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Enhanced water-solubility and antibacterial activity of novel chitosan derivatives modified with quaternary phosphonium salt
作者:Dan Zhu, Honghao Cheng, Jianna Li, Wenwen Zhang, Yuanyuan Shen, Shaojun Chen, Zaochuan Ge, Shiguo Ch
关键字:Chitosan,Quaternary phosphonium,Antibacterial,Water solubility
论文来源:期刊
具体来源:Materials Science and Engineering C: Materials for Biological Applications
发表时间:2016年


Chitosan (CS) has been widely recognized as an important biomaterial due to its good antimicrobial activity, biocompatibility and biodegradability. However, CS is insoluble in water in neutral and alkaline aqueous solution due to the linear aggregation of chain molecules and the formation of crystallinity. This is one of the key factors that limit its practical applications. Therefore, improving the solubility of CS in neutral and alkaline aqueous solution is a primary research direction for biomedical applications. In this paper, a reactive antibacterial compound (4-(2,5-Dioxo-pyrrolidin-1-yloxycarbonyl)-benzyl)-triphenyl-phosphonium bromide (NHS-QPS) was synthesized for chemical modification of CS, and a series of novel polymeric antimicrobial agents, Nquaternary phosphonium chitosan derivatives (N-QPCSxy, x=1–2,y= 1–4) were obtained. The water solubilities and antibacterial activities of N-QPCSxy against Escherichia coli and Staphylococcus aureus were evaluated compare to CS. The water solubility of N-QPCSxy was all better than that of CS at neutral pH aqueous solution, particularly, N-QPCS14 can be soluble in water over the pH range of 3 to 12. The antibacterial activities of CS derivatives were improved by introducing quaternary phosphonium salt, and antibacterial activity of NQPCSxy increases with degree of substitution. Overall, N-QPCS14 represents a novel antibacterial polymer material with good antibacterial activity, waters solubility and low cytotoxicity.