Journal
JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY
Volume 72, Issue 3-4, Pages 405-411Publisher
SPRINGER
DOI: 10.1007/s10847-011-0003-x
Keywords
Paeonol; Hydroxypropyl-beta-cyclodextrin; Inclusion complex; Chinese traditional medicine
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Funding
- China Medical University [CMU98-OC-01, CMU99-S-10]
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The objective of this paper is to study the effect of hydroxypropyl-beta-cyclodextrin (HP-beta-CD) complexation on the aqueous solubility, structure, thermal stability, antioxidant activity, and tyrosinase inhibition of paeonol (PAE). The inclusion complex (PAE-HP-beta-CD complex) of HP-beta-CD and PAE was prepared by a freeze-drying method. Phase solubility tests showed that the stability constant of the inclusion complex was about 33.8 M-1 at 25 A degrees C. The experimental results of proton nuclear magnetic resonance (H-NMR) spectroscopy, differential scanning calorimetry (DSC) and X-ray diffraction (XRD) suggested that PAE was included by HP-beta-CD to form the PAE-HP-beta-CD complex. Furthermore, the thermogravimetric analysis (TGA) results showed that the thermal stability of PAE was improved when it was complexed with HP-beta-CD. Comparing the antioxidant activity of PAE with that of the PAE-HP-beta-CD complex at the same concentration revealed that the complex of PAE with HP-beta-CD was better able to eliminate radical. Furthermore, the experimental results revealed that the formation of a complex with HP-beta-CD increased the water solubility of PAE, improving its apparent inhibitive activity of tyrosinase.
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