Cyclodextrin-Lipid Complexes: Cavity Size Matters

Szente, Lajos; Fenyvesi, Éva

doi:10.1007/s11224-016-0884-9

Cited by 87 publications

(59 citation statements)

References 74 publications

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“…This structure allows them to create complexes with a wide range of organic compounds [ 112 , 129 , 130 ]. The cavity size of cyclodextrins also allows the selectivity of the components to be encapsulated [ 112 , 131 ]. Encapsulation of components using cyclodextrins leads to increased solubility, higher permeability through intestinal membranes, and greater bioavailability of the encapsulated compound [ 112 , 132 , 133 ].…”

Section: Coating Materials For Encapsulationmentioning

confidence: 99%

Role of the Encapsulation in Bioavailability of Phenolic Compounds

et al. 2020

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Plant-derived phenolic compounds have multiple positive health effects for humans attributed to their antioxidative, anti-inflammatory, and antitumor properties, etc. These effects strongly depend on their bioavailability in the organism. Bioaccessibility, and consequently bioavailability of phenolic compounds significantly depend on the structure and form in which they are introduced into the organism, e.g., through a complex food matrix or as purified isolates. Furthermore, phenolic compounds interact with other macromolecules (proteins, lipids, dietary fibers, polysaccharides) in food or during digestion, which significantly influences their bioaccessibility in the organism, but due to the complexity of the mechanisms through which phenolic compounds act in the organism this area has still not been examined sufficiently. Simulated gastrointestinal digestion is one of the commonly used in vitro test for the assessment of phenolic compounds bioaccessibility. Encapsulation is a method that can positively affect bioaccessibility and bioavailability as it ensures the coating of the active component and its targeted delivery to a specific part of the digestive tract and controlled release. This comprehensive review aims to present the role of encapsulation in bioavailability of phenolic compounds as well as recent advances in coating materials used in encapsulation processes. The review is based on 258 recent literature references.

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Section: Coating Materials For Encapsulationmentioning

confidence: 99%

Role of the Encapsulation in Bioavailability of Phenolic Compounds

et al. 2020

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“…The localization of mTHPC in DCLs plays an important role in terms of understanding the delivery mechanism of mTHPC by hybrid nanoconstructs. It is acknowledged that mTHPC exhibits high affinity to the lipid environment [ 30 ]. Therefore, it would be hardly possible that mTHPC is completely bound with β-CDs in the inner aqueous core of DCLs.…”

Section: Resultsmentioning

confidence: 99%

“…Obviously, the observed heterogeneity of DCLs with low initial mTHPC loading (DCL2 and DCL3) could be due to β-CD-induced liposomes’ destabilization. Cyclodextrins are known to interact with lipid components removing them from membrane by forming inclusion complexes with lipids [ 30 , 35 ]. The intensity of such process is mainly determined by the relative concentration of free β-CD molecules [ 36 ].…”

Section: Resultsmentioning

confidence: 99%

Temoporfin-in-Cyclodextrin-in-Liposome—A New Approach for Anticancer Drug Delivery: The Optimization of Composition

et al. 2018

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The main goal of this study was to use hybrid delivery system for effective transportation of temoporfin (meta-tetrakis(3-hydroxyphenyl)chlorin, mTHPC) to target tissue. We suggested to couple two independent delivery systems (liposomes and inclusion complexes) to achieve drug-in-cyclodextrin-in-liposome (DCL) nanoconstructs. We further optimized the composition of DCLs, aiming to alter in a more favorable way a distribution of temoporfin in tumor tissue. We have prepared DCLs with different compositions varying the concentration of mTHPC and the type of β-cyclodextrin (β-CD) derivatives (Hydroxypropyl-, Methyl- and Trimethyl-β-CD). DCLs were prepared by thin-hydration technique and mTHPC/β-CD complexes were added at hydration step. The size was about 135 nm with the surface charge of (−38 mV). We have demonstrated that DCLs are stable and almost all mTHPC is bound to β-CDs in the inner aqueous liposome core. Among all tested DCLs, trimethyl-β-CD-based DCL demonstrated a homogenous accumulation of mTHPC across tumor spheroid volume, thus supposing optimal mTHPC distribution.

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“…Commonly, a complex formation and enantiomeric discrimination takes place when the CD cavity size corresponds to the size of the guest. Therefore, keeping in mind CD flexibility, comparative studies of thermodynamic parameter complexes composed of a guest and hosts of different sizes can cast light on important features of complexation and chiral recognition mechanisms . Such studies, however, are not frequent with respect to the CD hosts, while comparison of diastereomeric differentiation of such complexes has been even more scarce.…”

Section: Selected Literature Data Of Cyclodextrin Complexes Comprisinmentioning

confidence: 99%

Size makes a difference: Chiral recognition in complexes of fenchone with cyclodextrins studied by means of NMR titration

et al. 2017

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Gibbs energies of complex formation between enantiomers of bicyclic terpenoid, fenchone, and naturally occurring cyclodextrins, βCD and γCD, were determined by means of C and H nuclear magnetic resonance (NMR) titration data. These results were compared with the corresponding data obtained previously for the diastereomeric fenchone/αCD complexes. The size of the inner cavity of host molecules significantly influences stoichiometry, association constants, and enantiomeric differentiation of the studied complexes. These complementary data allow us to discuss qualitatively the influence of the host size on the guest-host interactions. A method of the simultaneous use of titration data collected for several resonances of different isotopes in the determination of association constants was worked out and thoroughly analyzed. Comparison of the results of global data analyses with weighted means of individual ones revealed that both these approaches are equally trustworthy.

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Cyclodextrin-Lipid Complexes: Cavity Size Matters

Cited by 87 publications

References 74 publications

Role of the Encapsulation in Bioavailability of Phenolic Compounds

Role of the Encapsulation in Bioavailability of Phenolic Compounds

Temoporfin-in-Cyclodextrin-in-Liposome—A New Approach for Anticancer Drug Delivery: The Optimization of Composition

Size makes a difference: Chiral recognition in complexes of fenchone with cyclodextrins studied by means of NMR titration

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