Hypoxia degradable AIE photosensitizer with high efficiency of photodynamic therapy and improved biological safety

Jizhong, Shi; Wang, Zhencao; Shen, Chaojie; Pan, Tingting; Xie, Longteng; Xie, Mintao; Huang, Lijiang; Jiang, Yongsheng; Zhang, Jianmin; Zuo, Wei; Huang, Zu-Sheng

doi:10.1016/j.dyepig.2022.110122

Cited by 11 publications

(7 citation statements)

References 45 publications

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“…Scheme 4 presents a range of compounds, 91 – 105 , with distinct properties and applications in the field of PDT [ 14 , 20 , 21 , 22 , 24 , 27 , 28 , 39 , 43 , 45 , 46 , 48 , 73 , 74 ]. Compounds 91 – 97 showcase Aggregation-Induced Emission (AIE) characteristics, a novel attribute enhancing luminescence and photodynamic activity in aggregated states, making them suitable for targeted applications [ 75 ].…”

Section: Resultsmentioning

confidence: 99%

“…This self-degradation minimizes the risks of prolonged photosensitivity, underscoring the importance of meticulously adjusting the oxidative reactivity of photosensitizers. Such fine-tuning is essential for achieving an optimal equilibrium between the therapeutic effectiveness and safety of PDT, thereby enhancing its application as a minimally invasive and targeted cancer treatment strategy [ 13 , 14 , 15 , 16 , 17 , 18 , 19 ].…”

Section: Introductionmentioning

confidence: 99%

“…They have gained significant attention as potential building blocks in the design of photosensitizers, primarily due to their electron-donating ability [ 20 ], their enhanced π-conjugation [ 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 ], and their unique photophysical and photochemical properties [ 30 , 31 , 32 , 33 ]. In the field of theranostic applications, these derivatives are particularly vital, encompassing the latest advancements in photosensitizers based on aggregation-induced emission luminogens (AIEgens) [ 14 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 ]. Photosensitizers containing thiophene are notable for their significant red-shifts in absorption and emission wavelengths [ 38 , 39 , 40 , 43 ], which is advantageous for deeper tissue penetration in therapeutic applications.…”

Section: Introductionmentioning

confidence: 99%

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Thiophene Stability in Photodynamic Therapy: A Mathematical Model Approach

Alcázar

2024

IJMS

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Thiophene-containing photosensitizers are gaining recognition for their role in photodynamic therapy (PDT). However, the inherent reactivity of the thiophene moiety toward singlet oxygen threatens the stability and efficiency of these photosensitizers. This study presents a novel mathematical model capable of predicting the reactivity of thiophene toward singlet oxygen in PDT, using Conceptual Density Functional Theory (CDFT) and genetic programming. The research combines advanced computational methods, including various DFT techniques and symbolic regression, and is validated with experimental data. The findings underscore the capacity of the model to classify photosensitizers based on their photodynamic efficiency and safety, particularly noting that photosensitizers with a constant rate 1000 times lower than that of unmodified thiophene retain their photodynamic performance without substantial singlet oxygen quenching. Additionally, the research offers insights into the impact of electronic effects on thiophene reactivity. Finally, this study significantly advances thiophene-based photosensitizer design, paving the way for therapeutic agents that achieve a desirable balance between efficiency and safety in PDT.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Thiophene Stability in Photodynamic Therapy: A Mathematical Model Approach

Alcázar

2024

IJMS

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Section: Hypoxia‐responsive Aiegens Based On Nitrobenzenementioning

confidence: 99%

“…In 2022, Huang and coworkers developed a novel PS named NTPy designed for PDT to treat cancers while mitigating adverse impacts on normal biological tissues [84]. NTPy featured a D‐π‐A structure molecule, composed of triphenylamine as the electron donor, thiophene and conjugated double bonds as the π‐bridge, and pyridine as the electron acceptor (Figure 5c).…”

Section: Hypoxia‐responsive Aiegens Based On Nitrobenzenementioning

confidence: 99%

Hypoxia‐responsive AIEgens for precise disease theranostics

Liu,

Liang,

Fan

et al. 2024

Luminescence

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Specific biomarker‐activatable probes have revolutionized theranostics, being beneficial for precision medicine. Hypoxia is a critical pathological characteristic prevalent in numerous major diseases such as cancers, cardiovascular disorders, inflammatory diseases, and acute ischemia. Aggregation‐induced emission luminogens (AIEgens) have emerged as a promising tool to tackle the biomedical issues. Of particular significance are the hypoxia‐responsive AIEgens, representing a kind of crucial probe capable of delicately sensing and responding to the hypoxic microenvironment, thereby enhancing the precision of disease diagnosis and treatment. In this review, we summarize the recent advances of hypoxia‐responsive AIEgens for varied biomedical applications. The hypoxia‐responsive structures based on AIEgens, such as azobenzene, nitrobenzene, and N‐oxide are presented, which are in response to the reduction property to bring about significant alternations in response spectra and/or fluorescence intensity. The bioapplications including imaging and therapy of tumor and ischemia diseases are discussed. Moreover, the review sheds light on the future challenges and prospects in this field. This review aims to provide comprehensive guidance and understanding into the development of activatable bioprobes, especially the hypoxia‐responsive AIEgens for improving the diagnosis and therapy outcome of related diseases.

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Three‐in‐One: Molecular Engineering of D–A–π–A Featured Type I and Type II Near‐Infrared AIE Photosensitizers for Efficient Photodynamic Cancer Therapy and Bacteria Killing

Quan,

Pan,

Zhang

et al. 2024

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Bacterial infections are closely correlated with the genesis and progression of cancer, and the elimination of cancer‐related bacteria may improve the efficacy of cancer treatment. However, the combinatorial therapy that utilizes two or more chemodrugs will increase potential adverse effects. Image‐guided photodynamic therapy is a highly precise and potential therapy to treat tumor and microbial infections. Herein, four donor–acceptor–π‐bridge–acceptor (D–A–π–A) featured near‐infrared (NIR) aggregation‐induced emission luminogens (AIEgens) (TQTPy, TPQTPy, TQTC, and TPQTC) with type I and type II reaction oxygen species (ROS) generation capabilities are synthesized. Notably, TQTPy shows mitochondria targeted capacity, the best ROS production efficiency, long‐term tumor retention capacity, and more importantly, the three‐in‐one fluorescence imaging guided therapy against both tumor and microbial infections. Both in vitro and in vivo results validate that TQTPy performs well in practical biomedical application in terms of NIR‐fluorescence imaging‐guided photodynamic cancer diagnosis and treatment. Moreover, the amphiphilic and positively charged TQTPy is able to specific and ultrafast discrimination and elimination of Gram‐positive (G+) Staphylococcus aureus from Gram‐negative (G−) Escherichia coli and normal cells. This investigation provides an instructive way for the construction of three‐in‐one treatment for image‐guided photodynamic cancer therapy and bacteria elimination.

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Hypoxia degradable AIE photosensitizer with high efficiency of photodynamic therapy and improved biological safety

Cited by 11 publications

References 45 publications

Thiophene Stability in Photodynamic Therapy: A Mathematical Model Approach

Thiophene Stability in Photodynamic Therapy: A Mathematical Model Approach

Hypoxia‐responsive AIEgens for precise disease theranostics

Three‐in‐One: Molecular Engineering of D–A–π–A Featured Type I and Type II Near‐Infrared AIE Photosensitizers for Efficient Photodynamic Cancer Therapy and Bacteria Killing

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