【摘要】：本文在C_6-位和C_2,6-位進(jìn)行化學(xué)修飾對(duì)殼聚糖分子改性,合成一系列新型殼聚糖席夫堿衍生物。旨在提高其抑菌活性,改善溶解性,進(jìn)一步明確殼聚糖分子構(gòu)造與抑菌活性強(qiáng)弱之間的關(guān)系。本文合成了 3種不同的C_6-苯胺類殼聚糖席夫堿衍生物和3種不同C_2-位苯甲醛-C_6-位苯胺類殼聚糖雙席夫堿衍生物。通過傅立葉變換紅外光譜,13C NMR,SEM和元素分析對(duì)新合成化合物的結(jié)構(gòu)進(jìn)行表征。元素分析結(jié)果表明,產(chǎn)物的取代度從37.6%到48.2%。合成的產(chǎn)物在溶劑二甲基亞砜和乙酸溶液中具有較好的溶解性。本文探討了新制備的六種殼聚糖席夫堿衍生物對(duì)于金黃色葡萄球菌(S.aureus)和大腸桿菌(E.coli)的抑菌活性,結(jié)果表明新型殼聚糖席夫堿衍生物對(duì)S.aureus和E.coli存在較好的抑菌活性。其中C_6-位對(duì)甲苯胺殼聚糖席夫堿(6-p-TSCS)對(duì)S.aureus的抑菌活性最好,而C_2-位苯甲醛-C_6-位鄰甲苯胺殼聚糖雙席夫堿(2-B-6-o-TDSCS)對(duì)E.coli抑菌活性最好。同時(shí),本文對(duì)新制備的六種新型殼聚糖席夫堿衍生物進(jìn)行抗氧化活性測(cè)試,具體為對(duì)羥基自由基、超氧陰離子自由基、DPPH自由基和還原能力的測(cè)定。根據(jù)實(shí)驗(yàn)結(jié)果,C_6-位苯胺殼聚糖席夫堿(6-ASCS)對(duì)羥基自由基、超氧陰離子自由基、DPPH自由基具有很好的清除能力,而C_6-位對(duì)甲苯胺殼聚糖席夫堿(6-p-TSCS)具有很強(qiáng)的還原能力。另外,本文使用SCG-7901細(xì)胞對(duì)新制備的六種殼聚糖席夫堿衍生物進(jìn)行細(xì)胞毒性研究,結(jié)果表明,制備的新型殼聚糖席夫堿衍生物具有低毒性,其毒性遠(yuǎn)低于殼聚糖和 2-BSCS。本研究對(duì)研究和開發(fā)殼聚糖衍生物方面提供了實(shí)驗(yàn)依據(jù)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.
【學(xué)位授予單位】：內(nèi)蒙古農(nóng)業(yè)大學(xué)
【學(xué)位級(jí)別】：碩士
【學(xué)位授予年份】：2017
【分類號(hào)】：O636.1

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