Abstract
Photodynamic therapy (PDT) is a promising technique for the treatment of various diseases. In this sense, the singlet oxygen quantum yield (Φ∆) is a physical–chemical property that allows to stablish the applicability of a potential photosensitizers (PS) as a drug for PDT. In the herein report, the Φ∆ of three photosensitizers was determined: metal-free tetrahydroxyphenyl porphyrin (THPP), THPP-Zn and the THPP-V metal complexes. Their biological application was also evaluated. Therefore, the in vitro study was carried out to assess their biological activity against Escherichia coli. The metal-porphyrin complexes exhibited highest activities against the bacterial strain Escherichia coli. at the highest concentration (175 μg/mL) and show better activity than the free base ligand (salts and blank solution). Results indicated a relation between Φ∆ and the inhibitory activity against Escherichia coli, thus, whereas higher is the Φ∆, higher is the inhibitory activity. The values of the Φ∆ and the inhibitory activity follows the tendency THPP-Zn > THPP > THPP-V. Furthermore, quantum chemical calculations allowed to gain deep insight into the electronic and optical properties of THPP-Zn macrocycle, which let to verify the most probable energy transfer pathway involved in the singlet oxygen generation.
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Acknowledgements
C.D.-U., W.V., would like to thank Universidad del Atlántico. The authors would like to acknowledge the Millennium Science Initiative of the Ministry of Economy, Development and Tourism-Chile grant Nuclei on Catalytic Processes towards Sustainable Chemistry (CSC), NCN2021_090; ANID/FONDAP/15110019; ANID Postdoctoral 3230141; FONDECYT 1201880; FONDECYT 1231194, and the Anillos de Ciencia y Tecnología ACT210057.
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This work was funded in part by the Universidad del Atlántico and by Universidad Autónoma de Chile.
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CD-U: Conceptualization, methodology, writing-reviewing and editing. DR: Synthesized the compounds, experiments, analysis, and interpretation of data. WV: Conceptualization, methodology, writing-reviewing and editing. RV: Synthesis of the compounds, experiments, analysis, and interpretation of data. YH-R: Quantum mechanics calculations, analysis, visualization, and interpretation of data. XZ: Conceptualization, quantum mechanics methodology, writing-reviewing and editing. ES: conceptualization, quantum mechanics methodology, writing-reviewing and editing. All authors contributed to the writing of the article.
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Diaz-Uribe, C., Rangel, D., Vallejo, W. et al. Photophysical characterization of tetrahydroxyphenyl porphyrin Zn(II) and V(IV) complexes: experimental and DFT study. Biometals 36, 1257–1272 (2023). https://doi.org/10.1007/s10534-023-00514-9
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DOI: https://doi.org/10.1007/s10534-023-00514-9