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.
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.
Lipka-Belloli
Emmanuelle
E
Laboratoire de Chimie Analytique, Faculté des Sciences Pharmaceutiques et Biologiques, Université de Lille 2, France.
Glaçon
Virginie
V
Mackenzie
Grahame
G
Ewing
David
D
Len
Christophe
C
Vaccher
Claude
C
Bonte
Jean-Paul
JP
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
D000998:Antiviral Agents; D007202:Indicators and Reagents; D009705:Nucleosides; D002482:Cellulose; D018119:Stavudine; D000212:Acyclovir