DIRECT HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC SEPARATION OF AN ENANTIOMERIC PEPTIDOLEUKOTRIENE ANTAGONIST AND ITS HOMOLOGS

Racemic SK&F 106203 and its homologues can be directly separated on Ch iralcel OD, Chiralpak AD and AS columns. The corresponding dimethyl es ters, however, can only be resolved on the Chiralcel OD column. Hydrog en bonding between the carboxylic acid proton of the analyte and the c hiral stationary phase appears critical for chiral recognition on Chir alpak AS column for these carboxylic acid compounds. Substitution at t he 2 position of the parent phenyl ring appeared to aid chiral separat ion on Chiralcel OD column. The elution order of SK&F 106203 obtained on a Chiral OD column can also be reversed on a Chiralpak AS column.