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Progress in Chemistry 2019, Vol. 31 Issue (5): 681-689 DOI: 10.7536/PC180930 Previous Articles   Next Articles

Synthesis and Application of Guanidine-Based Antibacterial Polymers

Hao Zhang1,2, Jing Liu1,2, Kun Cui1, Tao Jiang2*,**(), Zhi Ma1,**()   

  1. 1. Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
    2. College of Chemical Engineering and Materials Science, Tianjin University of Science & Technology, Tianjin 300457, China
  • Received: Online: Published:
  • Contact: Tao Jiang, Zhi Ma
  • About author:
    ** E-mail: (Zhi Ma);
    (Tao Jiang)
  • Supported by:
    National Natural Science Foundation of China(21374130); National Natural Science Foundation of China(21074146); Opening Project of Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules, Chinese Academy of Sciences(K2018-5)
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Exploition of novel antibacterial agents that contact non-specifically with bacteria is one of the solutions to the problem of bacterial infection. Firstly, guanidine-based antibacterial polymers having prolonged, broad-spectrum, high-efficiency antibacterial properties, without eukaryotic cytotoxicity, and making it difficult for bacteria to develop resistance are introduced briefly. Then, the antibacterial mechanism of non-specific electrostatic attraction with bacteria is reviewed. In addition, the design, synthesis, and antimicrobial property of the main-chained guanidine-based antibacterial polymers, side-chained guanidine-based antibacterial polymers, and surface-grafted guanidine-based antibacterial polymers are described in detail. Finally, the future development of controllable synthetic strategy and practical application of the novel guanidine-based antibacterial polymers are prospected.

Key words: antibacterial polymers, cationic polymers, guanidine-based polymers, antibacterial peptides
Fig. 1 Molecular formulas of arginine and lysine
Fig. 2 Schematic diagram of the combination of guanidine-based polymer and bacterial cytomembrane[30]
Fig. 3 Synthesis of PHMG and PHMB[37, 38]
Fig. 4 Seven types of molecular structures in the PHMG[39, 40]
Fig. 5 Synthesis of PHMG-PAAm hydrogel[47]
Fig. 6 Synthesis of the amphiphilic and antibacterial block copolymer PHMG-PPGDE[48]
Fig. 7 Synthetic process of guanidinylated chitosan under microwave irradiation[49]
Fig. 8 Synthesis of GPHMG[8]
Fig. 9 Synthesis of guanidine-functionalized norbornene monomer and its homopolymer[50]
Fig. 10 Synthesis of 3-guanidinopropyl methacrylamide(GPMA) and subsequent RAFT polymerization in water to prepare PGPMA homopolymers(a) and PGPMA-b-PHPMA block copolymers(b) and P(GPMA-co-APMA) copolymers(c)[24, 51]
Fig. 11 Synthesis of MAGH, PMAGH and PMAGH-b-PS-b-PMAGH[52]
Fig. 12 Two synthetic strategies for tetramethylhydrazine functionalized polyurethanes[53]
Fig. 13 Synthesis of AGG homopolymers, copolymers and their derivatives[54, 56]
Fig. 14 Synthesis of guanidine-based polymers via the transformation of amino groups on the side chain[18, 19]
Fig. 15 Preparation of PHMG-grafted PSGMA microspheres[58]
Fig. 16 Surface modification procedure of polypropylene wound dressing[59]
Fig. 17 Synthesis of the PHMG-grafted PVC[60]
Fig. 18 Preparation of guanidine and amidoxime cofunctionalized polypropylene nonwoven fabric[61]
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