Department of Textile Engineering, Konkuk University, Seoul 143-701, South Korea.
Int J Biol Macromol. 2012 Apr 1;50(3):493-502. doi: 10.1016/j.ijbiomac.2012.01.015. Epub 2012 Jan 18.
Conjugation of chitosan with nucleobases is expected to expand its not only antimicrobial activity but also anti-cancer activity. Here, we report the synthesis of a novel chitosan-thymine conjugate by the reaction between chitosan and thymine-1-yl-acetic acid followed by acylation. The synthesized conjugate was characterized by FTIR, XRD, (1)H NMR, TGA and SEM. The microbiological screening results demonstrated the antimicrobial activity of the conjugate against bacteria viz., Escherichia coli, Staphylococcus aureus, and fungi viz., Aspergillus niger. The chitosan-thymine conjugate also inhibited (p<0.05) the proliferation of human liver cancer cells (HepG2) in a dose-dependent manner but had no cellular toxicity in non-cancerous mouse embryonal fibroblast cells (NIH 3T3). Thus, the chitosan-nucleobase conjugate may open a new perspective in biomedical applications.
壳聚糖与碱基的结合有望不仅扩大其抗菌活性,还扩大其抗癌活性。在这里,我们报道了一种新型壳聚糖-胸腺嘧啶缀合物的合成,该缀合物是通过壳聚糖与胸腺嘧啶-1-基-乙酸反应,然后进行酰化反应得到的。合成的缀合物通过 FTIR、XRD、(1)H NMR、TGA 和 SEM 进行了表征。微生物筛选结果表明,该缀合物对细菌(大肠杆菌、金黄色葡萄球菌)和真菌(黑曲霉)具有抗菌活性。壳聚糖-胸腺嘧啶缀合物还以剂量依赖的方式抑制了人肝癌细胞(HepG2)的增殖(p<0.05),但对非癌细胞(小鼠胚胎成纤维细胞 NIH 3T3)没有细胞毒性。因此,壳聚糖-碱基缀合物可能为生物医学应用开辟新的视角。