Crystalline and micellar properties of amphiphilic biodegradable chitooligosaccharide-graft-poly(ε-caprolactone) copolymers

Wang, Caiqi; Li, Guangtao; Tao, Shengyang; Guo, Ruirong; Zheng, Yan

doi:10.1016/j.carbpol.2005.12.017

Cited by 26 publications

(14 citation statements)

References 33 publications

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“…fusion for 100% crystalline PCL, the value for DH f 0 was considered as 136 J/g) [27]. PGD fibers and film dextran backbones are amorphous so the crystallinity is assumed only of PCL grafts.…”

Section: Fabrication and Characterization Of Pgd Electrospun Nanofibersmentioning

confidence: 99%

In vitro hydrolytic degradation of poly(ɛ-caprolactone) grafted dextran fibers and films

Bajgai

Kim

Parajuli

et al. 2008

Polymer Degradation and Stability

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Section: Fabrication and Characterization Of Pgd Electrospun Nanofibersmentioning

confidence: 99%

In vitro hydrolytic degradation of poly(ɛ-caprolactone) grafted dextran fibers and films

Bajgai

Kim

Parajuli

et al. 2008

Polymer Degradation and Stability

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“…11 Several studies have sought to improve the physical and chemical characteristics of chitosan by conjugating hydrophobic or hydrophilic moieties to its structure, such as alkyl groups, poly (ε-caprolactone), and poly (ethylene glycol) (PEG). 24,25 Acylation of chitosan can be carried out at the amino (NH 2 ) group, the hydroxy (OH) group, or at both (N, O acyl chitosan) to obtain hydrophobic derivatives that are soluble in organic solvents such as chloroform, acetone, and dichloromethane. These chemical modifications have led to the development of novel chitosan derivatives that have further widened its drug delivery applications.…”

Section: Introductionmentioning

confidence: 99%

Hydrophobically modified chitosan nanoliposomes for intestinal drug delivery

Zariwala¹,

Bendre²,

Markiv³

et al. 2018

IJN

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BackgroundEncapsulation of hydrophilic drugs within liposomes can be challenging.MethodsA novel chitosan derivative, O-palmitoyl chitosan (OPC) was synthesized from chitosan and palmitoyl chloride using methane-sulfonic acid as a solvent. The success of synthesis was confirmed by Fourier transform infra-red (FT-IR) spectroscopy and proton NMR spectroscopy (H-NMR). Liposomes encapsulating ferrous sulphate as a model hydrophilic drug for intestinal delivery were prepared with or without OPC inclusion (Lipo-Fe and OPC-Lipo-Fe).ResultsEntrapment of iron was significantly higher in OPC containing liposomes compared to controls. Quantitative iron absorption from the OPC liposomes was significantly higher (1.5-fold P<0.05) than free ferrous sulphate controls. Qualitative uptake analysis by confocal imaging using coumarin-6 dye loaded liposomes also indicated higher cellular uptake and internalization of the OPC-containing liposomes.ConclusionThese findings suggest that addition of OPC during liposome preparation creates robust vesicles that have improved mucoadhesive and absorption enhancing properties. The chitosan derivative OPC therefore provides a novel alternative for formulation of delivery vehicles targeting intestinal absorption.

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“…18 The amino groups of chitosan oligomer were also protected with trimethylsilyl groups for synthesizing chitosan-O-PCL. 15 PCL was grafted onto the trimethylsilyl chitosan (TMS-CS) by ring-opening polymerization of CL in the presence of TMS-CS. Although the protection/deprotection reaction could be operated under relatively mild conditions, the synthetic scheme could be only adopted for modifying chitosan oligomers (MW < 2000) because of the insolubility of high-MW chitosan in common organic solvents.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, self‐assembly, and cytotoxicity of well‐defined trimethylated chitosan‐O‐poly(ε‐caprolactone): Effect of chitosan molecular weight

et al. 2011

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Structurally well-defined trimethylated chitosan-O-poly(ε-caprolactone) (TMC-O-PCL) was synthesized under mild homogeneous conditions, using sodium dodecyl sulfate-dimethylated chitosan complex (SDC) as an organosoluble intermediate. The effect of chitosan molecular weight (MW) on the preparation, organosolubility, self-assembly, and cytotoxicity of the copolymers was investigated. The copolymers with low-MW chitosan backbone had improved solubility in common organic solvents. Spherical micelles with average diameter of 25-55 nm and uniform morphology were formed through self-assembly of TMC-O-PCL in pH 7.4 PBS. When trimethylation degree of the copolymers was above 44%, the micelles could remain stable in neutral aqueous media. The critical aggregation concentration of TMC-O-PCL slightly increased with a decrease in the MW of chitosan backbone. The cytotoxicity of the cationic micelles could be suppressed by increasing PCL grafting levels, reducing trimethylation degree, and MW of the chitosan backbone.

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Crystalline and micellar properties of amphiphilic biodegradable chitooligosaccharide-graft-poly(ε-caprolactone) copolymers

Cited by 26 publications

References 33 publications

In vitro hydrolytic degradation of poly(ɛ-caprolactone) grafted dextran fibers and films

In vitro hydrolytic degradation of poly(ɛ-caprolactone) grafted dextran fibers and films

Hydrophobically modified chitosan nanoliposomes for intestinal drug delivery

Synthesis, self‐assembly, and cytotoxicity of well‐defined trimethylated chitosan‐O‐poly(ε‐caprolactone): Effect of chitosan molecular weight

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