Using multi-spectroscopic techniques to evaluate photophysical, photobiological and bio-interactive properties of meso‑5,15-bis(substituted)porphyrins

• Published in: Journal of molecular structure Vol. 1337; p. 142175
• Main Authors: Copello, Rafaela C., Rodrigues, Bruna M., Victória, Henrique F.V., Krambrock, Klaus, Chaves, Otávio A., Piquini, Paulo C., Iglesias, Bernardo A.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 15.08.2025
• Subjects: Biomolecule-binding; Photobiology; Photophysics; Trans-porphyrins; Trans-porphyrins; Photophysics; Photobiology; Biomolecule-binding
• ISSN: 0022-2860
• DOI: 10.1016/j.molstruc.2025.142175

•Photophysical properties for trans-substituted porphyrins were investigated;.•ROS and photostability properties of trans-substituted porphyrins were investigated;.•BSA and DNA-binding properties was explored in the trans-substituted porphyrin derivatives;. The use of trans-substituted porphyrins with the most diverse substituents in the meso‑aryl positions of the macrocycle is reported. The photophysical behavior of these porphyrins were studied using multi-spectroscopic techniques, both in the ground and excited states, as well as theoretical calculations, e.g., natural transitions orbitals (NTOs) analysis). Photobiological data such as photostability, hydrophilicity (log POW), and ROS-producing (singlet oxygen and superoxide species) were also evaluated by classical analysis and electron paramagnetic resonance spectroscopy (EPR) spin trap assays. Finally, interactive profile with bovine serum albumin (BSA) and calf-thymus deoxynucleic acid (CT-DNA) was in vitro and in silico evaluated, revealing the ability of each meso‑5,15-porphyrin derivative to interact with these biomacromolecules. [Display omitted]