H. Nishi et al., ENANTIOMERIC SEPARATION OF DRUGS BY MUCOPOLYSACCHARIDE-MEDIATED ELECTROKINETIC CHROMATOGRAPHY, Analytical chemistry, 67(14), 1995, pp. 2334-2341
Chondroitin sulfate C (sodium salt) and heparin (sodium salt), which a
re both mucopolysaccharides and natural components, have been employed
as chiral selectors in electrokinetic chromatography (EKC) for the se
paration of enantiomers of drugs. These additives are charged, linear,
sulfated polysaccharides having large mass. Ionic and hydrophobic int
eractions are probably the bases for the separation. Among tested drug
s that are electrically neutral or basic, trimetoquinol, diltiazem, an
d their related compounds were successfully enantioseparated by EKC wi
th mucopolysaccharides, especially with chondroitin sulfate C, The cho
ices of pH and the concentration of mucopolysaccharides were found to
be important for improvement of enantioselectivity, The acidic buffer
solutions were effective for enantioseparation of the solutes in the c
hondroitin sulfate C system, although no migration of the basic drugs
was observed in the heparin system, The results were compared with the
enantiomeric separation by EKC with dextran sulfate (sodium salt). Th
e method using chondroitin sulfate C was successfully applied to the o
ptical purity testing of the drug substances.