八元瓜环与黄岑苷的主客体相互作用及对黄岑苷性质的影响  

Host-guest Interaction Between Cucurbit[8] uril and Baicalin and Its Effect on the Properties of Baicalin

作　　者：黄净净 许志玲[2] 练小卫 张晓东 陶朱[1] 周清娣[3] 张前军[1] 卫钢 HUANG Jingjing;XU Zhiling;LIAN Xiaowei;ZHANG Xiaodong;TAO Zhu;ZHOU Qingdi;ZHANG Qianjun;WEI Gang(Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province,Chemistry and Chemical Engineering College;Research and Development Center of Fine Chemicals,Guizhou University,Guiyang 550025,China;College of Chemistry,the University of Sydney,NSW 2006,Australia;CSIRO Manufacturing,NSW 2070,Australia)

机构地区：[1]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 [2]贵州大学精细化工中心,贵阳550025 [3]澳大利亚悉尼大学化学学院,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11期2425-2432,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：利用紫外吸收光谱和核磁共振波谱(NMR)等方法考察了八元瓜环(Q[8])与黄岑苷(BAL)之间的相互作用.结果表明,Q[8]与BAL形成了摩尔比为1∶1的包结配合物,包结稳定常数K=2. 8×104L/mol.相溶解度法研究结果表明,当Q[8]浓度为100μmol/L时,可使BAL在水中的溶解度增加4. 5倍.采用2,2-联氮基-双-(3-乙基苯并噻唑-6-磺酸)二铵盐(ABTS)方法考察了Q[8]对BAL抗氧化活性的影响,BAL-Q[8]包合物与游离BAL均对ABTS自由基具有清除能力,IC50值分别为5. 48和5. 07μmol/L.在人工肠液中BAL和BAL-Q[8]包合物较稳定;而在人工胃液中BAL在6 h后迅速降解,BAL-Q[8]包合物则基本未降解,Q[8]显著提高了BAL在人工胃液中的稳定性.体外累积释放度研究结果表明,在人工胃液中Q[8]的介入提高了BAL的累积释放量,其数值提高了2倍;在人工肠液中BAL-Q[8]包合物的累积释放速度明显慢于BAL的累计释放速度,说明Q[8]包合BAL后对BAL有一定的缓释作用.The interaction between cucurbit[8]uril(Q[8])and baicalin(BAL)was investigated by ultraviolet-visible absorption spectrometry and nuclear magnetic resonance spectroscopy.The results showed that Q[8]and BAL formed an inclusion complex with molar ratio of 1∶1.The inclusion stability constant was 2.8×10 4 L/mol.The phase solubility experiments revealed that the solubility of BAL in water increased 4.5 fold by interacting with Q[8]at 100μmol/L.The effect of Q[8]on antioxidant activity of BAL was investigated by 2,2′-azino-bis(3-ethylbenzthiazoline-6-sulphonate acid)(ABTS)method.Both the BAL-Q[8]inclusion complex and BAL had the scavenging ability for ABTS free radicals,and the IC 50 values were 5.48 and 5.07μmol/L,respectively.BAL and BAL-Q[8]were stable in artificial intestinal juice.BAL was degraded rapidly in 6 h,but BAL-Q[8]was not degraded basically in artificial gastric juice,which indicated that Q[8]significantly improved the stability of BAL in artificial gastric juice.In vitro cumulative release results showed that Q[8]increased the cumulative release of BAL in artificial gastric juice by 2 times.The cumulative release rate of BAL-Q[8]was significantly slower than the cumulative release rate of BAL in artificial intestinal juice,which indicated that Q[8]had sustained release effect on BAL.

关 键 词：黄岑苷 八元瓜环 包结配合物 稳定性 抗氧化活性 

分 类 号：O624[理学—有机化学] O641.3[理学—化学]