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Chiral Recognition of Zolmitriptan by Modified Cyclodextrins
Authors:Vydyula?Pavan Kumar  Perepogu?Arun Kumar  Iragavarapu Suryanarayana  Yadavalli?Venkata?Durga Nageswar  Kakulapati?Rama Rao
Institution:1. Organic Chemistry Division I, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500?007, India, (phone: +91?40?27193164;2. fax: +91?40?27160757);3. Organic Chemistry Division II, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500?007, India;4. Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Uppal Road, Tarnaka, Hyderabad 500?007, India
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 1H‐NMR studies.
Keywords:Cyclodextrins  Zolmitriptan  Fluorescence  Enantiomer discrimination
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