials: E
authors.lastname: Lipka-Belloli
authors.forename: Virginie
authors.initials: V
authors.lastname: Glaçon
authors.forename: Grahame
authors.initials: G
authors.lastname: Mackenzie
authors.forename: David
authors.initials: D
authors.lastname: Ewing
authors.forename: Christophe
authors.initials: C
authors.lastname: Len
authors.forename: Claude
authors.initials: C
authors.lastname: Vaccher
authors.forename: Jean-Paul
authors.initials: JP
authors.lastname: Bonte
mesh_terms: D000212:Acyclovir / Q000737:chemistry*; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification*; D002482:Cellulose / Q000737:chemistry; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D007202:Indicators and Reagents / Q000737:chemistry; D015394:Molecular Structure; D009705:Nucleosides / Q000737:chemistry / Q000302:isolation & purification*; D015203:Reproducibility of Results; D018119:Stavudine / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000998:Antiviral Agents; D007202:Indicators and Reagents; D009705:Nucleosides; D002482:Cellulose; D018119:Stavudine; D000212:Acyclovir