Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position



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Prieto Montero, Ruth and Prieto Castañeda, Alejandro and Katsumiti, Alberto and Sola Llano, Rebeca and Agarrabeitia, Antonia R. and Cajaraville, Miren P. and Ortíz García, María Josefa and Martínez Martínez, Virginia (2021) Red haloBODIPYs as theragnostic agents: The role of the substitution at meso position. Dyes and Pigments, 198 . 10 p.. ISSN 0143-7208

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Three different molecular designs based on BODIPY dye have been proposed as photosensitizers (PSs) for photodynamic therapy (PDT) by the inclusion of halogen atoms (Iodine) at 2,6-positions and with extended conjugation at 3, 5-positions and varying the substitution at meso position. The synthesis is described and their main photophysical features including singlet oxygen production and triplet states were characterized by absorption and fluorescence spectroscopy (steady-state and time-correlated) and nanosecond transient absorption spectroscopy. The results were compared with the commercial Chlorin e6. The three new red-halogen-BODIPYs showed a great balance between singlet oxygen generation (ΦΔ≥0.40) and fluorescence (Φfl≥0.22) for potential application on PDT, and particularly in theragnosis. In vitro experiments in HeLa cells were done to study their performance and to elucidate the best potential candidate for PDT.

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Received 31 July 2021; Received in revised form 2 November 2021; Accepted 3 December 2021

Uncontrolled Keywords:BODIPY photosensitizer; Singlet oxygen; Photodynamic therapy; HeLa cells; Theragnosis
Subjects:Sciences > Physics > Chemistry, Physical and theoretical
Sciences > Chemistry > Chemistry, Organic
ID Code:69355
Deposited On:25 Feb 2022 13:16
Last Modified:28 Feb 2022 08:52

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