Chiral Recognition of Zolmitriptan by Modified Cyclodextrins
Vydyula Pavan Kumar
Organic Chemistry Division I, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500 007, India, (phone: +91 40 27193164; fax: +91 40 27160757)
Search for more papers by this authorPerepogu Arun Kumar
Organic Chemistry Division II, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500 007, India
Search for more papers by this authorIragavarapu Suryanarayana
Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500 007, India
Search for more papers by this authorYadavalli Venkata Durga Nageswar
Organic Chemistry Division I, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500 007, India, (phone: +91 40 27193164; fax: +91 40 27160757)
Search for more papers by this authorKakulapati Rama Rao
Organic Chemistry Division I, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500 007, India, (phone: +91 40 27193164; fax: +91 40 27160757)
Search for more papers by this authorVydyula Pavan Kumar
Organic Chemistry Division I, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500 007, India, (phone: +91 40 27193164; fax: +91 40 27160757)
Search for more papers by this authorPerepogu Arun Kumar
Organic Chemistry Division II, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500 007, India
Search for more papers by this authorIragavarapu Suryanarayana
Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500 007, India
Search for more papers by this authorYadavalli Venkata Durga Nageswar
Organic Chemistry Division I, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500 007, India, (phone: +91 40 27193164; fax: +91 40 27160757)
Search for more papers by this authorKakulapati Rama Rao
Organic Chemistry Division I, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500 007, India, (phone: +91 40 27193164; fax: +91 40 27160757)
Search for more papers by this authorAbstract
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.
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