Functionalization of chitosan by laccase-catalyzed oxidation of ferulic acid and ethyl ferulate under heterogeneous reaction conditions

Aljawish, Abdulhadi; Chevalot, Isabelle; Piffaut, Bernadette; Rondeau-Mouro, Corinne; Girardin, Michel; Jasniewski, Jordane; Scher, Joël; Muniglia, Lionel

doi:10.1016/j.carbpol.2011.08.016

Cited by 132 publications

(85 citation statements)

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“…The molar mass average of chitosan monomer and the concentration of free amino groups in chitosan were measured according to the method described by Aljawish et al [61]. The molecular weight of chitosan was evaluated using size exclusion chromatography with multi-angle laser light scattering detectors (SEC-MALLS) [62].…”

Section: Characterization Of Chitosanmentioning

confidence: 99%

Possible Synergistic Effect and Antioxidant Properties of Chitosan Nanoparticles and Quercetin against Carbon Tetrachloride-Induce Hepatotoxicity in Rats

El-Denshary¹,

Aljawish²,

El‐Nekeety³

et al. 2015

SNL

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This study was conducted to prepare chitosan nanoparticles (CNPs), to determine their properties and to evaluate the synergistic protective role of CNPs alone or in combination with quercetin (Q) against oxidative stress and hepatotoxicity in rats. Female Sprague-Dawley rats were divided into 12 groups (7 rats/group) and were maintained on their respective diet for 3 weeks as follow: control group, the group treated with CCl4 (100 mg/kg b.w twice a week); the groups received CNPs at low and high doses (140 and 280 mg/kg b.w); the group received Q (50 mg/kg b.w); the groups received CNPs at the low or high doses plus Q and the groups treated with CCl4 plus Q and/or CNPs at the two tested doses. Blood and liver samples were collected at the end of experiment period for biochemical and histological studies. The results indicated that chitosan showed deacetylation degree of 17.5% and 19.2% and the molar mass average of monomer was 168.35 g/mol and 169.1 g/mol by UV and IR methods respectively. The particle size of CNPs was around 100 nm with a rough surface. The in vivo results revealed that CCl4 induced biochemical and histological changes typical to those reported in the literature. Animals treated with CNPs at the two tested doses alone or in combination with Q were comparable to the control. CNPs alone or plus Q succeeded to induce significant improvements in the biochemical parameters and histological picture of the liver in rats treated with CCl4. This improvement was in dose-dependent manner for CNPs and was * Corresponding author. E. S. El-Denshary et al. 37more pronounced in the group treated with the high dose plus Q. It could be concluded that both CNPs and Q could induce protection against hepatotoxicity. Consequently, CNPs was a promise candidate as drug delivery in liver diseases treatments.

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Section: Characterization Of Chitosanmentioning

confidence: 99%

Possible Synergistic Effect and Antioxidant Properties of Chitosan Nanoparticles and Quercetin against Carbon Tetrachloride-Induce Hepatotoxicity in Rats

El-Denshary¹,

Aljawish²,

El‐Nekeety³

et al. 2015

SNL

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“…When using gallic acid esters, increased water repellence was achieved. Chitosan-composites with gallic acid (derivates) [136][137][138][139], ferulic acid [140], flavonoids [141] exhibit increased antioxidant activity. An interesting extension of this concept is to use amine-functionalized inorganic supports [142].…”

Section: Polyphenolsmentioning

confidence: 99%

“…Similarly, reactive quinones can be generated using laccases [140,146] of peroxidases [136,139]. Figure 21.…”

Section: Polymer Modificationmentioning

confidence: 99%

Enzyme Initiated Radical Polymerizations

2012

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“…When chitosan polymer with high molecular weight is used to manufacture a pure chitosan fiber, or mixed with viscose to prepare a chitosan-containing bicomponent fiber, the resulting fibers have poor scavenging activity [27,28]. It has been proved that to incorporate the active ingredients (e.g., polyphenolic compounds) of natural plant extracts onto the polysaccharide backbone of chitosan can enhance the antioxidant activity of chitosan [28][29][30][31][32][33]. In our earlier study, lac dye whose major active constituents are hydroxyl-containing anthraquinone compounds was successfully used to endow chitosan fiber with the good antioxidant activities determined by the DPPH radical scavenging assay (DPPH, 2,2-diphenyl-1-picrylhydrazyl) and the ABTS radical decolorization assay (ABTS, 2,2 1 -azino-bis [3-ethylbenzothiazoline-6-sulphonic acid] diammonium salt) [27].…”

Section: Introductionmentioning

confidence: 99%

Crosslinked and Dyed Chitosan Fiber Presenting Enhanced Acid Resistance and Bioactivities

2016

Polymers

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Abstract:The application of biodegradable chitosan fiber for healthy and hygienic textiles is limited due to its poor acid resistance in wet processing and poor antioxidant activity. In order to prepare chitosan fiber with good acid resistance and high antioxidant activity, chitosan fiber was first crosslinked by a water-soluble aziridine crosslinker, and then dyed with natural lac dye consisting of polyphenolic anthraquinone compounds. The main application conditions and crosslinking mechanism of the aziridine crosslinker, the adsorption mechanism and building-up property of lac dye on the crosslinked fiber, and the effects of crosslinking and dyeing on the antioxidant and antibacterial activities of chitosan fiber were studied. The crosslinked fiber exhibited greatly reduced weight loss in acidic solution, and possessed excellent acid resistance. Lac dye displayed a very high adsorption capability on the crosslinked fiber and a high utilization rate under weakly acidic medium. The Langmuir-Nernst isotherm was the best model to describe the adsorption behavior of lac dye, and Langmuir adsorption had great contribution to total adsorption. Lac dyeing imparted good antioxidant activity to chitosan fiber. Crosslinking and dyeing had no impact on the good inherent antibacterial activity of chitosan fiber.

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Functionalization of chitosan by laccase-catalyzed oxidation of ferulic acid and ethyl ferulate under heterogeneous reaction conditions

Cited by 132 publications

References 50 publications

Possible Synergistic Effect and Antioxidant Properties of Chitosan Nanoparticles and Quercetin against Carbon Tetrachloride-Induce Hepatotoxicity in Rats

Possible Synergistic Effect and Antioxidant Properties of Chitosan Nanoparticles and Quercetin against Carbon Tetrachloride-Induce Hepatotoxicity in Rats

Enzyme Initiated Radical Polymerizations

Crosslinked and Dyed Chitosan Fiber Presenting Enhanced Acid Resistance and Bioactivities

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