Embedding oxygen heterocycles into BODIPY to enhance intersystem crossing for photodynamic therapy

By incorporating an oxygen heterocycle into a BODIPY core, near-infrared (NIR) absorbing dyes were successfully prepared. The solid-state structures of these systems were confirmed through X-ray crystallographic analysis. The extended BODIPY compounds exhibited absorption and emission wavelengths in the NIR region (up to <i>λ</i><sub>abs</sub> = 772 nm and <i>λ</i><sub>em</sub> = 807 nm in DMSO). Notably, the inclusion of the oxygen heterocycle enhanced intersystem crossing, enabling the newly-formed BODIPY to act as a heavy-atom-free singlet oxygen generator. Upon light-irradiation, self-assembled BODIPY nanoparticles caused mitochondrial damage by reducing the mitochondrial membrane potential, thereby promoting tumor cell apoptosis <i>in vivo</i>. Furthermore, these self-assembled nanoparticles demonstrated a significant inhibitory effect on animal tumor tissues when irradiated with an 808 nm laser.

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Publication Details

Journal
Journal of Materials Chemistry B
Published
2025-01-01
DOI
https://doi.org/10.1039/d5tb00427f
Citations
2
Primary Topic
Nanoplatforms for cancer theranostics
Type
article
Field-Weighted Citation Impact
1.35

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article

Embedding oxygen heterocycles into BODIPY to enhance intersystem crossing for photodynamic therapy

Zhiqiang Cui, Denis Jacquemin, Xin‐Dong Jiang, Boris Le Guennic et al.
2 citations
Journal of Materials Chemistry B
Nanoplatforms for cancer theranostics
1.35
article

Embedding oxygen heterocycles into BODIPY to enhance intersystem crossing for photodynamic therapy

Zhiqiang Cui, Denis Jacquemin, Xin‐Dong Jiang, Boris Le Guennic, Gaowu W. Qin, Liang Yu, Sun Xiao-hong, Jakub Širůček
article en
2 citations

Abstract

By incorporating an oxygen heterocycle into a BODIPY core, near-infrared (NIR) absorbing dyes were successfully prepared. The solid-state structures of these systems were confirmed through X-ray crystallographic analysis. The extended BODIPY compounds exhibited absorption and emission wavelengths in the NIR region (up to <i>λ</i><sub>abs</sub> = 772 nm and <i>λ</i><sub>em</sub> = 807 nm in DMSO). Notably, the inclusion of the oxygen heterocycle enhanced intersystem crossing, enabling the newly-formed BODIPY to act as a heavy-atom-free singlet oxygen generator. Upon light-irradiation, self-assembled BODIPY nanoparticles caused mitochondrial damage by reducing the mitochondrial membrane potential, thereby promoting tumor cell apoptosis <i>in vivo</i>. Furthermore, these self-assembled nanoparticles demonstrated a significant inhibitory effect on animal tumor tissues when irradiated with an 808 nm laser.

Journal of Materials Chemistry BVol. 13(29)
Centre National de la Recherche Scientifique (FR), Institut Universitaire de France (FR), Institut des Sciences Chimiques de Rennes (FR), Fourth Affiliated Hospital of China Medical University (CN), Chimie et Interdisciplinarité, Synthèse, Analyse, Modélisation (FR), Shenyang University of Chemical Technology (CN), Université de Rennes (FR), China Medical University (CN), Nantes Université (FR)
Agence Nationale de la Recherche, National Natural Science Foundation of China
Openalex Percentile: Top 19%
Nanoplatforms for cancer theranostics
1.35
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