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pH-triggered intracellular release of doxorubicin from polyaspartamide-encapsulated mesoporous silica nanoparticles

  • Cheolwon Lim
  • Eun-Bum Cho
  • Dukjoon Kim
Research Papers

Abstract

Mesoporous silica nanoparticles (MSNs) conjugating doxorubicin (DOX) via a pH-sensitive cleavable linkage, hydrazine (HYD) were synthesized. MSN-HYD-DOX were encapsulated with the polyaspartamide (PASPAM) grafted with the hydrophilic o-(2-aminoethyl)-o′-methylpoly(ethylene glycol) (PEG) and the cell permeating ligand, biotin (Biotin). The chemical structure of the synthesized MSN-HYD-DOX and PASPAM-g-PEG/Biotin was confirmed using FT-IR and 1H-NMR spectroscopy. The mean diameter of the MSN-HYD-DOX@PASPAM-g-PEG/Biotin nanoparticle was 142 nm and 121 nm, respectively, examined by dynamic light scattering (DLS) and transmission electron microscope (TEM). The HYD bond was effectively cleaved in acidic condition, and thus DOX was released much faster at pH 5.0 than at pH 7.4. The cell viability in MSN-HYD-DOX@PASPAM-g-PEG/Biotin system was much lower than that of the free DOX drug because of efficient intracellular drug delivery associated with the biotin ligand.

Keywords

Mesoporous Silica Nanoparticle Polysuccinimide Hydrazone Bond Doxorubicin 

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References

  1. 1.
    P. Anand, A. B. Kunnumakara, C. Sundaram, K. B. Harikumar, S. T. Tharakan, O. S. Lai, B. Sung and B. B. Aggarwal, Pharm. Res., 25, 2097 (2008).CrossRefGoogle Scholar
  2. 2.
    C. W. Lim, J. H. Park, C. H. Ahn and D. Kim, J. Mater. Chem. B., 3, 2978 (2015).Google Scholar
  3. 3.
    A. Akbarzadeh, R. Rezaei-Sadabady, S. Davaran, S. W. Joo, N. Zarghami, Y. Hanifehpour, M. Samiei, M. Kouhi and K. Nejati-Koshki, Nanoscale Res. Lett., 8, 102 (2013).CrossRefGoogle Scholar
  4. 4.
    P. Kesharwani, K. Jain and N. K. Jain, Prog. Polym. Sci., 39, 268 (2014).CrossRefGoogle Scholar
  5. 5.
    S. Kango, S. Kalia, A. Celli, J. Njuguna, Y. Habibi and R. Kumar, Prog. Polym. Sci., 38, 1232 (2013).CrossRefGoogle Scholar
  6. 6.
    U. Prabhakar, H. Maeda, R. K. Jain, E. M. Sevick-Muraca, W. Zamboni, O. C. Farokhzad, S. T. Barry, A. Gabizon, P. Grodzinski and D. C. Blakey, Cancer Res., 73, 2412 (2013).CrossRefGoogle Scholar
  7. 7.
    Y. Matsumura, Drug Delivery System, 29, 39 (2014).CrossRefGoogle Scholar
  8. 8.
    P. Couvreur, Adv. Drug Deliver. Rev., 65, 21 (2013).CrossRefGoogle Scholar
  9. 9.
    Y. Wang, Q. Zhao, N. Han, L. Bai, J. Li, J. Liu, E. Che, L. Hu, Q. Zhang and T. Jiang, Nanomedicine: NBM, 11, 313 (2015).CrossRefGoogle Scholar
  10. 10.
    D. Tarn, C. E. Ashley, M. Xue, E. C. Carnes, J. I. Zink and C. J. Brinker, Accounts Chem. Res., 46, 792 (2013).CrossRefGoogle Scholar
  11. 11.
    S. Yu, G. Wu, X. Gu, J. Wang, Y. Wang, H. Gao and J. Ma, Colloids Surf., B., 103, 15 (2013).CrossRefGoogle Scholar
  12. 12.
    X. Teng, S. Cheng, R. Meng, S. Zheng, L. Yang, Q. Ma, W. Jiang and J. He, J. Nanosci. Nanotechnol., 15, 3773 (2015).CrossRefGoogle Scholar
  13. 13.
    J. R. Moon, M. W. Kim, D. Kim, J. H. Jeong and J. H. Kim, Colloid. Polym. Sci., 289, 63 (2011).CrossRefGoogle Scholar
  14. 14.
    M. Kim, S. W. Shin, C. W. Lim, J. Kim, S. H. Um and D. Kim, Biomater. Sci., 5, 305 (2017).CrossRefGoogle Scholar
  15. 15.
    M. Lee, J. Jeong and D. Kim, Biomacromolecules, 16, 136 (2014).CrossRefGoogle Scholar
  16. 16.
    M. Piątkowski, D. Bogdał and K. Raclavský, Int. J. Polym. Anal. Charact., 20, 714 (2015).CrossRefGoogle Scholar
  17. 17.
    E. F. Craparo, G. Cavallaro, M. L. Bondì, D. Mandracchia and G. Giammona, Biomacromolecules, 7, 3083 (2006).CrossRefGoogle Scholar
  18. 18.
    Y. Bae, N. Nishiyama, S. Fukushima, H. Koyama, M. Yasuhiro and K. Kataoka, Bioconjugate Chem., 16, 122 (2005).CrossRefGoogle Scholar
  19. 19.
    E. S. Gil and S. M. Hudson, Prog. Polym. Sci., 29, 1173 (2004).CrossRefGoogle Scholar
  20. 20.
    R. Patil, J. Portilla-Arias, H. Ding, B. Konda, A. Rekechenetskiy, S. Inoue, K. L. Black, E. Holler and J. Y. Ljubimova, Int. J. Mol. Sci., 13, 11681 (2012).CrossRefGoogle Scholar
  21. 21.
    X. Li, L. Zhang, X. Dong, J. Liang and J. Shi, Micropor. Mesopor. Mater., 102, 151 (2007).CrossRefGoogle Scholar
  22. 22.
    N. Paolo, A. Guido, B. Franco, C. Francesco and G. Guido, J. Med. Chem., 16, 893 (1973).CrossRefGoogle Scholar

Copyright information

© Korean Institute of Chemical Engineers, Seoul, Korea 2018

Authors and Affiliations

  1. 1.School of Chemical EngineeringSungkyunkwan UniversitySuwon, GyeonggiKorea
  2. 2.Department of Fine ChemistrySeoul National University of Science and TechnologySeoulKorea

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