Effect of hydroxypropyl-β-cyclodextrin complexation on the aqueous solubility, structure, thermal stability, antioxidant activity, and tyrosinase inhibition of paeonol

Abstract

The objective of this paper is to study the effect of hydroxypropyl-b-cyclodextrin (HP-b-CD) complexation on the aqueous solubility, structure, thermal stability, antioxidant activity, and tyrosinase inhibition of paeonol (PAE). The inclusion complex (PAE-HP-b-CD complex) of HP-b-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°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-b-CD to form the PAE-HPb-CD complex. Furthermore, the thermogravimetric analysis (TGA) results showed that the thermal stability of PAE was improved when it was complexed with HP-b-CD. Comparing the antioxidant activity of PAE with that of the PAE-HP-b-CD complex at the same concentration revealed that the complex of PAE with HP-b-CD was better able to eliminate radical. Furthermore, the experimental results revealed that the formation of a complex with HP-b-CD increased the water solubility of PAE, improving its apparent inhibitive activity of tyrosinase.

Removal of Aromatic Chlorinated Pesticides from Aqueous Solution Using β-Cyclodextrin Polymers Decorated with Fe3O4 Nanoparticles

“…The NS–TCF thermogram shows weight loss at 185 °C, corresponding to the degradation of TCF. These results are in agreement with the literature, suggesting that encapsulation improves the thermal stability of the guests [20,21,22,23,24,25,26,27].…”

“…Figure 2 shows the XRPD patterns of the pesticide-loaded NS. In both diffraction patterns, the characteristic peaks of the pesticide were reduced [20,21,22,23,24,25,26,27]. It is also possible to confirm the lack of native NS and β-CD in the inclusion compound.…”

Encapsulation of gallic acid/cyclodextrin inclusion complex in electrospun polylactic acid nanofibers: Release behavior and antioxidant activity of gallic acid

“…So, it is concluded that the thermal stability of GA did not alter by complexation in contrast to GA/HPβCD-PM. The observed results further confirm the complex formation [45]. In addition, the amount of GA in GA/HPβCD-IC and GA/HPβCD-PM were determined as ∼ 10.2 % and ∼ 9.4% from TGA thermogram, respectively.…”

Enhancement of rhubarb extract solubility and bioactivity by 2-hydroxypropyl-β-cyclodextrin

“…3(a). The proton resonances of HP-␤-CD were assigned on the basis of findings from previous studies (Axel Castelli et al, 2008;Rezende et al, 2009;Tsao Fig. 1(b), in the range 3.85-4.10 ppm were those of H3 and H8, those in the range 3.50-3.75 ppm were those of H2, H4, and H7, and those in the range 3.70-3.85 ppm were those of H5 and H6.…”