Zhao Bin, Li Heping, Su Yue, Tian Kexin, Zou Zhiming, Wang Wenli
College of Chemistry and Bioengineering, Guilin University of Technology, Guilin 541004, China.
College of Textile and Clothing Engineering, China National Textile and Apparel Council Key Laboratory of Natural Dyes, Soochow University, Suzhou 215123, China.
Materials (Basel). 2022 Jul 26;15(15):5166. doi: 10.3390/ma15155166.
Biomass materials are high-quality raw materials for the preparation of natural, green and highly active functional materials due to their rich active groups, wide sources and low toxicity. Bagasse xylan (BX) and resveratrol (Res) were used as raw materials to introduce ethylene glycol dimethacrylate (EGDMA) via grafting reaction to obtain the intermediate product BX/Res-g-EGDMA. The intermediate was esterified with 3-carboxyphenylboronic acid (3-CBA) to obtain the target product 3-CBA-BX/Res-g-EGDMA. The BX/Res-composite-modified nanoderivative with antitumor activity was synthesized with the nanoprecipitation method. The effects of the reaction conditions on the grafting rate () of BX/Res-g-EGDMA and the degree of substitution () of 3-CBA-BX/Res-g-EGDMA were investigated using single-factor experiments. The results showed that under the optimized process conditions, and reached 142.44% and 0.485, respectively. The product was characterized with FTIR, XRD, TG-FTC, H NMR and SEM, and its anticancer activity was simulated and tested. The results showed that 3-CBA-BX/Res-g-EGDMA had a spherical structure with an average particle size of about 100 nm and that its crystalline structure and thermal stability were different from those of the raw materials. In addition, 3-CBA-BX/Res-g-EGDMA showed the best docking activity with 2HE7 with a binding free energy of -6.3 kJ/mol. The inhibition rate of 3-CBA-BX/Res-g-EGDMA on MGC80-3 (gastric cancer cells) reached 36.71 ± 4.93%, which was 18 times higher than that of BX. Therefore, this material could be a potential candidate for biomedical applications.
生物质材料由于其丰富的活性基团、广泛的来源和低毒性，是制备天然、绿色和高活性功能材料的优质原料。以甘蔗渣木聚糖（BX）和白藜芦醇（Res）为原料，通过接枝反应引入乙二醇二甲基丙烯酸酯（EGDMA），得到中间产物BX/Res-g-EGDMA。将该中间产物与3-羧基苯硼酸（3-CBA）进行酯化反应，得到目标产物3-CBA-BX/Res-g-EGDMA。采用纳米沉淀法合成了具有抗肿瘤活性的BX/Res复合改性纳米衍生物。通过单因素实验研究了反应条件对BX/Res-g-EGDMA接枝率（）和3-CBA-BX/Res-g-EGDMA取代度（）的影响。结果表明，在优化的工艺条件下，和分别达到142.44%和0.485。采用傅里叶变换红外光谱（FTIR）、X射线衍射（XRD）、热重-微商热重联用（TG-FTC）、核磁共振氢谱（H NMR）和扫描电子显微镜（SEM）对产物进行了表征，并对其抗癌活性进行了模拟测试。结果表明，3-CBA-BX/Res-g-EGDMA具有球形结构，平均粒径约为100 nm，其晶体结构和热稳定性与原料不同。此外，3-CBA-BX/Res-g-EGDMA与2HE7的对接活性最佳，结合自由能为-6.3 kJ/mol。3-CBA-BX/Res-g-EGDMA对MGC80-3（胃癌细胞）的抑制率达到36.71±4.93%，是BX的18倍。因此，该材料有望成为生物医学应用的候选材料。
