Cyclodextrin solubilization of the antibacterial agents triclosan and triclocarban: formation of aggregates and higher-order complexes.

  title={Cyclodextrin solubilization of the antibacterial agents triclosan and triclocarban: formation of aggregates and higher-order complexes.},
  author={Matt Duan and Nelson Zhao and Ina B Ossurard{\'o}ttir and Thorsteinn Thorsteinsson and Thorsteinn Loftsson},
  journal={International journal of pharmaceutics},
  volume={297 1-2},
It is well known that water-soluble cyclodextrins form inclusion complexes with many lipophilic water-insoluble drugs and that such complexation frequently enhances the aqueous solubility of drugs. It is also well known that various excipients, such as water-soluble polymers, organic acids and bases and metal ions can enhance the solubilizing effects of cyclodextrins. However, it is not clear how these excipients enhance the effects. The effects of cyclodextrins, 2-hydroxypropyl-beta… 
Analysis of triclosan inclusion complexes with β-cyclodextrin and its water-soluble polymeric derivative.
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Cyclodextrin solubilization of celecoxib: solid and solution state characterization
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Studies have shown that cyclodextrins form both inclusion and non-inclusion complexes and that several different types of complexes can coexist in aqueous solutions. In addition, both cyclodextrins
Antifungal Activity of Econazole Nitrate/Cyclodextrin Complex: Effect of pH and Formation of Complex Aggregates.
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The purpose of this study was to investigate the physicochemical properties of drug-saturated aqueous cyclodextrin (CD) solutions. Phase solubility profiles of different drugs were determined in
Self-assembly of cyclodextrins: the effect of the guest molecule.
The principle action by which cyclodextrins solubilize compounds is via inclusion complex formation. However, data suggest that cyclodextrins and their complexes also aggregate in solution and this
Cyclodextrins are useful functional excipients that have enjoyed widespread attention and use. The basis for this popularity from a pharmaceutical standpoint is the ability of these materials to
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In an attempt to gain insight into the effect of the physicochemical properties of the guest compound on 2-hydroxypropyl-β-cyclodextrin aggregation formation, a series of structurally related parabens was selected as model compounds.
Studies of curcumin and curcuminoids. XXXVI. The stoichiometry and complexation constants of cyclodextrin complexes as determined by the phase-solubility method and UV–Vis titration
Cyclodextrin (CD) complex stoichiometry and complexation constant with two symmetric curcuminoids and two unsymmetric curcuminoid-like compounds were investigated and compared by two independent
“A Short Review on Cyclodextrin Inclusion Complexes: Synthesis, Characterization and Their Applications”
The supramolecular chemistry gives broad idea of intermolecular interactions where covalent bonds are not likely to form between the interacting species. Thus, interactions have been performed by


Cyclodextrin Solubilization of the Antibacterial Agents Triclosan and Triclocarban: Effect of Ionization and Polymers
The natural β-cyclodextrin (βCD) and its complexes have limited solubility in aqueous solutions. This low aqueous solubility, as well as low aqueous solubility of the guest molecule (i.e. triclosan
The effects of organic salts on the cyclodextrin solubilization of drugs.
Previous studies have indicated that conventional description of drug/cyclodextrin complexes in aqueous solutions as inclusion complexes are not as unambiguous as one might think. It has been shown
Pharmaceutical applications of cyclodextrins. 1. Drug solubilization and stabilization.
The effects of substitution on various cyclodextrins properties and the forces involved in the drug-cyclodextrin complex formation are discussed, and methods which are useful in the optimization of complexation efficacy are reviewed.
The effects of water-soluble polymers on cyclodextrins and cyclodextrin solubilization of drugs
For a variety of reasons, including cost, formulation bulk and toxicology, the amounts of cyclodextrin (CD) that can be included in drug formulations is limited. This is further complicated by the
Self-association and cyclodextrin solubilization of drugs.
The results indicate that drug/cyclodextrin complexes can self-associate to form water-soluble aggregates, which then can further solubilize the drug through non-inclusion complexation.
Self Association and Cyclodextrin Solubilization of NSAIDs
The phase solubility profiles with HPβCD of thesodium salt of the NSAIDs(non-steriodal anti-inflammatory drugs) ibuprofen anddiflunisal were studied. Theslopes of the phase solubility diagrams were
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It was found that in toothpastes, natural beta-cyclodextrin (betaCD) was just as good a solubilizer as the more water-soluble betaCD derivatives, which resulted in an almost 3-fold enhancement of triclosan availability compared to an identical toothpaste containing no cyclodesxtrin.
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Self-association of cyclodextrins and cyclodextrin complexes.
There is a growing body of evidence that supports the important contribution of non-inclusion-based aspects for drug solubilization by cyclodextrins including surfactant-like effects and molecular aggregation.
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NMR spectroscopic studies clearly indicated that alpha-CyD with the small cavity includes the methoxyethylbenzene moiety of Met molecule shallowly in the cavity, depositing the benzene and the meth Oxy moieties around the secondary and primary sides, respectively, of the cavity.