Chitosan/OA nanoparticle as delivery system for celecoxib: Parameters affecting the particle size, encapsulation, and release

Abstract

Self-assembled nanoparticles prepared from amphiphilic chitosan/oleic acid (Ch/OA) have shown antibacterial activity and potential application as a carrier for hydrophobic anticancer drugs. In this study, a low molecular weight chitosan was modified with oleic acid obtaining a degree of substitution (DS) of 12%. The critical aggregation concentration (CAC) of the Ch/OA polymer obtained (0.025 mg mL 21 ) is lower in comparison with some systems of chitosan-fatty acids. The self-assembled Ch/OA nanoparticle size was optimized by changing polymer concentration, solvent, method, and time of homogenization to obtain particles with sizes around 300 nm and positive zeta potential. The drug loading about 7 lg mL 21 and encapsulation efficiency of 75.8 6 3.6% for Celecoxib was affected by the drug concentration. In vitro release behavior performed in (PBS, pH 7.4) and MES buffer (pH 6) indicated a pH-dependent drug release behavior. The self-assembled systems show stability during 4 weeks after the encapsulation of the hydrophobic drug.

Evaluation of the physicochemical properties of pectin extracted from Musa paradisiaca banana peels at different pH conditions in the formation of nanoparticles

“…Hydrophobic-hydrophilic balance could get the self-assembled of the pectin, in this case esterified groups and neutral sections of the pectin polymer favor the hydrophobic nature, and the carboxylate and hydroxyl groups favor the hydrophilic nature; getting to form nanoparticles with a hydrophobic core and the hydrophilic groups exposed in the shell; behavior observed for chitosan modified with oleic acid (300 nm), where acetylated groups and oleic acid favor the hydrophobic interactions and the protonated amine groups favor the repulsion and hydrophilic interactions. So, HDE pectin favors hydrophobic interactions, which avoids the water flow inside the particle and the swelling of them, allowing a low PdI ( Méndez et al., 2017 ).…”

Polyelectrolyte Nanoparticles of Amphiphilic Chitosan/Pectin from Banana Peel as Potential Carrier System of Hydrophobic Molecules

“…In the present study, the DE was determined by potentiometric titration, however, the results did not show coherence. Pectin presented gelling properties [ 34 ] which carried out to the formation of colloids during the titration process, so, the methoxy groups could be oriented inside of the colloid and the carboxyl groups oriented outside, simulating an amphiphilic behavior which did not permit the adequate quantification of the DE [ 19 ]. For that reason, the method of FTIR band deconvolution was used to calculate the DE.…”

“…Chitosan (Ch) with low molecular weight ( M w = 5 kDa) and degree of deacetylation (DD) of 76 % was used. This polymer was obtained by oxidative degradation with sodium nitrite from chitosan with M w = 150 kDa (Supplied by PolyScience Inc., 400 Valley Road Warrington, PA, USA), and it was characterized according with our previous work [ 19 ]. This molecular weight was selected due to the chemical modification with OA is favored by the carbodiimide chemistry route, and it work can complement another study where hyaluronic acid was used as polyanion to interact with AmCh nanoparticles [ 20 ].…”

“…AmCh polymer was prepared from low molecular weight chitosan modified with oleic acid (12%) through the formation of amide linkages by the carbodiimide chemistry route [ 19 ]. The polyelectrolyte nanoparticles were prepared using AmCh polymer and the pectin isolated from banana ( Musa paradisiaca ) peels through sonication as a homogenization method using a probe-type sonicator (SONICS, VCX130 vibra-cell) at 130 W and 20 kHz in an ice bath where an acetate buffer 0.2 M with pH 4.6 and 7% ( v / v ) ethanol, due to the solubility of the AmCh polymer, was used.…”

Controlled Release of 5-FU from Chi–DHA Nanoparticles Synthetized with Ionic Gelation Technique: Evaluation of Release Profile Kinetics and Cytotoxicity Effect

“…Due to its biological properties, Chi finds wide applications in the pharmaceutical and medical areas because of its ability to provide several self-assembled delivery systems [3], which are able to enhance the solubility of poorly water-soluble drugs [4]. Carbodiimide chemistry allows for the chemical reaction between amine groups of chitosan and carboxylic acids of several fatty acids such as oleic acid [5] and linoleic acid [6]. Two interesting modifications are N-alkylation and N-acylation, which can provide the addition of hydrophobic pendant groups on the Chi hydrophilic chain and change the hydrophilic/lipophilic balance of the polymer.…”