新型壳聚糖席夫碱衍生物的制备及其生物活性研究

发布时间：2018-11-11 08:28

【摘要】：本文在C_6-位和C_2,6-位进行化学修饰对壳聚糖分子改性,合成一系列新型壳聚糖席夫碱衍生物。旨在提高其抑菌活性,改善溶解性,进一步明确壳聚糖分子构造与抑菌活性强弱之间的关系。本文合成了 3种不同的C_6-苯胺类壳聚糖席夫碱衍生物和3种不同C_2-位苯甲醛-C_6-位苯胺类壳聚糖双席夫碱衍生物。通过傅立叶变换红外光谱,13C NMR,SEM和元素分析对新合成化合物的结构进行表征。元素分析结果表明,产物的取代度从37.6%到48.2%。合成的产物在溶剂二甲基亚砜和乙酸溶液中具有较好的溶解性。本文探讨了新制备的六种壳聚糖席夫碱衍生物对于金黄色葡萄球菌(S.aureus)和大肠杆菌(E.coli)的抑菌活性,结果表明新型壳聚糖席夫碱衍生物对S.aureus和E.coli存在较好的抑菌活性。其中C_6-位对甲苯胺壳聚糖席夫碱(6-p-TSCS)对S.aureus的抑菌活性最好,而C_2-位苯甲醛-C_6-位邻甲苯胺壳聚糖双席夫碱(2-B-6-o-TDSCS)对E.coli抑菌活性最好。同时,本文对新制备的六种新型壳聚糖席夫碱衍生物进行抗氧化活性测试,具体为对羟基自由基、超氧阴离子自由基、DPPH自由基和还原能力的测定。根据实验结果,C_6-位苯胺壳聚糖席夫碱(6-ASCS)对羟基自由基、超氧阴离子自由基、DPPH自由基具有很好的清除能力,而C_6-位对甲苯胺壳聚糖席夫碱(6-p-TSCS)具有很强的还原能力。另外,本文使用SCG-7901细胞对新制备的六种壳聚糖席夫碱衍生物进行细胞毒性研究,结果表明,制备的新型壳聚糖席夫碱衍生物具有低毒性,其毒性远低于壳聚糖和 2-BSCS。本研究对研究和开发壳聚糖衍生物方面提供了实验依据和研究思路。
[Abstract]:In this paper, a series of novel chitosan Schiff base derivatives were synthesized by chemical modification of chitosan at the C6- and C2C- sites. The aim of this study was to improve its bacteriostatic activity and solubility, and to further clarify the relationship between the molecular structure of chitosan and the antimicrobial activity. In this paper, we have synthesized three kinds of C _ S _ 6-aniline chitosan Schiff base derivatives and three different C _ 2-position benzaldehyde-C _ S _ 6-position aniline bis Schiff base derivatives. The structure of the new synthesized compounds was characterized by Fourier transform infrared spectroscopy, 13C NMR,SEM and elemental analysis. The results of elemental analysis showed that the degree of substitution of the product ranged from 37.6% to 48.2%. The synthesized product has good solubility in solvent dimethyl sulfoxide and acetic acid solution. In this paper, the antibacterial activities of six newly prepared chitosan Schiff base derivatives against Staphylococcus aureus (S.aureus) and Escherichia coli (E.coli) were studied. The results showed that the new chitosan Schiff base derivatives had good antibacterial activity against S.aureus and E.coli. Among them, C6- position p-toluidine chitosan Schiff base (6-p-TSCS) had the best antibacterial activity against S.aureus. C _ 2-position benzaldehyde-C _ 6-position o-toluidine chitosan bis Schiff base (2-B-6-o-TDSCS) had the best antibacterial activity against E.coli. At the same time, the antioxidant activity of six new chitosan Schiff base derivatives were tested, including the determination of p-hydroxyl radical, superoxide anion radical, DPPH radical and reduction ability. According to the experimental results, C6- Aniline chitosan Schiff base (6-ASCS) has good scavenging ability for hydroxyl radical, superoxide anion radical and DPPH radical. C6-position p-toluidine chitosan Schiff base (6-p-TSCS) has strong reduction ability. In addition, SCG-7901 cells were used to study the cytotoxicity of six newly prepared chitosan Schiff base derivatives. The results showed that the new chitosan Schiff base derivatives had low toxicity, and the toxicity was much lower than that of chitosan and 2-BSCS. This study provides experimental basis and research ideas for the research and development of chitosan derivatives.
【学位授予单位】：内蒙古农业大学
【学位级别】：硕士
【学位授予年份】：2017
【分类号】：O636.1

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