Enhancement of Solubility and Bioavailability of Quercetin by Inclusion Complexation with the Cavity of Mono-6-deoxy-6-aminoethylamino-β-cyclodextrin
| Autor: | Seunho Jung, Kyeong Hui Park, Hyungsup Kim, Eunae Cho, Daham Jeong, Jae Min Choi, Youngjin Choi, Vijay Vilas Shinde |
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| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Aqueous solution Cyclodextrin 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences 0104 chemical sciences Differential scanning calorimetry chemistry Drug delivery Organic chemistry Molecule Solubility Fourier transform infrared spectroscopy 0210 nano-technology Spectroscopy Nuclear chemistry |
| Zdroj: | Bulletin of the Korean Chemical Society. 38:880-889 |
| ISSN: | 1229-5949 |
| Popis: | Quercetin (QUE) has a wide range of health benefits; however, its application is limited due to its low solubility. We synthesized mono-6-deoxy-6-aminoethylamino-β-cyclodextrin (Et-β-CD) to overcome this limitation. The solubility of QUE was increased 35.1-fold compared with QUE, by its complexation with Et-β-CD. Changes in physicochemical properties following successful complexation were investigated using field emission scanning electron microscope, differential scanning calorimetry, and Fourier transform infrared spectroscopy. The complexation behavior of QUE and Et-β-CD in aqueous solution was monitored by 1H nuclear magnetic resonance (NMR), 2D rotating frame nuclear overhauser, and diffusion-ordered spectroscopy. The molecular docking simulation showed that the oblong shaped QUE is suitable for the formation of a stable complex with a characteristic cavity of Et-β-CD. Furthermore, the antioxidant activity and photostability of QUE was also improved after its complexation with Et-β-CD. From these results, we suggest that the characteristic elliptical cavity of Et-β-CD can be utilized for other hardly soluble drug molecules, which can expand the development of drug delivery systems. |
| Databáze: | OpenAIRE |
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