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Design and Synthesis of Metalloporphyrin Nanoconjugates for Dual Light-Responsive Antimicrobial Photodynamic Therapy

Anil Kumar Pujari, Ravneet Kaur, Yeddula Nikhileshwar Reddy, Shatabdi Paul, Kunal Gogde, Jayeeta Bhaumik

2024Journal of Medicinal Chemistry31 citationsDOI

Abstract

Antimicrobial photodynamic therapy (APDT) utilizes photosensitizers (PSs) that eradicate a broad spectrum of bacteria in the presence of light and molecular oxygen. On the other hand, some light sources such as ultraviolet (UVB and UVC) have poor penetration and high cytotoxicity, leading to undesired PDT of the PSs. Herein, we have synthesized conjugatable mesosubstituted porphyrins and extensively characterized them. Time-dependent density functional theory (TD-DFT) calculations revealed that metalloporphyrin EP (5) is a suitable candidate for further applications. Subsequently, the metalloporphyrin was conjugated with lignin-based zinc oxide nanocomposites (ZnOAL and ZnOKL) to develop hydrophilic nanoconjugates (ZnOAL@EP and ZnOKL@EP). Upon dual light (UV + green light) exposure, nanoconjugates showed enhanced singlet oxygen generation ability and also demonstrated pH responsiveness. These nanoconjugates displayed significantly improved APDT efficiency (4–7 fold increase) to treat bacterial infection under dual light irradiation.

Topics & Concepts

Photodynamic therapySinglet oxygenChemistryAntimicrobialPhotosensitizerPhotochemistryConjugated systemCombinatorial chemistryVisible spectrumNanotechnologyOxygenOrganic chemistryMaterials scienceOptoelectronicsPolymerPhotodynamic Therapy Research StudiesPorphyrin and Phthalocyanine ChemistryNanoplatforms for cancer theranostics
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