Skip to main content
Log in

Study on the Preparation and Properties of Highly Stable Micelles Sealed by Hydrogen Bonds

  • MEDICAL POLYMERS
  • Published:
Polymer Science, Series A Aims and scope Submit manuscript

Abstract

The surface cRGD modified polymeric (PMMA-b-PPEGMA-RGD) micelles were constructed by a combination of two-step atom transfer radical polymerization (ATRP), azide reaction, click reaction, deprotection, self-assembly of amphiphilic polymers, and addition reaction. The self-assembled DOX-loaded micelles had spherical morphology. The average size of DOX-loaded micelles measured by scanning electron microscopy (SEM) and dynamic light scattering (DLS) was less than 200 nm. According to the enhanced permeability and retention (EPR) effect of solid tumors, the micelles should have the passive targeting of tumor tissues. The introduction of cRGD on the micelles surface can not only achieve the active targeting of drug carriers to tumor tissues, but also form the network hydrogen bond between the PEG unit at the hydrophilic end of the micelles and the guanidine group in RGD, to improve the uniformity of the particle size distribution and the stability of drug loading, and also achieve the slow release of drugs. The cytotoxicity of DOX-loaded micelles on SGC7901 cells in vitro indicated that PMMA-b-PPEGMA-RGD micelles could provide the same or more remarkable antitumor activity (at low dose) as DOX. The results showed that PMMA-b-PPEGMA-RGD micelles might have great potential applications in the delivery of hydrophobic anticancer drugs.

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

Access this article

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

Instant access to the full article PDF.

Fig. 1.
Fig. 2.
Fig. 3.
Fig. 4.
Fig. 5.

Similar content being viewed by others

REFERENCES

  1. K. S. Soppimatha, T. M. Aminabhavi, A. R. Kulkarni, and W. E. Rudzinski, J. Controlled Release 70, 1 (2001).

    Article  Google Scholar 

  2. D. Peer, J. M. Karp, S. Hong, O. C. Farokhzad, R. Margalit, and R. Langer, Nat. Nanotechnol. 2, 751 (2007).

    Article  CAS  Google Scholar 

  3. T. M. Allen and P. R. Cullis, Science 303, 1818 (2004).

    Article  CAS  Google Scholar 

  4. Z. X. You, Q. Z. Yang, Z. G. Yue, and G. H. Ma, Chin. J. Tissue Eng. Res. 16, 4701 (2012).

    CAS  Google Scholar 

  5. P. C. Brooks, R. A. Clark, and D. A. Cheresh, Science 264, 569 (1994).

    Article  CAS  Google Scholar 

  6. A. Adulnirath, S. W. Chung, J. Park, S. R. Hwang, J. Y. Kim, V. C. Yang, S. Y. Kim, H. T. Moon, and Y. Byun, J. Controlled Release 164, 8 (2012).

    Article  CAS  Google Scholar 

  7. Q. Cao, Z. B. Li, C. Kai, Z. Wu, L. He, N. Neamati, and X. Chen, Eur. J. Nucl. Med. Mol. Imaging 35, 1489 (2008).

    Article  CAS  Google Scholar 

  8. X. B. Xiong, Y. Huang, W. L. Lu, X. Zhang, H. Zhang, T. Nagai, and Q. Zhang, J. Pharm. Sci. 94, 1782 (2005).

    Article  CAS  Google Scholar 

  9. C. L. Waite and C. M. Roth, Bioconjugate Chem. 20, 1908 (2009).

    Article  CAS  Google Scholar 

  10. T. D. Le, O. Nakagawa, M. Fisher, R. L. Juliano, and H. Yoo, J. Nanosci. Nanotechnol. 17, 2353 (2017).

    Article  CAS  Google Scholar 

  11. C. Cui, Y. Wang, K. Yang, Y. Wang, J. Yang, J. Xi, M. Zhao, J. Wu, and S. Peng, J. Biomed. Nanotechnol. 11, 70 (2015).

    Article  CAS  Google Scholar 

  12. J. Jiang, W. Wang, D. C. Sane, and B. Wang, Bioorg. Chem. 29, 357 (2001).

    Article  CAS  Google Scholar 

  13. X. Jiang, X. Fan, W. Xu, C. Zhao, H. Wu, R. Zhang, and G. Wu, J. Controlled Release 316, 196 (2019).

    Article  CAS  Google Scholar 

  14. H. F. Wang, H. Z. Jia, S. X. Cheng, J. Feng, X. Z. Zhang, and R. X. Zhuo, Pharm. Res. 29, 1582 (2012).

    Article  CAS  Google Scholar 

  15. Y. I. Jeong, H. S. Na, K. O. Cho, H. C. Lee, J. W. Nah, and C. S. Cho, Int. J. Pharm. 365, 150 (2009).

    Article  CAS  Google Scholar 

  16. S. W. Hong, K. H. Kim, J. Huh, C. H. Ahn, and W. H. Jo, Macromol. Res. 13, 397 (2005).

    Article  CAS  Google Scholar 

  17. M. Kawahata, K. Yamaguchi, and T. Ishikawa, Cryst. Growth Des. 5, 373 (2005).

    Article  CAS  Google Scholar 

  18. J. Jo, A. Olasz, C. H. Chen, and D. Lee, J. Am. Chem. Soc. 135, 3620 (2013).

    Article  CAS  Google Scholar 

  19. R. Frański, G. Schroeder, B. Gierczyk, P. Niedziałkowski, and T. Ossowski, Int. J. Mass Spectrom. 266, 180 (2007).

    Article  Google Scholar 

  20. J. Geng, G. Mantovani, L. Tao, J. Nicolas, G. Chen, R. Wallis, D. A. Mitchell, B. R. G. Johnson, S. D. Evans, and D. M. Haddleton, J. Am. Chem. Soc. 129, 15156 (2007).

    Article  CAS  Google Scholar 

  21. B. Y. Zhang, W. D. He, W. T. Li, L. Y. Li, K. R. Zhang, and H. Zhang, Polymer 51, 3039 (2010).

    Article  CAS  Google Scholar 

  22. A. Späth and B. König, Tetrahedron 66, 6019 (2010).

    Article  Google Scholar 

Download references

Funding

This work was financially supported by the Key Research and Development Program of Shaanxi (no. 2021ZDLSF03-05), Scientific and technological innovation team of Xi’an Medical College (2021DT07), the Youth Support Scheme Project of Shaanxi University Association for science and technology (no. 20170410), Xi’an Science and technology plan project (2020KJRC0135), Xi’an Weiyang District Science and technology plan project (201930) and Science Research Program of Xi’an Medical University (nos. 2017GJFY07, 2018PT65, 05041905, 2016YXXK03, 201906).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Bei Qin.

Ethics declarations

The authors declare that they have no conflict of interest.

Supplementary Information

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Yu, L., Yao, L., Yang, K. et al. Study on the Preparation and Properties of Highly Stable Micelles Sealed by Hydrogen Bonds. Polym. Sci. Ser. A 63, 769–778 (2021). https://doi.org/10.1134/S0965545X21350169

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0965545X21350169

Navigation