Enantiomeric separation of glutethimide derivatives using a Ceramospher RU-2 column.
The enantiomeric resolution of p-acetylaminoglutethimide and p-nitroglutethimide was achieved on a Ceramospher RU-2 column using methanol as the mobile phase. The flow rates of the mobile phase were 1.0 and 0.5 mL/min for p-acetylaminoglutethimide and p-nitroglutethimide, respectively, with UV detection at 254 nm. The values of alpha of the resolved enantiomers of p-acetylaminoglutethimide and p-nitroglutethimide were 1.63 and 1.24 while the values of Rs were 1.44 and 0.86 respectively. The possible chiral mechanism was the formation of transient diastereomeric intermediates between the enantiomers and the chiral selector (1,10-phenanthroline) ruthenium II complex which was stabilized by pi-pi interactions.
Aboul-Enein
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Pharmaceutical Analysis Laboratory, Biological and Medical Research Department (MBC-03), King Faisal Specialist Hospital and Research Center, Riyadh, Saudi Arabia. enein@kfshrc.edu.sa
Ali
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D000927:Anticonvulsants / Q000737:chemistry / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid; D005984:Glutethimide / Q000737:chemistry / Q000302:isolation & purification*; D007202:Indicators and Reagents; D009942:Organometallic Compounds / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D000927:Anticonvulsants; D007202:Indicators and Reagents; D009942:Organometallic Compounds; D012428:Ruthenium; D005984:Glutethimide