Preparation, characterization, and biological activity of the inclusion complex of dihydroquercetin and β-Cyclodextrin
Abstract Dihydroquercetin (DHQ) is a natural occurring dihydroflavonol that has strong antioxidant and antibacterial activities. However, its application is limited due to its poor solubility. This study aims to improve the aqueous solubility of DHQ by complexing DHQ with β-cyclodextrin (β-CD) to bo...
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| Format: | Article |
| Language: | English |
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SpringerOpen
2023-10-01
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| Series: | AAPS Open |
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| Online Access: | https://doi.org/10.1186/s41120-023-00083-8 |
| _version_ | 1797452077419462656 |
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| author | Yaping Xu Yue Wang Chujie Li Tao Han Haiming Chen Wenxue Chen Qiuping Zhong Jianfei Pei Guido R. M. M. Haenen Zhengwen Li Mohamed Moalin Ming Zhang Weijun Chen |
| author_facet | Yaping Xu Yue Wang Chujie Li Tao Han Haiming Chen Wenxue Chen Qiuping Zhong Jianfei Pei Guido R. M. M. Haenen Zhengwen Li Mohamed Moalin Ming Zhang Weijun Chen |
| author_sort | Yaping Xu |
| collection | DOAJ |
| description | Abstract Dihydroquercetin (DHQ) is a natural occurring dihydroflavonol that has strong antioxidant and antibacterial activities. However, its application is limited due to its poor solubility. This study aims to improve the aqueous solubility of DHQ by complexing DHQ with β-cyclodextrin (β-CD) to boost its biological activity. DHQ was encapsulated with β-CD by freeze drying at a 1:1-M ratio. The structure of DHQ/β-CD complex prepared was elucidated by using Fourier transform infrared spectroscopy, differential scanning calorimetry, X-ray diffraction, scanning electron microscopy, and 1H nuclear magnetic resonance (1H NMR). In addition, molecular docking further revealed two energetically favorable conformations of the DHQ/β-CD complex, in which DHQ interacted with β-CD via hydrogen bonds. Experimental results showed that the solubility of the DHQ increased 22.63-fold by encapsulating with β-CD. Also the dissolution rate, antioxidant activity and antibacterial activity of the DHQ were significantly improved by encapsulating. The encapsulating with β-CD solves the problem of the poor aqueous solubility of DHQ, and broadens the path for a more optimal use of the health promoting effect of DHQ in pharmaceutical and food products. |
| first_indexed | 2024-03-09T15:03:33Z |
| format | Article |
| id | doaj.art-fef7384b379345a3a32cefc155631980 |
| institution | Directory Open Access Journal |
| issn | 2364-9534 |
| language | English |
| last_indexed | 2024-03-09T15:03:33Z |
| publishDate | 2023-10-01 |
| publisher | SpringerOpen |
| record_format | Article |
| series | AAPS Open |
| spelling | doaj.art-fef7384b379345a3a32cefc1556319802023-11-26T13:49:32ZengSpringerOpenAAPS Open2364-95342023-10-019111310.1186/s41120-023-00083-8Preparation, characterization, and biological activity of the inclusion complex of dihydroquercetin and β-CyclodextrinYaping Xu0Yue Wang1Chujie Li2Tao Han3Haiming Chen4Wenxue Chen5Qiuping Zhong6Jianfei Pei7Guido R. M. M. Haenen8Zhengwen Li9Mohamed Moalin10Ming Zhang11Weijun Chen12College of Food Science and Engineering, Hainan UniversityDepartment of Pharmacology and Personalized Medicine, School of Nutrition and Translational Research in Metabolism (NUTRIM); Cardiovascular Research Institute= Maastricht (CARIM), Faculty of Health, Medicine and Life Sciences, Maastricht UniversityDepartment of Pharmacology and Personalized Medicine, School of Nutrition and Translational Research in Metabolism (NUTRIM); Cardiovascular Research Institute= Maastricht (CARIM), Faculty of Health, Medicine and Life Sciences, Maastricht UniversityCollege of Food Science and Engineering, Hainan UniversityCollege of Food Science and Engineering, Hainan UniversityCollege of Food Science and Engineering, Hainan UniversityCollege of Food Science and Engineering, Hainan UniversityCollege of Food Science and Engineering, Hainan UniversityDepartment of Pharmacology and Personalized Medicine, School of Nutrition and Translational Research in Metabolism (NUTRIM); Cardiovascular Research Institute= Maastricht (CARIM), Faculty of Health, Medicine and Life Sciences, Maastricht UniversitySchool of Pharmacy, Chengdu UniversityResearch Centre Material Sciences, Zuyd University of Applied ScienceCollege of Food Science and Engineering, Hainan UniversityCollege of Food Science and Engineering, Hainan UniversityAbstract Dihydroquercetin (DHQ) is a natural occurring dihydroflavonol that has strong antioxidant and antibacterial activities. However, its application is limited due to its poor solubility. This study aims to improve the aqueous solubility of DHQ by complexing DHQ with β-cyclodextrin (β-CD) to boost its biological activity. DHQ was encapsulated with β-CD by freeze drying at a 1:1-M ratio. The structure of DHQ/β-CD complex prepared was elucidated by using Fourier transform infrared spectroscopy, differential scanning calorimetry, X-ray diffraction, scanning electron microscopy, and 1H nuclear magnetic resonance (1H NMR). In addition, molecular docking further revealed two energetically favorable conformations of the DHQ/β-CD complex, in which DHQ interacted with β-CD via hydrogen bonds. Experimental results showed that the solubility of the DHQ increased 22.63-fold by encapsulating with β-CD. Also the dissolution rate, antioxidant activity and antibacterial activity of the DHQ were significantly improved by encapsulating. The encapsulating with β-CD solves the problem of the poor aqueous solubility of DHQ, and broadens the path for a more optimal use of the health promoting effect of DHQ in pharmaceutical and food products.https://doi.org/10.1186/s41120-023-00083-8Dihydroquercetinβ-cyclodextrinComplexEncapsulationSolubility |
| spellingShingle | Yaping Xu Yue Wang Chujie Li Tao Han Haiming Chen Wenxue Chen Qiuping Zhong Jianfei Pei Guido R. M. M. Haenen Zhengwen Li Mohamed Moalin Ming Zhang Weijun Chen Preparation, characterization, and biological activity of the inclusion complex of dihydroquercetin and β-Cyclodextrin AAPS Open Dihydroquercetin β-cyclodextrin Complex Encapsulation Solubility |
| title | Preparation, characterization, and biological activity of the inclusion complex of dihydroquercetin and β-Cyclodextrin |
| title_full | Preparation, characterization, and biological activity of the inclusion complex of dihydroquercetin and β-Cyclodextrin |
| title_fullStr | Preparation, characterization, and biological activity of the inclusion complex of dihydroquercetin and β-Cyclodextrin |
| title_full_unstemmed | Preparation, characterization, and biological activity of the inclusion complex of dihydroquercetin and β-Cyclodextrin |
| title_short | Preparation, characterization, and biological activity of the inclusion complex of dihydroquercetin and β-Cyclodextrin |
| title_sort | preparation characterization and biological activity of the inclusion complex of dihydroquercetin and β cyclodextrin |
| topic | Dihydroquercetin β-cyclodextrin Complex Encapsulation Solubility |
| url | https://doi.org/10.1186/s41120-023-00083-8 |
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