Effects of Inclusion of Chrysin in Cucurbit[8]uril on Its Stability, Solubility and Antioxidant Potential

doi:10.1007/s40242-017-7096-8

Chemical Research in Chinese Universities ›› 2017, Vol. 33 ›› Issue (5): 736-741.doi: 10.1007/s40242-017-7096-8

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Effects of Inclusion of Chrysin in Cucurbit[8]uril on Its Stability, Solubility and Antioxidant Potential

XU Zhiling^1,2, LIAN Xiaowei^1,2, LI Mengjie², ZHANG Xiaodong², WANG Yi², TAO Zhu², ZHANG Qianjun²

1. Research and Development Center of Fine Chemicals, Guizhou University, Guiyang 550025, P. R. China;. Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, College of Chemistry and Chemical Engineering, Guizhou University, Guiyang 550025, P. R. China

Received:2017-03-16 Revised:2017-06-05 Online:2017-10-01 Published:2017-06-21
Contact: TAO Zhu,E-mail:gzutao@263.net;ZHANG Qianjun,qianjunzhang@126.com E-mail:gzutao@263.net;qianjunzhang@126.com
Supported by:
Supported by the National Natural Science Foundation of China(No.21272045).

Abstract

Abstract:

The host-guest interaction between cucurbit[8]uril(Q[8]) and chrysin(CHR) has been studied by means of 1H NMR, mass spectrometry(MS), differential thermal analysis(DTA), and UV-Vis spectrophotometry. The results show that CHR forms a 1:1 inclusion complex with Q[8], with a binding constant of CHR with Q[8] by UV absorption being 5.4×10⁶. Phase solubility experiments show a 5.13-fold increase in the solubility of CHR through interaction with Q[8]{c(Q[8])=10^-4 mol/L}. A study of the evolution of UV absorption spectra with time shows that Q[8]significantly increases the stability of CHR. The antioxidant activity of CHR-Q[8] has been tested by the ABTS method. The CHR-Q[8] inclusion complex shows a better scavenging effect towards the ABTS radical than CHR, with respective IC₅₀ values of 1.05×10^-6 and 3.07×10^-6 mol/L. In vitro release studies have shown that CHR-Q[8] has a sustained release effect.

Key words: Chrysin, Cucurbit[8]uril, Inclusion complex, Solubility, Stability, Antioxidant activity

XU Zhiling, LIAN Xiaowei, LI Mengjie, ZHANG Xiaodong, WANG Yi, TAO Zhu, ZHANG Qianjun. Effects of Inclusion of Chrysin in Cucurbit[8]uril on Its Stability, Solubility and Antioxidant Potential[J]. Chemical Research in Chinese Universities, 2017, 33(5): 736-741.

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Effects of Inclusion of Chrysin in Cucurbit[8]uril on Its Stability, Solubility and Antioxidant Potential

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