Comparison of Experimental and Theoretical Data on the Structural and Electronic Characterization of Chitin and Chitosan

Silva, Daniella S.; Delezuk, Jorge Augusto de Moura; Porta, Felipe A. La; Longo, E.; Filho, Sérgio Paulo Campana

doi:10.2174/187794680503160223163623

Cited by 11 publications

(2 citation statements)

References 22 publications

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“…Chitosan has been considered a promising agent for potential applications in biomedical and pharmaceutical field, since it is a cationic biopolymer that exhibits interesting biological activities such as biocompatibility, biodegradability, mucoadhesiveness, antimicrobial and antioxidant properties, and it is likely to be chemically modified, allowing functionalization of surfaces of the carrier of drugs [19,22,23]. Chitosan is a polysaccharide consisting of 2-acetamido-2-deoxy-d-glucopyranose (GlcNAc) and 2-amino-2deoxy-d-glucopyranose (GlcN) units linked by ␤ (1 → 4) glycosidic bonds with a predominance (>60%) of GlcN units [24][25][26]. The presence of the amino and hydroxyl groups in the structure of chitosan units offers many possibilities for chemical modification, which generally aim to improve the properties of the parent chitosan and/or to introduce new interesting properties [27].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of 3,6- O,O ’- dimyristoyl chitosan micelles for oral delivery of paclitaxel

Silva

Almeida

Prezotti

et al. 2017

Colloids and Surfaces B: Biointerfaces

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The aim of the present study was to investigate the potential application of 3,6-O,O'- dimyristoyl chitosan DMCh, an amphiphilic derivative of chitosan, for improving the oral bioavailability of paclitaxel (PTX), a water insoluble anticancer drug. The O-acylation of chitosan with myristoyl chloride was carried out by employing high (≈13.3) or low (2.0) molar excess of chitosan to result in samples DMCh07 and DMCh12, respectively. The successful O-acylation of chitosan was confirmed by FTIR and H NMR spectroscopy, the latter allowing also the determination of average degree of substitution (DS). The critical aggregation concentration (CAC) of samples DMCh07 (DS≈6.8%) and DMCh12 (DS≈12.0%) were 8.9×10mg/mL and 13.2×10mg/mL, respectively. It was observed by TEM that the DMCh micelles showed spherical shape while DLS measurements allowed the determination of their average size (287nm-490nm) and zeta potential (+32mV to +44mV). Such DMCh micelles were able to encapsulate paclitaxel with high drug encapsulation efficiency (EE), as confirmed by HPLC analyses. Studies on the cytotoxicity of DMCh07 micelles toward Caco-2 and HT29-MTX cells showed that, regardless the PTX loaded, DMCh07 micelles slightly decreased cellular viability at low micelles concentration (≤1μg/mL) while at high concentration (>10μg/mL) PTX-loaded DMCh07 micelles were less toxic toward Caco-2 cells when compared to free PTX. The PTX permeation across Caco-2 monoculture and Caco-2/HT29-MTX co-culture model confirmed the potential of DMCh micelles in improving the intestinal absorption of PTX. These results suggest that DMCh micelles may be a promising carrier to encapsulate PTX aiming cancer therapy.

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Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of 3,6- O,O ’- dimyristoyl chitosan micelles for oral delivery of paclitaxel

Silva

Almeida

Prezotti

et al. 2017

Colloids and Surfaces B: Biointerfaces

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“…A large variety of synthetic methods have been utilized for the fabrication of hydrogels based on CS and CS derivatives. The degree of acetylation and/or polymerization of CS-based materials have been widely considered as the critical parameters for controlling their outstanding properties [104][105][106]. These Hydrogels Based on Chitosan and Chitosan Derivatives for Biomedical Applications DOI: http://dx.doi.org/10.5772/intechopen.81811 structural changes, in principle, lead to completely new properties as well as a significant improvement in water solubility [6,95].…”

Section: Methodologies Used For Obtaining Chitosan Derivatives Aimingmentioning

confidence: 99%

Hydrogels Based on Chitosan and Chitosan Derivatives for Biomedical Applications

Rufato¹,

Galdino²,

Ody³

et al. 2019

Hydrogels - Smart Materials for Biomedical Applications

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Chitosan (CS) is a polymer obtained from chitin, being this, after the cellulose, the most abundant polysaccharide. The fact of (i) CS being obtained from renewable sources; (ii) CS to possess capability for doing interactions with different moieties being such capability dependent of pH; (iii) plenty of possibilities for chemical modification of CS; and (iv) tuning the final properties of CS derivatives makes this polymer very interesting in academic and technological points of view. In this way, hydrogels based on CS and on CS derivatives have been widely used for biomedical applications. Other important technological applications can be also cited, such as adsorbent of metals and dyes in wastewater from industrial effluents. In pharmaceutical field, hydrogels based on CS are often used as drugs' and proteins' carrier formulations due to the inherent characteristics such as the biocompatibility, nontoxicity, hydrophilicity, etc. This chapter is an attempt for updating and joining the plenty of available information regarding the preparation, characterization, and biomedical application of hydrogels based on chitosan and chitosan derivatives. More than 260 references are provided, being the majority of them published in the last 10 years.

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Insights into Novel Antimicrobial Based on Chitosan Nanoparticles: From a Computational and Experimental Perspective

Assis

Lima

Andrade

et al. 2020

Emerging Research in Science and Engineering Based on Advanced Experimental and Computational Strategies

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Comparison of Experimental and Theoretical Data on the Structural and Electronic Characterization of Chitin and Chitosan

Cited by 11 publications

References 22 publications

Synthesis and characterization of 3,6- O,O ’- dimyristoyl chitosan micelles for oral delivery of paclitaxel

Synthesis and characterization of 3,6- O,O ’- dimyristoyl chitosan micelles for oral delivery of paclitaxel

Hydrogels Based on Chitosan and Chitosan Derivatives for Biomedical Applications

Insights into Novel Antimicrobial Based on Chitosan Nanoparticles: From a Computational and Experimental Perspective

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