Dipeptide-functionalized MIL-101(Fe) as efficient material for ibuprofen delivery
Fatemeh Rajab Asadi
Department of Physic, Shahid Beheshti University, Tehran, Iran
Search for more papers by this authorSeyedeh Fazileh Hamzavi
Department of Marine Biology, Science and Research Branch, Islamic Azad University, Tehran, Iran
Search for more papers by this authorCorresponding Author
Gholam Hossein Shahverdizadeh
Department of Chemistry, Tabriz Branch, Islamic Azad University, Tabriz, Iran
Correspondence
Gholam Hossein Shahverdizadeh, Department of Chemistry, Tabriz Branch, Islamic Azad University, Tabriz, Iran.
Email: [email protected]
Search for more papers by this authorMahdi Ghasedi Ilkhchi
Department of Chemistry, Tabriz Branch, Islamic Azad University, Tabriz, Iran
Search for more papers by this authorRahim Hosseinzadeh-Khanmiri
Department of Chemistry, Tabriz Branch, Islamic Azad University, Tabriz, Iran
Search for more papers by this authorFatemeh Rajab Asadi
Department of Physic, Shahid Beheshti University, Tehran, Iran
Search for more papers by this authorSeyedeh Fazileh Hamzavi
Department of Marine Biology, Science and Research Branch, Islamic Azad University, Tehran, Iran
Search for more papers by this authorCorresponding Author
Gholam Hossein Shahverdizadeh
Department of Chemistry, Tabriz Branch, Islamic Azad University, Tabriz, Iran
Correspondence
Gholam Hossein Shahverdizadeh, Department of Chemistry, Tabriz Branch, Islamic Azad University, Tabriz, Iran.
Email: [email protected]
Search for more papers by this authorMahdi Ghasedi Ilkhchi
Department of Chemistry, Tabriz Branch, Islamic Azad University, Tabriz, Iran
Search for more papers by this authorRahim Hosseinzadeh-Khanmiri
Department of Chemistry, Tabriz Branch, Islamic Azad University, Tabriz, Iran
Search for more papers by this authorAbstract
Two derivatives of a dipeptide-functionalized metal–organic framework were synthesized through isocyanide-based multi-component reactions from amine-containing MIL-101(Fe). The functionalized materials were characterized by means of Fourier transform infrared spectroscopy, X-ray diffraction Brunauer–Emmett–Teller measurements, thermogravimetric analysis, elemental analysis and scanning electron microscopy. The performances of these functionalized MIL-101(Fe) materials with different functions were evaluated for ibuprofen delivery during six days, showing a good ability for adsorption of significant content of the drug and very slow release.
REFERENCES
- 1a) E. Soleimani, M. Naderi Namivandi, H. Sepahvand, Appl. Organometal. Chem. 2017, 31, e3566. b) M. Vallet-Regí, F. Balas, D. Arcos, Angew. Chem. Int. Ed. 2007(46), 7548.
- 2a) M. Jafarzadeh, E. Soleimani, H. Sepahvand, R. Adnan, RSC Adv. 2015, 5, 42744. b) A. Taguchi, F. Schüth, Micropor. Mesopor. Mater. 2005, 77, 1. c) X. Zhang, Y. Huang, Y. Guo, X. Yuan, F. Jiao, Micropor. Mesopor. Mater. 2018, 262, 251.
- 3a) R. M. Roque-Malherbe, Adsorption and Diffusion in Nanoporous Materials, CRC Press 2018. b) G. Wang, A. N. Otuonye, E. A. Blair, K. Denton, Z. Tao, T. Asefa, J. Solid State Chem. 2009, 182, 1649.
- 4T. Wagner, S. Haffer, C. Weinberger, D. Klaus, M. Tiemann, Chem. Soc. Rev. 2013, 42, 4036.
- 5a) M. H. Lim, A. Stein, Chem. Mater. 1999, 11, 3285. b) T. Sun, N. Shan, L. Xu, J. Wang, J. Chen, A. A. Zakhidov, R. H. Baughman, Chem. Mater. 2018, 30, 1617.
- 6a) A. Shaabani, H. Sepahvand, M. M. Amini, A. Hashemzadeh, M. B. Boroujeni, E. Badali, Tetrahedron 2018, 74, 1832. b) J. Choi, L.-C. Lin, J. C. Grossman, J. Phys. Chem. C 2018, 122, 5545. c) D. Bazer-Bachi, L. Assié, V. Lecocq, B. Harbuzaru, V. Falk, Powder Technol. 2014, 255, 52.
- 7D. Zhao, Q. Huo, J. Feng, B. F. Chmelka, G. D. Stucky, J. Am. Chem. Soc. 1998, 120, 6024.
- 8T.-W. Kim, P.-W. Chung, I. I. Slowing, M. Tsunoda, E. S. Yeung, V. S.-Y. Lin, Nano Lett. 2008, 8, 3724.
- 9a) P. Horcajada, C. Serre, M. Vallet-Regí, M. Sebban, F. Taulelle, G. Férey, Angew Chem 2006, 118, 6120.
10.1002/ange.200601878 Google Scholarb) P. Horcajada, T. Chalati, C. Serre, B. Gillet, C. Sebrie, T. Baati, J. F. Eubank, D. Heurtaux, P. Clayette, C. Kreuz, Nat. Mater. 2010, 9.
- 10a) S. Huang, C. Li, Z. Cheng, Y. Fan, P. Yang, C. Zhang, K. Yang, J. Lin, J. Colloid Interface Sci. 2012, 376, 312. b) I. Ahmed, S. H. Jhung, Mater. Today 2014, 17, 136.
- 11a) Z. Zhong, S. Pang, Y. Wu, S. Jiang, J. Ouyang, J. Chem. Technol. Biotechnol. 2017, 92, 1841. b) X. Jia, Z. Yang, Y. Wang, Y. Chen, H. Yuan, H. Chen, X. Xu, X. Gao, Z. Liang, Y. Sun, ChemMedChem 2018, 13, 400. c) Y. K. Park, S. B. Choi, H. Kim, K. Kim, B. H. Won, K. Choi, J. S. Choi, W. S. Ahn, N. Won, S. Kim, Angew. Chem. 2007, 119, 8378.
- 12a) Y. Chien, Novel Drug Delivery Systems, CRC Press 1991. b) V. Lee, Peptide and Protein Drug Delivery, Vol. 4, CRC Press 1990.
- 13a) B. Barry, Adv. Drug Deliv. Rev. 2002, 54, S31. b) T. R. Hoare, D. S. Kohane, Polymer 2008, 49, 1993.
- 14a) N. L. Torad, Y. Li, S. Ishihara, K. Ariga, Y. Kamachi, H.-Y. Lian, H. Hamoudi, Y. Sakka, W. Chaikittisilp, K. C.-W. Wu, Chem. Lett. 2014, 43, 717. b) H. Furukawa, K. E. Cordova, M. O'Keeffe, O. M. Yaghi, Science 2013, 341. 1230444
- 15a) J. An, S. J. Geib, N. L. Rosi, J. Am. Chem. Soc. 2009, 131, 8376. b) M. X. Wu, J. Gao, F. Wang, J. Yang, N. Song, X. Jin, P. Mi, J. Tian, J. Luo, F. Liang, Small 2018. 1704440
- 16a) W. W. Lestari, M. Arvinawati, R. Martien, T. Kusumaningsih, Mater. Chem. Phys. 2018, 204, 141. b) R. C. Huxford, J. Della Rocca, W. Lin, Curr. Opin. Chem. Biol. 2010, 14, 262.
- 17L. H. Choudhury, T. Parvin, Tetrahedron 2011, 67, 8213.
- 18a) M. M. Khodaei, M. Dehghan, New J. Chem. 2018, 42, 11381. b) B. Adibi-Motlagh, A. S. Lotfi, A. Rezaei, E. Hashemi, Mater. Sci. Eng. C 2018, 82, 323.
- 19L. Hamon, C. Serre, T. Devic, T. Loiseau, F. Millange, G. Férey, G. D. Weireld, J. Am. Chem. Soc. 2009, 131, 8775.