Preparation methods of chitosan nanoparticles: a review

El quitosano es un polisacárido natural que ha sido utilizado frecuentemente en el desarrollo de distintos materiales, debido a sus excepcionales propiedades fisicoquímicas y biológicas. Las nanopartículas de quitosano son generalmente producidas por estrategias denominadas de construcción (del inglés “bottom up”), donde el ensamblado polimérico es promovido por distintas interacciones moleculares. Sin embargo, un grupo de estrategias llamadas de deconstrucción (del inglés “top-down”) basadas en la fragmentación de estructuras macroscópicas, han generado un gran interés recientemente como alternativa para la obtención de nanomateriales. El presente trabajo hace una revisión bibliográfica de los resultados obtenidos por distintas investigaciones sobre la producción de sistemas de nanopartículas basadas en quitosano durante las últimas décadas. Las evidencias demostraron que las nanopartículas de quitosano juegan un papel preponderante en la investigación de los nanomateriales poliméricos con aplicaciones biomédicas y farmacéuticas, debido a la gran diversidad de métodos de obtención existentes que determinan las propiedades de los materiales, tales como tamaño de partícula, capacidad de incorporación y liberación de compuestos bioactivos, carga superficial, mucoadhesividad, entre otras

Mesoscopic Modeling of the Encapsulation of Capsaicin by Lecithin/Chitosan Liposomal Nanoparticles

The transport of hydrophobic drugs in the human body exhibits complications due to the low solubility of these compounds. With the purpose of enhancing the bioavailability and biodistribution of such drugs, recent studies have reported the use of amphiphilic molecules, such as phospholipids, for the synthesis of nanoparticles or nanocapsules. Given that phospholipids can self-assemble in liposomes or micellar structures, they are ideal candidates to function as vehicles of hydrophobic molecules. In this work, we report mesoscopic simulations of nanoliposomes, constituted by lecithin and coated with a shell of chitosan. The stability of such structures and the efficiency of the encapsulation of capsaicin, as well as the internal and superficial distribution of capsaicin and chitosan inside the nanoliposome, were analyzed. The characterization of the system was carried out through density maps and the potentials of mean force for the lecithin-capsaicin, lecithin-chitosan, and capsaicin-chitosan interactions. The results of these simulations show that chitosan is deposited on the surface of the nanoliposome, as has been reported in some experimental works. It was also observed that a nanoliposome of approximately 18 nm in diameter is stable during the simulation. The deposition behavior was found to be influenced by a pattern of N-acetylation of chitosan

Conductimetric and viscometric study of the macromolecular complex between poly(acrylic acid) and poly(vinyl pyrrolidone)

cited By 7International audienceThe intermacromolecular complex between poly(acrylic acid) (PAA) and poly(vinyl pyrrolidone) (PVP) was studied by means of conductimetry and viscometry. Conductimetry is shown to be a useful tool in the investigation of this kind of complex because the polyacid dissociation is suppressed in the presence of PVP. Near to stoichiometry there is a minimum in the viscosity-composition curves due to the formation of aggregates. When varying the degree of neutralization of the polyacid to values lower than 0.1 a different pattern of behavior is seen with respect to the composition of the complex, depending on which polymer has a higher degree of polymerization (PAA or PVP). On the basis of quantitative analysis of the conductimetric titration data, a relationship is proposed to evaluate the degree of complexation between both macromolecules. This parameter diminishes with increasing charge density in the PAA chain, falling to zero for values of degree of neutralization close to 0.1. © 1998 Elsevier Science Ltd. All rights reserved

An infrared investigation in relation with chitin and chitosan characterization

cited By 649International audienceThe use of infrared spectroscopy for characterization of the composition of chitin and chitosan covering the entire range of degree of acetylation (DA) and a wide variety of raw materials is examined further. The ratio of absorbance bands selected was calibrated using 1H liquid and 13C CP-MAS solid-state NMR as absolute techniques. IR spectra of the structural units of these polymers validated the choice of baselines and characteristic bands. The bands at 1650 and 1320 cm-1 were chosen to measure the DA. As internal reference, the intensities at 3450 and 1420 cm-1 were evaluated. The absorption band ratios involving the reference at 3450 cm-1 had poorer fit.. The absorption ratio A1320/A1420 shows superior agreement between the absolute and estimated DA-values (DA% = 31.92A1320/A1420 - 12.20; r = 0.990). © 2001 Elsevier Science Ltd

Preparation of chitosan nanoparticles by nanoprecipitation and their ability as a drug nanocarrier

Polysaccharide-based nanoparticles represent a very promising drug delivery platform, particularly for the transmucosal delivery of bioactive macromolecules. Thus, the aim of this paper is to revisit the nanoprecipitation processes for preparing chitosan nanoparticles and to evaluate the influence of the process parameters on their characteristics. Chitosan was dissolved in water as N-(methylsulfonic acid) chitosan or directly in aqueous acetic acid. Methanol was used as the nonsolvent diffusing phase. Nanoparticles became smaller as the polymer concentration decreased or the nonsolvent to solvent volume ratio increased. Particles prepared in acidic media are slightly larger than those precipitated from N-(methylsulfonic acid) chitosan. Replacement of methanol by water in the suspension medium resulted in a notorious increase in their size. On the other hand, very little additions of Tween-80 to the nonsolvent phase render smaller nanoparticles, with a similar mean-size values. Nanoparticles precipitated in methanol have roughly the same dimensions, regardless of the ionic strength of the chitosan solution. These chitosan nanoparticles have good association and loading efficiency values of a model substance showing their ability as a nanocarrier for drug delivery systems

Linseed pectin: gelling properties and performance as an encapsulation matrix for shark liver oil

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Synthesis of regioselective chitosan copolymers with β-cyclodextrin and poly(N-isopropyl acrylamide)

This work aimed to design a synthetic route under mild conditions allowing the main chitosan chain to be grafted with β-cyclodextrin (β-CD) and poly(N-isopropyl acrylamide) (PNIPAm), at C2 and C6 positions, respectively. For this reason, the regioselectivity of proposed reactions is an important factor to be considered. β-CD is an oligosaccharide with a cyclic structure capable of forming inclusion complexes with hydrophobic molecules. Grafting β-CD onto the chitosan backbone by reductive N-alkylation at C2 position was carried out. With this purpose, the previous preparation of β-CD monoaldehyde was required. PNIPAm is a thermosensitive polymer with a transition temperature near 33 °C. To regioselectively anchor poly(N-isopropyl acrylamide) chains onto chitosan at C6 position, it was required to attach at the C6 position of chitosan an alkyl group for the subsequent grafting of PNIPAm-N3 by means of copper-catalyzed azide-alkyne cycloaddition click reaction. To guarantee the regioselectivity of the functionalization of chitosan with a C6 terminal alkyne, its oxyalkylation with glycidyl propargyl ether in a solvent composed of LiOH/KOH/urea was used. The structure of all derivatives was confirmed by FT-IR and 1H-NMR spectroscopy

Production and characterization of supercritical CO₂ dried chitosan nanoparticles as novel carrier device

The materials produced by the supercritical CO₂ drying have outstanding properties that allow the incorporation of molecules in their porous structure. In this context, dried chitosan nanoparticles including β-lactoglobulin were obtained. First, the nanoparticles in water suspension were produced by ionotropic gelation incorporating the protein with high loading efficiency. Later, solvent exchange and CO₂ supercritical drying procedures were performed. The physicochemical characteristics and structural properties were determined, demonstrating a stable porous structure in the dried materials and corroborating the presence of the protein after the drying. The CO₂ supercritical dried chitosan nanoparticles can be effectively resuspended in acidic aqueous medium remaining in the nanoscale with minimum effect on the loading parameters. The release of the β-lactoglobulin was highly influenced by the pH, reaching around 40% under acidic conditions in ten hours. The obtained results demonstrate the possibility to apply these chitosan materials as a controlled release material

DEAE/Catechol-Chitosan Conjugates as Bioactive Polymers: Synthesis, Characterization, and Potential Applications

This work provides the first description of the synthesis and characterization of water-soluble chitosan (Cs) derivatives based on the conjugation of both diethylaminoethyl (DEAE) and catechol groups onto the Cs backbone (Cs-DC) in order to obtain a Cs derivative with antioxidant and antimicrobial properties. The degree of substitution [DS (%)] was 35.46% for DEAE and 2.53% for catechol, determined by spectroscopy. Changes in the molecular packing due to the incorporation of both pendant groups were described by X-ray diffraction and thermogravimetric analysis. For Cs, the crystallinity index was 59.46% and the maximum decomposition rate appeared at 309.3 °C, while for Cs-DC, the values corresponded to 16.98% and 236.4 °C, respectively. The incorporation of DEAE and catechol groups also increases the solubility of the polymer at pH > 7 without harming the antimicrobial activity displayed by the unmodified polymer. The catecholic derivatives increase the radical scavenging activity in terms of the half-maximum effective concentration (EC). An EC of 1.20 μg/mL was found for neat hydrocaffeic acid (HCA) solution, while for chitosan-catechol (Cs-Ca) and Cs-DC solutions, concentrations equivalent to free HCA of 0.33 and 0.41 μg/mL were required, respectively. Cell culture results show that all Cs derivatives have low cytotoxicity, and Cs-DC showed the ability to reduce the activity of reactive oxygen species by 40% at concentrations as low as 4 μg/mL. Polymeric nanoparticles of Cs derivatives with a hydrodynamic diameter (D) of around 200 nm, unimodal size distributions, and a negative ζ-potential were obtained by ionotropic gelation and coated with hyaluronic acid in aqueous suspension, providing the multifunctional nanoparticles with higher stability and a narrower size distribution.This work was funded by the Spanish Ministry of Science and Innovation (PID2020-114086RB-100). F.J.C.-L. acknowledges financial support from CONACyT (México) through the scholarship ‘Apoyo para estancias postdoctorales en el extranjero vinculadas a la consolidación de grupos de investigación y fortalecimiento del Posgrado nacional’. M.R.A. and B.V.-L. are members of the SusPlast platform from CSIC. This research work was performed in the framework of the Nanomedicine CSIC HUB (ref 202180E048). The authors thank R.A.R. from (ICTP), CSIC, for assistance in the biological experiment