蔗渣木聚糖没食子酸酯-g-MAA/BA的合成及抗癌活性

Synthesis and Anti-cancer Activity of Methacrylic Acid/Butyl Acrylate Grafted onto Bagasse Xylan Gallate

以蔗渣木聚糖(BX)为主要原料、没食子酸为酯化剂、三乙胺为催化剂、N,N-二甲基甲酰胺(DMF)为溶剂,合成了蔗渣木聚糖没食子酸酯(Ⅰ),接着以过硫酸铵引发甲基丙烯酸(MAA)和丙烯酸丁酯(BA)与Ⅰ共聚,合成了蔗渣木聚糖没食子酸酯-g-MAA/BA酯化接枝共聚物(Ⅱ)。考察了合成工艺参数对其取代度(DS)、接枝率(G)和接枝效率(GE)的影响。采用FTIR、SEM、XRD与TG-DTG对产物的结构和性能进行了表征。结果表明:在n(BX)∶n(三乙酰没食子酰氯)=1∶1、m(DMF)∶m(BX)=9.5∶1.0、45℃下反应4.0 h时,产物Ⅰ的DS为0.64;在n(Ⅰ)∶n(BA)∶n(MAA)=1∶1∶1、w(过硫酸铵)=7%、50℃下反应8.0 h时,接枝共聚物Ⅱ的G和GE分别为23%和67%。采用溴化噻唑蓝四氮唑(MTT)法对Ⅱ进行了抗癌活性测试。结果表明:当Ⅱ的质量浓度为100 mg/L时,其对肝癌细胞的抑制率达28.83%。

Bagasse xylan gallate （Ⅰ ） was synthesized by using bagasse xylan （BX） as main raw materials, gallic acid as esterifying agent, triethylamine as activation catalyst and N, N-dimethyl formamide （DMF） as the solvent. Subsequently, the graft copolymerization of methacrylic acid （MAA）/butyl acrylate （BA） onto bagasse xylan gallate was carried out by using ammonium persulfate as initiator. The parameters affecting the degree of substitution （ DS）, grafting rate （ G）, and grafting efficiency （GE） were investigated. The structure and properties of the product were characterized by FTIR, SEM, XRD and TG-DTG techniques. The results showed that the degree of substitution of product Ⅰ was 0.64 under the conditions of n （BX） ： n （trisacetyl-galloylchloride） = 1 ： 1, m （DMF） ： m （ BX ） = 9.5：1. 0, at 45℃ for 4.0 h. The grafting rate and grafting efficiency of grafting copolymer （ Ⅱ ） was 23 % and 67 % when n （ Ⅰ ）： n （BA） ： n （MAA） was 1 ： 1 ： 1, dosage of ammonium persulfate was 7 %, at 50 ℃ for 8.0 h. The anti-cancer activity of sample Ⅱ against some tumor cell lines was evaluated by using Methylthiazolyldiphenyl-tetrazolium bromide （MTT） method. The results showed that the inhibition rate on cancer cells of the liver reached to 28.83%.