Chemoenzymatic synthesis, characterization, and controlled release of functional polymeric prodrugs with acyclovir as pendant
Identifieur interne : 000816 ( Istex/Checkpoint ); précédent : 000815; suivant : 000817Chemoenzymatic synthesis, characterization, and controlled release of functional polymeric prodrugs with acyclovir as pendant
Auteurs : Xia Li [République populaire de Chine] ; Qi Wu [République populaire de Chine] ; Fu Zhang [République populaire de Chine] ; Xian-Fu Lin [République populaire de Chine]Source :
- Journal of Applied Polymer Science [ 0021-8995 ] ; 2008-04-05.
Abstract
An efficient protocol for the synthesis of functional polymeric prodrugs of acyclovir with variable copolymer composition and potential liver‐targeting delivery was achieved by combining enzymatic selective synthesis of polymerizable acyclovir derivatives with radical copolymerization of properly selected comonomers. Vinyl D‐galactose ester (VAG), acrylic acid (AA), and methyl methacrylate (MMA) were chosen as comonomers and three novel polymeric prodrugs with acyclovir as pendant were synthesized using 2,2′‐azo‐bis‐iso‐butyronitrile (AIBN) as initiator in N,N‐dimethylformamide (DMF). The resulting polymers were characterized by FTIR, NMR, and GPC. The influence of the concentration of initiator and the molar ratio of comonomers on the polymerization was investigated. In vitro drug release studies showed that acyclovir could be released from poly(2‐N‐vinylsebacyl‐acyclovir‐co‐methyl methacrylate) (poly(VSA‐co‐MMA)), and the total released acyclovir after 7 days in buffer solution at pH 1.2 and 7.4 was ∼ 35% and 29%, respectively. Also, homopolymers of vinyl acyclovir derivatives with high drug payload (>50 wt %) were obtained and characterized by the same methods. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2008
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DOI: 10.1002/app.27680
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populaire de Chine</country></affiliation><affiliation wicri:level="4"><country xml:lang="fr" wicri:curation="lc">République populaire de Chine</country><wicri:regionArea>Correspondence address: Department of Chemistry, Zhejiang University, Hangzhou 310027</wicri:regionArea><placeName><settlement type="city">Hangzhou</settlement><region type="province">Zhejiang</region></placeName><orgName type="university">Université de Zhejiang</orgName><placeName><settlement type="city">Hangzhou</settlement><region type="province">Zhejiang</region></placeName></affiliation></author></analytic><monogr></monogr><series><title level="j" type="main">Journal of Applied Polymer Science</title><title level="j" type="alt">JOURNAL OF APPLIED POLYMER SCIENCE</title><idno type="ISSN">0021-8995</idno><idno type="eISSN">1097-4628</idno><imprint><biblScope unit="vol">108</biblScope><biblScope unit="issue">1</biblScope><biblScope unit="page" from="431">431</biblScope><biblScope unit="page" to="437">437</biblScope><biblScope unit="page-count">7</biblScope><publisher>Wiley Subscription Services, Inc., A Wiley Company</publisher><pubPlace>Hoboken</pubPlace><date type="published" when="2008-04-05">2008-04-05</date></imprint><idno type="ISSN">0021-8995</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0021-8995</idno></seriesStmt></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">An efficient protocol for the synthesis of functional polymeric prodrugs of acyclovir with variable copolymer composition and potential liver‐targeting delivery was achieved by combining enzymatic selective synthesis of polymerizable acyclovir derivatives with radical copolymerization of properly selected comonomers. Vinyl D‐galactose ester (VAG), acrylic acid (AA), and methyl methacrylate (MMA) were chosen as comonomers and three novel polymeric prodrugs with acyclovir as pendant were synthesized using 2,2′‐azo‐bis‐iso‐butyronitrile (AIBN) as initiator in N,N‐dimethylformamide (DMF). The resulting polymers were characterized by FTIR, NMR, and GPC. The influence of the concentration of initiator and the molar ratio of comonomers on the polymerization was investigated. In vitro drug release studies showed that acyclovir could be released from poly(2‐N‐vinylsebacyl‐acyclovir‐co‐methyl methacrylate) (poly(VSA‐co‐MMA)), and the total released acyclovir after 7 days in buffer solution at pH 1.2 and 7.4 was ∼ 35% and 29%, respectively. Also, homopolymers of vinyl acyclovir derivatives with high drug payload (>50 wt %) were obtained and characterized by the same methods. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2008</div></front></TEI><affiliations><list><country><li>République populaire de Chine</li></country><region><li>Zhejiang</li></region><settlement><li>Hangzhou</li></settlement><orgName><li>Université de Zhejiang</li></orgName></list><tree><country name="République populaire de Chine"><region name="Zhejiang"><name sortKey="Li, Xia" sort="Li, Xia" uniqKey="Li X" first="Xia" last="Li">Xia Li</name></region><name sortKey="Lin, Xian U" sort="Lin, Xian U" uniqKey="Lin X" first="Xian-Fu" last="Lin">Xian-Fu Lin</name><name sortKey="Lin, Xian U" sort="Lin, Xian U" uniqKey="Lin X" first="Xian-Fu" last="Lin">Xian-Fu Lin</name><name sortKey="Lin, Xian U" sort="Lin, Xian U" uniqKey="Lin X" first="Xian-Fu" last="Lin">Xian-Fu Lin</name><name sortKey="Wu, Qi" sort="Wu, Qi" uniqKey="Wu Q" first="Qi" last="Wu">Qi Wu</name><name sortKey="Zhang, Fu" sort="Zhang, Fu" uniqKey="Zhang F" first="Fu" last="Zhang">Fu Zhang</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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