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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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Published in: | RSC advances 2015-01, Vol.5 (20), p.15547-15558 |
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container_title | RSC advances |
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creator | 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 |
description | 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. |
doi_str_mv | 10.1039/C4RA15359F |
format | article |
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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.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/C4RA15359F</identifier><language>eng</language><subject>Alkynes ; Biotechnology ; Chemical reactions ; Complexation ; Phenolphthalein ; Synthesis ; Tumors ; Uptakes</subject><ispartof>RSC advances, 2015-01, Vol.5 (20), p.15547-15558</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c264t-1b1540397656b908c362b8e47eafa58f096d26a94669c442eca0c66afa1d11853</citedby><cites>FETCH-LOGICAL-c264t-1b1540397656b908c362b8e47eafa58f096d26a94669c442eca0c66afa1d11853</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Vishwakarma, Niraj Kumar</creatorcontrib><creatorcontrib>Patel, Vijay Kumar</creatorcontrib><creatorcontrib>Hira, Sumit Kumar</creatorcontrib><creatorcontrib>Ramesh, K.</creatorcontrib><creatorcontrib>Srivastava, Prateek</creatorcontrib><creatorcontrib>Mitra, Kheyanath</creatorcontrib><creatorcontrib>Singh, Shikha</creatorcontrib><creatorcontrib>Chattopadhyay, Dipankar</creatorcontrib><creatorcontrib>Maiti, Pralay</creatorcontrib><creatorcontrib>Misra, Nira</creatorcontrib><creatorcontrib>Manna, Partha Pratim</creatorcontrib><creatorcontrib>Ray, Biswajit</creatorcontrib><title>Tadpole-shaped β-cyclodextrin-tagged poly(N-vinylpyrrolidone): synthesis, characterization and studies of its complexation with phenolphthalein and anti tumor activities</title><title>RSC advances</title><description>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.</description><subject>Alkynes</subject><subject>Biotechnology</subject><subject>Chemical reactions</subject><subject>Complexation</subject><subject>Phenolphthalein</subject><subject>Synthesis</subject><subject>Tumors</subject><subject>Uptakes</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNpNkcFKxDAQhosoKOrFJ8hRxWrSJrHxJourwqIg67lk06mNpElN0tX6SB59EJ_JSgWdywzz__Md5k-SA4JPCc7F2Yw-XBKWMzHfSHYyTHmaYS42_83byX4Iz3gszkjGyU7ysZRV5wykoZEdVOjrM1WDMq6Ct-i1TaN8ehrXo2U4vEvX2g6mG7x3RlfOwtEFCoONDQQdTpBqpJcqgtfvMmpnkbQVCrGvNATkaqRjQMq1nYG3SX_VsUFdA9aZromNNKCnI2mjRrFvnUcjUK91HBF7yVYtTYD9376bPM6vlrObdHF_fTu7XKQq4zSmZEUYHd9xzhlfCVyonGerAug5yFqyosaCVxmXgnIuFKUZKIkV56NIKkIKlu8mhxO38-6lhxDLVgcFxkgLrg8lKSgrMBOCjNbjyaq8C8FDXXZet9IPJcHlTyblXyb5NwPyg9Y</recordid><startdate>20150101</startdate><enddate>20150101</enddate><creator>Vishwakarma, Niraj Kumar</creator><creator>Patel, Vijay Kumar</creator><creator>Hira, Sumit Kumar</creator><creator>Ramesh, K.</creator><creator>Srivastava, Prateek</creator><creator>Mitra, Kheyanath</creator><creator>Singh, Shikha</creator><creator>Chattopadhyay, Dipankar</creator><creator>Maiti, Pralay</creator><creator>Misra, Nira</creator><creator>Manna, Partha Pratim</creator><creator>Ray, Biswajit</creator><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20150101</creationdate><title>Tadpole-shaped β-cyclodextrin-tagged poly(N-vinylpyrrolidone): synthesis, characterization and studies of its complexation with phenolphthalein and anti tumor activities</title><author>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</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c264t-1b1540397656b908c362b8e47eafa58f096d26a94669c442eca0c66afa1d11853</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Alkynes</topic><topic>Biotechnology</topic><topic>Chemical reactions</topic><topic>Complexation</topic><topic>Phenolphthalein</topic><topic>Synthesis</topic><topic>Tumors</topic><topic>Uptakes</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vishwakarma, Niraj Kumar</creatorcontrib><creatorcontrib>Patel, Vijay Kumar</creatorcontrib><creatorcontrib>Hira, Sumit Kumar</creatorcontrib><creatorcontrib>Ramesh, K.</creatorcontrib><creatorcontrib>Srivastava, Prateek</creatorcontrib><creatorcontrib>Mitra, Kheyanath</creatorcontrib><creatorcontrib>Singh, Shikha</creatorcontrib><creatorcontrib>Chattopadhyay, Dipankar</creatorcontrib><creatorcontrib>Maiti, Pralay</creatorcontrib><creatorcontrib>Misra, Nira</creatorcontrib><creatorcontrib>Manna, Partha Pratim</creatorcontrib><creatorcontrib>Ray, Biswajit</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vishwakarma, Niraj Kumar</au><au>Patel, Vijay Kumar</au><au>Hira, Sumit Kumar</au><au>Ramesh, K.</au><au>Srivastava, Prateek</au><au>Mitra, Kheyanath</au><au>Singh, Shikha</au><au>Chattopadhyay, Dipankar</au><au>Maiti, Pralay</au><au>Misra, Nira</au><au>Manna, Partha Pratim</au><au>Ray, Biswajit</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Tadpole-shaped β-cyclodextrin-tagged poly(N-vinylpyrrolidone): synthesis, characterization and studies of its complexation with phenolphthalein and anti tumor activities</atitle><jtitle>RSC advances</jtitle><date>2015-01-01</date><risdate>2015</risdate><volume>5</volume><issue>20</issue><spage>15547</spage><epage>15558</epage><pages>15547-15558</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>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.</abstract><doi>10.1039/C4RA15359F</doi><tpages>12</tpages></addata></record> |
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subjects | Alkynes Biotechnology Chemical reactions Complexation Phenolphthalein Synthesis Tumors Uptakes |
title | Tadpole-shaped β-cyclodextrin-tagged poly(N-vinylpyrrolidone): synthesis, characterization and studies of its complexation with phenolphthalein and anti tumor activities |
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