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新型基于杂环结构的壳聚糖希夫碱的合成、表征及抗菌活性研究。

Synthesis, characterization and antimicrobial activity of a novel chitosan Schiff bases based on heterocyclic moieties.

机构信息

Chemistry Department, Faculty of Science, Cairo University, Cairo 12613, Egypt.

Microbiology Department, Faculty of Science, Ain Shams University, 11566, Egypt.

出版信息

Int J Biol Macromol. 2020 Jun 15;153:492-501. doi: 10.1016/j.ijbiomac.2020.02.302. Epub 2020 Feb 26.

Abstract

Three heteroaryl pyrazole derivatives; namely 1-phenyl-3-(thiophene-2-yl)-1H-pyrazole-4-carbaldehyde, 1-phenyl-3-(furan-2-yl)-1H-pyrazole-4-carbaldehyde and 1-phenyl-3-(pyridine-3-yl)-1H-pyrazole-4-carbaldehyde were synthesized and reacted with chitosan to form Schiff bases of chitosan. All newly synthesized compounds have been characterized by solubility tests, elemental analysis, spectral (FTIR, H NMR) analyses, thermogravimetric analysis and X-ray diffraction (XRD). The Schiff bases were screened for their biological activity against gram-negative bacteria (Escherichia coli and Klebsiella pneumonia), gram-positive bacteria (Staphylococcus aureus and Streptococcus mutans) and fungi (Asperagillus fumigatus and Candida albican). The results indicated that the antimicrobial activity was dependent on the type of the Schiff base moiety. Cytotoxicity of the prepared chitosan derivatives was evaluated by MTT assay and the results indicated the absence of cytotoxic activity.

摘要

三种杂芳基吡唑衍生物;即 1-苯基-3-(噻吩-2-基)-1H-吡唑-4-甲酰、1-苯基-3-(呋喃-2-基)-1H-吡唑-4-甲酰和 1-苯基-3-(吡啶-3-基)-1H-吡唑-4-甲酰,被合成并与壳聚糖反应形成壳聚糖的席夫碱。所有新合成的化合物都通过溶解度测试、元素分析、光谱(FTIR、H NMR)分析、热重分析和 X 射线衍射(XRD)进行了表征。席夫碱被筛选其对革兰氏阴性菌(大肠杆菌和肺炎克雷伯菌)、革兰氏阳性菌(金黄色葡萄球菌和变形链球菌)和真菌(烟曲霉和白色念珠菌)的生物活性。结果表明,抗菌活性取决于席夫碱部分的类型。通过 MTT 测定评估了制备的壳聚糖衍生物的细胞毒性,结果表明没有细胞毒性活性。

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