Biodegradable crosslinked polyesters derived from thiomalic acid and S-nitrosothiol analogues for nitric oxide release.
Biodegradable crosslinked polyesters derived from thiomalic acid and S-nitrosothiol analogues for nitric oxide release.
复制标题
可生物降解的交联聚酯，源自硫代苹果酸和 S-亚硝基硫醇类似物，可释放一氧化氮。
DOI：
10.1039/c8tb00566d
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发表时间：
2018
期刊：
影响因子：
--
通讯作者：
Reynolds,MelissaM
中科院分区：
文献类型：
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作者：
Yapor,JanetP;Neufeld,BellaH;Tapia,JesusB;Reynolds,MelissaM
通过硫柳酸和单独的1,8-辛二醇以及柠檬酸或马来酸的大量缩聚制备了杨氏模量与某些软生物组织相似的交联聚酯。该共聚物与亚硝酸盐叔丁基反应生成释放一氧化氮（NO）的s -亚硝基硫醇（RSNO）类似物。通过在缩聚过程中包含硫化单体以允许硫醇转化为RSNOs，避免了额外的共轭步骤。采用化学发光法检测NO在生理pH和温度（pH 7.4, 37°C）下的释放量。聚硫硫-共马来酸-co-1,8-辛烷二醇、聚硫硫-共柠檬酸-co-1,8-辛烷二醇和聚硫硫酸-co-1,8-辛烷二醇的平均总NO含量分别为130±39 μmol g−1、200±35 μmol g−1和130±11 μmol g−1。s -亚硝化类似物对大肠杆菌和金黄色葡萄球菌的抑菌性能得到证实。经过10周的研究，用飞行时间质谱分析水解降解产物的成分。对非亚硝化聚合物及其s -亚硝化衍生物进行了拉伸力学测试，结果表明该材料具有适合生物医学应用的杨氏模量和延伸率值。
Crosslinked polyesters with Young's moduli similar to that of certain soft biological tissues were prepared via bulk polycondensation of thiomalic acid and 1,8-octanediol alone, and with citric or maleic acid. The copolymers were converted to nitric oxide (NO)-releasing S-nitrosothiol (RSNO) analogues by reaction with tert-butyl nitrite. Additional conjugation steps were avoided by inclusion of the thiolated monomer during the polycondensation to permit thiol conversion to RSNOs. NO release at physiological pH and temperature (pH 7.4, 37 °C) was determined by chemiluminescence-based NO detection. The average total NO content for poly(thiomalic-co-maleic acid-co-1,8-octanediol), poly(thiomalic-co-citric acid-co-1,8-octanediol), and poly(thiomalic acid-co-1,8-octanediol) was 130 ± 39 μmol g−1, 200 ± 35 μmol g−1, and 130 ± 11 μmol g−1, respectively. The antibacterial properties of the S-nitrosated analogues were confirmed against Escherichia coli and Staphylococcus aureus. The hydrolytic degradation products were analyzed by time-of-flight mass spectrometry after a 10 week study to investigate their compositions. Tensile mechanical tests were performed on the non-nitrosated polymers as well as their S-nitrosated derivatives and suggested that the materials have appropriate Young's moduli and elongation values for biomedical applications.