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Complexation between the Antioxidant Pterostilbene and Derivatized Cyclodextrins in the Solid State and in Aqueous
Laura Catenacci1, Alexios I Vicatos2, Milena Sorrenti1
1Department of Drug Sciences, University of Pavia, Viale Taramelli 12, 27100 Pavia, Italy.
Pharmaceuticals (Basel, Switzerland)
|June 1, 2023
Summary
This study enhanced the solubility of pterostilbene (PTB) using various cyclodextrins (CDs). Modified CDs effectively formed inclusion complexes, significantly increasing PTB
Area of Science:
- Pharmaceutical Sciences
- Materials Science
Background:
- Poor aqueous solubility of bioactive compounds like pterostilbene (PTB) limits their medicinal applications.
- Developing strategies to enhance solubility is crucial for drug development.
Purpose of the Study:
- To prepare and characterize water-soluble cyclodextrin (CD) inclusion complexes with pterostilbene (PTB).
- To evaluate the efficacy of different modified CDs and preparation methods in enhancing PTB solubility.
Main Methods:
- Preparation of PTB-CD inclusion complexes using solid-state (co-grinding, kneading, microwave irradiation) and solution-based methods.
- Characterization of complexes using differential scanning calorimetry (DSC) and Fourier transform infrared spectroscopy (FTIR).
- Assessment of complexation and solubility enhancement via phase solubility analysis.
Main Results:
- Successful formation of PTB-CD inclusion complexes was confirmed by DSC and FTIR.
- Phase solubility studies demonstrated significant complexation in aqueous solutions.
- Complex association constants (K1:1) ranged from 15,000 to 55,000 M−1, increasing in the order HPβCD < DIMEB < RAMEB < SBECD.
- Solubility enhancement factors of 700-fold to 1250-fold were achieved at 100 mM CD concentrations.
Conclusions:
- Modified cyclodextrins effectively form inclusion complexes with pterostilbene.
- These complexes significantly enhance pterostilbene's aqueous solubility, offering potential for medicinal applications.
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