Chitosan drug binding by ionic interaction

Boonsongrit, Yaowalak; Mitrevej, Ampol; Mueller, Bernd W.

doi:10.1016/j.ejpb.2005.09.002

Cited by 136 publications

(78 citation statements)

References 25 publications

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“…Using the properties of amino group on the chitosan, which was cationic in dilute acid，and carboxyl group on the ASA, which was anionic in dilute alkaline solution, polyelectrolyte compounds with intermolecular force were synthesized by CS and ASA in our laboratory. More specific, protonated amines of CS chain would gradually connect to the carboxyl of ASA chain with coulomb force in molecules and between molecules, at the same time shrinking and crimping CS chain, eventually leading to production and nanocrystallization of CS in the process of reaction [22]. The previous FT-IR also proved that this process was not only hydrogen bonding and Van der waals forces, but also the formation of ionic bonds.…”

Section: Resultsmentioning

confidence: 99%

Preparation and characterization of acetylsalicylic acid/chitosan nanoparticles and its antithrombotic effects

Luo

Man

Jia

et al. 2018

Designed Monomers and Polymers

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Chitosan (CS)-acetylsalicylic acid (ASA) nanoparticles, which are well dispersed and stable in aqueous solution, have been prepared by interpolymer complexation of ASA in CS solution. The physicochemical properties of nanoparticles were investigated by using FT-IR, 1H NMR, scanning electron microscope（SEM）, dynamic light scattering, and UV spectrophotometer. It was found that the carboxyl group of the ASA had firmly integrated on the amino group of CS and the ASA-CS nanoparticles were almost spherical in shape with an average diameter of less than (79.3 ± 24.6) nm in high reproducibility and showed high chemical stability against environmental changes. It was also found that the prepared nanoparticles carried a positive charge and showed the size in the range from 700 to 150 nm. The surface structure and zeta potential of nanoparticles can be controlled by different preparation processes. The factor experiment results indicated that the ASA-CS nanoparticles had satisfactory loading capacity (LC) and encapsulation efficiency (EE), 27.27% and 46.88% (data not shown), respectively. The experiments of in vitro ASA release showed that these nanoparticles provided a sustained and pH-dependent drug release manner, and the release behavior was influenced by the pH value of the medium. Preliminary pharmacology experiment exhibited prolonged circulation and higher bioavailability than that of ASA. All the results indicated that ASA/CS nanoparticles may have promising pharmaceutical application, and further pharmacological research is needed to confirm these beneficial effects.

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Section: Resultsmentioning

confidence: 99%

Preparation and characterization of acetylsalicylic acid/chitosan nanoparticles and its antithrombotic effects

Luo

Man

Jia

et al. 2018

Designed Monomers and Polymers

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“…Chitosan micro/nanoparticles based on ionic interaction between drugs (insulin, diclofenac sodium and salicylic acid respectively) and chitosan were prepared and examined for their influence on pH [78]. Entrapment efficiency and the amount of drugs inside the particles were affected by the zeta potential and surface charge of the micro/nanoparticles produced, whereas immediate drug release was independent of the pH of the dissolution medium.…”

Section: Influence Of Phmentioning

confidence: 99%

“…When a chitosan solution is used in the investigations, factors such as concentration, the nature of salt counterion, pH, ionic strength, and the addition of non-aqueous solvent should be taken into account [47]. Apart from these factors, the use in medical chitin/chitosan-based products of finely divided powders, films, membranes, gels, coatings, suspensions and hydrogels (e.g., [30,37,[48][49][50]) can influence their biomedical activity [6,[51][52][53][54].…”

Section: Introductionmentioning

confidence: 99%

Biomedical Activity of Chitin/Chitosan Based Materials—Influence of Physicochemical Properties Apart from Molecular Weight and Degree of N-Acetylation

et al. 2011

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Abstract:The physicochemical nature of chitin and chitosan, which influences the biomedical activity of these compounds, is strongly related to the source of chitin and the conditions of the chitin/chitosan production process. Apart from widely described key factors such as weight-averaged molecular weight (M W ) and degree of N-acetylation (DA), other physicochemical parameters like polydispersity (M W /M N ), crystallinity or the pattern of acetylation (P A ) have to be taken into consideration. From the biological point of view, these parameters affect a very important factor-the solubility of chitin and chitosan in water and organic solvents. The physicochemical properties of chitosan solutions can be controlled by manipulating solution conditions (temperature, pH, ionic strength, concentration, solvent). The degree of substitution of the hydroxyl and the amino groups or the degree of quaternization of the amino groups also influence the mechanical and biological properties of chitosan samples. Finally, a considerable research effort has been directed towards developing safe and efficient chitin/chitosan-based products because many factors, like the size of nanoparticles, can determine the biomedical characteristics of medicinal products. The influence of these factors on the biomedical activity of chitin/chitosan-based products is presented in this report in more detail. OPEN ACCESSPolymers 2011, 3 1876

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“…Chitosan is a linear polysaccharide that is composed of randomly distributed D-glycosamine and N-acetyl-glycosamine units linked in a β (1 → 4) manner [10].…”

Section: Design Of Chitosan Nanoparticles For Synergistic Antimicrobimentioning

confidence: 99%

Evaluation of the Synergistic Effect of EDTA-Functionalized Chitosan Nanoparticles on Imipenem Delivery in <i>Pseudomonas aeruginosa</i> Carbapenem-Resistant Strain AG1

Porras-Gómez¹,

Vega-Baudrit²,

García³

et al. 2018

JBNB

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Metallo-β-lactamases are bacterial zinc-dependent enzymes involved in the hydrolysis of β-lactamic antibiotics representing the main cause of bacterial resistance to carbapenems, drugs of last resort for treating infections caused by multiresistant bacteria. We elaborated the hypothesis that it is possible to inhibit the enzymatic activity of metallo-β-lactamases by lowering the availability of zinc in the extracellular medium using metal chelating agents such as EDTA carried on nanoparticles. Chitosan, as linear cationic polysaccharide is frequently used in biomedical and pharmaceutical applications, has been studied as a biocompatible encapsulating agent in drug delivery systems and is an ideal transport agent for bioactive molecular complexes in antibiotic applications due to its ability to associate with negatively charged substances. We developed novel nanoparticles using chitosan as a transport matrix for β-lactamic antibiotics. Nanoparticles were synthesized according to the ion gelation method using tripolyphosphate as crosslinking agent. Nanoparticles were functionalized by the adsorption of EDTA, which acts as complexifying agent for Zn 2+ ions causing inhibition of metallo-β-lactamases activity. We evaluate the antimicrobial effects of EDTA-functionalized nanoparticles with an imipenem cargo on the clinical isolate P. aeruginosa AG1, a carbapenem-resistant high-risk clone ST-111 carrying both bla and bla VIM-2 metallo-β-lactamases genes.

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Chitosan drug binding by ionic interaction

Cited by 136 publications

References 25 publications

Preparation and characterization of acetylsalicylic acid/chitosan nanoparticles and its antithrombotic effects

Preparation and characterization of acetylsalicylic acid/chitosan nanoparticles and its antithrombotic effects

Biomedical Activity of Chitin/Chitosan Based Materials—Influence of Physicochemical Properties Apart from Molecular Weight and Degree of N-Acetylation

Evaluation of the Synergistic Effect of EDTA-Functionalized Chitosan Nanoparticles on Imipenem Delivery in <i>Pseudomonas aeruginosa</i> Carbapenem-Resistant Strain AG1

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Chitosan drug binding by ionic interaction

Cited by 136 publications

References 25 publications

Preparation and characterization of acetylsalicylic acid/chitosan nanoparticles and its antithrombotic effects

Preparation and characterization of acetylsalicylic acid/chitosan nanoparticles and its antithrombotic effects

Biomedical Activity of Chitin/Chitosan Based Materials—Influence of Physicochemical Properties Apart from Molecular Weight and Degree of N-Acetylation

Evaluation of the Synergistic Effect of EDTA-Functionalized Chitosan Nanoparticles on Imipenem Delivery in &lt;i&gt;Pseudomonas aeruginosa&lt;/i&gt; Carbapenem-Resistant Strain AG1

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Evaluation of the Synergistic Effect of EDTA-Functionalized Chitosan Nanoparticles on Imipenem Delivery in <i>Pseudomonas aeruginosa</i> Carbapenem-Resistant Strain AG1