Chiral Recognition of Zolmitriptan by Modified Cyclodextrins
✍ Scribed by Vydyula Pavan Kumar; Perepogu Arun Kumar; Iragavarapu Suryanarayana; Yadavalli Venkata Durga Nageswar; Kakulapati Rama Rao
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- German
- Weight
- 124 KB
- Volume
- 90
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
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 ^1^H‐NMR studies.
📜 SIMILAR VOLUMES
The mechanisms for chiral recognition by cyclodextrins (CDxs) are discussed. Examples of host-guest systems where the 'lock-and-key mechanism' and the 'three-point rule' are applicable are cited and discussed. Most results reported so far suggest that the ability of native CDxs and chemically modifi
## Abstract Chiral recognition by cyclodextrins is of considerable importance, especially for pharmaceutical industry, in view of the possible side effects of the second enantiometer of chiral drugs. In general, it manifests itself in all NMR parameters (chemical shifts, coupling constants, NOE and