Study of the interaction of β-cyclodextrin with albendazole in aqueous solutions

Stępniak, Artur; Buczkowski, Adam; Zavodnik, L.B.; Belica-Pacha, Sylwia; Pałecz, Bartłomiej

doi:10.1016/j.molliq.2017.09.100

Cited by 10 publications

(5 citation statements)

References 27 publications

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“…Most probably, the addition of hemisuccinate groups to βCD strengthened the interaction with drug molecules and weakened the interactions among CD molecules, leading to higher stability and better solubilization of Acz. These results agree with those of other authors [77]. On the other hand, the decrease in the S 0 value of Acz in the presence of Ch or Chems in the aqueous medium compared to Acz alone opens the possibility of having some mechanism of drug retention in the steroid structure, such as micelles, as has been reported [78].…”

Section: Discussionsupporting

confidence: 93%

“…Drug release from liposomes is one of the most important criterions to be considered in drug delivery. Viewing the in vitro release profiles, these drug behaviors by the formulations have been previously obtained by other authors [77]. As expected, AczHP-L delayed the Acz release compared to AczHP-S in which the release of Acz was more pronounced [92,93].…”

Section: Discussionsupporting

confidence: 81%

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Synergistic Effect of Acetazolamide-(2-hydroxy)propyl β-Cyclodextrin in Timolol Liposomes for Decreasing and Prolonging Intraocular Pressure Levels

et al. 2021

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The purpose of this study was to design, for the first time, a co-loaded liposomal formulation (CLL) for treatment of glaucoma including timolol maleate (TM) in the lipid bilayer and acetazolamide (Acz)-(2-hydroxy)propyl β-cyclodextrin (HPβCD) complexes (AczHP) solubilized in the aqueous core of liposomes. Formulations with TM (TM-L) and AczHP (AczHP-L), separately, were also prepared and characterized. A preliminary study comprising the Acz/HPβCD complexes and their interaction with cholesterol (a component of the lipid bilayer) was realized. Then, a screening study on formulation factors affecting the quality of the product was carried out following the design of the experiment methodology. In addition, in vitro release and permeation studies and in vivo lowering intraocular pressure (IOP) studies were performed. The results of the inclusion complexation behavior, characterization, and binding ability of Acz with HPβCD showed that HPβCD could enhance the water solubility of Acz despite the weak binding ability of the complex. Ch disturbed the stability and solubility parameters of Acz due to the fact of its competence by CD; thus, Chems (steroid derivative) was selected for further liposome formulation studies. The optimization of the lipid bilayer composition (DDAB, 0.0173 mmol and no double loading) and the extrusion as methods to reduce vesicle size were crucial for improving the physico-chemical properties and encapsulation efficiency of both drugs. In vitro release and permeation studies demonstrated that the CLL formulation showed improvement in in vitro drug release and permeation compared to the liposomal formulations with a single drug (TM-L and AczHP-L) and the standard solutions (TM-S and AczHP-S). CLL showed high efficacy in reducing and prolonging IOP, suggesting that the synergistic effect of TM and Acz on aqueous humor retention and the presence of this cyclodextrin and liposomes as permeation enhancers are responsible for the success of this strategy of co-loading for glaucoma therapy.

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Section: Discussionsupporting

confidence: 93%

Section: Discussionsupporting

confidence: 81%

Synergistic Effect of Acetazolamide-(2-hydroxy)propyl β-Cyclodextrin in Timolol Liposomes for Decreasing and Prolonging Intraocular Pressure Levels

et al. 2021

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“…To determine stability constants and thermodynamic parameters, a number of techniques are used [6,7], including UV-Vis [8][9][10] and fluorescence [8,9,11] spectroscopy, conductometry [12,13], isothermal calorimetry [14][15][16][17], phase solubility study with UV-Vis spectroscopy [14,18,19] or high-performance liquid chromatography [20], potentiometry [21], capillary electrophoresis [22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38][39], and other techniques. Capillary electrophoresis (CE) has advantages such as rapidity, high selectivity, a small value of samples, and low-cost of analysis.…”

Section: Introductionmentioning

confidence: 99%

Thermodynamic parameters for the complexation of water-soluble betulin derivatives with (2-hydroxypropyl)-β-cyclodextrin determined by affinity capillary electrophoresis

Sursyakova

Levdansky

Rubaylo

2019

Journal of Molecular Liquids

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The interaction between (2-hydroxypropyl)-β-cyclodextrin (HP-β-CD) and water-soluble betulin derivatives, betulin 3,28-disulfate (DSB) and betulin 3-acetate-28-sulfate (ASB), belonging to the class of pentacyclic lupane triterpenoids, was studied using affinity capillary electrophoresis. It was found that 1:1 and 1:2 complexes were formed. The stability constants of the complexes in the temperature range of 293.15-318.15 K were determined. The values obtained are sufficiently large; log K (1:1) and log K (1:2) are 4.25-5.02 and 6.08-7.59, respectively. This phenomenon can be explained by the presence of broad hydrophobic regions in the molecules of the compound studied. The stability constants decrease with increasing temperature. The stability constants for ASB complexes are slightly higher as compared to the constants for DSB complexes. The thermodynamic parameters for the complexation were calculated from the van't Hoff plots. The complexation was found to be controlled by the enthalpy change. The obtained values of stability constants at 298 K were compared with values for the β-CD complexes of the compounds under study and for the HP-β-CD an d β-CD complexes of water-insoluble betulin derivatives. It was found that water-soluble betulin derivatives form more stable complexes with CDs as compared to water-insoluble derivatives (betulonic and betulinic acids), and the HP-β-CD complexes are more stable than the β-CD complexes.

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“…Moreover, in t future, we are going to test other β-cyclodextrin derivatives, both non-ionic (e.g droxypropyl-β-cyclodextrin) and ionic (e.g., carboxymethyl-β-cyclodextrin sodiu as well. Cyclodextrins (Figure 1b) are mostly used in order to improve the solu drugs in water [11,12]. They are supramolecules with a hydrophobic interior, whi include hydrophobic parts of the drug molecule and hydrophilic shells, consisting mary and secondary hydroxyl groups that can interact with water molecules [13 Mianserin also has additional beneficial properties [3], like for example the ability to stabilize blood sugar levels [5], or as a candidate to depleting ergosterol levels in the pathogen visceral Leishmaniasis [6].…”

Section: Introductionmentioning

confidence: 99%

“…Moreover, in the near future, we are going to test other β-cyclodextrin derivatives, both nonionic (e.g., 2-hydroxypropyl-β-cyclodextrin) and ionic (e.g., carboxymethyl-β-cyclodextrin sodium salt) as well. Cyclodextrins (Figure 1b) are mostly used in order to improve the solubility of drugs in water [11,12]. They are supramolecules with a hydrophobic interior, which may include hydrophobic parts of the drug molecule and hydrophilic shells, consisting of primary and secondary hydroxyl groups that can interact with water molecules [13,14].…”

Section: Introductionmentioning

confidence: 99%

The Interaction of Heptakis (2,6-di-O-Methyl)-β-cyclodextrin with Mianserin Hydrochloride and Its Influence on the Drug Toxicity

Belica-Pacha

Małecka

Daśko

et al. 2021

IJMS

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One tetracyclic antidepressant, mianserin hydrochloride (MIA), has quite significant side effects on a patients’ health. Cyclodextrins, which are most commonly used to reduce the undesirable features of contained drugs within their hydrophobic interior, also have the potential to alter the toxic behavior of the drug. The present paper contains investigations and the characteristics of interaction mechanisms for MIA and the heptakis (2,6-di-O-methyl)-β-cyclodextrin (DM-β-CD) system, and evaluated the effects of the complexation on MIA cytotoxicity. In order to assess whether there was an interaction between MIA and DM-β-CD molecules, isothermal titration calorimetry (ITC) have been chosen. Electrospray ionization mass spectrometry (ESI-MS) helped to establish the complex stoichiometry, and circular dichroism spectroscopy was used to describe the process of complex formation. In order to make a wider interpretative perspective, the molecular docking results have been performed. The viability of Chinese hamster cells were investigated in the presence of DM-β-CD and its complexes with MIA in order to estimate the cytotoxicity of the drug and the conjugate with the chosen cyclodextrin. The viability of B14 cells treated with MIA+DM-β-CD is lower (the toxicity is higher) than with MIA alone, and no protective effects have been observed for complexes of MIA with DM-β-CD in any ratio.

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Study of the interaction of β-cyclodextrin with albendazole in aqueous solutions

Cited by 10 publications

References 27 publications

Synergistic Effect of Acetazolamide-(2-hydroxy)propyl β-Cyclodextrin in Timolol Liposomes for Decreasing and Prolonging Intraocular Pressure Levels

Synergistic Effect of Acetazolamide-(2-hydroxy)propyl β-Cyclodextrin in Timolol Liposomes for Decreasing and Prolonging Intraocular Pressure Levels

Thermodynamic parameters for the complexation of water-soluble betulin derivatives with (2-hydroxypropyl)-β-cyclodextrin determined by affinity capillary electrophoresis

The Interaction of Heptakis (2,6-di-O-Methyl)-β-cyclodextrin with Mianserin Hydrochloride and Its Influence on the Drug Toxicity

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