Design, synthesis and antimicrobial activity of 6-N-substituted chitosan derivatives

作者：Hu, Linfeng; Meng, Xiangtao; Xing, Ronge; Liu, Song; Chen, Xiaolin; Qin, Yukun; Yu, Huahua; Li, Pengcheng^*

来源：Bioorganic & Medicinal Chemistry Letters, 2016, 26(18): 4548-4551.

DOI：10.1016/j.bmcl.2015.08.047

• Chitosan
• 6-N-substituted chitosan
• Antibacterial activity
• Antifungal activity

Three novel 6-N-substituted chitosan derivatives were designed and synthesised and characterized by FTIR and NMR. The degree of substitution was calculated by elemental analysis results. The antimicrobial activities of the target compounds were evaluated by twofold serial broth dilution method and poisoned food technique. The antifungal activities of 6-aminoethylamino-6-deoxy chitosan (3), 6-butylamino-6deoxy chitosan (4) and 6-pyridyl-6-deoxy chitosan (5) were significantly increased against Rhizoctonia cerealis, Fusarium oxysporum and Botrytis cinerea, and the inhibition rate ranged from 22.48% to 63.56% at the concentration of 0.2 mg/mL. The compound 3 had better antibacterial activities than chitosan, and the minimum inhibition concentration of which ranged between 6.25 and 25 mg/L against gram-positive bacteria (Staphylococcus aureus, Bacillus subtilis and Bacillus anthracis) and gram-negative bacteria (Escherichia coli, Salmonella typhi). The antibacterial activities of 6-N-substituted chitosan tended to increase with the increase of the number of -NH2 group.

• 出版日期2016-9-15
• 单位中国科学院海洋研究所; 河南科技学院