期刊
CHEMISTRYSELECT
卷 8, 期 45, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.202303620
关键词
BBH; Inclusion Complex; Lysine-beta-cyclodextrin; Molecular Docking; in Vitro Release
In this study, hydrosoluble Lysine-modified beta-cyclodextrin (Lys-beta-CD) was synthesized and used to prepare BBH-Lysine-beta-cyclodextrin inclusion complexes (BBH/Lys-beta-CD IC). The IC exhibited an irregular sheet and layered structure, and BBH entered the Lys-beta-CD cavity through non-covalent interactions. The slow release behavior of BBH from the IC suggests its potential applications in drug delivery and biomedical fields.
Berberine hydrochloride (BBH) is an isoquinoline alkaloid, and its diverse bioactivities have been studied for decades. However, BBH exhibits poor solubility and low oral bioavailability, which hampers its potential therapeutic exploitation. In this study, hydrosoluble Lysine-modified beta-cyclodextrin (Lys-beta-CD) was synthesized. Then BBH-Lysine-beta-cyclodextrin inclusion complexes (BBH/Lys-beta-CD IC) were prepared by the co-deposition method and optimized using the Box-Behnken design. In addition, phase solubility was studied and showed that BBH and Lys-beta-CD can form inclusion complexes in a stoichiometric ratio of 1 : 1. The morphological characterizations exhibited that the IC had an irregular sheet and layered structure. The results of FTIR and 1H NMR revealed that BBH entered the Lys-beta-CD cavity with non-covalent interactions between host-guest molecules. Furthermore, the binding pattern of BBH with the Lys-beta-CD was investigated by molecular docking study. The release behavior of IC showed that BBH could be released slowly from the inclusion complex. Hence, the Lys-beta-CD IC has broad application prospects in drug delivery and biomedical fields.
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