Tadpole-shaped β-cyclodextrin-tagged poly(N-vinylpyrrolidone): synthesis, characterization and studies of its complexation with phenolphthalein and anti tumor activities

Tadpole-shaped β-cyclodextrin-tagged poly( N -vinylpyrrolidone) (β-CD-PNVP) has been synthesised via the click reaction of alkyne-terminated PNVP and azide-functionalized β-CD. The formed polymer is characterized by 1 H NMR, FTIR, and TGA study. The complexing ability of such a polymer with phenolph...

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Bibliographic Details
Published in:RSC advances 2015-01, Vol.5 (20), p.15547-15558
Main Authors: Vishwakarma, Niraj Kumar, Patel, Vijay Kumar, Hira, Sumit Kumar, Ramesh, K., Srivastava, Prateek, Mitra, Kheyanath, Singh, Shikha, Chattopadhyay, Dipankar, Maiti, Pralay, Misra, Nira, Manna, Partha Pratim, Ray, Biswajit
Format: Article
Language:English
Subjects:
Alkynes
Biotechnology
Chemical reactions
Complexation
Phenolphthalein
Synthesis
Tumors
Uptakes
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Summary:Tadpole-shaped β-cyclodextrin-tagged poly( N -vinylpyrrolidone) (β-CD-PNVP) has been synthesised via the click reaction of alkyne-terminated PNVP and azide-functionalized β-CD. The formed polymer is characterized by 1 H NMR, FTIR, and TGA study. The complexing ability of such a polymer with phenolphthalein is considerably lower with respect to that with β-CD alone. Doxorubicin (DOX)-loaded β-CD-PNVP (DOX-β-CD-PNVP) exhibits higher tumoricidal activity against a panel of tumor cell lines derived from sarcoma (U2-OS) and carcinomas (MCF-7 and HEPG2), causing significant lysis of tumor cells compared to free DOX. The formulation also demonstrates significantly higher uptake by the tumor cells and enhances apoptosis compared to free DOX.
ISSN:2046-2069
2046-2069
DOI:10.1039/C4RA15359F