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

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作  者:李和平[1] 武晋雄 张海燕 刘华锋 柴建啟 耿恺 LI He-ping;WU Jin-xiong;ZHANG Hai-yan;LIU Hua-feng;CHAI Jian-qi;GENG Kai(College of Chemistry and Bioengineering,Guilin University of Technology,Guilin 541004,China;College of Petroleum and Chemical Engineering,Beibu Gulf University,Qinzhou 535011,China;Zhengzhou Zhengrong Environmental Protection Technolog Co.,Ltd.,Zhengzhou 450015,China)

机构地区:[1]桂林理工大学化学与生物工程学院,广西桂林541004 [2]北部湾大学石油与化工学院,广西钦州535011 [3]郑州正荣环保科技有限公司,河南郑州450015

出  处:《化学研究与应用》2021年第5期795-805,共11页Chemical Research and Application

基  金:国家自然科学基金项目(21676062,21466010)资助。

摘  要: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%.

关 键 词:蔗渣木聚糖接枝-酯化衍生物 合成 抗癌活性 

分 类 号:O636[理学—高分子化学]

 

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