[en] Using aminoglycoside antibiotics as drug models, it was shown that electrostatic complexes between hydrophilic drugs and oppositely charged double-hydrophilic block copolymers can form ordered mesophases. This phase behaviour was evidenced by using poly(acrylic acid)-block-poly(ethylene oxide) block copolymers in the presence of silica precursors and, this allowed preparing drug-loaded mesoporous silica directly from the drug-polymer complexes. The novel synthetic strategy of the hybrid materials is highly efficient, avoiding waste and multi-step processes; it also ensures optimal drug loading and provides pH-dependence of the drug release from the materials.
Research Center/Unit :
Center for Education and Research on Macromolecules (CERM)
Disciplines :
Chemistry Materials science & engineering
Author, co-author :
Molina, Emilie; Institut Charles Gerhardt, UMR 5253 CNRS, Montpellier
Warnant, Jérôme; Institut Charles Gerhardt, UMR 5253 CNRS, Montpellier > University of Liège (ULg), Department of Chemistry, Center for Education and Research on Macromolecules (CERM)
Mathonnat, Mélody; Institut Charles Gerhardt, UMR 5253 CNRS, Montpellier
Bathfield, Maël; Institut Charles Gerhardt, UMR 5253 CNRS, Montpellier
In, Martin; University of Montpellier, Laboratory Charles Coulomb, UMR 5221 CNRS
Laurencin, Danielle; Institut Charles Gerhardt, UMR 5253 CNRS, Montpellier
Jérôme, Christine ; University of Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Lacroix-Desmazes, Patrick; Institut Charles Gerhardt, UMR 5253 CNRS, Montpellier
Marcotte, Nathalie; Institut Charles Gerhardt, UMR 5253 CNRS, Montpellier
Gérardin, Corine; Institut Charles Gerhardt, UMR 5253 CNRS, Montpellier
Language :
English
Title :
Drug-polymer electrostatic complexes as new structuring agents for the formation of drug-loaded ordered mesoporous silica
Publication date :
01 December 2015
Journal title :
Langmuir
ISSN :
0743-7463
eISSN :
1520-5827
Publisher :
American Chemical Society, Washington, United States - District of Columbia
Vallet-Regi, M.; Balas, F.; Arcos, D. Mesoporous Materials for Drug Delivery Angew. Chem., Int. Ed. 2007, 46, 7548-7558 10.1002/anie.200604488
Tang, F.; Li, L.; Chen, D. Mesoporous silica nanoparticles: synthesis, biocompatibility and drug delivery Adv. Mater. 2012, 24, 1504-1534 10.1002/adma.201104763
Mai, W. X.; Meng, H. Mesoporous silica nanoparticles: A multifunctional nano therapeutic system Integr. Biol. 2013, 5, 19-28 10.1039/C2IB20137B
Argyo, C.; Weiss, V.; Bräuchle, C.; Bein, T. Multifunctional Mesoporous Silica Nanoparticles as a Universal Platform for Drug Delivery Chem. Mater. 2014, 26, 435-451 10.1021/cm402592t
Vallet-Regi, M. Mesoporous Silica Nanoparticles: Their Projection in Nanomedicine. ISRN Mater. Sci. 2012, 2012, 1-20 10.5402/2012/608548
Kwon, S.; Singh, R. K.; Perez, R. A.; Abou Neel, E. A.; Kim, H.-W.; Chrzanowski, W. Silica-based mesoporous nanoparticles for controlled drug delivery J. Tissue Eng. 2013, 4 2041731413503357 10.1177/2041731413503357
Rosenholm, J. M.; Sahlgren, C.; Lindén, M. Towards multifunctional, targeted drug delivery systems using mesoporous silica nanoparticles-opportunities & challenges Nanoscale 2010, 2, 1870-1883 10.1039/c0nr00156b
Knezevic, N. Z.; Durand, J.-O. Large pore mesoporous silica nanomaterials for application in delivery of biomolecules Nanoscale 2015, 7, 2199-2209 10.1039/C4NR06114D
Song, S.-W.; Hidajat, K.; Kawi, S. Functionalized SBA-15 Materials as Carriers for Controlled Drug Delivery: Influence of Surface Properties on Matrix-Drug Interactions Langmuir 2005, 21, 9568-9575 10.1021/la051167e
Zhang, Q.; Neoh, K. G.; Xu, L.; Lu, S.; Kang, E. T.; Mahendran, R.; Chiong, E. Functionalized Mesoporous Silica Nanoparticles with Mucoadhesive and Sustained Drug Release Properties for Potential Bladder Cancer Therapy Langmuir 2014, 30, 6151-6161 10.1021/la500746e
Gérardin, C.; Reboul, J.; Bonne, M.; Lebeau, B. Ecodesign of ordered mesoporous silica materials Chem. Soc. Rev. 2013, 42, 4217-4255 10.1039/c3cs35451b
Baccile, N.; Babonneau, F.; Thomas, B.; Coradin, T. Introducing ecodesign in silica sol-gel materials J. Mater. Chem. 2009, 19, 8537-8559 10.1039/b911123a
Fontecave, T.; Boissière, C.; Baccile, N.; Plou, F. J.; Sanchez, C. Using evaporation induced self-assembly for the direct drug templating of therapeutic vectors with high loading fractions, tunable drug release and controlled degradation Chem. Mater. 2013, 25, 4671-4678 10.1021/cm401807m
Lee, Y.; Kataoka, K. Biosignal-sensitive polyion complex micelles for the delivery of biopharmaceuticals Soft Matter 2009, 5, 3810-3817 10.1039/b909934d
Stapert, H. R.; Nishiyama, N.; Jiang, D. L.; Aida, T.; Kataoka, K. Polyion Complex Micelles Encapsulating Light-Harvesting Ionic Dendrimer Zinc Porphyrins Langmuir 2000, 16, 8182-8188 10.1021/la000423e
Miyata, K.; Nishiyama, N.; Kataoka, K. Rational design of smart supramolecular assemblies for gene delivery: chemical challenges in the creation of artificial viruses Chem. Soc. Rev. 2012, 41, 2562-2574 10.1039/C1CS15258K
Kataoka, K.; Harada, A.; Nagasaki, Y. Block copolymer micelles for drug delivery: Design, characterization and biological significance Adv. Drug Delivery Rev. 2012, 64, 37-48 10.1016/j.addr.2012.09.013
Ge, Z.; Liu, S. Functional block copolymer assemblies responsive to tumor and intracellular microenvironments for site-specific drug delivery and enhanced imaging performance Chem. Soc. Rev. 2013, 42, 7289-7325 10.1039/c3cs60048c
Song, S.-W.; Hidajat, K.; Kawi, S. Functionalized SBA-15 Materials as Carriers for Controlled Drug Delivery: Influence of Surface Properties on Matrix-Drug Interactions Langmuir 2005, 21, 9568-9575 10.1021/la051167e
Horcajada, P.; Ramila, A.; Perez-Pariente, J.; Vallet-Regi, M. Influence of pore size of MCM-41 matrices on drug delivery rate Microporous Mesoporous Mater. 2004, 68, 105-109 10.1016/j.micromeso.2003.12.012
Aqil, A.; Vasseur, S.; Duguet, E.; Passirani, C.; Benoiît, J. P.; Roch, A.; Müller, R.; Jéroîme, R.; Jéroîme, C. PEO coated magnetic nanoparticles for biomedical application Eur. Polym. J. 2008, 44, 3191-3199 10.1016/j.eurpolymj.2008.07.011
Reboul, J.; Nugay, T.; Anik, N.; Cottet, H.; Ponsinet, V.; In, M.; Lacroix-Desmazes, P.; Gérardin, C. Synthesis of double hydrophilic block copolymers and induced assembly with oligochitosan for the preparation of polyion complex micelles Soft Matter 2011, 7, 5836-5846 10.1039/c1sm05230f
Bathfield, M.; Warnant, J.; Gérardin, C.; Lacroix-Desmazes, P. Asymmetric neutral, cationic and anionic PEO-based double-hydrophilic block copolymers (DHBCs): Synthesis and reversible micellization triggered by temperature or pH Polym. Chem. 2015, 6, 1339-1349 10.1039/C4PY01502A
Warnant, J.; Marcotte, N.; Reboul, J.; Layrac, G.; Aqil, A.; Jéroîme, C.; Lerner, D. A.; Gérardin, C. Physicochemical properties of pH-controlled polyion complex (PIC) micelles of poly(acrylic acid)-based double hydrophilic block copolymers and various polyamines Anal. Bioanal. Chem. 2012, 403, 1395-1404 10.1007/s00216-012-5947-1
Baccile, N.; Reboul, J.; Blanc, B.; Coq, B.; Lacroix-Desmazes, P.; In, M.; Gérardin, C. Ecodesign of Ordered Mesoporous Materials Obtained with Switchable Micellar Assemblies Angew. Chem., Int. Ed. 2008, 47, 8433-8437 10.1002/anie.200802431
Warnant, J.; Reboul, J.; Aqil, A.; Cacciaguerra, T.; Jéroîme, C.; Gérardin, C. Nanostructured silica templated by double hydrophilic block copolymers with a comb-like architecture Powder Technol. 2011, 208, 461-466 10.1016/j.powtec.2010.08.043
Doadrio, A. L.; Sousa, E. M.; Doadrio, J. C.; Pérez Pariente, J.; Izquierdo-Barba, I.; Vallet-Regi, M. Mesoporous SBA-15 HPLC Evaluation for controlled gentamicin drug delivery J. Controlled Release 2004, 97, 125-132 10.1016/j.jconrel.2004.03.005
Berger, D.; Bajenaru, L.; Nastase, S.; Mitran, R.-A.; Munteanu, C.; Matei, C. Influence of structural, textural and surface properties of mesostructured silica and aluminosilicate carriers on aminoglycoside uptake and in vitro delivery Microporous Mesoporous Mater. 2015, 206, 150-160 10.1016/j.micromeso.2014.12.022
Marques, M. R. C.; Loebenberg, R.; Almukainzi, M. Simulated biological fluids with possible application in dissolution testing Dissolution Technol. 2011, 18, 15-28 10.14227/DT180311P15
Higuchi, T. Rate of release of medicaments from ointment bases containing drugs in suspension J. Pharm. Sci. 1961, 50, 874-875 10.1002/jps.2600501018
Higuchi, T. Mechanism of sustained-action medication. Theoretical analysis of rate of release of solid drugs dispersed in solid matrices J. Pharm. Sci. 1963, 52, 1145-1149 10.1002/jps.2600521210
Botto, R. E.; Coxon, B. Nitrogen-15 nuclear magnetic resonance spectroscopy of neomycin B and related aminoglycosides J. Am. Chem. Soc. 1983, 105, 1021-1028 10.1021/ja00342a062
Fuentes-Martínez, Y.; Godoy-Alcántar, C.; Medrano, F.; Dikiy, A.; Yatsimirsky, A. K. Bicarbonate enhances the in vitro antibiotic activity of kanamycin in Escherichia coli Bioorg. Chem. 2010, 38, 173-180 10.1016/j.bioorg.2010.04.003
Monge, S.; Canniccioni, B.; Graillot, A.; Robin, J.-J. Phosphorus-Containing Polymers: A Great Opportunity for the Biomedical Field Biomacromolecules 2011, 12, 1973-1982 10.1021/bm2004803
Harada, A.; Kataoka, K. Novel Polyion Complex Micelles Entrapping Enzyme Molecules in the Core. 2. Characterization of the Micelles Prepared at Nonstoichiometric Mixing Ratios Langmuir 1999, 15, 4208-4212 10.1021/la981087t
