Please wait a minute...
Frontiers of Materials Science

ISSN 2095-025X

ISSN 2095-0268(Online)

CN 11-5985/TB

Postal Subscription Code 80-974

2018 Impact Factor: 1.701

Front. Mater. Sci.    2016, Vol. 10 Issue (4) : 358-366    https://doi.org/10.1007/s11706-016-0353-9
RESEARCH ARTICLE
Sodium carboxymethylation-functionalized chitosan fibers for cutaneous wound healing application
Dong YAN,Zhong-Zheng ZHOU,Chang-Qing JIANG,Xiao-Jie CHENG,Ming KONG,Ya LIU,Chao FENG,Xi-Guang CHEN()
College of Marine Life Science, Ocean University of China, 5 Yushan Road, Qingdao 266003, China
 Download: PDF(321 KB)   HTML
 Export: BibTeX | EndNote | Reference Manager | ProCite | RefWorks
Abstract

A water absorption biomaterial, sodium carboxymethylation-functionalized chitosan fibers (Na-NOCC fibers) were prepared, applied for cutaneous wound repair, and characterized by FTIR and NMR. The water absorption of Na-NOCC fibers increased significantly with substitution degree rising, from 3.2 to 6.8 g/g, and higher than that of chitosan fibers (2.2 g/g) confirmed by swelling behavior. In the antibacterial action, the high degree of substitution of Na-NOCC fibers exhibited stronger antibacterial activities against E. coli (from 66.54% up to 88.86%). The inhibition of Na-NOCC fibers against S. aureus were above 90%, and more effective than E. coli. The cytotoxicity assay demonstrated that Na-NOCC2 fibers were no obvious cytotoxicity to mouse fibroblasts. Wound healing test and histological examination showed that significantly advanced granulation tissue and capillary formation in the healing-impaired wounds treated with Na-NOCC fibers, as compared to those treated with gauze, which demonstrated that Na-NOCC fibers could promote skin repair and might have great application for wound healing.

Keywords sodium carboxymethylation-functionalized chitosan fiber      water absorption      wound healing      wound dressing     
Corresponding Author(s): Xi-Guang CHEN   
Online First Date: 18 September 2016    Issue Date: 24 November 2016
 Cite this article:   
Dong YAN,Zhong-Zheng ZHOU,Chang-Qing JIANG, et al. Sodium carboxymethylation-functionalized chitosan fibers for cutaneous wound healing application[J]. Front. Mater. Sci., 2016, 10(4): 358-366.
 URL:  
https://academic.hep.com.cn/foms/EN/10.1007/s11706-016-0353-9
https://academic.hep.com.cn/foms/EN/Y2016/V10/I4/358
Fig.1  Schematic representation of the formation of Na-NOCC fibers.
Fig.2  FTIR spectra of CS fibers (a) and Na-NOCC fibers (b).
Fig.3  1H NMR spectra of (a) CS fibers and (b) Na-NOCC fibers.
Fig.4  Swelling ratio of Na-NOCC fibers with three DS and CS fibers. Bar graphs show *p<0.05 vs. CS fibers.
Fig.5  Photomicrographs of (a) dry CS fibers, (b) wet CS fibers, (c) dry Na-NOCC fibers, and (d) wet Na-NOCC fibers.
Fig.6  Antibacterial activities of Na-NOCC fibers with three DS and CS fibers. Bar graphs show *p<0.05 vs. CS fibers.
Fig.7  Cytotoxicity test of Na-NOCC2 fibers by mouse fibroblast at 24, 48 and 72 h. Bar graphs show *p<0.05.
Fig.8  The wound healing area at different times. Bar graphs show *p<0.05 vs. CS fibers.
Fig.9  Wound healing analysis in animal model: (a) Gauze; (b) Na-NOCC2 fibers.
Fig.10  Histomorphological photograph of the skin biopsies at 6 and 12 d of treatments (I: Inflammatory cells; Epi: Epidermis): (a) Gauze; (b) Na-NOCC2 fibers.
1 Miraftab M, Masood R, Edward-Jones V. A new carbohydrate-based wound dressing fibre with superior absorption and antimicrobial potency. Carbohydrate Polymers, 2014, 101: 1184–1190
https://doi.org/10.1016/j.carbpol.2013.10.058 pmid: 24299890
2 Babu R, Zhang J, Beckman E J, . Antimicrobial activities of silver used as a polymerization catalyst for a wound-healing matrix. Biomaterials, 2006, 27(24): 4304–4314
https://doi.org/10.1016/j.biomaterials.2006.03.038
3 Kanokpanont S, Damrongsakkul S, Ratanavaraporn J, . An innovative bi-layered wound dressing made of silk and gelatin for accelerated wound healing. International Journal of Pharmaceutics, 2012, 436(1‒2): 141–153
https://doi.org/10.1016/j.ijpharm.2012.06.046
4 Lu S, Gao W, Gu H Y. Construction, application and biosafety of silver nanocrystalline chitosan wound dressing. Burns, 2008, 34(5): 623–628
https://doi.org/10.1016/j.burns.2007.08.020
5 Sashiwa H, Aiba S I. Chemically modified chitin and chitosan as biomaterials. Progress in Polymer Science, 2004, 29(9): 887–908
https://doi.org/10.1016/j.progpolymsci.2004.04.001
6 Muzzarelli R A A. Chitins and chitosans for the repair of wounded skin, nerve, cartilage and bone. Carbohydrate Polymers, 2009, 76(2): 167–182
https://doi.org/10.1016/j.carbpol.2008.11.002
7 Chang J, Liu W, Han B, . Investigation of the skin repair and healing mechanism of N-carboxymethyl chitosan in second-degree burn wounds. Wound Repair and Regeneration, 2013, 21(1): 113–121
https://doi.org/10.1111/j.1524-475X.2012.00859.x
8 Zhou Y, Yang H, Liu X, . Potential of quaternization-functionalized chitosan fiber for wound dressing. International Journal of Biological Macromolecules, 2013, 52: 327–332
https://doi.org/10.1016/j.ijbiomac.2012.10.012
9 Anitha A, Divya Rani V V, Krishna R, . Synthesis, characterization, cytotoxicity and antibacterial studies of chitosan, O-carboxymethyl and N,O-carboxymethyl chitosan nanoparticles. Carbohydrate Polymers, 2009, 78(4): 672–677
https://doi.org/10.1016/j.carbpol.2009.05.028
10 Kim I Y, Seo S J, Moon H S, . Chitosan and its derivatives for tissue engineering applications. Biotechnology Advances, 2008, 26(1): 1–21
https://doi.org/10.1016/j.biotechadv.2007.07.009
11 Qin Y, Hu H, Luo A, . Effect of carboxymethylation on the absorption and chelating properties of chitosan fibers. Journal of Applied Polymer Science, 2006, 99(6): 3110–3115
https://doi.org/10.1002/app.22917
12 Upadhyaya L, Singh J, Agarwal V, . Biomedical applications of carboxymethyl chitosans. Carbohydrate Polymers, 2013, 91(1): 452–466
https://doi.org/10.1016/j.carbpol.2012.07.076
13 Rinaudo M. Chitin and chitosan: Properties and applications. Progress in Polymer Science, 2006, 31(7): 603–632
https://doi.org/10.1016/j.progpolymsci.2006.06.001
14 Kong X. Simultaneous determination of degree of deacetylation, degree of substitution and distribution fraction of −COONa in carboxymethyl chitosan by potentiometric titration. Carbohydrate Polymers, 2012, 88(1): 336–341
https://doi.org/10.1016/j.carbpol.2011.12.019
15 Chen X G, Park H J. Chemical characteristics of O-carboxymethyl chitosans related to the preparation conditions. Carbohydrate Polymers, 2003, 53(4): 355–359
https://doi.org/10.1016/S0144-8617(03)00051-1
16 Zhou Y, Shi L, Li F, . Preparation and characterization of carboxymethyl-functionalized chitosan fiber. Journal of Natural Fibers, 2015, 12(3): 211–221
https://doi.org/10.1080/15440478.2014.918007
17 Muzzarelli R A A, Tanfani F, Emanuelli M, . N-(carboxymethylidene) chitosans and N-(carboxymethyl) chitosans: Novel chelating polyampholytes obtained from chitosan glyoxylate. Carbohydrate Research, 1982, 107(2): 199–214
https://doi.org/10.1016/S0008-6215(00)80539-X
18 Lv J, Zhou Q, Liu G, . Preparation and properties of polyester fabrics grafted with O-carboxymethyl chitosan. Carbohydrate Polymers, 2014, 113: 344–352
https://doi.org/10.1016/j.carbpol.2014.06.088
19 Sweeney I R, Miraftab M, Collyer G. Absorbent alginate fibres modified with hydrolysed chitosan for wound care dressings — II. Pilot scale development. Carbohydrate Polymers, 2014, 102: 920–927
https://doi.org/10.1016/j.carbpol.2013.10.053
20 Zeng X, Sun Y X, Qu W, . Biotinylated transferrin/avidin/biotinylated disulfide containing PEI bioconjugates mediated p53 gene delivery system for tumor targeted transfection. Biomaterials, 2010, 31(17): 4771–4780
https://doi.org/10.1016/j.biomaterials.2010.02.039
21 Li X, Kong X, Zhang Z, . Cytotoxicity and biocompatibility evaluation of N,O-carboxymethyl chitosan/oxidized alginate hydrogel for drug delivery application. International Journal of Biological Macromolecules, 2012, 50(5): 1299–1305
https://doi.org/10.1016/j.ijbiomac.2012.03.008
22 Tao S, Gao S, Zhou Y, . Preparation of carboxymethyl chitosan sulfate for improved cell proliferation of skin fibroblasts. International Journal of Biological Macromolecules, 2013, 54: 160–165
https://doi.org/10.1016/j.ijbiomac.2012.12.009
23 Zhou Z, Yan D, Cheng X, . Biomaterials based on N,N,N-trimethyl chitosan fibers in wound dressing applications. International Journal of Biological Macromolecules, 2016, 89: 471–476
https://doi.org/10.1016/j.ijbiomac.2016.02.036
24 Huang Y, Zhang L, Yang J, . Structure and properties of cellulose films reinforced by chitin whiskers. Macromolecular Materials and Engineering, 2013, 298(3): 303–310
https://doi.org/10.1002/mame.201200011
25 Ong S Y, Wu J, Moochhala S M, . Development of a chitosan-based wound dressing with improved hemostatic and antimicrobial properties. Biomaterials, 2008, 29(32): 4323–4332
https://doi.org/10.1016/j.biomaterials.2008.07.034
26 Dowling M B, Smith W, Balogh P, . Hydrophobically-modified chitosan foam: description and hemostatic efficacy. The Journal of Surgical Research, 2015, 193(1): 316–323
https://doi.org/10.1016/j.jss.2014.06.019
27 Upadhyaya L, Singh J, Agarwal V, . The implications of recent advances in carboxymethyl chitosan based targeted drug delivery and tissue engineering applications. Journal of Controlled Release, 2014, 186: 54–87
https://doi.org/10.1016/j.jconrel.2014.04.043
28 Gong C, Wu Q, Wang Y, . A biodegradable hydrogel system containing curcumin encapsulated in micelles for cutaneous wound healing. Biomaterials, 2013, 34(27): 6377–6387
https://doi.org/10.1016/j.biomaterials.2013.05.005
29 Murakami K, Aoki H, Nakamura S, . Hydrogel blends of chitin/chitosan, fucoidan and alginate as healing-impaired wound dressings. Biomaterials, 2010, 31(1): 83–90
https://doi.org/10.1016/j.biomaterials.2009.09.031
30 Brugnerotto J, Lizardi J, Goycoolea F M, . An infrared investigation in relation with chitin and chitosan characterization. Polymer, 2001, 42(8): 3569–3580
https://doi.org/10.1016/S0032-3861(00)00713-8
31 Zhao Y W, Liu L, Han X, . Preparation of N, O-carboxymethyl chitosan with different substitutional degree and its application for hemostasis. Advanced Materials Research, 2013, 798 ‒ 799: 1061–1066
https://doi.org/10.4028/www.scientific.net/AMR.798-799.1061
32 Kubota N, Tatsumoto N, Sano T, . A simple preparation of half N-acetylated chitosan highly soluble in water and aqueous organic solvents. Carbohydrate Research, 2000, 324(4): 268–274
https://doi.org/10.1016/S0008-6215(99)00263-3
33 Patrulea V, Applegate L A, Ostafe V, . Optimized synthesis of O-carboxymethyl-N,N,N-trimethyl chitosan. Carbohydrate Polymers, 2015, 122: 46–52
https://doi.org/10.1016/j.carbpol.2014.12.014
34 Zheng M, Han B, Yang Y, . Synthesis, characterization and biological safety of O-carboxymethyl chitosan used to treat Sarcoma 180 tumor. Carbohydrate Polymers, 2011, 86(1): 231–238
https://doi.org/10.1016/j.carbpol.2011.04.038
35 Lim S H, Hudson S M. Application of a fiber-reactive chitosan derivative to cotton fabric as an antimicrobial textile finish. Carbohydrate Polymers, 2004, 56(2): 227–234
https://doi.org/10.1016/j.carbpol.2004.02.005
36 Lim S H, Hudson S M. Review of chitosan and its derivatives as antimicrobial agents and their uses as textile chemicals. Journal of Macromolecular Science Part C: Polymer Reviews, 2003, 43(2): 223–269
https://doi.org/10.1081/MC-120020161
37 Lim S H, Hudson S M. Synthesis and antimicrobial activity of a water-soluble chitosan derivative with a fiber-reactive group. Carbohydrate Research, 2004, 339(2): 313–319
https://doi.org/10.1016/j.carres.2003.10.024
38 Raafat D, von Bargen K, Haas A, . Insights into the mode of action of chitosan as an antibacterial compound. Applied and Environmental Microbiology, 2008, 74(12): 3764–3773
https://doi.org/10.1128/AEM.00453-08
39 Kong M, Chen X G, Xing K, . Antimicrobial properties of chitosan and mode of action: a state of the art review. International Journal of Food Microbiology, 2010, 144(1): 51–63
https://doi.org/10.1016/j.ijfoodmicro.2010.09.012
[1] Yuxuan MAO, Mingming PAN, Huilin YANG, Xiao LIN, Lei YANG. Injectable hydrogel wound dressing based on strontium ion cross-linked starch[J]. Front. Mater. Sci., 2020, 14(2): 232-241.
[2] Qilin WEI,Feiyang XU,Xingjian XU,Xue GENG,Lin YE,Aiying ZHANG,Zengguo FENG. The multifunctional wound dressing with core–shell structured fibers prepared by coaxial electrospinning[J]. Front. Mater. Sci., 2016, 10(2): 113-121.
[3] Guohui SUN,Chao FENG,Ming KONG,Xiaojie CHENG,Jiaojiao BING,Guixue XIA,Zixian BAO,Hyunjin PARK,Xiguang CHEN. Development of part-dissolvable chitosan fibers with surface N-succinylation for wound care dressing[J]. Front. Mater. Sci., 2015, 9(3): 272-281.
Viewed
Full text


Abstract

Cited

  Shared   
  Discussed