Methacrylic acid/butyl acrylate onto feruloylated bagasse xylan: Graft copolymerization and biological activity

摘要

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.