Evaluation of glycol chitosan-graft-carboxymethyl β-cyclodextrin as potential pH-sensitive anticancer drug carrier by surface plasmon resonance

Tan, Haina; Xue, Ying; Luan, Qingfen; Yao, Xin

doi:10.1039/c2ay25295c

Cited by 16 publications

(20 citation statements)

References 38 publications

(37 reference statements)

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“…Tan et al ( 2012 ) prepared and characterized chitosan grafted with carboxymethyl-β-cyclodextrin (CM-β-CD) for subsequent application in anticancer drug delivery. The grafting employed carbodiimide (EDC), which promoted amide formation between the carboxylic groups of CM-β-CD and the amine groups of chitosan.…”

Section: Grafting Methodsmentioning

confidence: 99%

Poly(ethylene glycol) and Cyclodextrin-Grafted Chitosan: From Methodologies to Preparation and Potential Biotechnological Applications

2017

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Chitosan, a polyaminosaccharide obtained by alkaline deacetylation of chitin, possesses useful properties including biodegradability, biocompatibility, low toxicity, and good miscibility with other polymers. It is extensively used in many applications in biology, medicine, agriculture, environmental protection, and the food and pharmaceutical industries. The amino and hydroxyl groups present in the chitosan backbone provide positions for modifications that are influenced by factors such as the molecular weight, viscosity, and type of chitosan, as well as the reaction conditions. The modification of chitosan by chemical methods is of interest because the basic chitosan skeleton is not modified and the process results in new or improved properties of the material. Among the chitosan derivatives, cyclodextrin-grafted chitosan and poly(ethylene glycol)-grafted chitosan are excellent candidates for a range of biomedical, environmental decontamination, and industrial purposes. This work discusses modifications including chitosan with attached cyclodextrin and poly(ethylene glycol), and the main applications of these chitosan derivatives in the biomedical field.

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Section: Grafting Methodsmentioning

confidence: 99%

Poly(ethylene glycol) and Cyclodextrin-Grafted Chitosan: From Methodologies to Preparation and Potential Biotechnological Applications

2017

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“…Carboxymethylation of the hydroxyl groups of parent β-CD to obtain 4 (Scheme 2) by reaction with chloroacetic acid in alkaline conditions (NaOH) could not be cleanly implemented (the products were mixtures of positional isomers) (Reuben et al, 1994;Tan et al, 2012), unless the secondary hydroxyl groups were methylated. Specifically, per-6-O-carboxymethylation took place efficiently only if the very reactive ethyl diazoacetate was used as the alkylating agent resulting exclusively in 3a-b, α-and β-CD derivatives, respectively (Kraus et al, 1997).…”

Section: Methodsmentioning

confidence: 99%

Anionic cyclodextrins as versatile hosts for pharmaceutical nanotechnology: Synthesis, drug delivery, enantioselectivity, contrast agents for MRI

Mavridis

Yannakopoulou

2015

International Journal of Pharmaceutics

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“…CMβ-CD and GCS-CMβ-CD were synthesized as previously described 25,26 with slight modifications (Supplementary material. The characteristics and quantitative of CMβ-CD are shown in Figure S1 to S5.).…”

Section: Preparation Of Blank and Drug-loaded Gcs-cmβ-cd Npsmentioning

confidence: 99%

“…There is a strong electrostatic interaction between the negatively charged carboxylic acid anions and positively charged DOX (pK a ≈8.6). 26,36 Both the electrostatic and the hydrophobic interactions between CMβ-CD and DOX result in relatively stable formation of NPs. pH 5.0 PBS is close to the pK a of the carboxymethyl group, so the degree of dissociation of carboxymethyl groups would decrease, and the electrostatic interaction between the carboxymethyl groups and DOX would become weaker.…”

Section: Spr Online Detection Of Drug Releasementioning

confidence: 99%

pH-responsive glycol chitosan-cross-linked carboxymethyl-β-cyclodextrin nanoparticles for controlled release of anticancer drugs

Wang¹,

Qin²,

Tan³

et al. 2015

IJN

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Carboxymethyl-β-cyclodextrin (CMβ-CD)-modified glycol chitosan (GCS) nanoparticles (GCS-CMβ-CD NPs) were synthesized, and their pH-sensitive drug-release properties were investigated. GCS-CMβ-CD NPs could encapsulate doxorubicin hydrochloride (DOX), and the encapsulation efficiency and loading capacity increased with the amount of CMβ-CD. Drug-release studies indicate that DOX released was greater in acidic medium (pH 5.0) than in weakly basic medium (pH 7.4). The mechanism underlying the pH-sensitive properties of the carrier was analyzed. Finally, the MCF-7 (human breast cancer) and SW480 cell lines (human colon cancer) were used to evaluate the cytotoxicity of the NPs. The drug-loaded carriers show good inhibition of the growth of cancer cells compared with free DOX, and the carriers have good biocompatibility. In addition, the drug-loaded NPs have sustained drug-release properties. All these properties of the newly synthesized GCS-CMβ-CD NPs suggest a promising potential as an effective anticancer drug-delivery system for controlled drug release.

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Evaluation of glycol chitosan-graft-carboxymethyl β-cyclodextrin as potential pH-sensitive anticancer drug carrier by surface plasmon resonance

Cited by 16 publications

References 38 publications

Poly(ethylene glycol) and Cyclodextrin-Grafted Chitosan: From Methodologies to Preparation and Potential Biotechnological Applications

Poly(ethylene glycol) and Cyclodextrin-Grafted Chitosan: From Methodologies to Preparation and Potential Biotechnological Applications

Anionic cyclodextrins as versatile hosts for pharmaceutical nanotechnology: Synthesis, drug delivery, enantioselectivity, contrast agents for MRI

pH-responsive glycol chitosan-cross-linked carboxymethyl-β-cyclodextrin nanoparticles for controlled release of anticancer drugs

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Evaluation of glycol chitosan-graft-carboxymethyl β-cyclodextrin as potential pH-sensitive anticancer drug carrier by surface plasmon resonance

Cited by 16 publications

References 38 publications

Poly(ethylene glycol) and Cyclodextrin-Grafted Chitosan: From Methodologies to Preparation and Potential Biotechnological Applications

Poly(ethylene glycol) and Cyclodextrin-Grafted Chitosan: From Methodologies to Preparation and Potential Biotechnological Applications

Anionic cyclodextrins as versatile hosts for pharmaceutical nanotechnology: Synthesis, drug delivery, enantioselectivity, contrast agents for MRI

pH-responsive glycol chitosan-cross-linked carboxymethyl-&beta;-cyclodextrin nanoparticles for controlled release of anticancer drugs

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pH-responsive glycol chitosan-cross-linked carboxymethyl-β-cyclodextrin nanoparticles for controlled release of anticancer drugs