Citation: Chong Liu, Ling Li, Jiahui Gao, Yanwei Li, Nazhen Zhang, Jing Zang, Cong Liu, Zhaopei Guo, Yanhui Li, Huayu Tian. The study of antibacterial activity of cationic poly(β-amino ester) regulating by amphiphilic balance[J]. Chinese Chemical Letters, ;2025, 36(2): 110118. doi: 10.1016/j.cclet.2024.110118 shu

The study of antibacterial activity of cationic poly(β-amino ester) regulating by amphiphilic balance

Chong Liu ^{a, b, d} ,
Ling Li ^{a, d} ,
Jiahui Gao ^b ,
Yanwei Li ^{a, *,} ,
Nazhen Zhang ^a ,
Jing Zang ^b ,
Cong Liu ^c ,
Zhaopei Guo ^d ,
Yanhui Li ^{a, b, *,} ,
Huayu Tian ^{c, d, *,}

a.
School of Materials Science and Engineering, Changchun University of Science and Technology, Changchun 130022, China
b.
School of Materials Science and Engineering, Xiamen University of Technology, Xiamen 361024, China
c.
College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China
d.
Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China

liyanwei@cust.edu.cn

lyh2008@cust.edu.cn

thy@ciac.ac.cn

Received Date: 27 January 2024
Revised Date: 10 June 2024
Accepted Date: 12 June 2024
Available Online: 13 June 2024

Figures(6)

It is well known that cationic polymers have excellent antimicrobial capacity accompanied with high biotoxicity, to reduce biotoxicity needs to decrease the number of cationic groups on polymers, which will influence antimicrobial activity. It is necessary to design a cationic polymer mimic natural antimicrobial peptide with excellent antibacterial activity and low toxicity to solve the above dilemma. Here, we designed and prepared a series of cationic poly(β-amino ester)s (PBAEs) with different cationic contents, and introducing hydrophobic alkyl chain to adjust the balance between antimicrobial activity and biotoxicity to obtain an ideal antimicrobial polymer. The optimum one of synthesized PBAE (hydrophilic cationic monomer: hydrophobic monomer = 5:5) was screened by testing cytotoxicity and minimum inhibitory concentration (MIC), which can effectively kill S. aureus and E. coli with PBAE concentration of 15 µg/mL by a spread plate bacteriostatic method and dead and alive staining test. The way of PBAE killing bacterial was destroying the membrane like natural antimicrobial peptide observed by scanning electron microscopy (SEM). In addition, PBAE did not exhibit hemolysis and cytotoxicity. In particular, from the result of animal tests, the PBAE was able to promote healing of infected wounds from removing mature S. aureus and E. coli on the surface of infected wound. As a result, our work offers a viable approach for designing antimicrobial materials, highlighting the significant potential of PBAE polymers in the field of biomedical materials.
- Antimicrobial,
- Cationic polymers,
- Poly(β-amino ester)s,
- Michael addition polymerization,
- Amphiphilic balance
1. [1]
  M.F. Moradali, B.H.A. Rehm, Nat. Rev. Microbiol. 18 (2020) 195–210. doi: 10.1038/s41579-019-0313-3
2. [2]
  D.G.J. Larsson, C.F. Flach, Nat. Rev. Microbiol. 20 (2021) 257–269.
3. [3]
  M.T.Q. Duong, Y.S. Qin, S.H. You, J.J. Min, Exp. Mol. Med. 51 (2019) 1–15. doi: 10.1038/s12276-019-0297-0
4. [4]
  A.Q. Zeng, R.J. Yang, Y.J. Tong, W. Zhao, Int. J. Biol. Macromol. 235 (2023) 123749.
5. [5]
  Y. Xue, L. Zhang, J.H. Zhou, et al., Adv. Funct. Mater. 34 (2023) 2308197.
6. [6]
  Z. Li, E.G. Wang, Y.Z. Zhang, et al., Nano Today 50 (2023) 101826. doi: 10.1016/j.nantod.2023.101826
7. [7]
  H.L. Zhang, Y.B. Gao, J.G. Gai, et al., J. Mater. Chem. A 6 (2018) 6442–6454. doi: 10.1039/c8ta00342d
8. [8]
  Z.L. Li, J. Chen, W. Cao, et al., Carbohydr. Polym. 180 (2018) 192–199. doi: 10.3747/pdi.2017.00222
9. [9]
  Y.X. Zheng, N.Y. Pan, Y. Liu, X.H. Ren, Carbohydr. Polym. 253 (2021) 117205. doi: 10.1016/j.carbpol.2020.117205
10. [10]
  H. Wen, Q.H. Wu, L.Q. Liu, et al., Biomater. Sci. 11 (2023) 2870–2876. doi: 10.1039/d3bm00073g
11. [11]
  X.W. Fu, Z.Y. Yang, T. Deng, et al., J. Mater. Chem. B 8 (2020) 1481–1488. doi: 10.1039/c9tb02482d
12. [12]
  W. Shen, P. He, C.S. Xiao, X.S. Chen, Adv. Healthc. Mater. 7 (2018) 1800354. doi: 10.1002/adhm.201800354
13. [13]
  L. Rojo, L.G. Fernández, M.R. Aguilar, B.V. Lasa, Curr. Opin. Biotechnol. 76 (2022) 102752. doi: 10.1016/j.copbio.2022.102752
14. [14]
  M.E. Schafer, H. Browne, J.B. Goldberg, D.E. Greenberg, Acc. Chem. Res. 54 (2021) 2377–2385. doi: 10.1021/acs.accounts.1c00040
15. [15]
  M. Yi, T.D. Nguyen, H. Liu, et al., Adv. Funct. Mater. 33 (2023) 2213471. doi: 10.1002/adfm.202213471
16. [16]
  C.M. Nuñez, R.C. Rodríguez, C. Echeverría, M.F. García, A.M. Bonilla, Carbohydr. Polym. 302 (2023) 120438. doi: 10.1016/j.carbpol.2022.120438
17. [17]
  C.C. Hanna, Y.O. Hermant, P.W.R. Harris, M.A. Brimble, Acc. Chem. Res. 54 (2021) 1878–1890. doi: 10.1021/acs.accounts.0c00841
18. [18]
  D. Ciumac, H.N. Gong, X.Z. Hu, J.R. Lu, J. Colloid. Interface Sci. 537 (2019) 163–185. doi: 10.1016/j.jcis.2018.10.103
19. [19]
  Y.M. Wu, K. Chen, J.Z. Wang, et al., Prog. Polym. Sci. 141 (2023) 101679. doi: 10.1016/j.progpolymsci.2023.101679
20. [20]
  Y.M. Qian, H.Q. Cui, R.W. Shi, et al., Eur. Polym. J. 107 (2018) 181–188. doi: 10.1016/j.eurpolymj.2018.07.044
21. [21]
  Y. Liu, Y.F. Li, D. Keskin, L.Q. Shi, Adv. Healthc. Mater. 8 (2018) 1801359.
22. [22]
  W.P. Xu, Z. Ma, G. Dhanda, J. Haldar, H.X. Xie, Chin. Chem. Lett. 34 (2023) 107847. doi: 10.1016/j.cclet.2022.107847
23. [23]
  C.F. Yang, Z.L. Xue, Y.L. Liu, et al., Mater. Sci. Eng. C 84 (2018) 254–262. doi: 10.1016/j.msec.2017.12.003
24. [24]
  H. Sun, C.P. Kabb, Y.Q. Dai, et al., Nat. Chem. 9 (2017) 817–823. doi: 10.1038/nchem.2730
25. [25]
  F. Qi, Y.X. Qian, N. Shao, et al., ACS Appl. Mater. Interfaces 11 (2019) 18907–18913. doi: 10.1021/acsami.9b02915
26. [26]
  J. Yan, L.C. Zheng, K. Hu, et al., Eur. Polym. J. 110 (2019) 41–48. doi: 10.1016/j.eurpolymj.2018.11.009
27. [27]
  A.L. Lakes, R. Peyyala, J.L. Ebersole, et al., Biomacromolecules 15 (2014) 3009–3018. doi: 10.1021/bm5006323
28. [28]
  Z.C. Guo, W.W. Liu, T.F. Liu, et al., Chin. Chem. Lett. 35 (2023) 109060.
29. [29]
  J. Kim, H. Yu, E. Yang, Y. Choi, P.S. Chang, LWT 174 (2023) 114421. doi: 10.1016/j.lwt.2022.114421
30. [30]
  J. Qin, J.N. Guo, Q.M. Xu, et al., ACS Appl. Mater. Interfaces 9 (2017) 10504–10511. doi: 10.1021/acsami.7b00387
31. [31]
  M. Zeng, D.Z. Zhou, F. Alshehri, et al., Nano Lett. 19 (2018) 381–391.
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