Characterization and evaluation of synthetic riluzole with β-cyclodextrin and 2,6-di-O-methyl-β-cyclodextrin inclusion complexes

Wang, Lili; Li, Shanshan; Tang, Peixiao; Yan, Jin; Xu, Kailin; Li, Hui

doi:10.1016/j.carbpol.2015.04.046

Cited by 57 publications

(52 citation statements)

References 34 publications

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“…The valuable thermodynamic parameters including K s , Δ G , Δ H and Δ S , were listed in Table . As revealed in Table , K s increased with rising temperature, and the higher value of K s demonstrated that β‐CD complexed better with guest BCL molecule, resulting in an obviously increased solubility and stability of BCL . On the other hand, the values of these thermodynamic parameters vary according to the type of host‐guest interaction.…”

Section: Resultsmentioning

confidence: 94%

“…The physical mixture diffraction pattern (Figure c) was just the superposition of pure BCL and β‐CD with reduced intensity. By contrast, any characteristic peaks of BCL at 2θ 8.59, 10.33, 12.43, 14.62, 17.01, 20.66, 23.86, 25.48 and 28.05 disappeared, and the new peaks at 2θ 6.89 and 9.74 were observed in XRD pattern of the inclusion complex (Figure d), indicating that the inclusion complex β‐CD/BCL was successfully prepared without free BCL left …”

Section: Resultsmentioning

confidence: 96%

“…Figure depicted the thermograms of the BCL, β‐CD, the physical mixture and the inclusion complex β‐CD/BCL. Natural β‐CD (Figure a) exhibited a broad endothermic peak at about 87 °C, corresponding to water removal from the β‐CD cavity . In addition, β‐CD revealed a peak of glass transition temperature at 218 °C.…”

Section: Resultsmentioning

confidence: 99%

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The formation of a host-guest inclusion complex system between β-cyclodextrin and baicalin and its dissolution characteristics

Jiang

Deng

et al. 2017

Journal of Pharmacy and Pharmacology

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Section: Resultsmentioning

confidence: 94%

Section: Resultsmentioning

confidence: 96%

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The formation of a host-guest inclusion complex system between β-cyclodextrin and baicalin and its dissolution characteristics

Jiang

Deng

et al. 2017

Journal of Pharmacy and Pharmacology

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“…CDs are nontoxic cyclic oligosaccharides produced by hydrolysis of starch resulting from intramolecular transglycosylation reactions caused by CD glucanotransferase enzyme. The most popular CDs are α-CD, β-CD and γ-CD with 6, 7 and 8 units of (α-1,4)-linked α-D-glucopyranose, respectively (Valle, 2004;Wang et al, 2015). The special arrangement of molecules makes CDs exhibit a hydrophobic inner cavity and hydrophilic outer surface.…”

Section: Introductionmentioning

confidence: 99%

“…The special arrangement of molecules makes CDs exhibit a hydrophobic inner cavity and hydrophilic outer surface. This feature enables CDs to be hosting both nonpolar and polar guests, no matter if they are polymers or small molecules (Davis & Brewster, 2004;Wang et al, 2015).…”

Section: Introductionmentioning

confidence: 99%

Physicochemical properties of catechin/β-cyclodextrin inclusion complex obtained via co-precipitation

Jiang

Yang

Wang

et al. 2019

CyTA - Journal of Food

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Inclusion complex of catechin (CAT) with β-cyclodextrin (β-CD) was prepared using co-precipitation method to enhance antioxidant stability of CAT and the physicochemical properties of the inclusion complex were studied. The CAT/β-CD inclusion complex was analyzed through phase solubility study, Fourier transform infrared spectroscopy (FT-IR), differential scanning calorimetry (DSC), scanning electron microscopy (SEM) and X-ray diffraction (XRD). Phase solubility study indicated that CAT and β-CD formed 1:1 stoichiometric inclusion complex. Results of FT-IR indicated that CAT was stabilized in β-CD cavity by intra-molecular hydrogen bonds. Results of DSC and SEM proved that CAT/β-CD inclusion complex formed. XRD results showed that the formation of new solid crystalline phases in the CAT/β-CD inclusion complex. CAT was effectively protected through encapsulation into β-CD and the antioxidant stability of CAT was improved after encapsulation. In addition, the release behavior of CAT from the inclusion complex increased with increasing of the temperature. Propiedades fisicoquímicas del complejo de inclusión de catequina/β-ciclodextrina obtenido por coprecipitación RESUMEN En el presente estudio se obtuvo el complejo de inclusión de catequina (CAT) con β-ciclodextrina (β-CD) utilizando el método de coprecipitación con el propósito de mejorar la estabilidad antioxidante del CAT. Posteriormente se estudiaron las propiedades fisicoquímicas del complejo de inclusión resultante. Para analizar el complejo de inclusión CAT/β-CD se emplearon los siguientes estudios: estudio de solubilidad de fase, espectroscopia infrarroja transformada de Fourier (FT-IR), calorimetría diferencial de barrido (DSC), microscopía electrónica de barrido (SEM) y difracción de rayos X (DRX). El estudio de solubilidad de fase mostró que el CAT y la β-CD formaron un complejo de inclusión estequiométrica de 1:1. Por su parte, los resultados de FT-IR indicaron que en la cavidad β-CD el CAT fue estabilizado por enlaces de hidrógeno intramoleculares. Los resultados aportados por la DSC y la SEM demostraron que se formó un complejo de inclusión CAT/β-CD. Los resultados de la DRX dieron cuenta de la formación de nuevas fases cristalinas sólidas en el complejo de inclusión CAT/β-CD. El CAT se protegió eficazmente mediante la encapsulación en la β-CD y su estabilidad antioxidante mejoró después de ocurrir la encapsulación. Además, el comportamiento de liberación del CAT a partir del complejo de inclusión se incrementó con el aumento de la temperatura.

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Characterization of tea tree essential oil and large‐ring cyclodextrins (CD₉–CD₂₂) inclusion complex and evaluation of its thermal stability and volatility

Cao

Wei

et al. 2020

J Sci Food Agric

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BACKGROUND Although the structure and physicochemical properties of large ring cyclodextrins (LR‐CDs) exhibit unique characteristics, and also possess very strong water solubility and high safety, little is known about the embedding performance of macrocyclodextrin. Encapsulation refers to a complex of tea tree oil (TTO) with the wall material, protecting the core material or changing its properties from adverse external factors, controlling its release rate against the evaporation and degradation of essential oils. In the present study, LR‐CDs complexed with TTO were prepared by co‐precipitation methods. RESULTS The mass ratio of LR‐CDs‐TTO was six and the maximum complexation efficiency was 86.23%. Fourier‐transform infrared spectroscopy analysis presented the loss of characteristic peaks related to TTO in the complex and no other additional peaks were observed. X‐ray diffraction examination demonstrated several sharp peaks and intensity peaks at the diffraction angle of the TTO‐LR‐CDs complex. 1H‐NMR indicated a chemical shift as a result of the interaction between the molecules in the inclusion complex. Moreover, the thermal stability and aqueous solubility of TTO were enhanced after synergy with LR‐CDs; particularly, the solubility of the complex was increased by 329‐fold. The volatile characteristics of the encapsulated and original TTO were identical. CONCLUSION The results of the present study show that TTO was efficaciously complexed with LR‐CDs and exhibited enhanced solubility and thermal stability. © 2020 Society of Chemical Industry

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Characterization and evaluation of synthetic riluzole with β-cyclodextrin and 2,6-di-O-methyl-β-cyclodextrin inclusion complexes

Cited by 57 publications

References 34 publications

The formation of a host-guest inclusion complex system between β-cyclodextrin and baicalin and its dissolution characteristics

The formation of a host-guest inclusion complex system between β-cyclodextrin and baicalin and its dissolution characteristics

Physicochemical properties of catechin/β-cyclodextrin inclusion complex obtained via co-precipitation

Characterization of tea tree essential oil and large‐ring cyclodextrins (CD₉–CD₂₂) inclusion complex and evaluation of its thermal stability and volatility

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Characterization and evaluation of synthetic riluzole with β-cyclodextrin and 2,6-di-O-methyl-β-cyclodextrin inclusion complexes

Cited by 57 publications

References 34 publications

The formation of a host-guest inclusion complex system between β-cyclodextrin and baicalin and its dissolution characteristics

The formation of a host-guest inclusion complex system between β-cyclodextrin and baicalin and its dissolution characteristics

Physicochemical properties of catechin/β-cyclodextrin inclusion complex obtained via co-precipitation

Characterization of tea tree essential oil and large‐ring cyclodextrins (CD9–CD22) inclusion complex and evaluation of its thermal stability and volatility

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Characterization of tea tree essential oil and large‐ring cyclodextrins (CD₉–CD₂₂) inclusion complex and evaluation of its thermal stability and volatility