Chiral Recognition of Zolmitriptan by Modified Cyclodextrins

The two pyrrolidinylidenesulfamido‐modified β‐cyclodextrins (β‐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 cyclodex...

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Bibliographic Details
Published in:Helvetica chimica acta 2007-09, Vol.90 (9), p.1697-1704
Main Authors: Kumar, Vydyula Pavan, Kumar, Perepogu Arun, Suryanarayana, Iragavarapu, Nageswar, Yadavalli Venkata Durga, Rao, Kakulapati Rama
Format: Article
Language:English
Subjects:
Cyclodextrins
Enantiomer discrimination
Fluorescence
Zolmitriptan
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Summary:The two pyrrolidinylidenesulfamido‐modified β‐cyclodextrins (β‐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 β‐CDs 2–4. The formation of host⋅guest complexes was confirmed by 1H‐NMR studies.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.200790176