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作为快速降解聚酸酐前体的脂肪酸衍生物的“点击”合成

"Click" synthesis of fatty acid derivatives as fast-degrading polyanhydride precursors.

作者信息

Lluch Cristina, Lligadas Gerard, Ronda Joan C, Galià Marina, Cadiz Virginia

机构信息

Departament de Química Analítica i Química Orgànica, Universitat Rovira i Virgili, C/ Marcel.lí Domingo s/n, 43007 Tarragona, Spain.

出版信息

Macromol Rapid Commun. 2011 Sep 1;32(17):1343-51. doi: 10.1002/marc.201100155. Epub 2011 Jun 3.

DOI:10.1002/marc.201100155
PMID:21648006
Abstract

Fast-degrading linear and branched polyanhydrides are obtained by melt-condensation of novel di- and tri-carboxylic acid monomers based on oleic and undecylenic acid synthesized using photoinitiated thiol-ene click chemistry. (1)H NMR spectroscopy, size exclusion chromatography, differential scanning calorimetry, thermogravimetric analysis, and FT-IR spectroscopy have been used to fully characterize these polymers. The hydrolytic degradation of these polymers was studied by means of weight loss, anhydride bond loss, and changes in molecular weight, showing fast degrading properties. Drug release studies from the synthesized polyanhydrides have also been conducted, using rhodamine B as a hydrophobic model drug, to evaluate the potential of these polymers in biomedical applications.

摘要

通过光引发硫醇-烯点击化学合成的基于油酸和十一碳烯酸的新型二元和三元羧酸单体的熔融缩聚反应,可得到快速降解的线性和支化聚酸酐。已使用核磁共振氢谱(¹H NMR)、尺寸排阻色谱法、差示扫描量热法、热重分析和傅里叶变换红外光谱法对这些聚合物进行了全面表征。通过重量损失、酸酐键损失和分子量变化研究了这些聚合物的水解降解情况,结果表明它们具有快速降解特性。还使用罗丹明B作为疏水性模型药物,对合成的聚酸酐进行了药物释放研究,以评估这些聚合物在生物医学应用中的潜力。

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