Synthesis of chitosan iodoacetamides via carbodiimide coupling reaction: Effect of degree of substitution on the hemostatic properties.
Synthesis of chitosan iodoacetamides via carbodiimide coupling reaction: Effect of degree of substitution on the hemostatic properties.
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DOI：
10.1016/j.carbpol.2019.115522
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发表时间：
2020-02
影响因子：
11.2
通讯作者：
Jialong Shen;A. Nada;N. Y. Abou-Zeid;S. Hudson
中科院分区：
文献类型：
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作者：
Jialong Shen;A. Nada;N. Y. Abou-Zeid;S. Hudson
不受控制的出血仍然是战场和平民生活中创伤死亡的主要原因。壳聚糖是少数几种材料之一，已成为军事推荐的现场部署止血敷料的短名单。然而，其作用的详细机制仍不完全清楚。此外，在患者发生凝血病的情况下，敷料的有效性仅依赖于在常规凝血级联反应之外发挥作用的机制。除了众所周知的红细胞凝集，我们建议使用一种新的壳聚糖衍生物上的反应性N-碘乙酰基来加速止血。在本文中，我们描述了壳聚糖碘乙酰胺（CI）的合成与考虑的试剂之间的化学计量比，溶剂的选择，反应介质的pH值，和反应时间。通过FT-IR、1H和13 C NMR、元素分析、碘含量分析和SEM-EDS证实了该反应。使用水接触角测量和红细胞沉降速率（ESR）方法来评估新合成的CI的止血潜力作为其取代度（DS）的函数。CI的DS范围为5.9%至27.8%。DS的中间范围给出了ESR的最佳结果。CI表现出良好的细胞相容性高达DS 18.7相比，通用的未改性壳聚糖。在一般情况下，壳聚糖碘乙酰胺的生物相容性略有下降，增加碘含量高达DS 21.5，由于其对细胞的SH基团的亲和力。
Uncontrolled hemorrhage continues to be the leading cause of death from traumatic injuries both in the battlefield and in the civilian life. Chitosan is among the very few materials that have made the short list of military recommended field-deployable hemostatic dressings. However, the detailed mechanism of its action is still not fully understood. Moreover, in the cases when patients developed coagulopathy, the efficacy of the dressings rely solely on those mechanisms that work outside of the regular blood coagulation cascade. In addition to the well-known erythrocyte agglutination, we proposed to use the reactive N-iodoacetyl group on a new chitosan derivative to accelerate hemostasis. In this paper, we describe the synthesis of chitosan iodoacetamide (CI) with considerations of the stoichiometry among the reagents, the choice of solvent, the pH of the reaction medium, and the reaction time. The reaction was confirmed by FT-IR,1H and13C NMR, elemental analysis, iodine content analysis, and SEM-EDS. Water contact angle measurements and Erythrocyte Sedimentation Rate (ESR) method were used to evaluate the hemostatic potential of the newly synthesized CI as a function of their degree of substitution (DS). The range of DS was 5.9% to 27.8% for CI. The mid-range of DS gave the best results for the ESR. CIs exhibit favorable cytocompatibilities up to DS 18.7 compared to the generic unmodified chitosan. In general, the biocompatibility of chitosan iodoacetamide slightly declined with increasing the iodide content up to DS 21.5 owing to its affinity to SH groups of cells.