title: Design, synthesis and antimicrobial activity of 6-N-substituted chitosan derivatives.
abstract: 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-6-deoxy 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 0.2mg/mL. The compound 3 had better antibacterial activities than chitosan, and the minimum inhibition concentration of which ranged between 6.25 and 25mg/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.
authors: Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China; School of Chemistry & Chemical Engineering, Henan Institute of Science and Technology, Xinxiang 453003, China.
authors: Linfeng
authors: L
authors: Hu
authors: Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China.
authors: Xiangtao
authors: X
authors: Meng
authors: Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China.
authors: Ronge
authors: R
authors: Xing
authors: Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China.
authors: Song
authors: S
authors: Liu
authors: Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China.
authors: Xiaolin
authors: X
authors: Chen
authors: Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China.
authors: Yukun
authors: Y
authors: Qin
authors: Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China.
authors: Huahua
authors: H
authors: Yu
authors: Institute of Oceanology, Chinese Academy of Sciences, Qingdao 266071, China. Electronic address: pcli@qdio.ac.cn.
authors: Pengcheng
authors: P
authors: Li
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D048271:Chitosan / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D005658:Fungi / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D066244:Proton Magnetic Resonance Spectroscopy; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D000890:Anti-Infective Agents; D048271:Chitosan
keywords: 6-N-substituted chitosan; Antibacterial activity; Antifungal activity; Chitosan