Synthesis and in Vitro Evaluation of a Novel Chitosan–Glutathione Conjugate

Kafedjiiski, Krum; Föger, Florian; Werle, Martin; Bernkop‐Schnürch, Andreas

doi:10.1007/s11095-005-6248-6

Cited by 103 publications

(77 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…GSH is a tripeptide with high conformational flexibility and is susceptible to oxidation and disulfide bond formation. 24 All thiolated chitosans revealed a higher amount of total sulfhydryl groups in comparison with free-thiol groups. It can be shown that the formation of intraand/or intermolecular disulfide bonds is possible.…”

Section: Discussionmentioning

confidence: 93%

Discriminated effects of thiolated chitosan-coated pMMA paclitaxel-loaded nanoparticles on different normal and cancer cell lines

Akhlaghi

Saremi

Ostad

et al. 2010

Nanomedicine: Nanotechnology, Biology and Medicine

View full text Add to dashboard Cite

Section: Discussionmentioning

confidence: 93%

Discriminated effects of thiolated chitosan-coated pMMA paclitaxel-loaded nanoparticles on different normal and cancer cell lines

Akhlaghi

Saremi

Ostad

et al. 2010

Nanomedicine: Nanotechnology, Biology and Medicine

View full text Add to dashboard Cite

“…Thiolated chitosan was prepared with covalent attachment of reduced glutathione to different molecular weight of chitosan according to the slightly modified method described by Atyabi et al and Kafedjiiski et al as follows: 5,27 One gram of chitosan was dispersed in 50 mL demineralized water by stirring, then 10 mL HCl (1 mol/L) was added and finally dissolved by the addition of demineralized water to obtain a 1% (w/v) polymer solution. The pH was adjusted to 6.0 by the addition of NaOH (5 mol/L).…”

Section: Chitosan Thiolationmentioning

confidence: 99%

Thiolated chitosan nanoparticles for enhancing oral absorption of docetaxel: preparation, in vitro and ex vivo evaluation

Saremi

Atyabi

Akhlaghi³

et al. 2011

IJN

View full text Add to dashboard Cite

The aim of this study was to prepare and evaluate mucoadhesive core-shell nanoparticles based on copolymerization of thiolated chitosan coated on poly methyl methacrylate cores as a carrier for oral delivery of docetaxel. Docetaxel-loaded nanoparticles with various concentrations were prepared via a radical emulsion polymerization method using cerium ammonium nitrate as an initiator. The physicochemical properties of the obtained nanoparticles were characterized by: dynamic light-scattering analysis for their mean size, size distribution, and zeta potential; scanning electron microscopy and transmission electron microscopy for surface morphology; and differential scanning calorimetry analysis for confirmation of molecular dispersity of docetaxel in the nanoparticles. Nanoparticles were spherical with mean diameter below 200 nm, polydispersity of below 0.15, and positive zeta potential values. The entrapment efficiency of the nanoparticles was approximately 90%. In vitro release studies showed a sustained release characteristic for 10 days after a burst release at the beginning. Ex vivo studies showed a significant increase in the transportation of docetaxel from intestinal membrane of rat when formulated as nanoparticles. Cellular uptake of nanoparticles was investigated using fluoresceinamine-loaded nanoparticles. Docetaxel nanoparticles showed a high cytotoxicity effect in the Caco-2 and MCF-7 cell lines after 72 hours. It can be concluded that by combining the advantages of both thiolated polymers and colloidal particles, these nanoparticles can be proposed as a drug carrier system for mucosal delivery of hydrophobic drugs.

show abstract

“…Thiolated chitosan derivatives, such as chitosan-thioglycolic acid, chitosan-cysteine, can be obtained by reactions between amino groups of chitosan and reagents containing sulfhydryl groups (Jain et al 2013;Kast and Bernkop-Schnurch 2001;Wang et al 2009). The enhanced mucoadhesion may be attributed to the interactions between sulfhydryl and cysteine-rich subdomains of mucus layer (Kafedjiiski et al 2005). Mucoadhesion of thiolated chitosan is affected by its degree of thiolation (Roldo et al 2004).…”

Section: Chitosan Derivativesmentioning

confidence: 99%

Drug Delivery Applications of Chitosan and its Derivatives

Zhang

Mao

2015

Excipient Applications in Formulation Design and Drug Delivery

View full text Add to dashboard Cite

The development of drug delivery systems always goes hand in hand with the advancement of material science. The novel synthetic or natural functional materials provide opportunities to design optimal drug delivery systems. Among these, chitosan and its derivatives exhibit excellent application future because of its prominent characteristics. In this chapter, research progress of chitosan and its derivatives for drug delivery, from structure to properties, from properties to its application were overviewed. The physicochemical properties, biological properties, biodegradability, safety evaluation and structure modification of chitosan were introduced. Furthermore, applications of chitosan and its derivatives in drug delivery including as the carrier of nanoparticles and microparticles, as coating material, as matrix of hydrogels, films and sustained release tablets, as stabilizers, as absorption enhancers, were discussed. Finally, the applications of chitosan and its derivatives in different administration routes, and their advantages for gene, protein and vaccine delivery, were reviewed. The numerous successful studies on exploitation and application of chitosan and its derivatives showed promising application future of these materials in drug delivery.

show abstract

Synthesis and in Vitro Evaluation of a Novel Chitosan–Glutathione Conjugate

Abstract: Because of the improved mucoadhesive and cohesive properties, and the strong permeation-enhancing effect of the chitosan-GSH conjugate/GSH system, the novel thiolated chitosan seems to represent a promising multifunctional excipient for various drug delivery systems.

Cited by 103 publications

References 23 publications

Discriminated effects of thiolated chitosan-coated pMMA paclitaxel-loaded nanoparticles on different normal and cancer cell lines

Discriminated effects of thiolated chitosan-coated pMMA paclitaxel-loaded nanoparticles on different normal and cancer cell lines

Thiolated chitosan nanoparticles for enhancing oral absorption of docetaxel: preparation, in vitro and ex vivo evaluation

Drug Delivery Applications of Chitosan and its Derivatives

Contact Info

Product

Resources

About