HMDSO-plasma coated electrospun fibers of poly(cyclodextrin)s for antifungal dressings.

Electrospun mats containing cyclodextrin polymers (poly-αCD or poly-βCD) were developed to act as wound dressings showing tunable release rate of the antifungal agent fluconazole incorporated forming inclusion complexes. Poly-αCD and poly-βCD were prepared via cross-linking with epichlorohydrin (EPI) as water-soluble large molecular weight polymers. Then, polyCDs forming complexes with fluconazole were mixed with poly-(ε-caprolactone) (PCL) or poly(N-vinylpyrrolidone) (PVP) for electrospinning. Obtained bead-free fibers showed a random distribution, diameters in the 350-850nm range, and a variety of physical stability behaviors in aqueous environment. Mats were coated by hexamethyldisiloxane (HMDSO) plasma polymerization to create a hydrophobic layer that prevented rapid drug diffusion. HMDSO coating was evidenced by the Si content of mat surface (EDX analysis) and by the increase in the water contact angle (up to 130°). In physiological-mimicking medium, non-treated mats showed burst release of fluconazole, whereas HMDSO-coated mats sustained the release and delayed disintegration of PVP-based mats. Antifungal tests evidenced that both coated and non-coated mats efficiently inhibited the growth of Candida albicans.

[1]  U. Pennsylvania,et al.  Clinical and Laboratory Standards Institute , 2019, Springer Reference Medizin.

[2]  T. Uyar,et al.  Antibacterial electrospun nanofibers from triclosan/cyclodextrin inclusion complexes. , 2014, Colloids and surfaces. B, Biointerfaces.

[3]  S. Kundu,et al.  Electrospinning: a fascinating fiber fabrication technique. , 2010, Biotechnology advances.

[4]  Hak Yong Kim,et al.  Wound-dressing materials with antibacterial activity from electrospun polyurethane-dextran nanofiber mats containing ciprofloxacin HCl. , 2012, Carbohydrate polymers.

[5]  Claudio Colleoni,et al.  Plasma enhanced CVD of SiOxCyHz, thin film on different textile fabrics: Influence of exposure time on the abrasion resistance and mechanical properties , 2010 .

[6]  C. Oehr Plasma surface modification of polymers for biomedical use , 2003 .

[7]  F. Faupel,et al.  Plasma-polymerized HMDSO coatings to adjust the silver ion release properties of Ag/polymer nanocomposites , 2013, Journal of Nanoparticle Research.

[8]  Ce Wang,et al.  Effects of Working Parameters on Electrospinning , 2013 .

[9]  Mark E. Davis,et al.  Synthetic biocompatible cyclodextrin-based constructs for local gene delivery to improve cutaneous wound healing. , 2004, Bioconjugate chemistry.

[10]  • Epidermis,et al.  WOUND healing. , 1959, The Medical journal of Australia.

[11]  F. Fumagalli,et al.  Atmospheric Pressure Plasma Discharge for Polysiloxane Thin Films Deposition and Comparison with Low Pressure Process , 2011 .

[12]  Shih-Feng Chou,et al.  Current strategies for sustaining drug release from electrospun nanofibers. , 2015, Journal of controlled release : official journal of the Controlled Release Society.

[13]  C. Riccardi,et al.  Development of controlled releasing surfaces by plasma deposited multilayers , 2013 .

[14]  Zhigang Xie,et al.  Electrospinning of polymeric nanofibers for drug delivery applications. , 2014, Journal of controlled release : official journal of the Controlled Release Society.

[15]  Gareth R. Williams,et al.  Amorphous formulations of indomethacin and griseofulvin prepared by electrospinning. , 2014, Molecular pharmaceutics.

[16]  C. Anandharamakrishnan,et al.  Electrospinning and electrospraying techniques: Potential food based applications , 2014 .

[17]  C. Riccardi,et al.  Surface properties of HMDSO plasma treated polyethylene terephthalate , 2005 .

[18]  G. Crini,et al.  Environmental applications of water-insoluble β-cyclodextrin–epichlorohydrin polymers , 2013 .

[19]  B. Gidwani,et al.  ynthesis , characterization and application of pichlorohydrin-- cyclodextrin polymer , 2013 .

[20]  J. Boateng,et al.  Wound healing dressings and drug delivery systems: a review. , 2008, Journal of pharmaceutical sciences.

[21]  J Kristl,et al.  Critical attributes of nanofibers: preparation, drug loading, and tissue regeneration. , 2015, International journal of pharmaceutics.

[22]  G. Diao,et al.  Correlation of polymer-like solution behaviors with electrospun fiber formation of hydroxypropyl-β-cyclodextrin and the adsorption study on the fiber. , 2012, Physical chemistry chemical physics : PCCP.

[23]  Zeynep Aytac,et al.  Release and antibacterial activity of allyl isothiocyanate/β-cyclodextrin complex encapsulated in electrospun nanofibers. , 2014, Colloids and surfaces. B, Biointerfaces.

[24]  Khouloud A. Alkhamis,et al.  Preparation and crystal characterization of a polymorph, a monohydrate, and an ethyl acetate solvate of the antifungal fluconazole. , 2004, Journal of pharmaceutical sciences.

[25]  T. Uyar,et al.  Cyclodextrin nanofibers by electrospinning. , 2010, Chemical communications.

[26]  V. Pillay,et al.  A Review of the Effect of Processing Variables on the Fabrication of Electrospun Nanofibers for Drug Delivery Applications , 2013 .

[27]  Horst A von Recum,et al.  Electrospinning: applications in drug delivery and tissue engineering. , 2008, Biomaterials.

[28]  D. Mcclements,et al.  Fabrication, Functionalization, and Application of Electrospun Biopolymer Nanofibers , 2008, Critical reviews in food science and nutrition.

[29]  F. D. de Sousa,et al.  Electrospun nanofibers of polyCD/PMAA polymers and their potential application as drug delivery system. , 2015, Materials science & engineering. C, Materials for biological applications.

[30]  A. Concheiro,et al.  Supramolecular gels of poly-α-cyclodextrin and PEO-based copolymers for controlled drug release. , 2014, European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.

[31]  M. Jimidar,et al.  Self-Assembly of Cyclodextrins and Their Complexes in Aqueous Solutions. , 2016, Journal of pharmaceutical sciences.

[32]  I. Correia,et al.  Asymmetric membranes as ideal wound dressings: An overview on production methods, structure, properties and performance relationship , 2015 .

[33]  M. Jenko,et al.  Optimisation of the properties of siloxane coatings as anti-biofouling coatings: Comparison of PACVD and hybrid PACVD–PVD coatings , 2010 .

[34]  T. Uyar,et al.  Enhanced thermal stability of eugenol by cyclodextrin inclusion complex encapsulated in electrospun polymeric nanofibers. , 2013, Journal of agricultural and food chemistry.

[35]  Saad A. Khan,et al.  Cyclodextrin fibers via polymer-free electrospinning , 2012 .

[36]  M. Harriott,et al.  Importance of Candida-bacterial polymicrobial biofilms in disease. , 2011, Trends in microbiology.

[37]  T. Uyar,et al.  Encapsulation of vanillin/cyclodextrin inclusion complex in electrospun polyvinyl alcohol (PVA) nanowebs: Prolonged shelf-life and high temperature stability of vanillin , 2012 .

[38]  O. Kylián,et al.  Nanostructured plasma polymers , 2013 .

[39]  G. Narayanan,et al.  Poly(ε-caprolactone) nanowebs functionalized with α- and γ-cyclodextrins. , 2014, Biomacromolecules.

[40]  A. Concheiro,et al.  Syringeable self-assembled cyclodextrin gels for drug delivery. , 2014, Current topics in medicinal chemistry.

[41]  D. Farrar,et al.  Accelerated degradation behaviour of poly(ɛ-caprolactone) via melt blending with poly(aspartic acid-co-lactide) (PAL) , 2009 .

[42]  T. Uyar,et al.  Drug delivery system based on cyclodextrin-naproxen inclusion complex incorporated in electrospun polycaprolactone nanofibers. , 2014, Colloids and surfaces. B, Biointerfaces.

[43]  P. Zahedi,et al.  Preparation and release properties of electrospun poly(vinyl alcohol)/poly(ɛ-caprolactone) hybrid nanofibers: Optimization of process parameters via D-optimal design method , 2013, Macromolecular Research.

[44]  T. Uyar,et al.  Electrospinning of nanofibers from non-polymeric systems: electrospun nanofibers from native cyclodextrins. , 2013, Journal of colloid and interface science.

[45]  Cheng‐Wei Lin,et al.  Surface modification of blood-contacting biomaterials by plasma-polymerized superhydrophobic films using hexamethyldisiloxane and tetrafluoromethane as precursors , 2015 .

[46]  G. Diao,et al.  Electrospinning β-cyclodextrin/poly(vinyl alcohol) nanofibrous membrane for molecular capture , 2011 .

[47]  J. Mantanus,et al.  Determination of binary polymorphic mixtures of fluconazole using near infrared spectroscopy and X-ray powder diffraction: a comparative study based on the pre-validation stage results. , 2011, Journal of pharmaceutical and biomedical analysis.

[48]  P. Marcus,et al.  Plasma deposition of organosilicon polymer thin films with embedded nanosilver for prevention of microbial adhesion , 2009 .

[49]  A. Harada,et al.  Inclusion of Aromatic Compounds by a β-Cyclodextrin–Epichlorohydrin Polymer , 1981 .

[50]  H. S. Sen,et al.  Sulfisoxazole/cyclodextrin inclusion complex incorporated in electrospun hydroxypropyl cellulose nanofibers as drug delivery system. , 2015, Colloids and surfaces. B, Biointerfaces.

[51]  L. Genç,et al.  Inclusion complexes of fluconazole with β-cyclodextrin: physicochemical characterization and in vitro evaluation of its formulation , 2011 .

[52]  D. Hegemann,et al.  Densification and Hydration of HMDSO Plasma Polymers , 2015 .

[53]  Seyed Hassan Jafari,et al.  A review on wound dressings with an emphasis on electrospun nanofibrous polymeric bandages , 2010 .

[54]  A. Wrobel 3 – Plasma-Polymerized Organosilicones and Organometallics , 1990 .

[55]  Estelle Renard,et al.  Preparation and characterization of water soluble high molecular weight β-cyclodextrin-epichlorohydrin polymers , 1997 .

[56]  E. Martínez,et al.  Improvement of hardness in plasma polymerized hexamethyldisiloxane coatings by silica-like surface modification , 2000 .