Elaboration of antibiofilm surfaces functionalized with antifungal-cyclodextrin inclusion complexes

Abstract

To tackle the loss of activity of surfaces functionalized by coating and covalently bound molecules to materials, an intermediate system implying the noncovalent immobilization of active molecules in the inner cavity of grafted cyclodextrins (CDs) was investigated. The antifungal and antibiofilm activities of the most stable complexes of Anidulafungin (ANF; echinocandin) and thymol (THY; terpen) in various CDs were demonstrated to be almost the same as the free molecules. The selected CD was covalently bond to self-assembled monolayers on gold surfaces. The immobilized antifungal agents reduced the number of culturable Candida albicans ATCC 3153 attached to the surface by 64 ± 8% for ANF and 75 ± 15% for THY. The inhibitory activity was persistent for THY-loaded samples, whereas it was completely lost for ANF-loaded surfaces after one use. However, reloading of the echinocandin restored the activity. Using fluorescent dying and confocal microscopy, it was proposed that the ANF-loaded surfaces inhibited the adherence of the yeasts, whereas the activity of immobilized THY was found fungicidal. This kind of tailored approach for functionalizing surfaces that could allow a progressive release of ANF or THY gave promising results but still needs to be improved to display a full activity.

Recent Nanotechnology Approaches for Prevention and Treatment of Biofilm-Associated Infections on Medical Devices

“…It has been reported that CDs surface functionalized with polyethylene or polypropylene loaded with miconazole reduced C. albicans biofilm formation by 96% in vitro . Furthermore, gold surface functionalized CD grafted anidulafungin and thymol reduced the surface adherence of yeast and demonstrated fungicidal activity against C. albicans biofilms [204, 205]. Furthermore, at enhanced drug loading and retention, ciprofloxacin loaded CD-agar hydrogels showed broad antibacterial activity against S. aureus , S. epidermidis , P. aeruginosa , and E. coli and controlled drug release [206].…”

Evaluation of the chiral separation ability of single‐isomer cationic β‐cyclodextrins in capillary electrophoresis

“…Chiral separation has gained extensive attention in the fields of pharmaceutical , clinical biological , environmental, and food analysis . CE has proven to be a powerful analytical technique affording low consumption of samples and solvents, high efficiency, short analysis time .…”

Enhanced solubility of galangin based on the complexation with methylated microbial cyclosophoraoses

“…Preparation of M-Cys from native cyclosophoraoses M-Cys was synthesized based on the previous studies of methyl-b-cyclodextrin [33]. To a vigorously stirred suspension of Cys (500 mg, 0.16 mmol) and potassium hydroxide (898 mg, 16 mmol) in anhydrous THF (15 mL), dimethyl sulfate (2.12 mL, 22.4 mmol) was added.…”