Encapsulation and Release Mechanisms in Coordination Polymer Nanoparticles
Laura Amorín-Ferré
Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265
Search for more papers by this authorDr. Félix Busqué
Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265
Search for more papers by this authorDr. José Luis Bourdelande
Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265
Search for more papers by this authorDr. Daniel Ruiz-Molina
Institut Català de Nanociència i Nanotecnologia (ICN2), Edifici ICN2, Campus UAB Cerdanyola del Vallès, 08193 (Spain), Fax: (+ 34) 937372648
Consejo Superior de Investigaciones, Científicas (CSIC), Edificio ICN2, Campus UAB, Cerdanyola del Vallès, 08193(Spain)
Search for more papers by this authorCorresponding Author
Dr. Jordi Hernando
Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265
Jordi Hernando, Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265===
Fernando Novio, Institut Català de Nanociència i Nanotecnologia (ICN2), Edifici ICN2, Campus UAB Cerdanyola del Vallès, 08193 (Spain), Fax: (+ 34) 937372648===
Search for more papers by this authorCorresponding Author
Dr. Fernando Novio
Institut Català de Nanociència i Nanotecnologia (ICN2), Edifici ICN2, Campus UAB Cerdanyola del Vallès, 08193 (Spain), Fax: (+ 34) 937372648
Consejo Superior de Investigaciones, Científicas (CSIC), Edificio ICN2, Campus UAB, Cerdanyola del Vallès, 08193(Spain)
Jordi Hernando, Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265===
Fernando Novio, Institut Català de Nanociència i Nanotecnologia (ICN2), Edifici ICN2, Campus UAB Cerdanyola del Vallès, 08193 (Spain), Fax: (+ 34) 937372648===
Search for more papers by this authorLaura Amorín-Ferré
Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265
Search for more papers by this authorDr. Félix Busqué
Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265
Search for more papers by this authorDr. José Luis Bourdelande
Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265
Search for more papers by this authorDr. Daniel Ruiz-Molina
Institut Català de Nanociència i Nanotecnologia (ICN2), Edifici ICN2, Campus UAB Cerdanyola del Vallès, 08193 (Spain), Fax: (+ 34) 937372648
Consejo Superior de Investigaciones, Científicas (CSIC), Edificio ICN2, Campus UAB, Cerdanyola del Vallès, 08193(Spain)
Search for more papers by this authorCorresponding Author
Dr. Jordi Hernando
Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265
Jordi Hernando, Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265===
Fernando Novio, Institut Català de Nanociència i Nanotecnologia (ICN2), Edifici ICN2, Campus UAB Cerdanyola del Vallès, 08193 (Spain), Fax: (+ 34) 937372648===
Search for more papers by this authorCorresponding Author
Dr. Fernando Novio
Institut Català de Nanociència i Nanotecnologia (ICN2), Edifici ICN2, Campus UAB Cerdanyola del Vallès, 08193 (Spain), Fax: (+ 34) 937372648
Consejo Superior de Investigaciones, Científicas (CSIC), Edificio ICN2, Campus UAB, Cerdanyola del Vallès, 08193(Spain)
Jordi Hernando, Departament de Química, Universitat Autònoma de Barcelona, Edifici C/n, Campus UAB, Cerdanyola del Vallès, 08193 (Spain), Fax: (+34) 935811265===
Fernando Novio, Institut Català de Nanociència i Nanotecnologia (ICN2), Edifici ICN2, Campus UAB Cerdanyola del Vallès, 08193 (Spain), Fax: (+ 34) 937372648===
Search for more papers by this authorGraphical Abstract
Abstract
The interplay of guest encapsulation and release mechanisms in nanoscale metal–organic vehicles and its effect on the drug-delivery kinetics of these materials were investigated through a new multidisciplinary approach. Two rationally-designed molecular guests were synthesized, which consist of a red-fluorescent benzophenoxazine dye covalently tethered to a coordinating catechol group and a protected, non-coordinating catechol moiety. This allowed loading of the guests into compositionally and structurally equivalent coordination polymer particles through distinct encapsulation mechanisms: coordination and mechanical entrapment. The two types of particles delivered their fluorescent cargo with remarkably different kinetic profiles, which could be satisfactorily modeled considering degradation- and diffusion-controlled release processes. This demonstrates that careful selection of the method of guest incorporation into coordination polymer nanoparticles allows selective tuning of the rate of drug delivery from these materials and, therefore, of the time window of action of the encapsulated therapeutic agents.
Supporting Information
As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors.
Filename | Description |
---|---|
chem_201302662_sm_miscellaneous_information.pdf489.4 KB | miscellaneous_information |
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
References
- 1M. Oh, C. A. Mirkin, Nature 2005, 438, 651–654.
- 2X. Sun, S. Dong, E. Wang, J. Am. Chem. Soc. 2005, 127, 13102–131103.
- 3A. M. Spokoyny, D. Kim, A. Sumrein, C. A. Mirkin, Chem. Soc. Rev. 2009, 38, 1218–1227.
- 4J. Della Rocca, D. Liu, W. Lin, Acc. Chem. Res. 2011, 44, 957–968.
- 5Z. Ma, B. Moulton, Coord. Chem. Rev. 2011, 255, 1623–1648.
- 6F. Novio, J. Simmchen, N.-A. Vázquez, L. Amorín, D. Ruiz-Molina, Coord. Chem. Rev. 2013, 257, 2839.
- 7J. Siepmann, A. Göpferich, Adv. Drug Delivery Rev. 2001, 48, 229–247.
- 8D. Y. Arifin, L. Y. Lee, C.-H. Wang, Adv. Drug Delivery Rev. 2006, 58, 1274–1325.
- 9L. L. Lao, N. A. Peppas, F. Y. C. Boey, S. S. Venkatraman, Int. J. Pharm. 2011, 418, 28–41.
- 10W. J. Rieter, K. M. Pott, K. M. L. Taylor, W. Lin, J. Am. Chem. Soc. 2008, 130, 11584–11585.
- 11J. Yang, W. Liu, M. Sui, J. Tang, Y. Shen, Biomaterials 2011, 32, 9136–9143.
- 12L. Xing, Y. Cao, S. Che, Chem. Commun. 2012, 48, 5995–5997.
- 13R. C. Huxford, K. E. de Krafft, W. S. Boyle, D. Liu, W. Lin, Chem. Sci. 2012, 3, 198–204.
- 14K. Wang, X. Ma, D. Shao, Z. Geng, Z. Zhang, Z. Wang, Cryst. Growth Des. 2012, 12, 3786–3791.
- 15I. Imaz, J. Hernando, D. Ruiz-Molina, D. Maspoch, Angew. Chem. 2009, 121, 2361–2365;
10.1002/ange.200804255 Google ScholarAngew. Chem. Int. Ed. 2009, 48, 2325–2329.
- 16I. Imaz, M. Rubio-Martínez, L. García-Fernández, F. García, D. Ruiz-Molina, J. Hernando, V. Puntes, D. Maspoch, Chem. Commun. 2010, 46, 4737–4739.
- 17P. Huang, J. Mao, L. Yang, P. Yu, L. Mao, Chem. Eur. J. 2011, 17, 11390–11393.
- 18I. Imaz, D. Maspoch, C. Rodríguez-Blanco, J. M. Pérez-Falcón, J. Campo, D. Ruiz-Molina, Angew. Chem. 2008, 120, 1883–1886;
10.1002/ange.200705263 Google ScholarAngew. Chem. Int. Ed. 2008, 47, 1857–1860.
- 19
- 19aE. Evangelio, D. Ruiz-Molina, Eur. J. Inorg. Chem. 2005, 2957–2971;
- 19bD. N. Hendrickson, C. G. Pierpont, Top. Curr. Chem. 2004, 234, 63–95;
- 19cP. Gütlich, A. Dei, Angew. Chem. 1997, 109, 2852–2855;
10.1002/ange.19971092406 Google ScholarAngew. Chem. Int. Ed. Engl. 1997, 36, 2734–2736.
- 20Q. Wang, Y. Yang, Y. Li, W. Yu, Z. J. Hou, Tetrahedron 2006, 62, 6107–6112.
- 21D. A. Shultz, M. G. Hollomon, Chem. Mater. 2000, 12, 580–586.
- 22G. Bringmann, T. Pabst, S. Busemann, Tetrahedron 1998, 54, 1425–14385.
- 23H. M. Kim, C. Jung, B. R. Kim, S.-Y. Jung, J. H. Hong, Y.-G. Ko, K. J. Lee, B. R. Cho, Angew. Chem. 2007, 119, 3530–3533;
10.1002/ange.200700169 Google ScholarAngew. Chem. Int. Ed. 2007, 46, 3460–3463.
- 24S. A. Martin-Brown, Y. Fu, G. Saroja, M. M. Collinson, D. A. Higgins, Anal. Chem. 2005, 77, 486–494.
- 25V. H. J. Frade, M. S. T. Gonçalves, P. J. G. Coutinho, J. C. V. P. Moura, J. Photochem. Photobiol. A 2007, 185, 220–230.
- 26
- 26aD. M. Adams, L. Noodleman, D. N. Hendrickson, Inorg. Chem. 1997, 36, 3966–3984;
- 26bD. M. Adams, D. N. Hendrickson, J. Am. Chem. Soc. 1996, 118, 11515–11528.
- 27N. Vân Anh, R. M. Williams, Photochem. Photobiol. Sci. 2012, 11, 957–961.
- 28
- 28aJ. Crank, The Mathematics of Diffusion, Clarendon Press, Oxford, 1975;
- 28bJ. Siepmann, F. Siepmann, Int. J. Pharm. 2011, 418, 42–53.
- 29
- 29aH. B. Hopfenberg in Controlled Release Polymeric Formulations, Vol. 33 (Eds.: ), ACS symposium Series 33, American Chemical Society, Washington, 1976, pp. 26–32.
10.1021/bk-1976-0033.ch003 Google Scholar
- 30Z. Ramtoola, O. I. Corrigan, C. J. Barrett, J. Microencapsulation 1992, 9, 415–423.
- 31V. Knorr, L. Allmendinger, G. F. Walker, F. F. Paintner, E. Wagner, Bioconjugate Chem. 2007, 18, 1218–1225.
- 32R. Sens, K. H. Drexhage, J. Lumin. 1981, 24, 709–712.