高等学校化学学报

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新型生物黏附性材料巯基壳聚糖的合成与表征

王鑫, 郑超, 张新歌, 王瑱, 李朝兴   

  1. 南开大学高分子化学研究所, 天津 300071
  • 收稿日期:2007-05-10 修回日期:1900-01-01 出版日期:2008-01-10 发布日期:2008-01-10
  • 通讯作者: 李朝兴

Synthesis and Characterization of Novel Bioadhesive Material Thiolated Chitosan

WANG Xin, ZHENG Chao , ZHANG Xin-Ge , WANG Zhen , LI Chao-Xing*   

  1. Institute of Polymer Chemistry, Nankai University, Tianjin 300071, China
  • Received:2007-05-10 Revised:1900-01-01 Online:2008-01-10 Published:2008-01-10
  • Contact: LI Chao-Xing

摘要: 巯基聚合物利用二硫键的形成, 以共价键黏附于黏膜表面, 可以延长药物在黏膜上的滞留时间, 有利于药物分子的吸收. 本文合成了一种新型巯基聚合物——N-乙酰基-L-半胱氨酸-g-壳聚糖(CS-NAC), 并进行了表征, 同时对材料的溶胀度、黏附性和细胞毒性进行了测试. 结果表明, 这种巯基聚合物具有较高的巯基含量, 最高可达到589.3 μmol/g; 具有快速的溶胀性能; 黏附性显著增强, 黏附时间和黏附力分别是壳聚糖的30和3倍; 无明显的细胞毒性. 因此, CS-NAC是一种很有应用前景的生物黏附性材料.

关键词: 巯基壳聚糖, N-乙酰基-L-半胱氨酸, 溶胀度, 黏附性, 细胞毒性

Abstract: The use of mucoadhesive thiolated polymers as the carriers can improve the adsorption of drugs by prolonging the residence time on the nasal mucosa on the basis of the formation of disulphide bonds between thiol groups on polymer and cysteine-rich domains of mucus glycoproteins. In this study, a novel thiolated polymer, N-acetyl-L-cysteine-g-chitosan conjugate(CS-NAC) was synthesized and characterized. Swelling and mucoadhesive properties of CS-NAC conjugates were evaluated in vitro. The cytotoxicity of CS-NAC conjugates was measured on L-929 mouse fibroblast cells by utilizing MTT method. The obtained CS-NAC conjugate displayed the most content of thiol group (589.3±38.6) μmol/g. The conjugates exhibited a fast swelling behavior in comparison to the unmodified chitosan. The mucoadhesive properties of CS-NAC conjugate showed more than 30-fold increase in mucoadhesion time and 3-fold increase in adhesive force versus the unmodified chitosan. Moreover, CS-NAC did not cause a significant increase in cytotoxicity. Therefore, the novel thiolated chitosan is a promising potential bioadhesive material.

Key words: Thiolated chitosan, N-acetyl-L-cysteine, Swelling degree, Mucoadhesiveness, Cytotoxicity

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