Preparation, Characterization and Pharmacokinetics of Liposomes-Encapsulated Cyclodextrins Inclusion Complexes for Hydrophobic Drugs

Chen, Hai-Liang; J, Gao; Wang, Fei; Liang, Wenquan

doi:10.1080/10717540601036880

Cited by 46 publications

(26 citation statements)

References 25 publications

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“…Contrary to earlier reports, this may suggest that the non-uniformity of the W/O-droplets may influence the refractive index causing a potential overestimation of the initial average droplet size. Chen, Gao, Wang, & Liang, 2007;Maestrelli, Gonzalez-Rodriguez, Rabasco, & Mura, 2005;Mccormack & Gregoriadis, 1994;Piel, et al, 2006). As summarized in a recently published review article (J.…”

Section: Resultsmentioning

confidence: 99%

Ibuprofen-in-cyclodextrin-in-W/O/W emulsion – Improving the initial and long-term encapsulation efficiency of a model active ingredient

Hattrem

Kristiansen

Aachmann

et al. 2015

International Journal of Pharmaceutics

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A challenge with formulating water-in-oil-in-water (W/O/W) emulsions is the uncontrolled release of encapsulated compound prior to application. Pharmaceuticals and nutraceuticals usually have amphipathic nature, which may contribute to leakage of the active ingredient. In the present study, cyclodextrins (CyDs) were used to impart a change in the relative polarity and size of a model compound (ibuprofen) by the formation of inclusion complexes. Various inclusion complexes (2-hydroxypropyl (HP)-β-CyD-, α-CyD-and -CyD-ibuprofen) were prepared and presented within W/O/W emulsions and the initial and long-term encapsulation efficiency was investigated. HP-β-CyD-ibuprofen provided the highest retention of ibuprofen in comparison to a W/O/W emulsion with unassociated ibuprofen confined within the inner water phase, with a 4 fold increase in the encapsulation efficiency. An improved, although lower encapsulation efficiency was obtained for the inclusion complex -CyD-ibuprofen in comparison to HP-β-CyD-ibuprofen, while α-CyDibuprofen had similar encapsulation efficiency as unassociated ibuprofen. The lower encapsulation efficiency of ibuprofen in combination with α-CyD and γ-CyD was attributed to a lower association constant for the γ-CyD-ibuprofen inclusion complex and the ability of α-CyD to form inclusion complexes with fatty acids. For the W/O/W emulsion prepared with HP--CyD-ibuprofen, the highest retention of ibuprofen was obtained at hyper-and iso-osmotic conditions and by using an excess molar ratio of CyD in comparison to ibuprofen. In the last part of the study it was suggested that the chemical modification of the HP--CyD molecule did not influence the encapsulation of ibuprofen, as similar encapsulation efficiency was obtained for an inclusion complex prepared with mono-1-glucose--CyD.

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Section: Resultsmentioning

confidence: 99%

Ibuprofen-in-cyclodextrin-in-W/O/W emulsion – Improving the initial and long-term encapsulation efficiency of a model active ingredient

Hattrem

Kristiansen

Aachmann

et al. 2015

International Journal of Pharmaceutics

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“…Previous reports (8)(9)(10)(11)(12)(13)(14) on the effect of cyclodextrins on the loading and release of drugs encapsulated in vesicles have been largely inconclusive due to the unusual release kinetics often observed, where an initial burst effect was attributed to a membrane destabilizing effect of the cyclodextrin. This has prompted several investigators (16,(19)(20)(21)(22) to probe the effect of various cyclodextrins on membrane stability.…”

Section: Effect Of Hpβcd On the Liposomal Transport Of Db-67 A Modelmentioning

confidence: 95%

“…Although the potential utility of complexing agents such as cyclodextrins (CDs) for improving drug loading and retention in vesicles has been recognized for more than a decade (8,9), there has been a recent resurgence in interest in this strategy (10)(11)(12)(13)(14)(15). Still lacking are quantitative relationships that would enable the formulator to predict the potential benefit of a complexing agent on the liposomal loading and retention of a hydrophobic drug.…”

Section: Introductionmentioning

confidence: 98%

Effect of Cyclodextrin Complexation on the Liposome Permeability of a Model Hydrophobic Weak Acid

Joguparthi

Anderson

2008

Pharm Res

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In liposomes, cyclodextrin complexation competes with liposomal membrane binding which may temper the potential benefit of complexation in prolonging hydrophobic drug retention. Cyclodextrin complexation combined with drug ionization may nevertheless significantly enhance the retention of ionizable hydrophobic drugs in liposomes as complexation may compete more favorably with membrane binding when the drug is ionized.

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“…They are employed as drug carriers [2][3][4][5][6], studied in recognition processes [7,8] and for applications in nanodevice construction [9]. These CD are also an interesting matrix for spectroscopic studies since they are transparent throughout a part of the IR, and in the visible and near-UV spectral region.…”

Section: Introductionmentioning

confidence: 99%

Single and double reduction of C60 in 2:1 γ-cyclodextrin/[60]fullerene inclusion complexes by cyclodextrin radicals

Quaranta¹,

Zhang²,

Wang³

et al. 2008

Chemical Physics

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a b s t r a c tSpectroscopic and chemical properties of c-CD Å radicals, resulting from the abstraction by HO Å radicals of hydrogen atoms, have been investigated using pulse radiolysis. The reactions of c-CD Å radicals with C 60 in 2:1 c-CD/C 60 inclusion complexes have been studied in aqueous solutions. It has been demonstrated that the c-CD Å radicals are reducing species producing C ÅÀ 60 monoanion radicals, as well as doubly reduced C 2À 60 , well characterised by their absorption spectra in the near IR. The oxidation potential of c-CD Å radical is estimated to be more negative than À390 mV vs. NHE. The kinetics of the C 60 reduction by c-CD Å radicals have been determined and compared with kinetics by other reducing species including the solvated electron (e À aq ) and CO ÅÀ 2 radicals. It was observed that the method of preparation of the 2:1 c-CD/C 60 inclusion complexes modifies the C 60 reduction mechanism.

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Preparation, Characterization and Pharmacokinetics of Liposomes-Encapsulated Cyclodextrins Inclusion Complexes for Hydrophobic Drugs

Cited by 46 publications

References 25 publications

Ibuprofen-in-cyclodextrin-in-W/O/W emulsion – Improving the initial and long-term encapsulation efficiency of a model active ingredient

Ibuprofen-in-cyclodextrin-in-W/O/W emulsion – Improving the initial and long-term encapsulation efficiency of a model active ingredient

Effect of Cyclodextrin Complexation on the Liposome Permeability of a Model Hydrophobic Weak Acid

Single and double reduction of C60 in 2:1 γ-cyclodextrin/[60]fullerene inclusion complexes by cyclodextrin radicals

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