蔗渣木聚糖丁香酸酯-g-AM/MMA/BA的合成与抗癌活性研究

Synthesis and anti-cancer activity of bagasse xylan syringate-g-AM/MMA/BA

以蔗渣木聚糖(BX)为主要原料,丙烯酰胺(AM)、甲基丙烯酸甲酯(MMA)、丙烯酸丁酯(BA)为接枝单体,过硫酸铵为引发剂,N,N-亚甲基双丙烯酰胺为交联剂,在水溶液中合成了蔗渣木聚糖共聚物BX-g-AM/MMA/BA;再以丁香酸为酯化剂,在N,N-二甲基乙酰胺(DMAC)有机溶剂中进行酯化反应合成蔗渣木聚糖丁香酸酯-g-AM/MMA/BA(BE_(S)G3)。考察了合成工艺参数对其取代度(DS)的影响。结果表明:在m(催化剂)∶m(BX-g-AM/MMA/BA)=0.5∶2、m(丁香酸)∶m(BX-g-AM/MMA/BA)=0.95∶2、75℃下恒温反应9.5h时,产物蔗渣木聚糖丁香酸酯-g-AM/MMA/BA(BE_(S)G3)的DS为1.074。采用FTIR、1H NMR、XRD、SEM和TG-DTG对BX和BE_(S)G3的结构进行了表征。通过分子动力学对BE_(S)G3与癌蛋白进行了对接活性模拟,并采用溴化噻唑蓝四氮唑(MTT)法对产物进行了抗癌活性测试,其对肺癌细胞的抑制率达33.47%。

The BX-g-AM/MMA/BA was synthesized by using bagasse xylan(BX)as main raw material,acrylamide(AM),methyl methacrylate(MMA),and butyl acrylate(BA)as graft monomers,ammonium persulfate as initiator,and N,N-methylbisacrylamide as a cross-linking agent in aqueous solution.Then,syringic acid was used as the esterifying agent,and esterification reaction was carried out in N,N-dimethylacetamide(DMAC)organic solvent to synthesize bagasse xylan syringate-g-AM/MMA/BA(BE_(S)G3).The effect of synthetic process parameters on its degree of substitution(DS)was explored.The results showed that the degree of substitution of the bagasse xylan syringate-g-AM/MMA/BA(BE_(S)G3)was 1.074 under the conditions of m(catalyst)∶m(BX-g-AM/MMA/BA)=0.5∶2,m(syringic acid)∶m(BX-g-AM/MMA/BA)=0.95∶2,constant temperature reaction at 75℃for 9.5h.The structure of BX and BESG3 were characterized by FTIR,1H NMR,XRD,SEM and TG-DTG.The molecular dynamics was used to simulate the docking activity of BE_(S)G3 and oncoprotein.The anti-cancer activity of sample BE_(S)G3 was evaluated by using methylthiazolyldiphenyl-tetrazolium bromide(MTT)method.The results showed that the inhibition rate on lung cancer cell reached to 33.47%.