Theoretical investigation to characterize the inclusion complex of α-lipoic acid and β-cyclodextrin

Djilani, Imene; Fatiha, Madi; Leila, Nouar; Sakina, Haiahem; Rahim, Mohamed; Khatmi, Djameleddine; Bouhadiba, Abdelaziz

doi:10.1016/j.crci.2014.05.003

Cited by 10 publications

(4 citation statements)

References 24 publications

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“…Span 40 and CHE were selected because of their higher hydrophilicity with respect to Span 60 and CH, with the aim to improve the entrapment of a hydrophilic component such as ADM_09. HPβCD was selected with the same purpose, since recent studies reported a possible interaction between cyclodextrins and R-α-lipoic acid [35,36] and a positive effect of the cyclodextrins on hydrophilic drug entrapment in niosomes [37]. As shown in Table 2, modifying the lipidic phase ratio (batches 1, 2, and 3), the particle size and PDI worsen, showing that the components ratio in the formulation cannot be varied without changing the niosomes' characteristics.…”

Section: Preparationmentioning

confidence: 99%

Niosomal Formulation of a Lipoyl-Carnosine Derivative Targeting TRPA1 Channels in Brain

et al. 2019

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The transient receptor potential akyrin type-1 (TRPA1) is a non-selective cation channel playing a pivotal role in pain sensation and neurogenic inflammation. TRPA1 channels expressed in the central nervous system (CNS) have a critical role in the modulation of cortical spreading depression (CSD), which is a key pathophysiological basis of migraine pain. ADM_09 is a recently developed lipoic acid-based TRPA1 antagonist that is able to revert oxaliplatin-induced neuropathic pain and inflammatory trigeminal allodynia. In this context, aiming at developing drugs that are able to target TRPA1 channels in the CNS and promote an antioxidant effect, permeability across the blood–brain barrier (BBB) represents a central issue. Niosomes are nanovesicles that can be functionalized with specific ligands selectively recognized by transporters expressed on the BBB. In this work, the activity of ADM_09 on neocortex cultures was studied, and an efficient formulation to cross the BBB was developed with the aim of increasing the concentration of ADM_09 into the brain and selectively delivering it to the CNS rapidly after parenteral administration.

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Section: Preparationmentioning

confidence: 99%

Niosomal Formulation of a Lipoyl-Carnosine Derivative Targeting TRPA1 Channels in Brain

et al. 2019

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“…In the way of their application to the cyclodextrin systems, the PM6 and PM7 approaches follow the same pattern as PM3. Namely, they are used to gain insight into the complex structure [48] and thermodynamic properties [48][49][50][51][52], which allows to determine the most stable complex [52][53][54][55], and, as in case of ofloxacin enantiomers, rank the eluted substances in the order in which they will be eluted [49]. Similarly, as in the case of PM3, FT-IR spectra can be simulated [50,56].…”

Section: Semi-empirical Methodsmentioning

confidence: 99%

“…Namely, they are used to gain insight into the complex structure [48] and thermodynamic properties [48][49][50][51][52], which allows to determine the most stable complex [52][53][54][55], and, as in case of ofloxacin enantiomers, rank the eluted substances in the order in which they will be eluted [49]. Similarly, as in the case of PM3, FT-IR spectra can be simulated [50,56]. Further, PM6 and PM7 are often combined with the DFT methods in form of the ONIOM approach [42, 52,57,58].…”

Section: Semi-empirical Methodsmentioning

confidence: 99%

Current Status of Quantum Chemical Studies of Cyclodextrin Host–Guest Complexes

Mazurek

Szeleszczuk

2022

Molecules

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This article aims to review the application of various quantum chemical methods (semi-empirical, density functional theory (DFT), second order Møller–Plesset perturbation theory (MP2)) in the studies of cyclodextrin host–guest complexes. The details of applied approaches such as functionals, basis sets, dispersion corrections or solvent treatment methods are analyzed, pointing to the best possible options for such theoretical studies. Apart from reviewing the ways that the computations are usually performed, the reasons for such studies are presented and discussed. The successful applications of theoretical calculations are not limited to the determination of stable conformations but also include the prediction of thermodynamic properties as well as UV–Vis, IR, and NMR spectra. It has been shown that quantum chemical calculations, when applied to the studies of CD complexes, can provide results unobtainable by any other methods, both experimental and computational.

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“…The hydrophobic cavity of β‐CD can contain various guest molecules with various sizes and polarities to form polymer . β‐CD‐based polymers are nontoxic to the human and are easily degraded under natural conditions . These characteristics make it used as adsorbent and modifier to remove organic pollutants and harmful ions from aqueous solutions.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of citric acid modified β‐cyclodextrin/activated carbon hybrid composite and their adsorption properties toward methylene blue

Tang

Zhang

et al. 2019

J of Applied Polymer Sci

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In this article, citric acid modified β‐cyclodextrin/activated carbon hybrid (CA‐β‐CD/AC) composites were synthesized by crosslinking reaction, and their adsorption properties for methylene blue were studied. The scanning electron microscopy (SEM), Fourier transform infrared (FTIR) spectroscopy, and Brunauer–Emmett–Teller (BET) method were used to characterize the structure and the morphology of composite materials. It was investigated that the effect of experiment parameters on the adsorption performance including weight fraction of AC in the composite, the adsorbent dose, the initial concentration of MB, the solution pH value, contact time, and temperature. The maximum adsorption capacity calculated by the Langmuir isotherm is 862.07 mg g−1. Kinetic studies show that the adsorption process follows the pseudo‐first‐order and pseud‐second‐order reaction models. Thermodynamic analysis indicated that the adsorption behavior was an exothermic reaction. © 2019 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 48315.

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Theoretical investigation to characterize the inclusion complex of α-lipoic acid and β-cyclodextrin

Cited by 10 publications

References 24 publications

Niosomal Formulation of a Lipoyl-Carnosine Derivative Targeting TRPA1 Channels in Brain

Niosomal Formulation of a Lipoyl-Carnosine Derivative Targeting TRPA1 Channels in Brain

Current Status of Quantum Chemical Studies of Cyclodextrin Host–Guest Complexes

Synthesis of citric acid modified β‐cyclodextrin/activated carbon hybrid composite and their adsorption properties toward methylene blue

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