Physicochemical and Structural Characterization of Quercetin-β-Cyclodextrin Complexes

Zheng, Ying; Haworth, Ian S.; Zuo, Zhong; Chow, Moses S.S.; Chow, Albert H.L.

doi:10.1002/jps.20325

Cited by 171 publications

(90 citation statements)

References 18 publications

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“…K c calculated for QU/b-CD-IC was 3345 M -1 , suggesting a relatively moderate interaction (Takahashi, Veiga, & Ferraz, 2012). To the best of our knowledge, the observed Kc of QU/b-CD-IC is higher than in an earlier report (Zheng et al, 2005).…”

Section: Phase Solubility Studycontrasting

confidence: 82%

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Quercetin/β-cyclodextrin inclusion complex embedded nanofibres: Slow release and high solubility

et al. 2016

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a b s t r a c tElectrospinning of polyacrylic acid (PAA) nanofibres (NF) incorporating b-cyclodextrin inclusion complex (b-CD-IC) of quercetin (QU) was performed. Here, b-CD was used as not only the crosslinking agent for PAA nanofibres but also as a host molecule for inclusion of QU. The phase solubility test showed enhanced solubility of QU due to the inclusion complexation; in addition, the stoichiometry of QU/b-CD-IC was determined to be 1:1. Computational modelling studies confirmed that 1:1 and 1:2 complex formation are desirable; 1:1 complex formation was chosen to have higher weight loading of QU. SEM images showed that PAA/QU/b-CD-IC-NF were bead-free and uniform. XRD indicated that PAA/QU/b-CD-IC-NF were amorphous in nature without the crystalline peaks of QU. Comparative results revealed that the release profile of QU from PAA/QU/b-CD-IC-NF was much slower but greater in total than from PAA/QU/b-CD-IC-film. Moreover, high antioxidant activity and photostability of QU was achieved in PAA/QU/b-CD-IC-NF.

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Section: Phase Solubility Studycontrasting

confidence: 82%

“…In the literature, it has been reported that QU can form IC with CDs for different purposes (Carlotti, Sapino, Ugazio, & Caron, 2011;Zheng, Haworth, Zuo, Chow, & Chow, 2005). In addition, incorporation of QU/b-CD-IC into polymeric films was also reported .…”

Section: Introductionmentioning

confidence: 98%

Quercetin/β-cyclodextrin inclusion complex embedded nanofibres: Slow release and high solubility

et al. 2016

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“…Many studies assessing quercetin/cyclodextrin complexes (11)(12)(13)(14)16,17) using the phase-solubility technique do not mention the exact amount of quercetin added to cyclodextrin solutions; neither do they inform the influence of the operating conditions employed, such as temperature and stirring time. This lack of information about the influence temperature, stirring time, and excess amount of quercetin on quercetin/β-cyclodextrin complexation in aqueous media was the motivation of our investigation employing a 2 3 factorial design.…”

Section: Factorial Designmentioning

confidence: 99%

“…Some studies have shown that the association of quercetin with cyclodextrins to form inclusion complexes improves the aqueous solubility (5,(11)(12)(13)(14)(15)(16)(17) and dissolution rate (16) of the flavonoid. Most quercetin/β-cyclodextrin solid complexes are prepared in liquid media, (aqueous solution submitted to freeze-drying (12,14,18), co-evaporation (11,16), or thin layer (11) methods) or semisolid media (kneading method (11,14,16,19)).…”

Section: Introductionmentioning

confidence: 99%

Quercetin/β-Cyclodextrin Solid Complexes Prepared in Aqueous Solution Followed by Spray-drying or by Physical Mixture

et al. 2009

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Abstract. The present study was designed to investigate the influence of operating conditions (temperature, stirring time, and excess amount of quercetin) on the complexation of quercetin with β-cyclodextrin using a 2 3 factorial design. The highest aqueous solubility of quercetin was reached under the conditions 37°C/24 h/6 mM of quercetin. The stoichiometric ratio (1:1) and the apparent stability constant (Ks=230 M −1 ) of the quercetin/β-cyclodextrin complex were determined using phase-solubility diagrams. The semi-industrial production of a 1:1 quercetin/β-cyclodextrin solid complex was carried out in aqueous solution followed by spray-drying. Although the yield of the spray-drying process was adequate (77%), the solid complex presented low concentration of quercetin (0.14%, w/w) and, thus, low complexation efficiency. The enhancement of aqueous solubility of quercetin using this method was limited to 4.6-fold in the presence of 15 mM of β-cyclodextrin. Subsequently, an inclusion complex was prepared via physical mixture of quercetin with β-cyclodextrin (molar ratio of 1:1 and quercetin concentration of 23% (w/w)) and characterized using infrared spectroscopy, differential scanning calorimetry, nuclear magnetic resonance spectroscopy, and scanning electron microscopy analyses. The enhancement of aqueous solubility of quercetin using this method was 2.2-fold, similar to that found in the complex prepared in aqueous solution before the spray-drying process (2.5-fold at a molar ratio of 1:1, i.e., 6 mM of quercetin and 6 mM of β-cyclodextrin).

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“…As a result, b-CD is widely used in the manufacture of industrial products. b-CD can be used in making the inclusion compounds of drugs, enhancing the dissolution and bio-availability [4][5][6][7]. It is oral and non-toxic, and generally used in tablets and capsules.…”

Section: Introductionmentioning

confidence: 99%

Facile Preparation and Extensive Characterization of Naproxen–β-Cyclodextrin Inclusion Complex

Jin

Chen

2017

J. Anal. Test.

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Naproxen-b-cyclodextrin inclusion complex was prepared by the freeze-drying method and analyzed by IR, UV spectroscopy, X-ray diffractometry and differential scanning calorimetry. Phase solubility, dissolution and inclusion rate of the complex were determined. The phase solubility diagram was of the A L type, which revealed that the molar ratio of naproxen to b-cyclodextrin was 1:1. The solubility of naproxen significantly increased with increasing b-cyclodextrin concentration. The apparent stability constant, K c , was calculated from the slope and intercept of the A L solubility diagram as 2376/M. The total released amount and released time of naproxen from the inclusion complex were better than that of the intact naproxen.

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Physicochemical and Structural Characterization of Quercetin-β-Cyclodextrin Complexes

Cited by 171 publications

References 18 publications

Quercetin/β-cyclodextrin inclusion complex embedded nanofibres: Slow release and high solubility

Quercetin/β-cyclodextrin inclusion complex embedded nanofibres: Slow release and high solubility

Quercetin/β-Cyclodextrin Solid Complexes Prepared in Aqueous Solution Followed by Spray-drying or by Physical Mixture

Facile Preparation and Extensive Characterization of Naproxen–β-Cyclodextrin Inclusion Complex

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