Design of a new porphyrin-based compound and investigation of its photosensitive properties for antibacterial photodynamic therapy

Abstract

Considering the increasing number of pathogens resistant to commonly used antibiotics as well as antiseptics, there is an urgent need for antimicrobial approaches that can effectively inactivate pathogens without the risk of establishing resistance. An alternative approach in this context is antibacterial photodynamic therapy (APDT). APDT is a process that involves bacterial cell death using appropriate wavelength light energy and photosensitizer and causes the production of reactive oxygen species inside or outside the microbial cell depending on the penetration of light energy. In our study, a new porphyrin compound 4,4′-methylenebis(2-((E)-((4-(10,15,20-triphenylporphyrin-5-yl)phenyl)imino)methyl)phenol) (SP) was designed and synthesized as photosensitizer and its structure was clarified by NMR (13C and 1H) and mass determination method. Photophysical and photochemical properties were examined in detail using different methods. Singlet oxygen quantum yields were obtained as 0.48 and 0.59 by direct and indirect methods, respectively. Antibacterial activity studies have been conducted within the scope of biological activity and promising results have been obtained under LED light (500–700 nm, 265 V, 1500 LM), contributing to the antibacterial photodynamic therapy literature.