Photosensitive PLA-Cationic Porphyrin films: Robust Antibacterial Materials for Fighting Multidrug-Resistant Bacteria

Abstract

The global rise of multidrug-resistant (MDR) bacteria highlights the urgent need for alternative strategies to prevent their spread, particularly in healthcare environments. Here, we report the synthesis and evaluation of a novel mono-cationic meso-imidazolyl porphyrin (3) and its integration into biodegradable poly(lactic acid) (PLA) films, resulting in potentially effective, reusable, and broad-spectrum photodynamic antibacterial surfaces. The porphyrin was prepared using a mixed aldehyde condensation followed by microwave-assisted methylation, reducing reaction time to just 1 minute with near-quantitative yield. PLA films containing porphyrin 3 (⁺PLA-3) were successfully prepared and fully characterized, showing exceptional photostability and minimal leaching in aqueous environments, even under prolonged light exposure. Notably, cationic ⁺PLA-3 exhibited superior material stability compared to analogous PLA films incorporating tetra-cationic porphyrins, attributed to the improved amphiphilic balance of the mono-cationic photosensitizer. Antibacterial studies confirmed that cationic ⁺PLA-3 films achieved complete photodynamic inactivation (7 log CFU reduction) of both Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria under blue LED irradiation. They also demonstrated great effectiveness against clinical multidrug-resistant strains, including MRSA, E. coli, Acinetobacter baumannii, Pseudomonas aeruginosa, and Klebsiella pneumoniae, achieving total inactivation under light doses up to 23.5 J/cm². Reusability tests confirmed full retention of antibacterial efficacy after up to 11 irradiation cycles, totaling 258.5 J/cm². These results position cationic ⁺PLA-3 as a promising candidate for use in self-disinfecting surfaces with potential to reduce nosocomial infection risks and environmental impact in healthcare settings.