Engineering a Near-Infrared D-A-A-D BODIPY Dimer for ROS Generation and Photothermal Conversion in Multimodal Synergistic Phototherapy DOI

Shuao Zhang,

Fan Zhang, Y. T. Gu

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 30, 2025

To address the limitations of traditional single-mode phototherapy, this study developed a novel, symmetrical D-A-A-D structured BODIPY dimer (P-P) via facile "one-pot" oxidative homocoupling reaction, with triphenylamine as electron donor (D), acceptor (A), and butadiyne conjugated bridge. Compared to its D-A monomer counterpart (P), P-P displayed red-shifted absorption spectrum (465-725 nm), enhanced charge separation, an extended triplet excited-state lifetime (165 μs vs 104 μs), significantly improved type I, II, total reactive oxygen species (ROS) generation, along superior photothermal conversion efficiency. These properties enable achieve multimodal phototherapy therapeutic efficacy. As result, demonstrated efficient cellular uptake, high phototoxicity (with IC50 15.2 μM), minimal dark toxicity in tumor cells. This work offers promising strategy for developing high-performance phototherapeutic agents, paving way advancing synergistic clinical applications.

Language: Английский

Engineering a Near-Infrared D-A-A-D BODIPY Dimer for ROS Generation and Photothermal Conversion in Multimodal Synergistic Phototherapy DOI

Shuao Zhang,

Fan Zhang, Y. T. Gu

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 30, 2025

To address the limitations of traditional single-mode phototherapy, this study developed a novel, symmetrical D-A-A-D structured BODIPY dimer (P-P) via facile "one-pot" oxidative homocoupling reaction, with triphenylamine as electron donor (D), acceptor (A), and butadiyne conjugated bridge. Compared to its D-A monomer counterpart (P), P-P displayed red-shifted absorption spectrum (465-725 nm), enhanced charge separation, an extended triplet excited-state lifetime (165 μs vs 104 μs), significantly improved type I, II, total reactive oxygen species (ROS) generation, along superior photothermal conversion efficiency. These properties enable achieve multimodal phototherapy therapeutic efficacy. As result, demonstrated efficient cellular uptake, high phototoxicity (with IC50 15.2 μM), minimal dark toxicity in tumor cells. This work offers promising strategy for developing high-performance phototherapeutic agents, paving way advancing synergistic clinical applications.

Language: Английский

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