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新型氨基酰肼交联壳聚糖填充多壁碳纳米管作为抗菌剂。

Novel aminohydrazide cross-linked chitosan filled with multi-walled carbon nanotubes as antimicrobial agents.

机构信息

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

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

出版信息

Int J Biol Macromol. 2018 Aug;115:651-662. doi: 10.1016/j.ijbiomac.2018.04.101. Epub 2018 Apr 21.

Abstract

Four chemically modified chitosan derivatives 1-4 were designed and synthesized via a series of four reactions; first by reaction with benzaldehyde to protect its amino groups (Derivative 1), second by reaction with epichlorohydrine (Derivative 2), third by reaction with aminobenzhydrazide (Derivative 3), and forth by removing of benzaldehyde to restore the free amino groups on the chitosan (Derivative 4). Two multi-walled carbon nanotube (MWCNT) biocomposites based on Derivative 4 were also prepared. The structure of the prepared derivatives and MWCNT composites was elucidated using elemental analyses, FTIR, XRD, SEM and TEM. The modified chitosan derivatives and MWCNT composites showed better antimicrobial activities than that of chitosan against Enterococcus faecalis, Staphylococcus epidermidis, Escherichia coli, Aspergillus niger, Cryptococcus neoformans and Candida tropicalis as judged by their higher inhibition zone diameters using the agar well diffusion technique. These derivatives and MWCNT composites are more potent against Gram-positive bacteria than against Gram-negative bacteria. The MWCNT composites displayed comparable or even better antimicrobial activities than the reference bactericides or fungicides. Thus, structural modification of chitosan through combination with functionalized moieties and MWCNTs in one system was taken as a way to achieve promising templates for antimicrobial agents and to be appropriate candidates for medical applications.

摘要

四种化学修饰壳聚糖衍生物 1-4 通过一系列的四个反应设计和合成;首先与苯甲醛反应保护其氨基(衍生物 1),其次与表氯醇反应(衍生物 2),然后与氨基苯并肼反应(衍生物 3),最后去除苯甲醛以恢复壳聚糖上的游离氨基(衍生物 4)。还制备了两种基于衍生物 4 的多壁碳纳米管(MWCNT)复合材料。使用元素分析、FTIR、XRD、SEM 和 TEM 阐明了制备的衍生物和 MWCNT 复合材料的结构。通过琼脂孔扩散技术判断,与壳聚糖相比,修饰的壳聚糖衍生物和 MWCNT 复合材料对粪肠球菌、表皮葡萄球菌、大肠杆菌、黑曲霉、新生隐球菌和热带假丝酵母具有更好的抗菌活性,其抑菌圈直径更大。这些衍生物和 MWCNT 复合材料对革兰氏阳性菌的活性强于革兰氏阴性菌。MWCNT 复合材料的抗菌活性与参考杀菌剂或杀真菌剂相当,甚至更好。因此,通过在一个系统中结合功能化部分和 MWCNT 对壳聚糖进行结构修饰,被认为是获得有前途的抗菌剂模板的一种方法,并且是适合医学应用的候选物。

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