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Synthesis of urea-pyridyl ligand functionalized mesoporous silica hybrid material for hydrophobic and hydrophilic drug delivery application

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Abstract

In this work, we propose the synthesis of urea-pyridyl (UPy) ligand functionalized mesoporous silica hybrid material as novel and effective drug delivery system for loading/release of both hydrophobic and hydrophilic drugs. For the synthesis of UPy ligand functionalized mesoporous silica hybrid material, the combination of sol–gel co-condensation technique and post silica surface modification method were adapted. The prepared UPy ligand functionalized mesoporous silica hybrid (UPy-MSH) material was characterized by X-ray diffraction, Fourier-transform infrared, N2 adsorption–desorption analysis. The material morphology and mesopore channels were observed by scanning and transmission electron microscopic analyses. The content of modified organic ligand functionalities present in the UPy-MSH material surface was determined by thermogravimetric analysis. The hydrophilic anticancer drug, 5-Fluorouracil and the hydrophobic anti-inflammatory drug, Ibuprofen was used as a model drugs to determine the loading and pH-responsive release efficiency of the synthesized UPy-MSH material under different pH (pH 7.4 and 5.0) conditions, respectively. In addition, the biocompatibility of the UPy-MSH material was evaluated on MDA-MB-231 cells. The experimental results depicted that the synthesized UPy-MSH material is biocompatible and has high drug loading capacity, selective and controlled release of specific drug with respect to the pH condition.

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References

  1. W.H.D. Jong, P.J.A. Borm, Int. J. Nanomed. 3, 133 (2008)

    Article  Google Scholar 

  2. T.M. Allen, P.R. Cullis, Adv. Drug Deliv. Rev. 65, 36 (2013)

    Article  CAS  Google Scholar 

  3. C. Cha, S.R. Shin, N. Annabi, M.R. Dokmeci, A. Khademhosseini, ACS Nano 7, 2891 (2013)

    Article  CAS  Google Scholar 

  4. L. Zha, B. Banik, F. Alexis, Soft Matter 7, 5908 (2011)

    Article  CAS  Google Scholar 

  5. S.-H. Kim, J.-H. Park, C.-Y. Lee, J. Porous Mater. 20, 1087 (2013)

    Article  CAS  Google Scholar 

  6. S. Simovic, N. Ghouchi-Eskandar, A.M. Sinn, D. Losic, C.A. Prestidge, Curr. Drug Discov. Technol. 8, 250 (2011)

    Article  CAS  Google Scholar 

  7. I. Park, S.S. Kim, T.J. Pinnavaia, J. Porous Mater. 17, 133 (2010)

    Article  CAS  Google Scholar 

  8. F.Y. Qu, G.S. Zhu, S.Y. Huang, Phys. Chem. Chem. Phys. 7, 400 (2006)

    Article  CAS  Google Scholar 

  9. P. Yang, S. Gai, J. Lin, Chem. Soc. Rev. 41, 3679 (2012)

    Article  CAS  Google Scholar 

  10. J.J.E. Moreau, B.P. Pichon, M.W.C. Man, C. Bied, J.-L. bantignies, P. Dieudonne, J.-L. Sauvajol, J. Am. Chem. Soc. 123, 7957 (2001)

    Article  CAS  Google Scholar 

  11. B. Das, S. Abe, Y. Niatoh, M. Horikawa, T. Yatabe, Y. Suzuki, T. Funaki, S. Tsuzuki, Y. Kawanishi, J. Phys. Chem. C 111, 3495 (2007)

    Article  CAS  Google Scholar 

  12. S.L. Burket, S.D. Sims, S. Mann, Chem. Commun. 3, 367 (1996)

    Google Scholar 

  13. M.S. Moorthy, J.-H. Bae, M.-J. Kim, S.-H. Kim, C.-S. Ha, Part. Part. Syst. Charact. 30, 1044 (2013)

    Article  CAS  Google Scholar 

  14. M.S. Moorthy, D.-J. Seo, H.-J. Song, S.S. Park, C.-S. Ha, J. Mater. Chem. A 1, 12485 (2013)

    Article  CAS  Google Scholar 

  15. V. Antochshuk, O. Olkhovyk, M. Jaroniec, I.-S. Park, R. Ryoo, Langmuir 19, 3031 (2003)

    Article  CAS  Google Scholar 

  16. R. Pieters, A.H. Loonen, D.R. Huismans, G.J. Broekema, M.W. Dirven, M.W. Heyenbrok, K. Hahlen, A.J. Veerman, Blood 76, 2327 (1990)

    CAS  Google Scholar 

  17. C.T. Kresge, M.E. Leonowicz, W.J. Roth, J.C. Vartuli, J.S. Beck, Nature 359, 710 (1992)

    Article  CAS  Google Scholar 

  18. A. Kiwilsza, J. Mielcarek, A. Pajzderska, J. Wąsicki, J. Microencapsul. 30, 21 (2013)

    Article  CAS  Google Scholar 

  19. J.J.E. Moreau, L. Vellutini, M.W.C. Man, C. Bied, Chem. Eur. J. 9, 1594 (2003)

    Article  CAS  Google Scholar 

  20. M.S. Moorthy, H.-J. Cho, E.-J. Yu, Y.-S. Jung, C.-S. Ha, Chem. Commun. 49, 8758 (2013)

    Article  CAS  Google Scholar 

  21. M.H. Lim, C.F. Blanford, A. Stein, J. Am. Chem. Soc. 119, 4090 (1997)

    Article  CAS  Google Scholar 

  22. O. Muth, C. Schellbach, M. Froba, Chem. Commun. 19, 2032 (2001)

    Article  Google Scholar 

  23. N.S. Rajinold, M. Muthunarayanan, K.P. Chennazhi, S.V. Nair, R. Jeyakumar, Int. J. Biol. Macromol. 48, 98 (2011)

    Article  Google Scholar 

  24. Q. Gao, Y. Xu, D. Wu, Y. Sun, X. Li, J. Phys. Chem. C 113, 12753 (2009)

    Article  CAS  Google Scholar 

  25. J.L. Vivero-Escoto, I.I. Slowing, B.G. Trewyn, V.S.Y. Lin, Small 6, 1952 (2010)

    Article  CAS  Google Scholar 

  26. X. Qui, S. Leporatti, E. Doanth, H. Mohwald, Langmuir 17, 5375 (2001)

    Article  Google Scholar 

  27. D. Shao, X. Zhang, W. Liu, F. Zhang, X. Zheng, P. Qiao, J. Li, W.F. Dong, L Chen, ACS Appl. Mater. Interface 8, 4303 (2016)

    Article  CAS  Google Scholar 

  28. C.-H. Lee, L.-W. Lo, C.-Y. Mou, C.-S. Yang, Adv. Funct. Mater. 18, 3283–3292 (2008)

    Article  CAS  Google Scholar 

  29. H. Zheng, C.-W. Tai, J. Su, X. Zou, F. Gao, Dalton Trans. 44, 20186 (2015)

    Article  CAS  Google Scholar 

  30. X. Liu, H. Jiang, W. Ge, C. Wu, D. Chen, Q. Li, Y. Chen, X. Wang, RSC Adv. 5, 17532 (2015)

    Article  CAS  Google Scholar 

  31. X.-Q. Zhang, M.-G. Zeng, S.-P. Li, X.-D. Li, Colloids Surf. B 117, 98 (2014)

    Article  CAS  Google Scholar 

  32. M.S. Moorthy, Y. Oh, S. Bharathiraja, P. Manivasagan, T. Rajarathinam, B. Jang, T.T.V. Phan, H. Jang, J. Oh, RSC Adv. 6, 110444 (2016)

    Article  CAS  Google Scholar 

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Acknowledgements

This research was supported by a grant from the Marine Biotechnology Program (20150220) funded by the Ministry of Oceans and Fisheries, Republic of Korea.

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Correspondence to Junghwan Oh.

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Moorthy, M.S., Bharathiraja, S., Manivasagan, P. et al. Synthesis of urea-pyridyl ligand functionalized mesoporous silica hybrid material for hydrophobic and hydrophilic drug delivery application. J Porous Mater 25, 119–128 (2018). https://doi.org/10.1007/s10934-017-0425-y

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