Novel amino-cyclodextrin cross-linked oligomer as efficient carrier for anionic drugs: a spectroscopic and nanocalorimetric investigation

Giglio, Valentina; Sgarlata, Carmelo; Vecchio, Graziella

doi:10.1039/c4ra16064a

Cited by 26 publications

(29 citation statements)

References 56 publications

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“…In the event of polyEPG‐CD‐10, polyEPG‐CD‐1, polyEP‐CD and polyCTR‐CD complexed with TBBA, the association constant was successively appeared 26.6, 11.1, 8.9, and 2.6 k M −1 .The binding constant of TBBA was outstandingly enhanced with the oppositely charged host (polyEPG‐CD) and was significantly decreased with the identically charged host (polyCTR‐CD) because the charge could provide the supplementary contribution of binding interaction . The K f value in polymers (polyEPG‐CD‐10) was higher than pristine CD which was rarely observed …”

Section: Resultsmentioning

confidence: 99%

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Layer‐by‐layer coating of textile with two oppositely charged cyclodextrin polyelectrolytes for extended drug delivery

Junthip

Tabary

Chai

et al. 2016

J Biomedical Materials Res

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The coating of a nonwoven textile by polyelectrolyte multilayer film (PEM) issued from cationic and anionic β-cyclodextrin (βCD) polyelectrolytes according to the layer-by-layer (LbL) technique was successfully attempted. The tert-butyl benzoic acid (TBBA) was used as drug model to evaluate the loading capacity and sustained release properties of this PEM system. The build-up of the multilayer assembly was monitored in situ by optical waveguide lightmode spectroscopy (OWLS) on the one hand, and was assessed by gravimetry on the other hand when applied onto the textile substrate. In parallel, the complexation study of TBBA with both CD polyelectrolytes was also investigated by nuclear magnetic resonance (NMR) and isothermal titration calorimetry (ITC). The influence of thermal crosslinking of the multilayered coating on its stability and on TBBA release kinetics in phosphate buffered saline (PBS) at 37°C was studied. Finally, biological and microbiological tests were performed to investigate the cytocompatibility and the intrisic antibacterial activity of multilayer assemblies. © 2016 Wiley Periodicals, Inc. J Biomed Mater Res Part A: 104A: 1408-1424, 2016.

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Section: Resultsmentioning

confidence: 99%

“…[67][68][69][70][71] The K f value in polymers (polyEPG-CD-10) was higher than pristine CD which was rarely observed. 72…”

Section: Crosslinking Of the Lbl Assemblymentioning

confidence: 99%

Layer‐by‐layer coating of textile with two oppositely charged cyclodextrin polyelectrolytes for extended drug delivery

Junthip

Tabary

Chai

et al. 2016

J Biomedical Materials Res

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“…[36] To increaset heir drug-loading ability,C yD polymers modified with choline, amino or carboxyl groups have been investigated. [37] Recently, we have synthesized functionalized oligomers of b-CyD as drug carriers of the anionic drug diclofenac [38] ando ft he hydrophobic drug LA-12. [39] Inspired by the properties of multicavity systemsand the importanceo fa mino groups in am olecule to exhibit an antiaggregant action, [40] in this work we studied,f or the first time, oligomers of b-CyD as anti-Ab-aggregationa gents.…”

Section: Introductionmentioning

confidence: 99%

“…[39] Inspired by the properties of multicavity systemsand the importanceo fa mino groups in am olecule to exhibit an antiaggregant action, [40] in this work we studied,f or the first time, oligomers of b-CyD as anti-Ab-aggregationa gents. In particular,w esynthesized and assayed the new co-oligomero f6 -(6aminohexyl)amino-6-deoxy-b-cyclodextrin and b-CyD (oCyDH-DA), and the oligomers of b-CyD (oCyD) [39] and 3-amino-3deoxy-b-CyD (oCyDNH 2 ) [38] as antiaggreganta gentst os tudy the effects of multicavity systemsa nd their amino functionalization ( Figure 1). We comparedt heir activity to that of ac ommerciallya vailable b-CyD polymer (pCyD) and of per-6-amino-CyD (CyD(NH 2 ) 7 ).…”

Section: Introductionmentioning

confidence: 99%

Aminocyclodextrin Oligomers as Protective Agents of Protein Aggregation

et al. 2016

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Over 30 different amyloid proteins and a number of corresponding protein‐misfolding diseases have been identified. Among these is Alzheimer's disease, the most common neurodegenerative disorder. The treatment of these diseases is still a goal to reach and many molecules have been studied in this context. Among these, the cyclodextrins have shown interesting potential as agents against protein aggregation (antiaggregants). On the basis of this interest, we investigated the effect on protein aggregation of some oligomers of β‐cyclodextrins. In particular, it was found that amino oligomers show good inhibition of β‐amyloid aggregation in the micromolar concentration range. The presence of both a multicavity system and amino groups seems to be essential for preventing protein aggregation.

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“…[15][16][17] These materials have found applicationsi n pharmaceutical formulations, and in particularfor drug delivery as CD polymers exhibit unique features such as mechanical properties, stimuli-responsiveness and drug loading ability. [18][19][20] Moreover,o ligomers and polymers of CDs have shown noteworthyc apacity in inhibiting protein aggregation. [21] Notwithstandingt he abundance of CDs polymers studied, metal-chelating polymers basedo nC Ds have been poorly explored.…”

Section: Introductionmentioning

confidence: 99%

Cyclodextrin Nanoparticles Bearing 8‐Hydroxyquinoline Ligands as Multifunctional Biomaterials

Oliveri

Bellia

Vecchio

2017

Chemistry A European J

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Cyclodextrins are used as building blocks for the development of a host of polymeric biomaterials. The cyclodextrin polymers have found numerous applications as they exhibit unique features such as mechanical properties, stimuli responsiveness and drug loading ability. Notwithstanding the abundance of cyclodextrin polymers studied, metal-chelating polymers based on cyclodextrins have been poorly explored. Herein we report the synthesis and the characterization of the first metal-chelating β-cyclodextrin polymer bearing 8-hydroxyquinoline ligands. The metal ions (Cu or Zn ) can modulate the assembly of the polymer nanoparticles. Moreover, the protective activity of the new chelating polymer against self- and metal-induced Aβ aggregation and free radical species are significantly higher than those of the parent compounds. These synergistic effects suggest that the incorporation of hydroxyquinoline moieties into a soluble β-cyclodextrin polymer could represent a promising strategy to design multifunctional biomaterials.

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Novel amino-cyclodextrin cross-linked oligomer as efficient carrier for anionic drugs: a spectroscopic and nanocalorimetric investigation

Abstract: The amino groups of a novel oligomer of amino-cyclodextrins play a relevant role in the recognition process of diclofenac and this highlights the potential of short polymeric chains as new drug carriers.

Cited by 26 publications

References 56 publications

Layer‐by‐layer coating of textile with two oppositely charged cyclodextrin polyelectrolytes for extended drug delivery

Layer‐by‐layer coating of textile with two oppositely charged cyclodextrin polyelectrolytes for extended drug delivery

Aminocyclodextrin Oligomers as Protective Agents of Protein Aggregation

Cyclodextrin Nanoparticles Bearing 8‐Hydroxyquinoline Ligands as Multifunctional Biomaterials

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