April 2014
Volume 55, Issue 13
ARVO Annual Meeting Abstract  |   April 2014
Delivery of natamycin using cyclodextrin functionalized contact lenses
Author Affiliations & Notes
  • Chau-Minh Phan
    Vision Science, University of Waterloo, Waterloo, ON, Canada
  • Lakshman N Subbaraman
    Vision Science, University of Waterloo, Waterloo, ON, Canada
  • Lyndon William Jones
    Vision Science, University of Waterloo, Waterloo, ON, Canada
  • Footnotes
    Commercial Relationships Chau-Minh Phan, None; Lakshman Subbaraman, None; Lyndon Jones, None
  • Footnotes
    Support None
Investigative Ophthalmology & Visual Science April 2014, Vol.55, 4643. doi:
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      Chau-Minh Phan, Lakshman N Subbaraman, Lyndon William Jones; Delivery of natamycin using cyclodextrin functionalized contact lenses. Invest. Ophthalmol. Vis. Sci. 2014;55(13):4643.

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      © ARVO (1962-2015); The Authors (2016-present)

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Purpose: The antifungal agent natamycin can effectively form inclusion complexes with beta-cyclodextrin (β-CD) to improve the water solubility of natamycin by 16-fold (Kloontz, J. Agric. Food.Chem. 2003). The purpose of this study was to develop contact lens (CL) materials functionalized with methacrylated β-CD, and to evaluate their ability to deliver natamycin in vitro.

Methods: Varying amounts of di-methacrylated β-CD (0, 5, 7.5, 10, 12.5% of total monomer weight) were added to a monomer solution containing N,N-dimethylacrylamide (DMAA), [Tris(trimethylsiloxy)silyl]-propyl methacrylate (TRIS) and ethylene glycol dimethacrylate (EGDMA). The mixtures were then pipetted into CL moulds and were polymerized by photoinitiation. The resulting five CL materials were hydrated in 5 mL of PBS for 24 hours (h), followed by incubation with a 4 mL methanol solution containing 0.5 mg/mL of natamycin for 24 h at room temperature. The release of natamycin from these materials in 10 mL of PBS, pH 7.4 at 32±2oC was monitored using UV-Visible spectrophotometry at 304 nm over 48 h.

Results: The uptake of the drug was not monitored, as concentrations above 100 μg/mL were beyond the linear ranges of detection. The release of natamycin by all model CL materials increased between 0 and 12 h, and reached a plateau thereafter (p<0.05). After 24 h of release, the CL material containing 7.5 % di-methacrylated β-CD initial loading had the highest amount of the drug released (117 μg/mL). CL materials containing 10% and 12.5% initial β-CD released 68 μg/mL and 65 μg/mL of natamycin respectively. By visual inspection, materials containing 12.5 % β-CD showed a decrease in transparency, however there was no reduction in transparency for other materials.

Conclusions: CL materials functionalized with 7.5% of di-methacrylated β-CD initial loading released more drug than the control materials. Further, addition of β-CD resulted in materials with less drug delivery efficiency, likely resulting from unfavourable chain interactions, which hinders the binding of natamycin to β-CD. Future work with γ-CD, which has been reported to increase the water solubility of natamycin by 73-fold, may produce better drug delivery CL materials.

Keywords: 477 contact lens • 422 antibiotics/antifungals/antiparasitics  

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