Antibacterial properties of main-chain cationic polymers prepared through amine-epoxy 'Click' polymerization

被引:18
作者
Oh, Junki [1 ]
Kim, Seung-Jin [1 ]
Oh, Min-Kyu [1 ]
Khan, Anzar [1 ]
机构
[1] Korea Univ, Dept Chem & Biol Engn, Seoul 02841, South Korea
基金
新加坡国家研究基金会;
关键词
DE-NOVO DESIGN; ANTIMICROBIAL POLYMERS;
D O I
10.1039/d0ra04625f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Poly(beta-hydroxyl amine)s are prepared through an amine-epoxy 'click' polymerization process in water under ambient conditions. These materials could be subjected to a post-polymerization protonation/alkylation reaction at the nitrogen atom to yield quaternary ammonium salts in the polymer backbone. The antimicrobial activities indicated that polymers carrying butyl chains at the nitrogen atom are effective towardsEscherichia coli(E. coli) andStaphylococcus aureus(S. aureus), as only 10-20 mu g mL(-1)polymer concentrations are required to inhibit the bacterial growth by >90%. One of the candidates was also found to be effective towardsMycobacterium smegmatis(M. smegmatis) - a model organism to develop drugs against rapidly spreading tuberculosis (TB) infections. The hemolysis assay indicated that a majority of antimicrobial agents did not disrupt red blood cell membranes. The mechanistic studies suggested that cell wall disruption by the cationic polymers was the likely cause of bacterial death.
引用
收藏
页码:26752 / 26755
页数:4
相关论文
共 23 条
[11]   Progress on Catalytic Systems Used in Click Polymerization [J].
Li, Baixue ;
Huang, Die ;
Qin, Anjun ;
Tang, Ben Zhong .
MACROMOLECULAR RAPID COMMUNICATIONS, 2018, 39 (11)
[12]   Ethylene glycol-rich thermosensitive poly(ss-hydroxyl amine)s [J].
Oh, Junki ;
Hong, Jeonghui ;
Khan, Anzar .
JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY, 2020, 57 (10) :685-690
[13]   A Modular and Practical Synthesis of Zwitterionic Hydrogels through Sequential Amine-Epoxy "Click" Chemistry and N-Alkylation Reaction [J].
Oh, Junki ;
Jung, Kevin Injoe ;
Jung, Hyun Wook ;
Khan, Anzar .
POLYMERS, 2019, 11 (09)
[14]   Evaluation of the Antimicrobial Activity of Cationic Polymers against Mycobacteria: Toward Antitubercular Macromolecules [J].
Phillips, Daniel J. ;
Harrison, James ;
Richards, Sarah-Jane ;
Mitchell, Daniel E. ;
Tichauer, Esther ;
Hubbard, Alasdair T. M. ;
Guy, Collette ;
Hands-Portman, Ian ;
Fullam, Elizabeth ;
Gibson, Matthew I. .
BIOMACROMOLECULES, 2017, 18 (05) :1592-1599
[15]   Click Polymerization: Progresses, Challenges, and Opportunities [J].
Qin, Anjun ;
Lam, Jacky W. Y. ;
Tang, Ben Zhong .
MACROMOLECULES, 2010, 43 (21) :8693-8702
[16]   Facile and General Preparation of Multifunctional Main-Chain Cationic Polymers through Application of Robust, Efficient, and Orthogonal Click Chemistries [J].
Saha, Animesh ;
De, Swati ;
Stuparu, Mihaiela C. ;
Khan, Anzar .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (41) :17291-17297
[17]   Click Polymerization: The Aurora of Polymer Synthetic Methodology [J].
Shi, Yang ;
Sun, Jing Zhi ;
Qin, Anjun .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2017, 55 (04) :616-621
[18]   Modular Synthesis of Bioreducible Gene Vectors through Polyaddition of N,N-Dimethylcystamine and Diglycidyl Ethers [J].
Si, Guoying ;
Elzes, M. Rachel ;
Engbersen, Johan F. J. ;
Paulusse, Jos M. J. .
POLYMERS, 2018, 10 (06)
[19]   Antimicrobial Polymers in Solution and on Surfaces: Overview and Functional Principles [J].
Siedenbiedel, Felix ;
Tiller, Joerg C. .
POLYMERS, 2012, 4 (01) :46-71
[20]   Complete genome sequence of Streptomyces venezuelae ATCC 15439, a promising cell factory for production of secondary metabolites [J].
Song, Ju Yeon ;
Yoo, Young Ji ;
Lim, Si-Kyu ;
Cha, Sun Ho ;
Kim, Ji-Eun ;
Roe, Jung-Hye ;
Kim, Jihyun F. ;
Yoon, Yeo Joon .
JOURNAL OF BIOTECHNOLOGY, 2016, 219 :57-58