Mucoadhesivity and release properties of quaternary ammonium–chitosan conjugates and their nanoparticulate supramolecular aggregates: An NMR investigation

Uccello‐Barretta, Gloria; Balzano, Federica; Aiello, Federica; Senatore, Alessandro; Fabiano, Angela; Zambito, Ylenia

doi:10.1016/j.ijpharm.2013.12.018

Cited by 14 publications

(10 citation statements)

References 22 publications

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“…Thus, QDs can be used for tracing and detecting bioadhesion and uptake of liposomes in in vivo applications. The relaxation NMR approach, using dexamethasone 21‐phosphate as a mucoadhesivity probe, confirmed the in vitro mucoadhesivity of nanoparticles obtained from quaternary ammonium chitosan conjugates . The high surface area of nanoparticulate aggregates significantly enhanced the interactions with bovine submaxillary mucin.…”

Section: Methods For Molecular Scale Testing Of Mucoadhesionmentioning

confidence: 56%

“…The relaxation NMR approach, using dexamethasone 21-phosphate as a mucoadhesivity probe, confirmed the in vitro mucoadhesivity of nanoparticles obtained from quaternary ammonium chitosan conjugates. [111] The high surface area of nanoparticulate aggregates significantly enhanced the interactions with bovine submaxillary mucin. In addition to nanoparticles and liposomes, block polymeric micelles were also tested for the development of mucoadhesive drug loaded nanovehicles.…”

Section: Spectroscopic Studiesmentioning

confidence: 99%

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Innovative Methods and Applications in Mucoadhesion Research

Mackie

Goycoolea

Menchicchi

et al. 2017

Macromolecular Bioscience

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The present review is aimed at elucidating relatively new aspects of mucoadhesion/mucus interaction and related phenomena that emerged from a Mucoadhesion workshop held in Munster on 2-3 September 2015 as a satellite event of the ICCC 13th-EUCHIS 12th. After a brief outline of the new issues, the focus is on mucus description, purification, and mucus/mucin characterization, all steps that are pivotal to the understanding of mucus related phenomena and the choice of the correct mucosal model for in vitro and ex vivo experiments, alternative bio/mucomimetic materials are also presented. Then a selection of preparative techniques and testing methods are described (at molecular as well as micro and macroscale) that may support the pharmaceutical development of mucus interactive systems and assist formulators in the scale-up and industrialization steps. Recent applications of mucoadhesive systems (including medical devices) intended for different routes of administration (oral, gastrointestinal, vaginal, nasal, ocular, and intravesical) and for the treatment of difficult to treat pathologies or the alleviation of symptoms are described.

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Section: Methods For Molecular Scale Testing Of Mucoadhesionmentioning

confidence: 56%

Section: Spectroscopic Studiesmentioning

confidence: 99%

Innovative Methods and Applications in Mucoadhesion Research

Mackie

Goycoolea

Menchicchi

et al. 2017

Macromolecular Bioscience

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“…Consequently, thiolated chitosan derivatives can be used in oral drug delivery systems [93,94]. Enhancing the charge of chitosan can improve mucosal adhesion, such as in the case of quaternary ammonium chitosan [95,96]. Here, ovalbumin was conjugated with N-trimethylaminoethylmethacrylate chitosan.…”

Section: Improving Chitosan Mucoadhesionmentioning

confidence: 99%

Chitosan Derivatives and Their Application in Biomedicine

Wang

Meng

et al. 2020

IJMS

654

326

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Chitosan is a product of the deacetylation of chitin, which is widely found in nature. Chitosan is insoluble in water and most organic solvents, which seriously limits both its application scope and applicable fields. However, chitosan contains active functional groups that are liable to chemical reactions; thus, chitosan derivatives can be obtained through the chemical modification of chitosan. The modification of chitosan has been an important aspect of chitosan research, showing a better solubility, pH-sensitive targeting, an increased number of delivery systems, etc. This review summarizes the modification of chitosan by acylation, carboxylation, alkylation, and quaternization in order to improve the water solubility, pH sensitivity, and the targeting of chitosan derivatives. The applications of chitosan derivatives in the antibacterial, sustained slowly release, targeting, and delivery system fields are also described. Chitosan derivatives will have a large impact and show potential in biomedicine for the development of drugs in future.

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“…The quaternarization of -NH 2 is one of the most common and relatively simple modifications, leading to a cationic polyelectrolyte that is soluble in water in a wide range of pH. Ammonium chitosan (N + -rCh) has also shown enhanced mucoadhesivity provided by the interactions with negative charges located on the mucous membrane [9][10][11]. To further improve its mucoadhesion properties, ammonium chitosan modified with free or S-protected thiol groups have been proposed [12][13][14][15][16].…”

Section: Introductionmentioning

confidence: 99%

Improvement of Peptide Affinity and Stability by Complexing to Cyclodextrin-Grafted Ammonium Chitosan

et al. 2020

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Cyclodextrin-grafted polymers are attractive biomaterials that could bring together the host–guest complexing capability of pristine cyclodextrin and the pharmaceutical features of the polymeric backbone. The present paper is aimed at characterizing the potential application of ammonium–chitosan grafted with 2-methyl-β-cyclodextrin (N+-rCh-MCD) as the functional macromolecular complexing agent for the oral administration of the neuropeptide dalargin (DAL). Specific NMR characterization procedures, along with UV and fluorescence techniques, as well as biological in vitro assessments have been performed. The results indicate that N+-rCh-MCD forms water-soluble complexes with DAL, with a prevalent involvement of Tyr or Phe over Leu and Ala residues. The association constant of DAL with the polymeric derivative is one order of magnitude higher than that with the pristine cyclodextrin (Ka: 2600 M−1 and 120 M−1, respectively). Additionally, N+-rCh-MCD shields DAL from enzymatic degradation in gastrointestinal in vitro models with a three-fold time delay, suggesting a future pharmaceutical exploitation of the polymeric derivative. Therefore, the greater affinity of N+-rCh-MCD for DAL and its protective effect against enzymatic hydrolysis can be attributed to the synergistic cooperation between cyclodextrin and the polymer, which is realized only when the former is covalently linked to the latter.

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Mucoadhesivity and release properties of quaternary ammonium–chitosan conjugates and their nanoparticulate supramolecular aggregates: An NMR investigation

Cited by 14 publications

References 22 publications

Innovative Methods and Applications in Mucoadhesion Research

Innovative Methods and Applications in Mucoadhesion Research

Chitosan Derivatives and Their Application in Biomedicine

Improvement of Peptide Affinity and Stability by Complexing to Cyclodextrin-Grafted Ammonium Chitosan

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