【摘要】：本文在C_6-位和C_2,6-位進行化學修飾對殼聚糖分子改性,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,進一步明確殼聚糖分子構造與抑菌活性強弱之間的關系。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和元素分析對新合成化合物的結構進行表征。元素分析結果表明,產物的取代度從37.6%到48.2%。合成的產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于金黃色葡萄球菌(S.aureus)和大腸桿菌(E.coli)的抑菌活性,結果表明新型殼聚糖席夫堿衍生物對S.aureus和E.coli存在較好的抑菌活性。其中C_6-位對甲苯胺殼聚糖席夫堿(6-p-TSCS)對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E.coli抑菌活性最好。同時,本文對新制備的六種新型殼聚糖席夫堿衍生物進行抗氧化活性測試,具體為對羥基自由基、超氧陰離子自由基、DPPH自由基和還原能力的測定。根據實驗結果,C_6-位苯胺殼聚糖席夫堿(6-ASCS)對羥基自由基、超氧陰離子自由基、DPPH自由基具有很好的清除能力,而C_6-位對甲苯胺殼聚糖席夫堿(6-p-TSCS)具有很強的還原能力。另外,本文使用SCG-7901細胞對新制備的六種殼聚糖席夫堿衍生物進行細胞毒性研究,結果表明,制備的新型殼聚糖席夫堿衍生物具有低毒性,其毒性遠低于殼聚糖和 2-BSCS。本研究對研究和開發(fā)殼聚糖衍生物方面提供了實驗依據和研究思路。
[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.
【學位授予單位】：內蒙古農業(yè)大學
【學位級別】：碩士
【學位授予年份】：2017
【分類號】：O636.1

【參考文獻】

相關期刊論文 前10條

1 李鳳紅;相麗英;宣天義;陳旭;張萌;汪維波;徐洪營;萬佳康;;反相乳液法制備海藻酸鈉/殼聚糖納米微球[J];化工新型材料;2016年12期

2 靳飛;萬福賢;昝寧寧;姜林;;含苯并咪唑和異VA唑結構席夫堿的合成及其抑菌活性[J];合成化學;2017年01期

3 羅金;楊菁;程琰;張怡;徐望明;;以殼聚糖納米微球為載體的Crisp1-DNA避孕疫苗的制備及體外表達[J];生殖醫(yī)學雜志;2016年10期

4 吳亞敏;賈杰;楊坤;賀敏敏;楊靜;喬春光;;殼聚糖季銨鹽的制備及其降塵性能研究[J];中國安全生產科學技術;2016年06期

5 劉歡;夏光輝;何文兵;朱玲玲;;殼聚糖及其衍生物抗氧化活性的研究[J];食品科技;2015年05期

6 申宏杰;董朝紅;呂洲;王鵬;李學超;;羧甲基殼聚糖席夫堿的制備及抗菌性能研究[J];纖維素科學與技術;2014年04期

7 尹愛萍;衛(wèi)奇;張玲秀;翟保評;;殼聚糖席夫堿的制備及其抑菌性研究[J];忻州師范學院學報;2013年05期

8 楊曉軍;高芬;;水楊醛-芐胺席夫堿的合成及其抑菌活性[J];化學試劑;2013年04期

9 盧季紅;黃新建;涂仕春;張奇龍;;新型含雙水楊醛席夫堿的合成、晶體結構及其抑菌活性研究[J];廣州化工;2012年15期

10 梁學鋒;黃美欣;周博;鄭挺;黃時綿;閆素君;馬林;;多羥基苯甲醛席夫堿的抗氧化性能研究[J];廣東化工;2011年08期

相關碩士學位論文 前2條

1 蘇海亮;氧化石墨烯負載席夫堿金屬配合物的制備、表征及其環(huán)氧化催化性能研究[D];吉林大學;2015年

2 張維東;席夫堿修飾的SBA-15/MCM-41介孔分子篩的制備及氧化性能的研究[D];新疆大學;2014年

，

本文編號：2324314