Experimental and molecular docking investigation of the inclusion complexes between 20(S)-protopanaxatriol and four modified β-cyclodextrins

Zhu, Fangdao; Zhang, Zhaohua; Chi, Shao-Ming; Chen, Si-Ling; Wang, Yufei; Zhu, Hai‐Liang; Lei, Ze; Zhao, Yan

doi:10.1016/j.carres.2021.108256

Cited by 4 publications

(1 citation statement)

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“…Molecular docking studies were adopted to elaborate the complex mechanism of host and guest molecules [ 26 ]. The structures of host molecule-CDs were fairly rigid due to intra-molecular hydrogen bonds between the O-2H and the O-3H of adjacent glucose units [ 27 ].…”

Section: Resultsmentioning

confidence: 99%

Preparation, Characterization, and Bioavailability of Host-Guest Inclusion Complex of Ginsenoside Re with Gamma-Cyclodextrin

Zhang

Wang

et al. 2021

Molecules

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This work aimed at improving the water solubility of Ginsenoside (G)-Re by forming an inclusion complex. The solubility parameters of G-Re in alpha (α), beta (β), and gamma (γ) cyclodextrin (CD) were investigated. The phase solubility profiles were all classified as AL-type that indicated the 1:1 stoichiometric relationship with the stability constants Ks which were 22 M−1 (α-CD), 612 M−1 (β-CD), and 14,410 M−1 (γ-CD), respectively. Molecular docking studies confirmed the results of phase solubility with the binding energy of −4.7 (α-CD), −5.10 (β-CD), and −6.70 (γ-CD) kcal/mol, respectively. The inclusion complex (IC) of G-Re was prepared with γ-CD via the water-stirring method followed by freeze-drying. The successful preparation of IC was confirmed by powder X-ray diffraction (XRD), Fourier transform-infrared spectroscopy (FT-IR), differential scanning calorimetry (DSC), and scanning electron microscopy (SEM). In-vivo absorption studies were carried out by LC-MS/MS. Dissolution rate of G-Re was increased 9.27 times after inclusion, and the peak blood concentration was 2.7-fold higher than that of pure G-Re powder. The relative bioavailability calculated from the ratio of Area under the curve AUC0–∞ of the inclusion to pure G-Re powder was 171%. This study offers the first report that describes G-Re’s inclusion into γ-CD, and explored the inclusion complex’s mechanism at the molecular level. The results indicated that the solubility could be significantly improved as well as the bioavailability, implying γ-CD was a very suitable inclusion host for complex preparation of G-Re.

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Section: Resultsmentioning

confidence: 99%