Effects of Substituents on the Photophysical/Photobiological Properties of Mono-Substituted Corroles

The -A B-corrole series was prepared starting with 5-(pentafluorophenyl)dipyrromethene, which was then reacted with respective aryl-substituted aldehyde by Gryko synthesis. It was further characterized by HRMS and electrochemical methods. In addition, we investigated experimental photophysical prope...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2023-02, Vol.28 (3), p.1385
Main Authors: de Souza, Vitória Barbosa, da Rocha, Vinícius N, Piquini, Paulo Cesar, Chaves, Otávio Augusto, Iglesias, Bernardo A
Format: Article
Language:English
Subjects:
Aldehydes
Biomolecules
Chemical properties
Chemical research
corroles
Deoxyribonucleic acid
DNA
Electrochemistry
Emission analysis
Fluorescence
Hydrogen bonds
Molecular docking
Molecular Docking Simulation
Photobiology
Photochemotherapy
Photodynamic therapy
photophysics
Physiological aspects
Porphyrins - chemistry
Pyrrole
Reactive oxygen species
Solvents
Spectroscopy
Spectrum analysis
Substitutes
Substitution reactions
trans-A2B-corroles
Viscometry
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Summary:The -A B-corrole series was prepared starting with 5-(pentafluorophenyl)dipyrromethene, which was then reacted with respective aryl-substituted aldehyde by Gryko synthesis. It was further characterized by HRMS and electrochemical methods. In addition, we investigated experimental photophysical properties (absorption, emission by steady-state and time-resolved fluorescence) in several solvents and TDDFT calculations, aggregation, photostability and reactive oxygen species generation (ROS), which are relevant when selecting photosensitizers used in photodynamic therapy and many other photo-applications. In addition, we also evaluated the biomolecule-binding properties with CT-DNA and HSA by spectroscopy, viscometry and molecular docking calculations assays.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules28031385