Modification of Chitosan and Free Radical Scavenging Activities

Abstract

Abstract:

Abstract： Chitosan and its derivatives are unique cationic copolymer of glucosamine and Nacetylglucosamine. They have drawn much attention in various fields, including pharmaceutical, biomedicine, water treatment, cosmetics, agriculture, and food industry, due to their useful characteristics such as biorenewabilty, biodegradability, biocompatibility, bioadhesivity and nontoxicity. This paper introduced the synthetic method of different molecular weight, different degree of deacetylation and Omodified chitosan. Moreover, it revewed the recent free radical scavenging activities of chitosan and its derivatives and discussed in brief the roles molecular weight, degree of deacetylation and Omodification played in free radical scavenging.

Key words: chitosan, preparation method, modification, free radical scavenging

CLC Number:

O 636

ZHOU Yuanjing1,XU Qing2,ZHAO Hongxia3,GAO Guilong4. Modification of Chitosan and Free Radical Scavenging Activities[J]. Journal of Shanghai Jiaotong University, 2014, 48(11): 1613-1620.

References

［1］Dodane V, Vilivalam V D. Pharmaceutical applications of chitosan ［J］. Pharmaceutical Science & Technology Today, 1998, 1(6): 246253.

［2］Halliwell B, Gutteridge J. Free radicals in biology and medicine［M］. New York: Oxford University Press, 2007 (4th ed.).

［3］Je J Y, Park P J, Kim S K. Radical scavenging activity of heterochitooligosaccharides ［J］. European Food Research and Technology, 2004, 219(1): 6065.

［4］Je J Y, Park P J, Kim S K. Free radical scavenging properties of heterochitooloigosaccharides using an ESR spectroscopy［J］. Food and Chemical Toxicology, 2004, 42(3): 381387.

［5］Feng T, Gong J, Du Y, et al. Free radical scavenging activity of cellulasetreated chitosan ［J］. Journal of Applied Polymer Science, 2009, 111(1): 545550.

［6］吴飞鹏，龚超群，蔡继业，等. 壳聚糖对羟基自由基的清除作用研究［J］. 激光生物学报，2009，18（5）：609613．

WU Feipen, GONG Chaoqun, CAI Jiye, et al. A research on scavenging activity to hydroxyl radicals by chitosan ［J］. Acta Laser Biology Sinica, 2009, 18(5): 609613.

［7］陈艳，吴梦瑛. 淡水虾壳中壳聚糖的制备及其抗氧化性研究［J］. 科技致富向导，2010（14）：5，9．

CHEN Yan, WU Mengying. Preparation and antioxidant activity of freshwater shrimp shell chitosan ［J］. KEJI ZHIFU XIANGDAO, 2010(14): 5, 9.

［8］陈刚耀，唐志刚，温超，等. 低聚壳聚糖对生长育肥猪抗氧化性能、脂类代谢和肌肉品质的影响［J］. 粮食与饲料工业，2012（8）：5457．

CHEN Gangyao, TANG Zhigang, WEN Chao, et al. Effect of oligochitosan on antioxidant capacity, lipid metabolism and meat quality of growingfinishing pigs ［J］. Cereal & Feed Industry, 2012(8): 5457.

［9］王际英，蒋锦坤，张利民，等. 壳聚糖对星斑川鲽幼鱼生长、脂肪含量及抗氧化能力的影响［J］. 中国农学通报，2013，29（8）：6470．

WANG Jiyin, JIANG Jinkun, ZHANG Limin, et al. Effects of dietary chitosan on growth, lipid deposition and antioxidant capacity of juvenile starry flounder (Platichthys stellatus) ［J］. Chinese Agricultural Science Bulletin, 2013, 29(8): 6470.

［10］Tomida H, Fujii T, Furutani N, et al. Antioxidant properties of some different molecular weight chitosans［J］. Carbohydrate Research, 2009, 344(13): 16901696.

［11］孙晓飞，丁永川，马建平. 壳聚糖处理对鲜切莲藕褐变和抗氧化活性的影响［J］. 作物杂志，2011（2）：5760．

SUN Xiaofei, DING Yongchuan, Ma Jianping. Effects of chitosan on fresh cut lotus root browning and antioxidant activities ［J］. Crops, 2011(2): 5760.

［12］Cho M H, No H K, Prinyawiwatkul W. Chitosan treatments affect growth and selected quality of sunflower sprouts ［J］. Journal of Food Science, 2008, 73(1): S77.

［13］肖定福，唐志如，印遇龙，等. 壳聚糖对大肠杆菌攻毒仔猪生长性能和抗氧化状况的影响［J］. 激光生物学报，2011，20（6）：741746．

XIAO Dingfu, TANG Zhiru, YIN Yulong, et al. Effects of dietary chitosan on growth performance and antioxidative status in weaning piglets challenged with Escherichia coli ［J］. Acta Laser Biology Sinica, 2011, 20(6): 741746.

［14］刘梅，史挺，刘秋菊. 壳聚糖对肉仔鸡抗氧化能力及免疫器官指数的影响［J］. 中国饲料，2011（15）：2225．

LIU Mei, SHI Ting, LIU Qiuju. Effects of chitosan on antioxidant capacity and immune organ index in bmilers ［J］. China Feed, 2011(15): 2225.

［15］王岩，赵艺欣，孙加伟，等. 结荚期喷施壳聚糖对臭氧胁迫下大豆活性氧代谢系统的影响［J］. 大豆科学，2010，29（3）：408412．

WANG Yan，ZHAO Yixin，SUN Jiawei, et al. Effects of reactive oxygen species metabolic system on soybean (Glycine max) under exogenous chitosan to ozone stress［J］. Soybean Science, 2010, 29(3): 408412.

［16］Yasufuku T, Anraku M, Kondo Y, et al. Useful extendrelease chitosan tablets with high antioxidant activity ［J］. Pharmaceutics, 2010, 2(2): 245257.

［17］Tomida H, Yasufuku T, Fujii T, et al. Polysaccharides as potential antioxidative compounds for extendedrelease matrix tablets ［J］. Carbohydrate Research, 2010, 345(1): 8286.

［18］Kim I, Seo S, Moon H, et al. Chitosan and its derivatives for tissue engineering applications［J］. Biotechnology Advances, 2008, 26(1): 121.

［19］Choi S W, Xie J, Xia Y. Chitosanbased inverse opals: Threedimensional scaffolds with uniform pore structures for cell culture ［J］. Advanced Materials, 2009, 21(29): 29973001.

［20］Li H, Xu Q, Chen Y, et al. Effect of concentration and molecular weight of chitosan and its derivative on the free radical scavenging ability ［J］. Journal of Biomedical Materials Research Part A, 2014, 102(3): 911916.

［21］Kuppusamy S K, Karuppaiah J. In vitro evaluation of free radical scavenging activity of chitosan ［J］. International Journal of Pharmacy & Life Sciences, 2013, 4(5): 26852690.

［22］Rajalakshmi A, Krithiga N, Jayachitra A. Antioxidant activity of the chitosan extracted from shrimp exoskeleton ［J］. MiddleEast Journal of Scientific Research, 2013, 16(10): 14461451.

［23］Xie W, Xu P, Liu Q. Antioxidant activity of watersoluble chitosan derivatives ［J］. Bioorganic & Medicinal Chemistry Letters, 2001, 11(13): 16991701.

［24］Chen S K, Tsai M L, Huang J R, et al. In vitro antioxidant activities of lowmolecularweight polysaccharides with various functional group ［J］. Journal of Agricultural and Food Chemistry, 2009, 57(7): 26992704.

［25］Feng T, Du Y, Li J, et al. Enhancement of antioxidant activity of chitosan by irradiation ［J］. Carbohydrate Polymers, 2008, 73(1): 126132.

［26］Park P, Je J, Kim S. Free radical scavenging activities of differently deacetylated chitosans using an ESR spectrometer ［J］. Carbohydrate Polymers, 2004, 55(1): 1722.

［27］Yen M, Tseng Y, Li R, et al. Antioxidant properties of fungal chitosan from shiitake stipes ［J］. LWTFood Science and Technology, 2007, 40(2): 255261.

［28］Yen M, Yang J H, Mau J. Antioxidant properties of chitosan from crab shells ［J］. Carbohydrate Polymers, 2008, 74(4): 840844.

［29］孙涛，银旭红，姚倩，等. 低聚羧甲基壳聚糖的抗氧化性能［J］. 海洋科学，2010，34（2）：5456．

SUN Tao, YIN Xuhong, YAO Qian, et al. Antioxidant activity of carboxymethyl chitosan oligosaccharide［J］. Marine Sciences, 2010, 34(2): 5456.

［30］Je J Y, Kim S K. Reactive oxygen species scavenging activity of aminoderivatized chitosan with different degree of deacetylation ［J］. Bioorganic & Medicinal Chemistry, 2006, 14(17): 59895994.

［31］Wan A, Xu Q, Sun Y, et al. Antioxidant activity of high molecular weight chitosan and N, Oquaternized chitosans ［J］. Journal of Agricultural and Food Chemistry, 2013, 61(28): 69216928.

［32］Ren J, Li Q, Dong F, et al. Phenolic antioxidants functionalized quaternized chitosan: synthesis and antioxidant properties ［J］. International Journal of Biological Macromolecules, 2013, 53: 7781.

［33］Kaya M, Cakmak Y S, Baran T, et al. New chitin, chitosan, and Ocarboxymethyl chitosan sources from resting eggs of Daphnia longispina (Crustacea); with physicochemical characterization, and antimicrobial and antioxidant activities ［J］. Biotechnology and Bioprocess Engineering, 2014, 19: 5869.

［34］姚倩，孙涛，徐轶霞，等. 壳聚糖／壳寡糖衍生物的制备及其抗氧化性能研究［J］. 食品与生物技术学报，2009，28（2）：188191．

YAO Qian, SUN Tao, XU Yixia, et al. Preparation of chitosan/chitosan oligosaccharide derivatives and their antioxidant activities ［J］. Journal of Food Science and Biotechnology, 2009, 28(2): 188191.

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