Antimicrobial and antioxidant properties of chitosan and its derivatives and their applications: A review

International Journal of Biological Macromolecules - Tập 164 - Trang 2726-2744 - 2020
Mohamed E. Abd El‐Hack1, Mohamed T. El‐Saadony2, Manal E. Shafi3, Nidal M. Zabermawi4, Muhammad Arif5, Gaber El‐Saber Batiha6,7, Asmaa F. Khafaga8, Yasmina M. Abd‐Elhakim9, Adham A. Al‐Sagheer10
1Department of Poultry, Faculty of Agriculture, Zagazig University, Zagazig 44511, Egypt
2Department of Agricultural Microbiology, Faculty of Agriculture, Zagazig University, Zagazig 44511, Egypt
3Department of Biological Sciences, Zoology, King Abdulaziz University, Jeddah 21589, Saudi Arabia
4Department of Biological Sciences, Microbiology, King Abdulaziz University, Jeddah 21589, Saudi Arabia
5Department of Animal Sciences, College of Agriculture, University of Sargodha, Sargodha, Pakistan
6Department of Pharmacology and Therapeutics, Faculty of Veterinary Medicine, Damanhour University, Damanhour 22511, AlBeheira, Egypt
7National Research Center for Protozoan Diseases, Obihiro University of Agriculture and Veterinary Medicine, Nishi 2-13, Inada-cho, 080-8555 Obihiro, Hokkaido, Japan
8Department of Pathology, Faculty of Veterinary Medicine, Alexandria University, Edfina 22758, Egypt
9Department of Forensic Medicine and Toxicology, Zagazig University, Zagazig, Egypt
10Department of Animal Production, Faculty of Agriculture, Zagazig University, Zagazig, Egypt

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Muxika, 2017, Chitosan as a bioactive polymer: processing, properties and applications, Int. J. Biol. Macromol., 105, 1358, 10.1016/j.ijbiomac.2017.07.087

Friedman, 2010, Review of antimicrobial and antioxidative activities of chitosans in food, J. Food Prot., 73, 1737, 10.4315/0362-028X-73.9.1737

Qin, 2020, Antimicrobial chitosan conjugates: current synthetic strategies and potential applications, Int. J. Mol. Sci., 21, 499, 10.3390/ijms21020499

Venkatesan, 2010, Chitosan composites for bone tissue engineering—an overview, Marine drugs, 8, 2252, 10.3390/md8082252

Goy, 2009, A review of the antimicrobial activity of chitosan, Polímeros, 19, 241, 10.1590/S0104-14282009000300013

Martins, 2014, Antimicrobial activity of chitosan derivatives containing N-quaternized moieties in its backbone: a review, Int. J. Mol. Sci., 15, 20800, 10.3390/ijms151120800

Amato, 2018, Antimicrobial activity of catechol functionalized-chitosan versus Staphylococcus epidermidis, Carbohydr. Polym., 179, 273, 10.1016/j.carbpol.2017.09.073

Cheah, 2019, Antibacterial activity of quaternized chitosan modified nanofiber membrane, Int. J. Biol. Macromol., 126, 569, 10.1016/j.ijbiomac.2018.12.193

Wei, 2019, The antioxidant and antifungal activity of chitosan derivatives bearing Schiff bases and quaternary ammonium salts, Carbohydr. Polym., 226, 10.1016/j.carbpol.2019.115256

Karagozlu, 2014, Anticancer effects of chitin and chitosan derivatives, 215, 10.1016/B978-0-12-800269-8.00012-9

Ngo, 2014, Antioxidant effects of chitin, chitosan, and their derivatives, 15, 10.1016/B978-0-12-800268-1.00002-0

Bagheri-Khoulenjani, 2009, An investigation on the short-term biodegradability of chitosan with various molecular weights and degrees of deacetylation, Carbohydr. Polym., 78, 773, 10.1016/j.carbpol.2009.06.020

Peers, 2020, Chitosan hydrogels for sustained drug delivery, J. Control. Release, 326, 150, 10.1016/j.jconrel.2020.06.012

Das, 2020, Synthesis of hybrid hydrogel nano-polymer composite using graphene oxide, chitosan and PVA and its application in waste water treatment, Environmental Technology & Innovation, 18, 10.1016/j.eti.2020.100664

Islam, 2020, Chitosan based bioactive materials in tissue engineering applications—a review, Bioactive Materials, 5, 164, 10.1016/j.bioactmat.2020.01.012

Ahsan, 2018, Chitosan as biomaterial in drug delivery and tissue engineering, Int. J. Biol. Macromol., 110, 97, 10.1016/j.ijbiomac.2017.08.140

Negm, 2020, Advancement on modification of chitosan biopolymer and its potential applications, Int. J. Biol. Macromol., 152, 681, 10.1016/j.ijbiomac.2020.02.196

Benediktsdóttir, 2014, Challenges in evaluation of chitosan and trimethylated chitosan (TMC) as mucosal permeation enhancers: from synthesis to in vitro application, J. Control. Release, 173, 18, 10.1016/j.jconrel.2013.10.022

Rúnarsson, 2009

Singla, 2001, Chitosan: some pharmaceutical and biological aspects—an update, J. Pharm. Pharmacol., 53, 1047, 10.1211/0022357011776441

Kumar, 2000, A review of chitin and chitosan applications, React. Funct. Polym., 46, 1, 10.1016/S1381-5148(00)00038-9

Carey, 2001

Wuts, 2006

Benediktsdóttir, 2011, Synthesis of N,N,N-trimethyl chitosan homopolymer and highly substituted N-alkyl-N,N-dimethyl chitosan derivatives with the aid of di-tert-butyldimethylsilyl chitosan, Carbohydr. Polym., 86, 1451, 10.1016/j.carbpol.2011.06.007

Rúnarsson, 2008, tert-Butyldimethylsilyl O-protected chitosan and chitooligosaccharides: useful precursors for N-modifications in common organic solvents, Carbohydr. Res., 343, 2576, 10.1016/j.carres.2008.08.014

Song, 2010, Functionalized superhydrophobic biomimetic chitosan-based films, Carbohydr. Polym., 81, 140, 10.1016/j.carbpol.2010.01.041

Kurita, 2002, Chemoselective protection of the amino groups of chitosan by controlled phthaloylation: facile preparation of a precursor useful for chemical modifications, Biomacromolecules, 3, 1, 10.1021/bm0101163

Sonia, 2011, Chitosan and its derivatives for drug delivery perspective, 23

Rúnarsson, 2007, Antibacterial activity of methylated chitosan and chitooligomer derivatives: synthesis and structure activity relationships, Eur. Polym. J., 43, 2660, 10.1016/j.eurpolymj.2007.03.046

Domard, 1986, New method for the quaternization of chitosan, Int. J. Biol. Macromol., 8, 105, 10.1016/0141-8130(86)90007-3

Sieval, 1998, Preparation and NMR characterization of highly substitutedN-trimethyl chitosan chloride, Carbohydr. Polym., 36, 157, 10.1016/S0144-8617(98)00009-5

Rúnarsson, 2010, Antibacterial activity of N-quaternary chitosan derivatives: synthesis, characterization and structure activity relationship (SAR) investigations, Eur. Polym. J., 46, 1251, 10.1016/j.eurpolymj.2010.03.001

Holappa, 2004, Synthesis and characterization of chitosan N-betainates having various degrees of substitution, Macromolecules, 37, 2784, 10.1021/ma0358780

Holappa, 2006, Novel water-soluble quaternary piperazine derivatives of chitosan: synthesis and characterization, Macromol. Biosci., 6, 139, 10.1002/mabi.200500202

Másson, 2008, Antimicrobial activity of piperazine derivatives of chitosan, Carbohydr. Polym., 74, 566, 10.1016/j.carbpol.2008.04.010

Jia, 2001, Synthesis and antibacterial activities of quaternary ammonium salt of chitosan, Carbohydr. Res., 333, 1, 10.1016/S0008-6215(01)00112-4

Lim, 2004, Synthesis and antimicrobial activity of a water-soluble chitosan derivative with a fiber-reactive group, Carbohydr. Res., 339, 313, 10.1016/j.carres.2003.10.024

Kim, 2003, Synthesis of chitooligosaccharide derivative with quaternary ammonium group and its antimicrobial activity against Streptococcus mutans, Int. J. Biol. Macromol., 32, 23, 10.1016/S0141-8130(03)00021-7

Qin, 2004, Calorimetric studies of the action of chitosan-N-2-hydroxypropyl trimethyl ammonium chloride on the growth of microorganisms, Int. J. Biol. Macromol., 34, 121, 10.1016/j.ijbiomac.2004.03.009

Sahariah, 2014, The effect of substituent, degree of acetylation and positioning of the cationic charge on the antibacterial activity of quaternary chitosan derivatives, Marine drugs, 12, 4635, 10.3390/md12084635

Muzzarelli, 1990, Antimicrobial properties of N-carboxybutyl chitosan, Antimicrob. Agents Chemother., 34, 2019, 10.1128/AAC.34.10.2019

Chen, 2008, Electrospun collagen/chitosan nanofibrous membrane as wound dressing, Colloids Surf. A Physicochem. Eng. Asp., 313-314, 183, 10.1016/j.colsurfa.2007.04.129

Joseph, 2000, Natural fiber reinforced thermoplastic composites, Natural Polymers and Agrofibers Composites, 159

Abreu, 2005, Preparation and characterization of carboxymethylchitosan, Polímeros, 15, 79, 10.1590/S0104-14282005000200004

Aiping, 2006, Effective loading and controlled release of camptothecin by O-carboxymethylchitosan aggregates, Carbohydr. Polym., 63, 89, 10.1016/j.carbpol.2005.08.006

Zhu, 2005, The aggregation behavior of O-carboxymethylchitosan in dilute aqueous solution, Colloids Surf. B: Biointerfaces, 43, 143, 10.1016/j.colsurfb.2005.04.009

Sun, 2008, Antioxidant activity of N-carboxymethyl chitosan oligosaccharides, Bioorg. Med. Chem. Lett., 18, 5774, 10.1016/j.bmcl.2008.09.072

Sun, 2007, Preparation of low-molecular-weight carboxymethyl chitosan and their superoxide anion scavenging activity, Eur. Polym. J., 43, 652, 10.1016/j.eurpolymj.2006.11.014

Mourya, 2010, Carboxymethyl chitosan and its applications, Adv. Mater. Lett., 1, 11, 10.5185/amlett.2010.3108

Rabea, 2003, Chitosan as antimicrobial agent: applications and mode of action, Biomacromolecules, 4, 1457, 10.1021/bm034130m

Sahariah, 2017, Antimicrobial properties of chitosan and chitosan derivatives, 345

Hosseinnejad, 2016, Evaluation of different factors affecting antimicrobial properties of chitosan, Int. J. Biol. Macromol., 85, 467, 10.1016/j.ijbiomac.2016.01.022

Kong, 2010, Antimicrobial properties of chitosan and mode of action: a state of the art review, Int. J. Food Microbiol., 144, 51, 10.1016/j.ijfoodmicro.2010.09.012

No, 2002, Antibacterial activity of chitosans and chitosan oligomers with different molecular weights, Int. J. Food Microbiol., 74, 65, 10.1016/S0168-1605(01)00717-6

Chung, 2004, Relationship between antibacterial activity of chitosan and surface characteristics of cell wall, Acta Pharmacol. Sin., 25, 932

Andres, 2007, Antibacterial effects of chitosan powder: mechanisms of action, Environ. Technol., 28, 1357, 10.1080/09593332808618893

Tsai, 2004, Antimicrobial activity of a low-molecular-weight chitosan obtained from cellulase digestion of chitosan, J. Food Prot., 67, 396, 10.4315/0362-028X-67.2.396

Zheng, 2003, Study on antimicrobial activity of chitosan with different molecular weights, Carbohydr. Polym., 54, 527, 10.1016/j.carbpol.2003.07.009

Chien, 2016, Antimicrobial and antitumor activities of chitosan from shiitake stipes, compared to commercial chitosan from crab shells, Carbohydr. Polym., 138, 259, 10.1016/j.carbpol.2015.11.061

Khoushab, 2010, Chitin research revisited, Marine Drugs, 8, 1988, 10.3390/md8071988

El-Diasty, 2012, Using of chitosan as antifungal agent in kariesh cheese, New York Science Journal, 5, 5

Muzzarelli, 2005, Chitosan chemistry: relevance to the biomedical sciences, 151

Aranaz, 2009, Functional characterization of chitin and chitosan, Curr. Chem. Biol., 3, 203

Sinha, 2014, Microbial degradation of chitin waste for production of chitosanase and food related bioactive compounds, Appl. Biochem. Microbiol., 50, 125, 10.1134/S0003683814020173

Qin, 2020, Cationic chitosan derivatives as potential antifungals: a review of structural optimization and applications, Carbohydr. Polym., 236, 10.1016/j.carbpol.2020.116002

Li, 2010, Synthesis, characterization, and antifungal activity of novel quaternary chitosan derivatives, Carbohydr. Res., 345, 1896, 10.1016/j.carres.2010.05.029

Tan, 2017, Design, synthesis of novel chitosan derivatives bearing quaternary phosphonium salts and evaluation of antifungal activity, Int. J. Biol. Macromol., 102, 704, 10.1016/j.ijbiomac.2017.04.073

Mohamed, 2018, Novel aminohydrazide cross-linked chitosan filled with multi-walled carbon nanotubes as antimicrobial agents, Int. J. Biol. Macromol., 115, 651, 10.1016/j.ijbiomac.2018.04.101

Dias, 2018, Insights on the antifungal activity of amphiphilic derivatives of diethylaminoethyl chitosan against Aspergillus flavus, Carbohydr. Polym., 196, 433, 10.1016/j.carbpol.2018.05.032

Feng, 2008, Enhancement of antioxidant activity of chitosan by irradiation, Carbohydr. Polym., 73, 126, 10.1016/j.carbpol.2007.11.003

Castro Marín, 2019, Chitosan as an antioxidant alternative to sulphites in oenology: EPR investigation of inhibitory mechanisms, Food Chem., 285, 67, 10.1016/j.foodchem.2019.01.155

Schreiber, 2013, Introduction of primary antioxidant activity to chitosan for application as a multifunctional food packaging material, Food Hydrocoll., 33, 207, 10.1016/j.foodhyd.2013.03.006

Woranuch, 2013, Preparation, characterization and antioxidant property of water-soluble ferulic acid grafted chitosan, Carbohydr. Polym., 96, 495, 10.1016/j.carbpol.2013.04.006

Eom, 2012, Synthesis of phenolic acid conjugated chitooligosaccharides and evaluation of their antioxidant activity, Environ. Toxicol. Pharmacol., 34, 519, 10.1016/j.etap.2012.05.004

Pasanphan, 2008, Conjugation of gallic acid onto chitosan: an approach for green and water-based antioxidant, Carbohydr. Polym., 72, 169, 10.1016/j.carbpol.2007.08.002

Curcio, 2009, Covalent insertion of antioxidant molecules on chitosan by a free radical grafting procedure, J. Agric. Food Chem., 57, 5933, 10.1021/jf900778u

Chatterjee, 2015, Vanillic acid and coumaric acid grafted chitosan derivatives: improved grafting ratio and potential application in functional food, J. Food Sci. Technol., 52, 7153, 10.1007/s13197-015-1874-4

Liu, 2013, Preparation, characterization and antioxidant activity of phenolic acids grafted carboxymethyl chitosan, Int. J. Biol. Macromol., 62, 85, 10.1016/j.ijbiomac.2013.08.040

Lee, 2014, Chitosan–hydroxycinnamic acid conjugates: preparation, antioxidant and antimicrobial activity, Food Chem., 148, 97, 10.1016/j.foodchem.2013.10.019

Kerch, 2015, The potential of chitosan and its derivatives in prevention and treatment of age-related diseases, Marine Drugs, 13, 2158, 10.3390/md13042158

Wysokowski, 2015, Poriferan chitin as a versatile template for extreme biomimetics, Polymers, 7, 235, 10.3390/polym7020235

Venter, 2006, Synthesis and evaluation of the mucoadhesivity of a CD-chitosan derivative, Int. J. Pharm., 313, 36, 10.1016/j.ijpharm.2006.01.016

Park, 2010, Applications of chitin and its derivatives in biological medicine, Int. J. Mol. Sci., 11, 5152, 10.3390/ijms11125152

Panchakshari, 2016, Extraction of chitin and chitosan from biowaste of scampi Macrobrichum rosenbergii and tiger shrimp Penaeus monodon, Int J Curr Microbiol Appl Sci, 5, 751, 10.20546/ijcmas.2016.507.086

Yang, 2016, Controlled release and enhanced antibacterial activity of salicylic acid by hydrogen bonding with chitosan, Chin. J. Chem. Eng., 24, 421, 10.1016/j.cjche.2015.08.008

Hu, 2016, Polyphenol-chitosan conjugates: synthesis, characterization, and applications, Carbohydr. Polym., 151, 624, 10.1016/j.carbpol.2016.05.109

Lunkov, 2020, Synthesis of silver nanoparticles using gallic acid-conjugated chitosan derivatives, Carbohydr. Polym., 234, 10.1016/j.carbpol.2020.115916

Wang, 2018, Characterization of chitosan-ferulic acid conjugates and their application in the design of β-carotene bilayer emulsions with propylene glycol alginate, Food Hydrocoll., 80, 281, 10.1016/j.foodhyd.2017.11.031

Rui, 2017, Enhanced solubility and antioxidant activity of chlorogenic acid-chitosan conjugates due to the conjugation of chitosan with chlorogenic acid, Carbohydr. Polym., 170, 206, 10.1016/j.carbpol.2017.04.076

Hu, 2016, In vitro antioxidant-activity evaluation of gallic-acid-grafted chitosan conjugate synthesized by free-radical-induced grafting method, J. Agric. Food Chem., 64, 5893, 10.1021/acs.jafc.6b02255

Singh, 2019, Improved antibacterial and antioxidant activities of gallic acid grafted chitin-glucan complex, J. Polym. Res., 26, 234, 10.1007/s10965-019-1893-3

Božič, 2012, Laccase-mediated functionalization of chitosan by caffeic and gallic acids for modulating antioxidant and antimicrobial properties, Carbohydr. Polym., 87, 2388, 10.1016/j.carbpol.2011.11.006

Ren, 2013, Phenolic antioxidants-functionalized quaternized chitosan: synthesis and antioxidant properties, Int. J. Biol. Macromol., 53, 77, 10.1016/j.ijbiomac.2012.11.011

Lee, 2013, Gallic acid-grafted-chitosan inhibits foodborne pathogens by a membrane damage mechanism, J. Agric. Food Chem., 61, 6574, 10.1021/jf401254g

Sun, 2014, The antimicrobial, mechanical, physical and structural properties of chitosan–gallic acid films, LWT Food Sci. Technol., 57, 83, 10.1016/j.lwt.2013.11.037

Liu, 2015, Preparation and characterization of novel phenolic acid (hydroxybenzoic and hydroxycinnamic acid derivatives) grafted chitosan microspheres with enhanced adsorption properties for Fe(II), Chem. Eng. J., 262, 803, 10.1016/j.cej.2014.10.041

Ou, 2004, Ferulic acid: pharmaceutical functions, preparation and applications in foods, J. Sci. Food Agric., 84, 1261, 10.1002/jsfa.1873

İlyasoğlu, 2019, Water soluble chitosan-caffeic acid conjugates as a dual functional polymeric surfactant, Food Biosci., 29, 118, 10.1016/j.fbio.2019.04.007

Liu, 2018, Reaction mechanisms and structural and physicochemical properties of caffeic acid grafted chitosan synthesized in ascorbic acid and hydroxyl peroxide redox system, J. Agric. Food Chem., 66, 279, 10.1021/acs.jafc.7b05135

Khan, 2016, Inhibitory mechanism against oxidative stress of caffeic acid, J. Food Drug Anal., 24, 695, 10.1016/j.jfda.2016.05.003

Erdemli, 2015, Antiviral properties of caffeic acid phenethyl ester and its potential application, Journal of Intercultural Ethnopharmacology, 4, 344, 10.5455/jice.20151012013034

Yang, 2011, Chitin-based materials in tissue engineering: applications in soft tissue and epithelial organ, Int. J. Mol. Sci., 12, 1936, 10.3390/ijms12031936

Badawy, 2004, Synthesis and fungicidal activity of new N, O-acyl chitosan derivatives, Biomacromolecules, 5, 589, 10.1021/bm0344295

Sasaki, 2008, Chitosan derivatives/calcium carbonate composite capsules prepared by the layer-by-layer deposition method, J. Nanomater., 2008, 10.1155/2008/185632

Deemak, 2011, Controlling the morphology of self-assemble chitosan through derivatization, J. Polym. Res., 18, 419, 10.1007/s10965-010-9432-2

Enescu, 2008, Functionalized chitosan and its use in pharmaceutical, biomedical, and biotechnological research, Chem. Eng. Commun., 195, 1269, 10.1080/00986440801958808

Emara, 2011, Metal uptake by chitosan derivatives and structure studies of the polymer metal complexes, Carbohydr. Polym., 83, 192, 10.1016/j.carbpol.2010.07.040

Lin, 2012, Preparation and characterization of UV-sensitive chitosan for UV-cure with poly (ethylene glycol) dimethacrylate, Cellulose, 19, 1689, 10.1007/s10570-012-9758-5

Beyki, 2014, Encapsulation of Mentha piperita essential oils in chitosan–cinnamic acid nanogel with enhanced antimicrobial activity against Aspergillus flavus, Ind. Crop. Prod., 54, 310, 10.1016/j.indcrop.2014.01.033

Wang, 2015, Physicochemical properties of mixed micelles composed of chitosan–cinnamic acid conjugate and Pluronic F127-cinnamic acid conjugate, J. Ind. Eng. Chem., 23, 206, 10.1016/j.jiec.2014.08.017

Wan, 2013, CHITIN—a promising biomaterial for tissue engineering and stem cell technologies, Biotechnol. Adv., 31, 1776, 10.1016/j.biotechadv.2013.09.007

Eom, 2013, β-Secretase inhibitory activity of phenolic acid conjugated chitooligosaccharides, Journal of enzyme inhibition and medicinal chemistry, 28, 214, 10.3109/14756366.2011.629197

Pengpong, 2014, Design, synthesis and in vitro evaluation of mucoadhesive p-coumarate-thiolated-chitosan as a hydrophobic drug carriers, Eur. J. Pharm. Biopharm., 86, 487, 10.1016/j.ejpb.2013.11.009

Luthria, 2006, Influence of sample preparation on assay of phenolic acids from eggplant, J. Agric. Food Chem., 54, 41, 10.1021/jf0522457

Kumar, 1999, Enzymatic grafting of a natural product onto chitosan to confer water solubility under basic conditions, Biotechnol. Bioeng., 63, 154, 10.1002/(SICI)1097-0290(19990420)63:2<154::AID-BIT4>3.0.CO;2-R

Liba, 2013, Biofabricated film with enzymatic and redox-capacitor functionalities to harvest and store electrons, Biofabrication, 5, 10.1088/1758-5082/5/1/015008

Wei, 2016, Physicochemical properties of β-carotene emulsions stabilized by chitosan–chlorogenic acid complexes, LWT-Food Science and Technology, 71, 295, 10.1016/j.lwt.2016.04.007

Borges, 2015, A computational study for the antioxidant capacity increases in hydroxy-derivatives of paracetamol and salicylic acid, Med. Chem. Res., 24, 3453, 10.1007/s00044-015-1393-x

Sánchez-Rangel, 2015, Deciphering the link between salicylic acid signaling and sphingolipid metabolism, Front. Plant Sci., 6, 125, 10.3389/fpls.2015.00125

He, 2011, Synthesis, characterization and antibacterial activity of salicyloyl chitosan, Carbohydr. Polym., 83, 1274, 10.1016/j.carbpol.2010.09.034

Jiang, 2012, Stable nanomicelles based on chitosan derivative: in vitro antiplatelet aggregation and adhesion properties, Carbohydr. Polym., 88, 232, 10.1016/j.carbpol.2011.11.089

Wang, 2013, Molecular dynamics of paclitaxel encapsulated by salicylic acid-grafted chitosan oligosaccharide aggregates, Biomaterials, 34, 1843, 10.1016/j.biomaterials.2012.11.024

Zhu, 2014, Preparation and characterization of catechin-grafted chitosan with antioxidant and antidiabetic potential, Int. J. Biol. Macromol., 70, 150, 10.1016/j.ijbiomac.2014.06.047

Jayakumar, 2011, Biomaterials based on chitin and chitosan in wound dressing applications, Biotechnol. Adv., 29, 322, 10.1016/j.biotechadv.2011.01.005

Okamoto, 2002, Analgesic effects of chitin and chitosan, Carbohydr. Polym., 49, 249, 10.1016/S0144-8617(01)00316-2

Deitzel, 2001, The effect of processing variables on the morphology of electrospun nanofibers and textiles, Polymer, 42, 261, 10.1016/S0032-3861(00)00250-0

Fan, 2006, Preparation and properties of alginate/carboxymethyl chitosan blend fibers, Carbohydr. Polym., 65, 447, 10.1016/j.carbpol.2006.01.031

Ignatova, 2007, Novel antibacterial fibers of quaternized chitosan and poly(vinyl pyrrolidone) prepared by electrospinning, Eur. Polym. J., 43, 1112, 10.1016/j.eurpolymj.2007.01.012

Qasim, 2017, Potential of electrospun chitosan fibers as a surface layer in functionally graded GTR membrane for periodontal regeneration, Dent. Mater., 33, 71, 10.1016/j.dental.2016.10.003

Azad, 2004, Chitosan membrane as a wound-healing dressing: characterization and clinical application, Journal of Biomedical Materials Research Part B: Applied Biomaterials: An Official Journal of The Society for Biomaterials, The Japanese Society for Biomaterials, and The Australian Society for Biomaterials and the Korean Society for Biomaterials, 69, 216

Wu, 2004, Preparation and characterization on mechanical and antibacterial properties of chitosan/cellulose blends, Carbohydr. Polym., 57, 435, 10.1016/j.carbpol.2004.05.013

Ma, 2017, Chitosan membrane dressings toughened by glycerol to load antibacterial drugs for wound healing, Mater. Sci. Eng. C, 81, 522, 10.1016/j.msec.2017.08.052

Behera, 2017, Chitosan/TiO2 composite membrane improves proliferation and survival of L929 fibroblast cells: application in wound dressing and skin regeneration, Int. J. Biol. Macromol., 98, 329, 10.1016/j.ijbiomac.2017.02.017

Ghannam, 2018, The effect of chitosan nanosilver dressing versus mesenchymal stem cells on wound healing, Journal of African Association of Physiological, Sciences, 6, 23

Denkbaş, 2004, unknown, r. B, E. Öztürk, Özdem, unknown, N. r, Keçec, K. unknown, C. Agalar, Norfloxacin-loaded chitosan sponges as wound dressing material, J. Biomater. Appl., 18, 291, 10.1177/0885328204041510

Deng, 2007, Biological properties of the chitosan-gelatin sponge wound dressing, Carbohydr. Polym., 69, 583, 10.1016/j.carbpol.2007.01.014

Obara, 2003, Photocrosslinkable chitosan hydrogel containing fibroblast growth factor-2 stimulates wound healing in healing-impaired db/db mice, Biomaterials, 24, 3437, 10.1016/S0142-9612(03)00220-5

Chen, 2017, Covalently antibacterial alginate-chitosan hydrogel dressing integrated gelatin microspheres containing tetracycline hydrochloride for wound healing, Mater. Sci. Eng. C, 70, 287, 10.1016/j.msec.2016.08.086

Sinha, 2004, Chitosan microspheres as a potential carrier for drugs, Int. J. Pharm., 274, 1, 10.1016/j.ijpharm.2004.01.044

Miyazaki, 1981, The use of chitin and chitosan as drug carriers, Chem. Pharm. Bull., 29, 3067, 10.1248/cpb.29.3067

Markey, 1989, Chitin and chitosan, Elsevier Applied Science, 3, 713

Amiji, 1995, Permeability and blood compatibility properties of chitosan-poly(ethylene oxide) blend membranes for haemodialysis, Biomaterials, 16, 593, 10.1016/0142-9612(95)93856-9

Morganti, 2011, Transforming nanostructured chitin from crustacean waste into beneficial health products: a must for our society, Nanotechnol. Sci. Appl., 4, 123, 10.2147/NSA.S22459

Minke, 1978, The structure of α-chitin, J. Mol. Biol., 120, 167, 10.1016/0022-2836(78)90063-3

Bansal, 2011, Applications of chitosan and chitosan derivatives in drug delivery, Advances in Biological Research, 5, 28

Manda, 2009, Reactive oxygen species, cancer and anti-cancer therapies, Curr. Chem. Biol., 3, 22, 10.2174/187231309787158271

Coelho, 2014, Drug delivery systems: advanced technologies potentially applicable in personalised treatment, educational measures, EPMA Journal, A15, 10.1186/1878-5085-5-S1-A15

Kavitha, 2011, Chitosan polymer used as carrier in various pharmaceutical formulations: brief review, Int. J. Appl. Biol. Pharm. Technol., 2, 249

Patel, 2011, Biodegradable polymer scaffold for tissue engineering, Trends Biomater. Artif. Organs, 25, 20

Khor, 2003, Implantable applications of chitin and chitosan, Biomaterials, 24, 2339, 10.1016/S0142-9612(03)00026-7

Dutta, 2004

Azuma, 2015, Chitin, chitosan, and its derivatives for wound healing: old and new materials, Journal of functional biomaterials, 6, 104, 10.3390/jfb6010104

Kaur, 2014, The versatile biopolymer chitosan: potential sources, evaluation of extraction methods and applications, Crit. Rev. Microbiol., 40, 155, 10.3109/1040841X.2013.770385

Mhurchu, 2004, The effect of the dietary supplement, chitosan, on body weight: a randomised controlled trial in 250 overweight and obese adults, Int. J. Obes., 28, 1149, 10.1038/sj.ijo.0802693

Chew, 2018, The impact of supplementation with dietary fibers on weight loss: a systematic review of randomised controlled trials, Bioactive Carbohydrates and Dietary Fibre, 14, 9, 10.1016/j.bcdf.2017.07.010

Anraku, 2009, Antioxidant effects of a dietary supplement: reduction of indices of oxidative stress in normal subjects by water-soluble chitosan, Food Chem. Toxicol., 47, 104, 10.1016/j.fct.2008.10.015

Anraku, 2011, Antioxidant properties of high molecular weight dietary chitosan in vitro and in vivo, Carbohydr. Polym., 83, 501, 10.1016/j.carbpol.2010.08.009

Dutta, 2012, Progress in antimicrobial activities of chitin, chitosan and its oligosaccharides: a systematic study needs for food applications, Food Sci. Technol. Int., 18, 3, 10.1177/1082013211399195

Park, 2014, Enhancement of β-glucan content in the cultivation of cauliflower mushroom (Sparassis latifolia) by elicitation, Mycobiology, 42, 41, 10.5941/MYCO.2014.42.1.41

Xia, 2011, Biological activities of chitosan and chitooligosaccharides, Food Hydrocoll., 25, 170, 10.1016/j.foodhyd.2010.03.003

Rinaudo, 2006, Chitin and chitosan: properties and applications, Prog. Polym. Sci., 31, 603, 10.1016/j.progpolymsci.2006.06.001

Zvezdova, 2010, Synthesis and characterization of chitosan from marine sources in Black Sea, Annual Proceedings, “Angel Kanchev” University of Ruse, 49, 65

Rocha, 2017, Applications of chitosan and their derivatives in beverages: a critical review, Curr. Opin. Food Sci., 15, 61, 10.1016/j.cofs.2017.06.008

Qu, 2020, Chitosan-based hydrogel beads: preparations, modifications and applications in food and agriculture sectors – a review, Int. J. Biol. Macromol., 152, 437, 10.1016/j.ijbiomac.2020.02.240

Yuan, 2018, Entrapment of proteins and peptides in chitosan-polyphosphoric acid hydrogel beads: a new approach to achieve both high entrapment efficiency and controlled in vitro release, Food Chem., 239, 1200, 10.1016/j.foodchem.2017.07.021

Huang, 2020, Liposome-chitosan hydrogel bead delivery system for the encapsulation of linseed oil and quercetin: preparation and in vitro characterization studies, LWT, 117, 10.1016/j.lwt.2019.108615

Struszczyk, 2002, Chitin and chitosan. Part II. Applications of chitosan, Polimery, 47, 396, 10.14314/polimery.2002.396

Calderón, 2012, Chemical properties of chitosan as a marine cosmeceutical, Marine Cosmeceuticals: Latest Trends and Prospects: CRC-Taylor & Francis publishers, 39

Lima, 2011, 319

Senevirathne, 2011, 13 cosmeceutical applications of chitosan and its derivatives, Marine cosmeceuticals: Trends and, Prospects, 169

Chalongsuk, 2013, Usage of chitosan in Thai pharmaceutical and cosmetic industries, Science, Engineering and Health Studies (Former name: Silpakorn University Science and Technology Journal), 49

Jimtaisong, 2014, Utilization of carboxymethyl chitosan in cosmetics, Int. J. Cosmet. Sci., 36, 12, 10.1111/ics.12102

Costa, 2017, Delivery systems for cosmetics - from manufacturing to the skin of natural antioxidants, Powder Technol., 322, 402, 10.1016/j.powtec.2017.07.086

Rahangdale, 2018, Chapter 7 - derivatized chitosan: fundamentals to applications, 251

Cabral, 2018, Improving stability of antioxidant compounds from Plinia cauliflora (jabuticaba) fruit peel extract by encapsulation in chitosan microparticles, J. Food Eng., 238, 195, 10.1016/j.jfoodeng.2018.06.004

Kong, 2018, Anti-photoaging effects of chitosan oligosaccharide in ultraviolet-irradiated hairless mouse skin, Exp. Gerontol., 103, 27, 10.1016/j.exger.2017.12.018

Boguslawski, 1990, Effects of chitosan treatment on clarity and microbial counts of apple juice, Zeitschrift für Lebensmittel-Technologie und-Verfahrenstechnik, 41, 42

Jeon, 2002, Chitosan as an edible invisible film for quality preservation of herring and Atlantic cod, J. Agric. Food Chem., 50, 5167, 10.1021/jf011693l

Ribeiro, 2007, Optimization of edible coating composition to retard strawberry fruit senescence, Postharvest Biol. Technol., 44, 63, 10.1016/j.postharvbio.2006.11.015

Benhamou, 1994, Induction of systemic resistance to Fusarium crown and root rot in tomato plants by seed treatment with chitosan, Phytopathology, 84, 1432, 10.1094/Phyto-84-1432

Dutta, 2009, Perspectives for chitosan based antimicrobial films in food applications, Food Chem., 114, 1173, 10.1016/j.foodchem.2008.11.047

Bautista-Baños, 2006, Chitosan as a potential natural compound to control pre and postharvest diseases of horticultural commodities, Crop Prot., 25, 108, 10.1016/j.cropro.2005.03.010

Uthairatanakij, 2007, Chitosan for improving orchid production and quality, Orchid Science and Biotechnology, 1, 1

Wu, 2008, Preparation and properties of chitosan-coated NPK compound fertilizer with controlled-release and water-retention, Carbohydr. Polym., 72, 240, 10.1016/j.carbpol.2007.08.020

Aksu, 1992, The biosorpnon of copperod by C. vulgaris and Z. ramigera, Environ. Technol., 13, 579, 10.1080/09593339209385186

Pakdel, 2018, Review on recent progress in chitosan-based hydrogels for wastewater treatment application, Carbohydr. Polym., 201, 264, 10.1016/j.carbpol.2018.08.070

Heydaripour, 2019, Porous magnetic resin-g-chitosan beads for adsorptive removal of phenolic compounds, Int. J. Biol. Macromol., 123, 1125, 10.1016/j.ijbiomac.2018.11.168

Mende, 2018, The influence of salt anions on heavy metal ion adsorption on the example of nickel, Materials, 11, 373, 10.3390/ma11030373

Ilhan, 2004, Removal of chromium, lead and copper ions from industrial waste waters by Staphylococcus saprophyticus, Turkish Electronic Journal of Biotechnology, 2, 50

Saifuddin, 2005, M, P. Kumaran, Removal of heavy metal from industrial wastewater using chitosan coated oil palm shell charcoal, Electron. J. Biotechnol., 8, 43

Wang, 2019, The antioxidant and antimicrobial activities of different phenolic acids grafted onto chitosan, Carbohydr. Polym., 225, 10.1016/j.carbpol.2019.115238

Malerba, 2016, Chitosan effects on plant systems, Int. J. Mol. Sci., 17, 996, 10.3390/ijms17070996

Abd El-Naby, 2019, Dietary chitosan nanoparticles enhance the growth, production performance, and immunity in Oreochromis niloticus, Aquaculture, 501, 82, 10.1016/j.aquaculture.2018.11.014

Abd El-Naby, 2020, Dietary combination of chitosan nanoparticle and thymol affects feed utilization, digestive enzymes, antioxidant status, and intestinal morphology of Oreochromis niloticus, Aquaculture, 515, 10.1016/j.aquaculture.2019.734577