Chiral recognition of zolmitriptan by modified cyclodextrins

The two pyrrolidinylidenesulfamido-modified beta-cyclodextrins (beta-CDs) 3 and 4 were prepared and studied for chiral discrimination of the enantiomers (R)- and (S)-1 of zolmitriptan. The pyrrolidinylidenesulfamido spacer improved the chiral discrimination and binding abilities of these modified cyclodextrins. The hosts 3 and 4 showed higher selectivity for (S)-1. The association constants (Table) and enantioselectivity factors were calculated for the complexes of (R)- and (S)-1 with the beta-CDs 2-4. The formation of host - guest complexes was confirmed by H-1-NMR studies.