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Synthesis of a novel organosoluble, biocompatible, and antibacterial chitosan derivative for biomedical applications

机译:用于生物医学应用的新型有机溶解,生物相容性和抗菌壳聚糖衍生物的合成

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Electrospun materials have a number of applications in the tissue engineering field. However, the limited solubility of chitosan (CS), especially in organic solvents, makes its electrospinning with other synthetic organosoluble polymers impossible. In this article, we report the synthesis of a novel organosoluble derivative of CS through the application of a simple synthetic methodology. CS was reacted with 1,3-diethyl-2-thiobarbituric acid (DETBA) with triethylorthoformate in the presence of methanol and acetic acid (4:1). The functional groups in the synthesized materials were confirmed by Fourier transform infrared and solid-state NMR spectroscopy, whereas X-ray diffraction revealed the level of crystallinity. The CS derivative (CS-DETBA) was tested for its cytotoxic effects on human gastric adenocarcinoma AGS cells and was found to be nontoxic. The prepared derivative showed a much enhanced inhibitory effect on the growth of three bacterial strains, Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus, over that of CS itself. Overall, CS-DETBA showed good solubility in a range of organic solvents, such as dimethyl sulfoxide and N,N-dimethylformamide, and was blended with polycaprolactone (PCL) to form films and electrospun nanofibers. The morphologies of the synthesized materials were analyzed by field emission scanning electron microscopy, and the fiber diameter was 360 nm under optimum conditions. This study demonstrated that the CS-DETBA-PCL blend could be a potential material for tissue engineering and biomedical applications. (C) 2017 Wiley Periodicals, Inc.
机译:Electromun材料在组织工程领域有许多应用。然而,壳聚糖(Cs),特别是在有机溶剂中的溶解度有限,使其静电纺丝与其他合成有机溶解的聚合物不可能。在本文中,我们通过应用简单的合成方法来报告CS的新型有机溶胶衍生物的合成。将Cs与1,3-二乙基-2-硫氨基甲酸(DETBA)反应,在甲醇和乙酸存在下用三乙酯(4:1)。通过傅里叶变换红外和固态NMR光谱证实合成材料中的官能团,而X射线衍射显示结晶度水平。 CS衍生物(CS-DETBA)对其对人胃腺癌AGS细胞的细胞毒性作用进行了测试,发现是无毒的。制备的衍生物对三种细菌菌株,大肠杆菌,假单胞菌和金黄色葡萄球菌的生长显示出大大提高的抑制作用。总体而言,Cs-DETBA在一系列有机溶剂中显示出良好的溶解度,例如二甲基亚砜和N,N-二甲基甲酰胺,并与聚己内酯(PCL)混合以形成薄膜和电纺纳米纤维。通过场发射扫描电子显微镜分析合成材料的形态,在最佳条件下,纤维直径为360nm。本研究表明CS-DETBA-PCL混合物可以是组织工程和生物医学应用的潜在材料。 (c)2017 Wiley期刊,Inc。

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