Department of Chemistry, Faculty of Science and Arts, Najran University, Saudi Arabia.
Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt; Department of Chemistry, College of Science and Arts, Qassim University, Qassim, Saudi Arabia.
Int J Biol Macromol. 2020 May 15;151:92-103. doi: 10.1016/j.ijbiomac.2020.01.298. Epub 2020 Jan 31.
Chitosan was chemically modified through a four-step procedure. First, the amino groups of chitosan have reacted with benzaldehyde (Derivative 1); second, hydroxyl groups on C6 of Derivative 1 have reacted with epichlorohydrin (Derivative 2); third, the epoxy groups of Derivative 2 have reacted with 4-aminosalicylic acid (Derivative 3); and fourth, benzaldehyde moieties of Derivative 3 have been removed to retrieve the amino groups (Derivative 4). For further modification, three nano-biocomposites were synthesized via impregnating three different concentrations of silver nanoparticles inside Derivative 4. These derivatives and Derivative 4/AgNP composites were structurally identified using elemental analysis, FTIR, XPS, H NMR, XRD, SEM, EDS and TEM techniques. These derivatives and Derivative 4/AgNP composites have superior antimicrobial activities than virgin chitosan. Some of them have inhibition zone analogous or superior than the utilized reference drugs. Cytotoxic activity of Derivative 4 and Derivative 4/AgNPs-5 composite indicated that these materials are safe on normal human cells. Accordingly, combinations between chitosan and functional groups derived from the different modifiers in addition to AgNPs within a single structure have extraordinarily enhanced the efficiency of chitosan. It might be deemed as a path to attain promising frameworks which are taken as proper competitors for antimicrobial materials in biomedical fields.
壳聚糖通过四步程序进行化学修饰。首先,壳聚糖的氨基与苯甲醛(衍生物 1)反应;其次,衍生物 1 的 C6 上的羟基与环氧氯丙烷(衍生物 2)反应;第三,衍生物 2 的环氧基团与 4-氨基水杨酸(衍生物 3)反应;最后,去除衍生物 3 的苯甲醛部分以回收氨基(衍生物 4)。为了进一步修饰,通过将三种不同浓度的银纳米粒子浸渍在衍生物 4 中合成了三种纳米生物复合材料。这些衍生物和衍生物 4/AgNP 复合材料通过元素分析、FTIR、XPS、H NMR、XRD、SEM、EDS 和 TEM 技术进行结构鉴定。这些衍生物和衍生物 4/AgNP 复合材料比原始壳聚糖具有更好的抗菌活性。其中一些的抑菌圈与所用参考药物相当或优于参考药物。衍生物 4 和衍生物 4/AgNPs-5 复合材料的细胞毒性活性表明,这些材料对正常人体细胞是安全的。因此,壳聚糖与不同修饰剂衍生的官能团以及单个结构内的 AgNPs 之间的组合极大地提高了壳聚糖的效率。这可能被视为一种获得有前途的框架的途径,这些框架被认为是生物医学领域中抗菌材料的合适竞争者。