八元瓜环与乔松素的主客体作用及对乔松素性质的影响  

Host-guest Interaction Between Cucurbit [8] uril and Pinocembrin and Its Influence on the Properties of Pinocembrin

作　　者：练小卫 黄净净 陶朱[2] 周清娣[3] 张前军 卫钢 

机构地区：[1]贵州大学精细化工中心 [2]贵州省大环化学及超分子化学重点实验室,贵州大学化学与化工学院,贵阳550025 [3]悉尼大学化学学院,新南威尔士州2006 [4]澳大利亚联邦科学与工业组织(CSIRO),新南威尔士州2070

出　　处：《高等学校化学学报》2018年第2期226-233,共8页Chemical Journal of Chinese Universities

基　　金：教育部春晖计划项目(批准号：Z2015003)资助~~

摘　　要：利用核磁共振波谱、紫外吸收光谱和热重分析等方法研究了八元瓜环(Q[8])对乔松素(PCB)的包结作用;采用紫外吸收光谱法研究了Q[8]对PCB水溶性、抗氧化活性及在人工胃肠液中稳定性和累积释放量的影响.结果表明,PCB与Q[8]形成了摩尔比为1∶2的主客体包结配合物(PCB-Q[8]),PCB位于2个瓜环的端口之间,其稳定结合常数为5.00×10~9 L^2/mol^2.当c(Q[8])=90μmol/L时,可使PCB在水中的溶解度增加4.3倍;PCB-Q[8]包合物和PCB均对2,2-联氮基-双-(3-乙基苯并噻唑-6-磺酸)二铵盐(ABTS)自由基具有较好的清除作用,IC_(50)值分别为4.3和3.2μmol/L.在人工胃液中,PCB和PCB-Q[8]包合物都较稳定;而在人工肠液中,PCB于72 h后全部降解,PCB-Q[8]包合物则基本未降解,表明Q[8]增强了PCB在人工肠液中的稳定性;Q[8]的介入提高了PCB在人工胃液和人工肠液中的累积释放量,其数值分别提高了5倍和2倍.The inclusion interaction between cucurbit [8] uril（Q [8] ）and pinocembrin（PCB）was investigated by means of nuclear magnetic resonance spectrometer（NMR）,UV-Visible spectrophotometer（UV-Vis）and differential thermal analysis（DTA）.The results showed that PCB formed a molar ratio 1∶2 inclusion complex with Q [8] and located between the ports of the two rings.The stable binding constant is 5.00×10~9L^2/mol^2.The effects of Q [8] on water solubility,stability,antioxidant activity and cumulative release of PCB were investigated by means of UV absorption spectroscopy.Phase solubility experiments showed that the solubility of PCB could be increased 4.3 fold by interacting when c（Q [8] ）=90μmol/L.Both PCB-Q [8] and PCB had good scavenging effect on 2＇-azinobis-（3-ethylbenzthiazoline-6-sulphonate）（ABTS）free radicals,with IC_（50）values of 4.3 and 3.2μmol/L,respectively.PCB and PCB-Q [8] were stable in the artificial gastric juice,and PCB was degraded completely after 72 h in the artificial intestinal fluid,but the degradation of PCB-Q [8] was hardly found.Q [8] increased the accumulation degree of PCB in artificial gastric and intestinal fluid by 5 and 2 times,respectively.

关 键 词：乔松素 八元瓜环 包结配合物 抗氧化活性 

分 类 号：O624[理学—有机化学] O641.3[理学—化学]