Methacrylic acid/butyl acrylate onto feruloylated bagasse xylan: Graft copolymerization and biological activity
Methacrylic acid/butyl acrylate onto feruloylated bagasse xylan: Graft copolymerization and biological activity
复制标题
甲基丙烯酸/丙烯酸丁酯在阿魏酰化甘蔗渣木聚糖上：接枝共聚和生物活性
DOI：
10.1016/j.msec.2018.12.103
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发表时间：
2019-05-01
影响因子：
7.9
通讯作者：
Zhang, Shufen
中科院分区：
文献类型：
--
作者：
Qian, Jingxia;Li, Heping;Zhang, Shufen
本文以甘蔗渣木聚糖（BX）为原料，在三乙胺存在下，以阿威酸（FA）为催化剂，采用均相催化酯化法制备了甘蔗渣木聚糖（FBX），并以过硫酸铵为引发剂，N，N-亚甲基丙烯酰胺为交联剂，与甲基丙烯酸（MAA）和丙烯酸丁酯（BA）接枝合成了FBX-g-MAA/BA接枝共聚物。通过正交试验研究了反应时间、反应温度和反应浓度对酯化反应和接枝反应的影响。在优化的反应参数下，酯化反应的最大取代度（DS）为1.76，接枝率（GR）为31%。进一步进行分子对接，研究最终产物与人Caprin-2 C1q结构域（4OUM，致胃癌蛋白）、肝癌蛋白（1UV0）和肺癌蛋白（3B9S）活性位点的结合方式。软件生成的结果与评价的生物活性一致。采用3-（4,5-二甲基噻唑-2-基）-2,5-二苯基四唑溴化剂（MTT）法研究了BX、FBX和FBX - maa /BA共聚物的抗癌性能。结果表明，FBX-g-MAA/BA共聚物对BEL-7407（肝癌细胞）的抑制率可达25.28% +/- 4.01%，是BX的2倍。
In this paper, feruloylated bagasse xylan (FBX) was synthesized with a method based on homogeneous catalytic esterification of bagasse xylan (BX) with ferulic acid (FA) in the presence of triethylamine as a catalyst, and it was further grafted with methacrylic acid (MAA) and butyl acrylate (BA) to synthesize FBX-g-MAA/BA grafted copolymer by using ammonium persulfate as initiator and N,N-methylene acrylamide as cross-linker. The effects of reaction variables including reaction time, temperature and reactant concentration on the esterification and graft reactions were investigated carefully by conducting orthogonal tests. A maximum degree of substitution (DS) of 1.76 for the esterification and a maximum graft ratio (GR) of 31% can be achieved by performing the reaction at optimized reaction parameters. The molecular docking was further performed to study the binding mode of the final product into the active site of human Caprin-2 C1q domain (4OUM, cause gastric cancer protein), liver cancer protein (1UV0) and lung cancer protein (3B9S). The software generated results were in satisfactory agreement with the evaluated biological activity. The anticancer performances of BX, FBX and FBXg-MAA/BA copolymer were investigated by using a 3-(4,5-dimethythiazol-2-yl)-2,5-diphenyl tetrazoliumbromide (MTT) method. The results indicated that the inhibition ratio of FBX-g-MAA/BA copolymer on BEL-7407 (liver cancer cells) can reach 25.28% +/- 4.01%, which is two times higher than that of BX.