Alpinetin/hydroxypropyl-β-cyclodextrin host–guest system: Preparation, characterization, inclusion mode, solubilization and stability

Ma, Songqi; Chen, Wen; Yang, Xiaodong; Zhang, Na; Wang, Shaojie; Liu, Lin; Yang, Lijuan

doi:10.1016/j.jpba.2012.04.038

Cited by 59 publications

(19 citation statements)

References 33 publications

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“…Thus, due to the complexation, the FOS water solubility is increased more than 6 times in comparison with the micelle occurrence threshold (which is about 1.5 mg/mL). This indicates that the solubility of the FOS/ -CD complex is adequate for tablet dosage form [37].…”

Section: Min Formmentioning

confidence: 86%

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Physicochemical Analysis and Molecular Modeling of the Fosinoprilβ-Cyclodextrin Inclusion Complex

Udrescu

Sbârcea

Fuliaş

et al. 2014

Journal of Spectroscopy

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This research investigates the interaction between fosinopril sodium (FOS) and beta-cyclodextrin (β-CD) in aqueous solution and in solid state, in order to prove the formation of an inclusion complex between the two components. The stoichiometry of the inclusion complex was found as 1 : 1 by employing continuous variation method in UV. The formation constant was calculated as 278.93 M−1using Benesi-Hildebrand equation. The kneaded product (KP) and the physical mixture (PM) were further experimentally examined, using FTIR, powder X-ray diffractometry, and thermal analysis. The results confirm that the physicochemical properties of the FOS/β-CD KP are different from FOS and that the kneading method leads to formation of solid state inclusion complex between FOS andβ-CD. Structural studies of the FOS/β-CD were carried out using molecular modeling techniques, in order to explain the complexation mechanism and the host-guest geometry.

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Section: Min Formmentioning

confidence: 86%

“…Solubilization. The water solubility of the FOS/ -CD KP was appraised by preparing a concentrated solution [37]. The UV spectrophotometric measurements, achieved after an adequate dilution at 25 ∘ C, indicate that the water solubility of the included FOS is 9.4 mg/mL.…”

Section: Min Formmentioning

confidence: 99%

Physicochemical Analysis and Molecular Modeling of the Fosinoprilβ-Cyclodextrin Inclusion Complex

Udrescu

Sbârcea

Fuliaş

et al. 2014

Journal of Spectroscopy

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“…An inclusion complex of neodiosmin/ β ‐cyclodextrin/lysine was produced by the suspension method . Typically, β ‐cyclodextrin was transferred accurately and quantitatively into a test tube with a plug.…”

Section: Methodsmentioning

confidence: 99%

“…In this work, the freeze-drying method was used to produce an inclusion complex of neodiosmin with b-cyclodextrin and lysine; this method had the advantage of reducing both the chemical decomposition and loss of neodiosmin [25]. An inclusion complex of neodiosmin/b-cyclodextrin/ lysine was produced by the suspension method [26]. Typically, b-cyclodextrin was transferred accurately and quantitatively into a test tube with a plug.…”

Section: Preparation Of the Neodiosmin/b-cyclodextrin/ Lysine Inclusimentioning

confidence: 99%

Increased solubility and taste masking of a ternary system of neodiosmin withβ-cyclodextrin and lysine

et al. 2017

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Neodiosmin has poor aqueous solubility but exerts a good debittering effect and is a strong antioxidant with potential applications in foods, beverages, and pharmaceutical preparations. The water solubility of neodiosmin was greatly enhanced by forming a neodiosmin/β‐cyclodextrin/lysine ternary inclusion complex. The inclusion type is described in detail in terms of its structural aspects using a phase diagram of solubility. The neodiosmin/β‐cyclodextrin/lysine ternary inclusion complex was synthesized and characterized by thermal analysis and powder X‐ray diffractometry (XRD). The molecular and fractal structures of the ternary complexes were investigated using 1H nuclear magnetic resonance (1H NMR) spectroscopy and Fourier transform infrared (FT‐IR) spectroscopy. Additionally, scanning electron microscopy (SEM) revealed that neodiosmin was embedded in a matrix of β‐cyclodextrin with lysine. The results demonstrated that the inclusion complex was formed and that the solubility of neodiosmin was greatly improved. Additionally, the bitterness‐masking power of this system was evaluated by a panel test using a series of limonin concentrations as a reference scale. The neodiosmin/β‐cyclodextrin/lysine ternary inclusion complex showed the highest efficacy, and the bitterness attenuation was statistically significant.

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“…[18][19][20] In general, the inclusion complex of drugs exhibits a higher aqueous solubility 18,[20][21][22][23] and a greater chemical stability than the pure drug. 6,[24][25][26][27][28][29] This approach can be applied in the context of the Biopharmaceutical Classification System [30][31][32][33] of drugs. Class II and IV drugs are poorly water soluble but permeable or poorly permeable, respectively, through the gut, meaning that the oral adsorption is limited by the solubility of the drug and the dissolution rate.…”

Section: Introductionmentioning

confidence: 99%

Cyclodextrin and Meglumine-Based Microemulsions as a Poorly Water-Soluble Drug Delivery System

Aloisio

Oliveira

Longhi

2016

Journal of Pharmaceutical Sciences

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Cyclodextrins (CDs) and meglumine (MEG) are pharmaceutical excipients widely used to improve solubility of poorly water-soluble drugs. The purpose of this work was to study the effect of CDs or MEG on the internal microstructure of soya oil-based O/W microemulsions (MEs) and on the modulation of the solubility and release rate of Class II model hydrophobic drugs, sulfamerazine and indomethacin. The pseudoternary phase diagrams revealed that higher proportions of oil phase, as well as the presence of β-cyclodextrin (ßCD), methyl-ßCD, and MEG, favored the incorporation of the drugs. The conductivity studies, particle size, and zeta potential analysis showed that the O/W ME structure remained unaffected and that the ME presented reduced droplet sizes after the incorporation of the ligands. The drug-component interactions were assessed by proton nuclear magnetic resonance studies. The highest incorporations of sulfamerazine (35.6 mg/mL) and indomethacin (73.1 mg/mL) were obtained with the ME with W = 5%, MEG and W = 1.8% ßCD in a phosphate buffer solution of pH 8, respectively. In addition, the ligands in ME significantly enhanced the released amount of the drugs, probably due to a solubilizing effect that facilitates the drug to penetrate the unstirred water layer adjacent to membranes.

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Alpinetin/hydroxypropyl-β-cyclodextrin host–guest system: Preparation, characterization, inclusion mode, solubilization and stability

Cited by 59 publications

References 33 publications

Physicochemical Analysis and Molecular Modeling of the Fosinoprilβ-Cyclodextrin Inclusion Complex

Physicochemical Analysis and Molecular Modeling of the Fosinoprilβ-Cyclodextrin Inclusion Complex

Increased solubility and taste masking of a ternary system of neodiosmin withβ-cyclodextrin and lysine

Cyclodextrin and Meglumine-Based Microemulsions as a Poorly Water-Soluble Drug Delivery System

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