Synthesis, characterization, and antioxidant activity of carboxymethyl chitosan derivatives containing sulfonium salt
Sun, Xueqi1,2,3; Zhang, Jingjing1,2,3; Mi, Yingqi1,2,3; Miao, Qin1,2,3; Tan, Wenqiang1,2; Li, Qing1,2; Guo, Zhanyong1,2,3
Source PublicationJOURNAL OF OCEANOLOGY AND LIMNOLOGY
ISSN2096-5508
2021-09-09
Pages12
Keywordantioxidant activity carboxymethyl chitosan derivative sulfonium salts structural characteristics synthesis
DOI10.1007/s00343-021-0352-2
Corresponding AuthorGuo, Zhanyong(zhanyongguo@hotmail.com)
AbstractTo improve the solubility and bioactivity of chitosan, a new class of carboxymethyl chitosan derivatives possessing sulfonium salts was successfully designed and synthesized, including Methyl sulfide carboxymethyl chitosan (MCMCS), Ethyl sulfide carboxymethyl chitosan (ECMCS), Propyl sulfide carboxymethyl chitosan (PCMCS), and Butyl sulfide carboxymethyl chitosan (BCMCS). To determine the structure of the new class of the derivatives, methods of the Fourier transform infrared spectroscopy (FT-IR), H-1 nuclear magnetic resonance spectrometer (H-1 NMR), and C-13 nuclear magnetic resonance spectrometer (C-13 NMR) were used. Moreover, the antioxidant activity of the derivatives for three types of free radicals, i.e., hydroxyl radical, superoxide radical, and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical was evaluated in vitro. In addition, the L929 cells were adopted to test the cytotoxicity of chitosan and its derivatives by CCK-8 assay. The class of the carboxymethyl chitosan derivatives showed a strong scavenging ability against the three free radicals at 1.6 mg/mL, with scavenging rate of over 70% and some up to 100%. At this high rate, the overall cell viability in the toxicity test reached more than 80%, indicating that the synthetic derivative had a little cytotoxicity. The results show that the introduction of carboxymethyl group to chitosan increased the water-solubility of chitosan, and the combination of sulfonate ions with different chain lengths further enhanced the antioxidant activity of chitosan. Therefore, the sulfonium-containing carboxymethyl chitosan derivatives had excellent bioactivity with good application prospects in food, biomedicine, and medical fields.
Funding OrganizationNational Key R&D Program of China ; Key Deployment Projects of the Marine Science Research Center of the Chinese Academy of Sciences ; Natural Science Foundation of Shandong Province of China
Indexed BySCI
Language英语
WOS KeywordANTIMICROBIAL ACTIVITY ; BIOLOGICAL-ACTIVITIES ; SCAVENGING ACTIVITY ; ANTIFUNGAL ; ALGINATE ; MODE ; ACID
WOS Research AreaMarine & Freshwater Biology ; Oceanography
WOS IDWOS:000694620600008
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Document Type期刊论文
Identifierhttp://ir.yic.ac.cn/handle/133337/29738
Collection海岸带生物学与生物资源利用重点实验室_海岸带生物学与生物资源保护实验室
海岸带生物学与生物资源利用重点实验室_海岸带生物资源高效利用研究与发展中心
Corresponding AuthorGuo, Zhanyong
Affiliation1.Chinese Acad Sci, Yantai Inst Coastal Zone Res, Key Lab Coastal Biol & Bioresource Utilizat, Yantai 264003, Peoples R China
2.Chinese Acad Sci, Ctr Ocean Megasci, Qingdao 266071, Peoples R China
3.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Sun, Xueqi,Zhang, Jingjing,Mi, Yingqi,et al. Synthesis, characterization, and antioxidant activity of carboxymethyl chitosan derivatives containing sulfonium salt[J]. JOURNAL OF OCEANOLOGY AND LIMNOLOGY,2021:12.
APA Sun, Xueqi.,Zhang, Jingjing.,Mi, Yingqi.,Miao, Qin.,Tan, Wenqiang.,...&Guo, Zhanyong.(2021).Synthesis, characterization, and antioxidant activity of carboxymethyl chitosan derivatives containing sulfonium salt.JOURNAL OF OCEANOLOGY AND LIMNOLOGY,12.
MLA Sun, Xueqi,et al."Synthesis, characterization, and antioxidant activity of carboxymethyl chitosan derivatives containing sulfonium salt".JOURNAL OF OCEANOLOGY AND LIMNOLOGY (2021):12.
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