Induced surface activity of supramolecular cyclodextrin–statin complexes: Relevance in drug delivery

Csempesz, Ferenc; Süle, András; Puskás, István

doi:10.1016/j.colsurfa.2009.09.008

Cited by 11 publications

(10 citation statements)

References 26 publications

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“…In addition, in terms of drug release, the nanocarrier can be used to satisfy different needs of treament. According to the literature, the pure β-CD [42,43] or MNPs [44,45] …”

Section: Cellular Uptake and In Vitro Cytotoxicitymentioning

confidence: 99%

Targeted delivery and pH-responsive release of stereoisomeric anti-cancer drugs using β-cyclodextrin assemblied Fe3O4 nanoparticles

Wang

Huang

Shi

et al. 2015

Applied Surface Science

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“…In addition, in terms of drug release, the nanocarrier can be used to satisfy different needs of treament. According to the literature, the pure β-CD [42,43] or MNPs [44,45] …”

Section: Cellular Uptake and In Vitro Cytotoxicitymentioning

confidence: 99%

Targeted delivery and pH-responsive release of stereoisomeric anti-cancer drugs using β-cyclodextrin assemblied Fe3O4 nanoparticles

Wang

Huang

Shi

et al. 2015

Applied Surface Science

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“…So far, CDs such as αCD, bCD, γCD, randomly methylated-bCD (RMbCD) and HPbCD have been reported to be able to form inclusion complexes with simvastatin (17,18). Further, it has been found that the drug/HPbCD complex orally administered to rats displayed higher hypolipidemic activity in terms of total cholesterol serum levels compared to free simvastatin (19).…”

mentioning

confidence: 99%

Preparation and characterization of simvastatin/DMβCD complex and its pharmacokinetics in rats

Ning

Fan

et al. 2018

Acta Pharmaceutica

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Simvastatin is poorly bioavailable because it is practically insoluble in water and shows dissolution rate-limited absorption. Solubilizing effects of several β-cyclodextrin (βCD) derivatives such as HPβCD, SBEβCD and DMβCD on simvastatin in aqueous solution were investigated using the phase solubility technique. The solubility diagram of simvastatin with each βCD derivative could be classified as AL-type, indicating soluble complex formation of 1:1 stoichiometry. Among the above βCD derivatives DMβCD was found to be the ideal complexing agent for improving drug solubility. The simvastatin complex with DMβCD was prepared using the co-evaporation method and was then characterized by differential scanning calorimetry (DSC), Fourier-transform infrared spectroscopy (FT-IR) and in vitro dissolution. Dissolution and pharmacokinetic studies indicated that the simvastatin/DMβCD complex exhibited an increased dissolution rate, rapid absorption, and improved bioavailability in rats compared to free drug. Maximum plasma concentration (cmax) and the time to reach it (tmax) were 21.86 μg mL-1 and 1.4 h for the drug complex, 8.25 μg mL-1 and 3.0 h for free drug, respectively. Main pharmacokinetic parameters such as tmax, cmax were significantly different (p < 0.01) between the simvastatin complex and free drug. Bioavailability of the simvastatin complex relative to free drug was up to 167.0 %.

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“…The surface activity of the methylated cyclodextrins probably additionally contributed to the overall solubilizing effect. 26 Furthermore, the presence of the rather lipophilic methoxy groups at the βCD core might allow a stronger interaction with the lipophilic guest molecule, stabilizing its inclusion into the host cavity (Table 1).…”

mentioning

confidence: 99%

Stability and Structure of Inclusion Complexes of Zaleplon with Natural and Modified Cyclodextrins

Jablan¹,

Weitner²,

Gabričević³

et al. 2011

Croat. Chem. Acta

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Abstract. The interaction between zaleplon (ZAL) and different cyclodextrins in aqueous solutions was investigated by spectrofluorimetric and phase solubility studies. Stability constants determined by both methods showed that among natural cyclodextrins, β-cyclodextrin (βCD) formed the most stabile complex but its solubilizing efficiency was limited. Among βCD derivatives, the complex stability and solubilisation efficiency decreased in order: randomly methylated-βCD (RAMEB) > sulphobutylether-βCD (SBEβCD ) > hydroxypropyl-βCD (HPβCD). The inclusion complexes of ZAL with βCD and RAMEB were further characterised by 1 H-NMR spectroscopy and the inclusion complex formation was confirmed in both cases. ROESY spectra showed two binding modes between ZAL and βCD which exist simultaneously in the solution. The first binding mode occurs by the inclusion of the phenyl ring of ZAL into the βCD central cavity via the wider rim of the cyclodextrin cone and is dominant. The second one is formed by the inclusion of pyrazolo[1,5-a]pyrimidine ring of ZAL.(doi: 10.5562/cca1800)

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Induced surface activity of supramolecular cyclodextrin–statin complexes: Relevance in drug delivery

Cited by 11 publications

References 26 publications

Targeted delivery and pH-responsive release of stereoisomeric anti-cancer drugs using β-cyclodextrin assemblied Fe3O4 nanoparticles

Targeted delivery and pH-responsive release of stereoisomeric anti-cancer drugs using β-cyclodextrin assemblied Fe3O4 nanoparticles

Preparation and characterization of simvastatin/DMβCD complex and its pharmacokinetics in rats

Stability and Structure of Inclusion Complexes of Zaleplon with Natural and Modified Cyclodextrins

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