Preparation and properties of phytosterols with hydroxypropyl β-cyclodextrin inclusion complexes

Meng, Xianghe; Pan, Qinhe; Liu, Yun

doi:10.1007/s00217-012-1833-5

Cited by 42 publications

(26 citation statements)

References 29 publications

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“…The melting point of GSE disappeared, and the thermal properties of HP-β-CD were altered following formation of the inclusion complex between GSE and HP-β-CD, resulting in a shift in the melting peak. DSC analysis provides exhaustive data related to physical changes [32] and can be used to determine the formation of solid inclusion complexes, and the disappearance of thermal peaks containing the guest molecule further indicates the successful preparation of the inclusion complex [25,31,33].…”

Section: Xrd Analysismentioning

confidence: 99%

Preparation and Characterisation of Polyphenol-HP-β-Cyclodextrin Inclusion Complex that Protects Lamb Tripe Protein against Oxidation

Lidan

Liu

et al. 2019

Molecules

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Grape seed extract (GSE) displays strong antioxidant activity, but its instability creates barriers to its applications. Herein, three HP-β-CD/GSE inclusion complexes with host–guest ratios of 1:0.5, 1:1, and 1:2 were successfully prepared by co-precipitation method to improve stability. Successful embedding of GSE in the HP-β-CD cavity was confirmed by fourier-transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), differential scanning calorimetry (DSC), and scanning electron microscopy (SEM) analyses. The Autodock Tools 1.5.6 was used to simulate the three-dimensional supramolecular structure of the inclusion complex of 2-hydroxypropyl-β-cyclodextrin and grape seed extract (HP-β-CD/GSE) by molecular docking. The MALDI-TOF-MS technology and chemical database Pubchem, and structural database PDB were combined to reconstitute the three-dimensional structure of target protein. The binding mode of the HP-β-CD/GSE inclusion complex to target protein was studied at the molecular level, and the antioxidant ability of the resulting HP-β-CD/GSE inclusion complexes was investigated by measuring 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging. The effects of HP-β-CD/GSE on myofibrillar protein from lamb tripe were also investigated under oxidative conditions. The positions and interactions of the binding sites of HP-β-CD/GSE inclusion complexes and target protein receptors were simulated by molecular docking. The results showed that HP-β-CD/GSE inclusion complexes were successfully prepared, optimally at a molar ratio of 1:2. At low (5 μmol/g) to medium (105 μmol/g) concentrations, HP-β-CD/GSE inclusion complexes decreased the carbonyl content, hydrophobicity, and protein aggregation of myofibrillar protein from lamb tripe, and increased the sulphydryl content. Furthermore, high concentration (155 μmol/g) of HP-β-CD/GSE inclusion complexes promoted protein oxidation.

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Section: Xrd Analysismentioning

confidence: 99%

Preparation and Characterisation of Polyphenol-HP-β-Cyclodextrin Inclusion Complex that Protects Lamb Tripe Protein against Oxidation

Lidan

Liu

et al. 2019

Molecules

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“…The central cavity of CDs is hydrophobic, while the outer part is hydrophilic due the presence of hydroxyl groups [ 209 ]. β-cyclodextrins can possess methyl, carboxymethyl or hydroxypropyl moieties [ 210 , 211 ] and form complexes with metals [ 212 ], phytosterols [ 213 ] and carotenoids [ 214 ]. Carboxymethyl-β-cyclodextrin (3.3 mM) was successfully harnessed for reduction of metal (Cd, Co, Cu) toxicity towards naphthalene-degrading bacterium Burkholderia sp.…”

Section: Influence Of Growth Conditions On Microalgal Resistance Tmentioning

confidence: 99%

Effect of Metals, Metalloids and Metallic Nanoparticles on Microalgae Growth and Industrial Product Biosynthesis: A Review

Miazek

Iwanek

Remacle

et al. 2015

IJMS

213

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Microalgae are a source of numerous compounds that can be used in many branches of industry. Synthesis of such compounds in microalgal cells can be amplified under stress conditions. Exposure to various metals can be one of methods applied to induce cell stress and synthesis of target products in microalgae cultures. In this review, the potential of producing diverse biocompounds (pigments, lipids, exopolymers, peptides, phytohormones, arsenoorganics, nanoparticles) from microalgae cultures upon exposure to various metals, is evaluated. Additionally, different methods to alter microalgae response towards metals and metal stress are described. Finally, possibilities to sustain high growth rates and productivity of microalgal cultures in the presence of metals are discussed.

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“…Different approaches have been pursued to improve the bioavailability of phytosterols; so far, most of the strategies have focused on decreasing the size of phytosterols. Some of these approaches include microencapsulation by spray drying, emulsion formulations, formation of cyclodextrin inclusion complexes, precipitation from organic solvents, and co‐crystallization with triacylglycerols . Nevertheless, these methods have some major disadvantages such as the use of toxic organic solvents, undesirable flavor profile because of the presence of surfactants, and instability of the products.…”

Section: Introductionmentioning

confidence: 99%

Enhancing the Bioaccessibility of Phytosterols Using Nanoporous Corn and Wheat Starch Bioaerogels

Ubeyitogullari

Moreau

Rose

et al. 2018

Euro J Lipid Sci & Tech

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Bioavailability of phytosterols is very low due to their crystalline structure and poor water solubility, limiting their potential health benefits. In this study, a novel approach to forming low crystallinity phytosterol nanoparticles is developed using nanoporous starch aerogels, namely wheat starch aerogels (WSAs) and corn starch aerogels (CSA), in combination with supercritical carbon dioxide (SC‐CO2) to improve the bioaccessibility and in turn bioavailability of phytosterols. Starch aerogels with outstanding properties (WSA with a surface area of 62 m2 g−1 and pore size of 19 nm; CSA with a surface area of 221 m2 g−1 and pore size of 7 nm) were used as a mold to form phytosterol nanoparticles. The highest phytosterol impregnation capacity is obtained with CSA monolith (195 mg phytosterols/g CSA). Impregnation into powder or monolithic forms of the aerogels resulted in different phytosterol morphology where the monolithic form prevented formation of large plate‐like phytosterol crystals. Impregnation into WSA monolith (WSA‐M) generated low crystallinity phytosterol nanoparticles (70 nm). Bioaccessibility of the phytosterols increased by 20‐fold when impregnated into WSA‐M. The hydrolysis of CSA (30–39%) was lower than that of WSA (55–59%) during simulated digestion, which negatively affected the release of phytosterols. Practical applications: Practical applications include: i) a novel process that can decrease the size and crystallinity of phytosterols and thus improve their bioavailability; ii) a blueprint to apply to other water insoluble food bioactives; and iii) the transfer of green technology to food manufacturers. Longer‐term, this novel approach will (i) improve the health benefits of water‐insoluble bioactives; ii) enable food manufacturers to add water‐insoluble bioactives into low‐ and high‐fat foods to produce health‐promoting foods; iii) improve public health through diet; iv) enhance the cost‐benefit ratio of water insoluble bioactives; v) avert toxic chemicals and environmental pollution; and vi) lower the costs of handling, storage, and transportation of bioactives. Bioavailability of phytosterols is very low due to their crystalline structure and poor water solubility, limiting their potential health benefits. Our novel approach to forming first‐of‐its‐kind low‐crystallinity phytosterol nanoparticles are developed using nanoporous starch aerogels in combination with supercritical carbon dioxide to improve the bioaccessibility and in turn bioavailability of phytosterols. The novel low‐crystallinity phytosterol nanoparticles are 20‐folds more bioaccessible compared to the crude phytosterols after simulated digestion.

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Preparation and properties of phytosterols with hydroxypropyl β-cyclodextrin inclusion complexes

Cited by 42 publications

References 29 publications

Preparation and Characterisation of Polyphenol-HP-β-Cyclodextrin Inclusion Complex that Protects Lamb Tripe Protein against Oxidation

Preparation and Characterisation of Polyphenol-HP-β-Cyclodextrin Inclusion Complex that Protects Lamb Tripe Protein against Oxidation

Effect of Metals, Metalloids and Metallic Nanoparticles on Microalgae Growth and Industrial Product Biosynthesis: A Review

Enhancing the Bioaccessibility of Phytosterols Using Nanoporous Corn and Wheat Starch Bioaerogels

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