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Study on the Interaction and Properties of Cucurbit[8]uril with Oroxin B
Authors:XIE Jun  ZENG Zhishu  TAO Zhu  ZHANG Qianjun
Institution:Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, College of Chemistry and Chemical Engineering, Guizhou University, Guiyang 550025, P. R. China
Abstract:The interaction between cucurbit8]uril(Q8]) and oroxin B(ORB) was investigated by UV-visible(UV-Vis) spectroscopy, isothermal titration calorimetry(ITC), mass spectrum(MS) and nuclear magnetic resonance(NMR) spectroscopy. The results showed that ORB formed a 2:1 inclusion complex with Q8] with a binding constant of 8.266×105 L2·mol-2. ORB had good scavenging ability for 2,2'-azinobis-(3-ethylbenzthiazoline-6-sulphonate)(ABTS) free radicals(IC50=5.74 μmol/L) and the addition of Q8] did not significantly affect the antioxidant activity of ORB(IC50=5.76 μmol/L). A phase solubility experiment revealed a 1.86-fold increase in the solubility of ORB when c(Q8])=100 μmol/L. In vitro drug release experiments showed that the release rate for ORB@Q8] complex was lower than that of ORB in artificial intestinal juice, and higher than that of ORB in artificial gastric juice.
Keywords:Cucurbit[8]uril  Oroxin B  Inclusion complex  Solubility  Antioxidant activity  
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