Skip to main content
SpringerLink
Log in

Synthesis and characterization of oligo aminoglycosides and polyethylenimine conjugates as polymeric gene carriers

  • Article
  • Published:
Korean Journal of Chemical Engineering Aims and scope Submit manuscript

Abstract

In this study, a new kind of antibiotic drug-polymer conjugate, the kanamycin-methyl acrylate-polyethylenimine (KMP) polymer, was synthesized and characterized as gene carrier. Previous reports have shown that the modification of low molecular weight polyethylenimine (LMW-PEI) improves the transfection efficiency and decreases the toxicity. Kanamycin can be hydrolyzed under an acidic environment owing to the glycosidic bond. In this physicochemical study, the properties of the kanamycin-based hybrid polymers conjugated with various LMW-PEIs, such as 0.6, 1.2, and 2kDa polyethylenimine (PEI), were investigated by 1H NMR, FT-IR, and their buffering capacity was assayed by acid-base titration method. Gel electrophoresis and picogreen assay were performed to evaluate the ability to bind with plasmid DNA. The polyplexes were nanosized with a net positive charge. The cytotoxicity and transfection efficiency were evaluated using human cervical carcinoma (HeLa) cells. KMPs exhibited lower toxicity than PEI 25 kDa, and higher transfection efficiency compared to the native LMW-PEIs.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. E. L. Scheller and P. H. Krebsbach, J. Dent. Res., 88, 585 (2009).

    Article  CAS  Google Scholar 

  2. K. Bulaklak and C. A. Gersbach, Nat. Commun., 11, 5820 (2020).

    Article  CAS  Google Scholar 

  3. E. Koutsilieri, A. Rethwilm and C. Scheller, J. Neural Transm. Suppl., 43 (2007).

  4. D. Weissman and K. Kariko, Mol. Ther., 23, 1416 (2015).

    Article  CAS  Google Scholar 

  5. K. Cornetta, M. Bonamino, J. Mahlangu, F. Mingozzi, S. Rangarajan and J. Rao, Mol. Ther., 30, 2122 (2022).

    Article  CAS  Google Scholar 

  6. M. L. Hu, T. L. Edwards, F. O’Hare, D. G. Hickey, J. H. Wang, Z. Y. Liu and L. N. Ayton, Clin. Exp. Optom., 104, 444 (2021).

    Article  Google Scholar 

  7. R. H. Pickler and C. L. Munro, J. Pediatr. Nurs., 10, 40 (1995).

    Article  CAS  Google Scholar 

  8. S. K. Das, M. E. Menezes, S. Bhatia, X. Y. Wang, L. Emdad, D. Sarkar and P. B. Fisher, J. Cell. Physiol., 230(2), 259 (2015).

    Article  CAS  Google Scholar 

  9. Y. Q. Wang, A. Asakawa, A. Inui and K. Kosai, Expert Opin. Biol. Ther., 10, 1405 (2010).

    Article  CAS  Google Scholar 

  10. D. K. Chellappan, N. S. Sivam, K. X. Teoh, W. P. Leong, T. Z. Fui, K. Chooi, N. Khoo, F. J. Yi, J. Chellian, L. L. Cheng, R. Dahiya, G. Gupta, G. Singhvi, S. Nammi, P. M. Hansbro and K. Dua, Biomed. Pharmacother., 108, 1188 (2018).

    Article  CAS  Google Scholar 

  11. V. Sudhakar and R. M. Richardson, Neurotherapeutics, 16, 166 (2019).

    Article  CAS  Google Scholar 

  12. R. Miller, C. Hinderer, C. Dyer, J. Johansson, P. Bell and J. M. Wilson, Hum. Gene Ther., 30, A91 (2019).

    Google Scholar 

  13. N. T. Dastjerd, A. Valibeik, S. R. Monfared, G. Goodarzi, M. M. Sarabi, F. Hajabdollahi, M. Maniati, J. Amri and S. S. Tehrani, J. Cell. Biochem., 40, 28 (2022).

    CAS  Google Scholar 

  14. M. Ramamoorth and A. Narvekar, J. Clin. Diagnostic Res., 9, GE01 (2015).

    Google Scholar 

  15. S. Akhtar, Y. Omidi, A. Hollins, R. Drayton and M. Benboubetra, J. Gene Med., 6, S5 (2004).

    Google Scholar 

  16. H. Yin, R. L. Kanasty, A. A. Eltoukhy, A. J. Vegas, J. R. Dorkin and D. G. Anderson, Nat. Rev. Genet., 15, 541 (2014).

    Article  CAS  Google Scholar 

  17. M. S. Huh, E. J. Lee, H. Koo, J. Y. Yhee, K. S. Oh, S. Son, S. Lee, S. H. Kim, I. C. Kwon and K. Kim, Top. Curr. Chem., 375(2), 31 (2017).

    Article  Google Scholar 

  18. S. Salatin and M. Jelvehgari, Iran. J. Pharm. Sci., 23, 84 (2017).

    Google Scholar 

  19. S. Barua, J. Ramos, T. Potta, D. Taylor, H. C. Huang, G. Montanez and K. Rege, Comb. Chem. High Throughput Screen., 14, 908 (2011).

    Article  CAS  Google Scholar 

  20. A. R. Teagle, J. C. Birchall and R. Hargest, Skin Pharmacol. Physiol., 29, 119 (2016).

    Article  CAS  Google Scholar 

  21. J. L. Chen, H. Wang, J. Q. Gao, H. L. Chen and W. Q. Liang, Int. J. Pharm., 343, 255 (2007).

    Article  CAS  Google Scholar 

  22. C. R. Dass and P. F. M. Choong, J. Control. Release, 113, 155 (2006).

    Article  CAS  Google Scholar 

  23. A. Zakeri, M. A. J. Kouhbanani, N. Beheshtkhoo, V. Beigi, S. M. Mousavi, S. A. R. Hashemi, A. K. Zade, A. M. Amani, A. Savardashtaki, E. Mirzaei, S. Jahandideh and A. Movahedpour, J. Exp. Nanosci., 9(1), 1488497 (2018).

    Google Scholar 

  24. R. V. Benjaminsen, M. A. Mattebjerg, J. R. Henriksen, S. M. Moghimi and T. L. Andresen, Mol. Ther., 21, 149 (2013).

    Article  CAS  Google Scholar 

  25. I. M. S. Degors, C. Wang, Z. U. Rehman and I. S. Zuhorn, Acc. Chem. Res., 52, 1750 (2019).

    Article  CAS  Google Scholar 

  26. C. K. Chen, P. K. Huang, W. C. Law, C. H. Chu, N. T. Chen and L. W. Lo, Int. J. Nanomed., 15, 2131 (2020).

    Article  CAS  Google Scholar 

  27. Q. Liu, R. C. Su, W. J. Yi and Z. G. Zhao, Molecules, 4, 22 (2017).

    CAS  Google Scholar 

  28. M. A. Gosselin, W. J. Guo and R. J. Lee, Bioconjug. Chem., 12, 989 (2001).

    Article  CAS  Google Scholar 

  29. T.-H. Kim, H. Choi, G. S. Yu, J. Lee and J. S. Choi, Macromol. Res., 21, 1097 (2013).

    Article  CAS  Google Scholar 

  30. Y. H. Lee, H. I. Park and J. S. Choi, Carbohydr. Polym., 137, 669 (2016).

    Article  CAS  Google Scholar 

  31. K. M. Krause, A. W. Serio, T. R. Kane and L. E. Connolly, Cold Spring Harb. Perspect. Med. CSH., 6(6), a027029 (2016).

    Article  Google Scholar 

  32. Y. Zhang, Z. Zhou, X. Zhu and M. Chen, Eur. J. Pharm. Sci., 105, 33 (2017).

    Article  CAS  Google Scholar 

  33. M. Sainlos, P. Belmont, J. P. Vigneron, P. Lehn and J. M. Lehn, Eur. J. Org. Chem., 2003, 2764 (2003).

    Article  Google Scholar 

  34. M. S. Chen, J. L. Wu, L. Z. Zhou, C. Y. Jin, C. L. Tu, B. S. Zhu, F. A. Wu, Q. Zhu, X. Y. Zhu and D. Y. Yan, Polym. Chem., 2, 2674 (2011).

    Article  CAS  Google Scholar 

  35. R. Augustine, A. Hasan, R. Primavera, R. J. Wilson, A. S. Thakor and B. D. Kevadiya, Mater. Today Commun., 25, 101692 (2020).

    Article  CAS  Google Scholar 

  36. M. X. Wang, B. Wu, S. N. Shah, P. J. Lu and Q. L. Lu, Mol. Ther. Nucleic Acids., 16, 663 (2019).

    Article  CAS  Google Scholar 

  37. S. Godeshala, R. Nitiyanandan, B. Thompson, S. Goklany, D. R. Nielsen and K. Rege, Bioeng. Transl. Med., 1, 220 (2016).

    Article  CAS  Google Scholar 

  38. C. K. Chen, P. K. Huang, W. C. Law, C. H. Chu, N. T. Chen and L. W. Lo, Int. J. Nanomed., 15, 2131 (2020).

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education (NRF-2020R1I1A3070280).

Author information

Authors and Affiliations

  1. Department of Biochemistry, Chungnam National University, 99 Daehak-ro, Yuseong-gu, Daejeon, 34134, Korea

    Le Thi Thuy, Seongyeon Kim & Joon Sig Choi

  2. Department of Mechanical Engineering, University of Delaware, Newark, Delaware, 19716, USA

    Sudipta Mallick

Authors
  1. Le Thi Thuy
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Sudipta Mallick
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Seongyeon Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Joon Sig Choi
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Joon Sig Choi.

Additional information

Supporting Information

Additional information as noted in the text. This information is available via the Internet at http://www.springer.com/chemistry/journal/11814.

Electronic Supplementary Material

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Thuy, L.T., Mallick, S., Kim, S. et al. Synthesis and characterization of oligo aminoglycosides and polyethylenimine conjugates as polymeric gene carriers. Korean J. Chem. Eng. 40, 325–336 (2023). https://doi.org/10.1007/s11814-022-1296-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11814-022-1296-8

Keywords

Search

Navigation