Multilayered textile coating based on a β-cyclodextrin polyelectrolyte for the controlled release of drugs

Carbohydrate Polymers

Volumn 93, Issue 2, 2013, Pages 718-730

  Martin, Adeline ^a   Tabary, Nicolas ^a   Leclercq, Laurent ^b   Junthip, Jatupol ^a   Degoutin, Stéphanie ^a   Aubert Viard, François ^c   Cazaux, Frédéric ^a   Lyskawa, Joël ^a   Janus, Ludovic ^a   Bria, Marc ^a   Martel, Bernard ^a  

^a UNIV LILLE   (France)

^b UNIV MONTPELLIER   (France)

^c France   (France)

Author keywords

Chitosan; Cyclodextrin polymer; Drug release system; Layer by layer; Non woven textile; OWLS

Indexed keywords

CYCLODEXTRIN POLYMER; DRUG RELEASE SYSTEM; LAYER-BY-LAYERS; NON-WOVEN; OWLS;

CHITOSAN; COATINGS; DRUG PRODUCTS; INDUSTRIAL CHEMICALS; MULTILAYERS; POLYELECTROLYTES; POLYETHYLENE TEREPHTHALATES; TEXTILES; WEAVING;

DEPOSITION;

4 TERT BUTYLBENZOIC ACID; 4-TERT-BUTYLBENZOIC ACID; BENZOIC ACID DERIVATIVE; BETA CYCLODEXTRIN DERIVATIVE; CHITOSAN; DRUG CARRIER; POLYETHYLENE TEREPHTHALATE;

ARTICLE; CHEMISTRY; DELAYED RELEASE FORMULATION; KINETICS; TEXTILE;

BENZOATES; BETA-CYCLODEXTRINS; CHITOSAN; DELAYED-ACTION PREPARATIONS; DRUG CARRIERS; KINETICS; POLYETHYLENE TEREPHTHALATES; TEXTILES;

EID: 84874162437     PISSN: 01448617     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carbpol.2012.12.055     Document Type: Article

References (85)

1. K. Abdelkebir, F. Gaudiere, S. Morin-Grognet, G. Coquerel, B. Labat, and H. Atmani Evidence of different growth regimes coexisting within biomimetic layer-by-layer films Soft Matter 7 19 2011 9197 9205
2. R. Auzély-Velty, and M. Rinaudo Chitosan derivatives bearing pendant cyclodextrin cavities: Synthesis and inclusion performance Macromolecules 34 11 2001 3574 3580
3. Y. Bakkour, G. Vermeersch, M. Morcellet, F. Boschin, B. Martel, and N. Azaroual Formation of cyclodextrin inclusion complexes with doxycyclin-hyclate: NMR investigation of their characterisation and stability Journal of Inclusion Phenomena and Macrocyclic Chemistry 54 1 2006 109 114
4. N. Benkirane-Jessel, P. Schwinté, P. Falvey, R. Darcy, Y. Haïkel, and P. Schaaf Build-up of polypeptide multilayer coatings with anti-inflammatory properties based on the embedding of piroxicam-cyclodextrin complexes Advanced Functional Materials 14 2 2004 174 182
5. N. Bhardwaj, and S.C. Kundu Silk fibroin protein and chitosan polyelectrolyte complex porous scaffolds for tissue engineering applications Carbohydrate Polymers 85 2 2011 325 333
6. N. Blanchemain, S. Haulon, B. Martel, M. Traisnel, M. Morcellet, and H.F. Hildebrand Vascular PET prostheses surface modification with cyclodextrin coating: Development of a new drug delivery system European Journal of Vascular and Endovascular Surgery 29 6 2005 628 632
7. N. Blanchemain, S. Haulon, F. Boschin, E. Marcon-Bachari, M. Traisnel, and M. Morcellet Vascular prostheses with controlled release of antibiotics: Part 1. Surface modification with cyclodextrins of PET prostheses Biomolecular Engineering 24 1 2007 149 153
8. N. Blanchemain, T. Laurent, S. Haulon, M. Traisnel, C. Neut, and J. Kirkpatrick In vitro study of a HPγ-cyclodextrin grafted PET vascular prosthesis for application as anti-infectious drug delivery system Journal of Inclusion Phenomena and Macrocyclic Chemistry 57 1 2007 675 681
9. N. Blanchemain, Y. Karrout, N. Tabary, C. Neut, M. Bria, and J. Siepmann Methyl-β-cyclodextrin modified vascular prosthesis: Influence of the modification level on the drug delivery properties in different media Acta Biomaterialia 7 1 2011 304 314
10. F. Boschin, N. Blanchemain, M. Bria, E. Delcourt-Debruyne, M. Morcellet, and H.F. Hildebrand Improved drug delivery properties of PVDF membranes functionalized with β-cyclodextrin - Application to guided tissue regeneration in periodontology Journal of Biomedical Materials Research: Part A 79A 1 2006 78 85
11. M.A. Brusatori, and P.R. Van Tassel Biosensing under an applied voltage using optical waveguide lightmode spectroscopy 2003 ROYAUME-UNI, Elsevier Kidlington
12. S.E. Burke, and C.J. Barrett pH-responsive properties of multilayered poly(l-lysine)/hyaluronic acid surfaces Biomacromolecules 4 6 2003 1773 1783
13. F. Caruso, K. Niikura, D.N. Furlong, and Y. Okahata Assembly of alternating polyelectrolyte and protein multilayer films for imiminosensing Langmuir 13 13 1997 3427 3433
14. W. Chen, and T.J. McCarthy Layer-by-layer deposition: A tool for polymer surface modification Macromolecules 30 1 1997 78 86
15. K.A. Connors The stability of cyclodextrin complexes in solution Chemical Reviews (Washington, DC, United States) 97 5 1997 1325 1358
16. E.S. Costa-Júnior, E.F. Barbosa-Stancioli, A.A.P. Mansur, W.L. Vasconcelos, and H.S. Mansur Preparation and characterization of chitosan/poly(vinyl alcohol) chemically crosslinked blends for biomedical applications Carbohydrate Polymers 76 3 2009 472 481
17. G. Decher Fuzzy nanoassemblies: Toward layered polymeric multicomposites Science 277 5330 1997 1232 1237
18. G. Decher, J.D. Hong, and J. Schmitt Buildup of ultrathin multilayer films by a self-assembly process: III. Consecutively alternating adsorption of anionic and cationic polyelectrolytes on charged surfaces Thin Solid Films 210-211, Part 2 0 1992 831 835
19. G. Decher, and J. Schmitt Fine-tuning of the film thickness of ultrathin multilayer films composed of consecutively alternating layers of anionic and cationic polyelectrolytes Trends in Colloid and Interface Science VI 89 1992 160 164
20. S. Degoutin, M. Jimenez, M. Casetta, S. Bellayer, F. Chai, and N. Blanchemain Anticoagulant and antimicrobial finishing of non-woven polypropylene textiles Biomedical Materials 7 3 2012
21. H. Deng, X. Zhou, X. Wang, C. Zhang, B. Ding, and Q. Zhang Layer-by-layer structured polysaccharides film-coated cellulose nanofibrous mats for cell culture Carbohydrate Polymers 80 2 2010 475 480
22. G.V. Dubacheva, P. Dumy, R. Auzely, P. Schaaf, F. Boulmedais, and L. Jierry Unlimited growth of host-guest multilayer films based on functionalized neutral polymers Soft Matter 6 16 2010 3747 3750
23. S.T. Dubas, and J.B. Schlenoff Polyelectrolyte multilayers containing a weak polyacid: Construction and deconstruction Macromolecules 34 11 2001 3736 3740
24. L. Ducoroy, M. Bacquet, B. Martel, and M. Morcellet Ion exchange textiles from the finishing of PET fabrics with cyclodextrins and citric acid for the sorption of metallic cations in water Journal of Inclusion Phenomena and Macrocyclic Chemistry 57 1-4 2007 271 277
25. L. Ducoroy, B. Martel, M. Bacquet, and M. Morcellet Cation exchange finishing of nonwoven polyester with polycarboxylic acids and cyclodextrins Journal of Applied Polymer Science 103 6 2007 3730 3738
26. L. Ducoroy, M. Bacquet, B. Martel, and M. Morcellet Removal of heavy metals from aqueous media by cation exchange nonwoven PET coated with β-cyclodextrin-polycarboxylic moieties Reactive and Functional Polymers 68 2 2008 594 600
27. C.M. Eggleston, J. Vörös, L. Shi, B.H. Lower, T.C. Droubay, and P.J.S. Colberg Binding and direct electrochemistry of OmcA, an outer-membrane cytochrome from an iron reducing bacterium, with oxide electrodes: A candidate biofuel cell system Inorganica Chimica Acta 361 3 2008 769 777
28. Y. El Ghoul, N. Blanchemain, T. Laurent, C. Campagne, A. El Achari, and S. Roudesli Chemical, biological and microbiological evaluation of cyclodextrin finished polyamide inguinal meshes Acta Biomaterialia 4 5 2008 1392 1400
29. C.M. Elvin, T. Vuocolo, A.G. Brownlee, L. Sando, M.G. Huson, and N.E. Liyou A highly elastic tissue sealant based on photopolymerised gelatin Biomaterials 31 32 2010 8323 8331
30. J.E. Franklin, J.J. Marler, M.T. Byrne, A.J. Melvin, S.J. Clarson, and D.B. Melvin Fiber technology for reliable repair of skeletal muscle Journal of Biomedical Materials Research-Part B: Applied Biomaterials 90B 1 2009 259 266
31. S. Franz, S. Rammelt, D. Scharnweber, and J.C. Simon Immune responses to implants-A review of the implications for the design of immunomodulatory biomaterials Biomaterials 32 28 2011 6692 6709
32. J. Fu, J. Ji, W. Yuan, and J. Shen Construction of anti-adhesive and antibacterial multilayer films via layer-by-layer assembly of heparin and chitosan Biomaterials 26 33 2005 6684 6692
33. C.A. García-González, M. Alnaief, and I. Smirnova Polysaccharide-based aerogels-Promising biodegradable carriers for drug delivery systems Carbohydrate Polymers 86 4 2011 1425 1438
34. R. Gendron, M.R. Kumar, H. Paradis, D. Martin, N. Ho, and D. Gardiner Controlled cell proliferation on an electrochemically engineered collagen scaffold Macromolecular Bioscience 12 3 2012 360 366
35. J.J. Gray The interaction of proteins with solid surfaces Current Opinion in Structural Biology 14 1 2004 110 115
36. V. Gribova, R. Auzely-Velty, and C. Picart Polyelectrolyte multilayer assemblies on materials surfaces: From cell adhesion to tissue engineering Chemistry of Materials 24 5 2011 854 869
37. P. Hamerli, T. Weigel, T. Groth, and D. Paul Surface properties of and cell adhesion onto allylamine-plasma-coated polyethylenterephtalat membranes Biomaterials 24 22 2003 3989 3999
38. Y. Jang, B. Akgun, H. Kim, S. Satija, and K. Char Controlled release from model blend multilayer films containing mixtures of strong and weak polyelectrolytes Macromolecules 45 8 2012 3542 3549
39. S. Joudieh, P. Bon, B. Martel, M. Skiba, and M. Lahiani-Skiba Cyclodextrin polymers as efficient solubilizers of albendazole: Complexation and physico-chemical characterization Journal of Nanoscience and Nanotechnology 9 1 2009 132 140
40. J.J. Karimpil, J.S. Melo, and S.F. D'Souza Immobilization of lipase on cotton cloth using the layer-by-layer self-assembly technique International Journal of Biological Macromolecules 50 1 2012 300 302
41. S. Köstler, V. Ribitsch, K. Stana-Kleinschek, G. Jakopic, and S. Strnad Electrokinetic investigation of polyelectrolyte adsorption and multilayer formation on a polymer surface Colloids and Surfaces A: Physicochemical and Engineering Aspects 270-271 1-3 2005 107 114
42. R. Kurrat, M. Textor, J.J. Ramsden, P. Boni, and D.N. Spencer Instrumental improvements in optical waveguide light mode spectroscopy for the study of biomolecule adsorption Review of Scientific Instruments 68 5 1997 2172 2176
43. R. Kurrat, J.E. Prenosil, and J.J. Ramsden Kinetics of human and bovine serum albumin adsorption at silica-titania surfaces Journal of Colloid and Interface Science 185 1 1997 1 8
44. T. Laurent, I. Kacem, N. Blanchemain, F. Cazaux, C. Neut, and H.F. Hildebrand Cyclodextrin and maltodextrin finishing of a polypropylene abdominal wall implant for the prolonged delivery of ciprofloxacin Acta Biomaterialia 7 8 2011 3141 3149
45. P. Lavalle, C. Gergely, F.J.G. Cuisinier, G. Decher, P. Schaaf, and J.C. Voegel Comparison of the structure of polyelectrolyte multilayer films exhibiting a linear and an exponential growth regime: An in situ atomic force microscopy study 2002 ETATS-UNIS, American Chemical Society Washington, DC
46. N.J. Lawrence, J.M. Wells-Kingsbury, M.M. Ihrig, T.E. Fangman, F. Namavar, and C.L. Cheung Controlling E. coli adhesion on high-k dielectric bioceramics films using poly(amino acid) multilayers Langmuir 28 9 2012 4301 4308
47. D.W. Lee, H. Lim, H.N. Chong, and W.S. Shim Advances in chitosan material and its hybrid derivatives: A review Open Biomaterials Journal 1 2009 10 20
48. S. Leprêtre, F. Boschin, N. Tabary, M. Bria, B. Martel, and N. Blanchemain Guided tissue regeneration membranes with controlled delivery properties of chlorhexidine by their functionalization with cyclodextrins Journal of Inclusion Phenomena and Macrocyclic Chemistry 57 1 2007 297 302
49. S. Leprêtre, F. Chai, J.C. Hornez, G. Vermet, C. Neut, and M. Descamps Prolonged local antibiotics delivery from hydroxyapatite functionalised with cyclodextrin polymers Biomaterials 30 30 2009 6086 6093
50. J. Li, H. Xiao, J. Li, and Y. Zhong Drug carrier systems based on water-soluble cationic [beta]-cyclodextrin polymers International Journal of Pharmaceutics 278 2 2004 329 342
51. Q.K. Lin, K.F. Ren, and J. Ji Hyaluronic acid, chitosan-DNA complex multilayered thin film as surface-mediated nonviral gene delivery system Colloids, Surfaces B: Biointerfaces 74 1 2009 298 303
52. T. Loftsson, and M.E. Brewster Pharmaceutical applications of cyclodextrins: 1. Drug solubilization and stabilization Journal of Pharmaceutical Sciences 85 10 1996 1017 1025
53. Y. Lvov, G. Decher, and H. Moehwald Assembly, structural characterization, and thermal behavior of layer-by-layer deposited ultrathin films of poly(vinyl sulfate) and poly(allylamine) Langmuir 9 2 1993 481 486
54. Y. Lvov, K. Ariga, I. Ichinose, and T. Kunitake Assembly of multicomponent protein films by means of electrostatic layer-by-layer adsorption Journal of the American Chemical Society 117 22 1995 6117 6123
55. B. Martel, M. Morcellet, D. Ruffin, L. Ducoroy, and M. Weltrowski Finishing of polyester fabrics with cyclodextrins and polycarboxylic acids as crosslinking agents Journal of Inclusion Phenomena 44 1-4 2002 443 446
56. Martel, B., Morcellet, M., & Weltrowski, M. (2002). Cyclodextrin polymers and/or cyclodextrin derivatives with complexing properties and ion exchange. Properties and method for the production thereof US 6,660,804 B1, 2003.
57. B. Martel, M. Weltrowski, D. Ruffin, and M. Morcellet Polycarboxylic acids as crosslinking agents for grafting cyclodextrins onto cotton and wool fabrics: Study of the process parameters Journal of Applied Polymer Science 83 7 2002 1449 1456
58. B. Martel, D. Ruffin, M. Weltrowski, Y. Lekchiri, and M. Morcellet Water-soluble polymers and gels from the polycondensation between cyclodextrins and poly(carboxylic acid)s: A study of the preparation parameters Journal of Applied Polymer Science 97 2 2005 433 442
59. A.P. Ngankam, G. Mao, and P.R. Van Tassel Fibronectin adsorption onto polyelectrolyte multilayer films Langmuir 20 8 2004 3362 3370
60. A.P. Ngankam, and P.R. Van Tassel In situ layer-by-layer film formation kinetics under an applied voltage measured by optical waveguide lightmode spectroscopy Langmuir 21 13 2005 5865 5871
61. M. Niţescu, A.S. Dumitriu, S.G. Dumitru, M. Tristaru, and M. Burlibaşa Surface treatment methods for titanium implants Metalurgia International 17 6 2012 147 150
62. V.I. Pedroni, M.E. Gschaider, and P.C. Schulz UV spectrophotometry: Improvements in the study of the degree of acetylation of chitosan Macromolecular Bioscience 3 10 2003 531 534
63. C. Picart, G. Ladam, B. Senger, J.C. Voegel, P. Schaaf, and F.J.G. Cuisinier Determination of structural parameters characterizing thin films by optical methods: A comparison between scanning angle reflectometry and optical waveguide lightmode spectroscopy Journal of Chemical Physics 115 2 2001 1086 1094
64. R.A. Rajewski, and V.J. Stella Pharmaceutical applications of cyclodextrins: 2. In vivo drug delivery Journal of Pharmaceutical Sciences 85 11 1996 1142 1169
65. M. Rinaudo Chitin and chitosan: Properties and applications Progress in Polymer Science (Oxford) 31 7 2006 603 632
66. E.A. Scott, M.D. Nichols, L.H. Cordova, B.J. George, Y.-S. Jun, and D.L. Elbert Protein adsorption and cell adhesion on nanoscale bioactive coatings formed from poly(ethylene glycol) and albumin microgels Biomaterials 29 34 2008 4481 4493
67. B.A. Seantier, and A. Deratani Ionic interactions in natural and synthetic macromolecules 2012 John Wiley & Sons, Inc Hoboken, NJ
68. A. Semenov, A. Charlot, R. Auzély-Velty, and M. Rinaudo Rheological properties of binary associating polymers Rheologica Acta 46 5 2007 541 568
69. M. Smole, K. Stana-Kleinschek, V. Ribitsch, B. Pointner, P. Zipper, and K. Stakne Electrokinetic properties of surface modified PETP fibres Materials Research Innovations 6 1 2002 19 23
70. T. Sun, Q. Guo, C. Zhang, J. Hao, P. Xing, and J. Su Self-assembled vesicles prepared from amphiphilic cyclodextrins as drug carriers Langmuir 28 23 2012 8625 8636
71. N. Tabary, S. Lepretre, F. Boschin, N. Blanchemain, C. Neut, and E. Delcourt-Debruyne Functionalization of PVDF membranes with carbohydrate derivates for the controlled delivery of chlorhexidin Biomolecular Engineering 24 5 2007 472 476
72. W. Tang, J. Zhao, B. Sha, and H. Liu Adsorption and drug release based on β-cyclodextrin-grafted hydroxyapatite composite Journal of Applied Polymer Science 127 4 2012 2803 2808
73. E.Y. Teo, S.Y. Ong, M.S. Khoon Chong, Z. Zhang, J. Lu, and S. Moochhala Polycaprolactone-based fused deposition modeled mesh for delivery of antibacterial agents to infected wounds Biomaterials 32 1 2011 279 287
74. Y. Tie, C. Calonder, and P.R. Van Tassel Protein adsorption: Kinetics and history dependence Journal of Colloid and Interface Science 268 1 2003 1 11
75. K. Tiefenthaler, and W. Lukosz Sensitivity of grating couplers as integrated-optical chemical sensors 1989 ETATS-UNIS, Optical Society of America Washington, DC
76. E. Uchida, Y. Uyama, and Y. Ikada Sorption of low-molecular-weight anions into thin polycation layers grafted onto a film Langmuir 9 4 1993 1121 1124
77. K. Uekama, F. Hirayama, and T. Irie Cyclodextrin drug carrier systems Chemical Reviews (Washington, DC, United States) 98 5 1998 2045 2076
78. J. Venkatesan, B. Ryu, P.N. Sudha, and S.K. Kim Preparation and characterization of chitosan-carbon nanotube scaffolds for bone tissue engineering International Journal of Biological Macromolecules 50 2 2012 393 402
79. J. Vörös, J.J. Ramsden, G. Csúcs, I. Szendro, S.M. De Paul, and M. Textor Optical grating coupler biosensors Biomaterials 23 17 2002 3699 3710
80. Q. Wang, and P. Hauser New characterization of layer-by-layer self-assembly deposition of polyelectrolytes on cotton fabric Cellulose 16 6 2009 1123 1131
81. M. Weickenmeier, G. Wenz, and J. Huff Association thickener by host guest interaction of a β-cyclodextrin polymer and a polymer with hydrophobic side-groups Macromolecular Rapid Communications 18 12 1997 1117 1123
82. M. Weisser, G. Nelles, G. Wenz, and S. Mittler-Neher Guest-host interactions with immobilized cyclodextrins Sensors and Actuators B: Chemical 38 1-3 1997 58 67
83. G. Wenz, C. Strassnig, C. Thiele, A. Engelke, B. Morgenstern, and K. Hegetschweiler Recognition of ionic guests by ionic β-cyclodextrin derivatives Chemistry: A European Journal 14 24 2008 7202 7211
84. C.R. Wittmer, J.A. Phelps, W.M. Saltzman, and P.R. Van Tassel Fibronectin terminated multilayer films: Protein adsorption and cell attachment studies Biomaterials 28 5 2007 851 860
85. D. Wyrzykowski, E. Hebanowska, G. Nowak-Wiczk, M. Makowski, and L. Chmurzyński Thermal behaviour of citric acid and isomeric aconitic acids Journal of Thermal Analysis and Calorimetry 104 2 2011 731 735