Comparative enantioseparations of pharmaceuticals in capillary electrochromatography on polysaccharide-based chiral stationary phases containing selectors with or without chlorinated derivatives.
The screening conditions of an existing chiral strategy in CEC were tested for their applicability on four chlorine-containing polysaccharide-based stationary phases. The selectors of these phases are cellulose tris(3-chloro-4-methylphenylcarbamate), amylose tris(5-chloro-2-methylphenylcarbamate), cellulose tris(4-chloro-3-methylphenylcarbamate) and cellulose tris(3,5-dichlorophenylcarbamate). The enantioselectivity of these phases was compared with those of the four phases without chlorine (Chiralpak® AD-RH, Chiralcel® OD-RH, Chiralpak® AS-RH and Chiralcel® OJ-RH) used in the earlier defined strategy. A test set of 48 structurally diverse drug compounds was analyzed using the screening conditions of the strategy. These results led to possibilities to upgrade the current screening strategy so that improved success rates are obtained. The chlorine-containing chiral stationary phases demonstrated an added value to the screening process since they showed enantioresolution for compounds not resolved by the chiral stationary phases not containing chlorine in their structure.
Analytical Chemistry and Pharmaceutical Technology, Center for Pharmaceutical Research, Vrije Universiteit Brussel-VUB, Brussels, Belgium.
Ans
A
Hendrickx
Debby
D
Mangelings
Bezhan
B
Chankvetadze
Yvan
Y
Vander Heyden
D000688:Amylose / Q000031:analogs & derivatives* / Q000737:chemistry; D001565:Benzoates / Q000737:chemistry*; D053801:Capillary Electrochromatography / Q000295:instrumentation* / Q000379:methods; D002482:Cellulose / Q000031:analogs & derivatives* / Q000737:chemistry; D004364:Pharmaceutical Preparations / Q000737:chemistry / Q000302:isolation & purification*; D048448:Phenylcarbamates / Q000737:chemistry*; D013237:Stereoisomerism
D001565:Benzoates; D004364:Pharmaceutical Preparations; D048448:Phenylcarbamates; C552444:cellulose tris(4-chloro-3-methylphenylcarbamate); D002482:Cellulose; D000688:Amylose