一种基于 N,N'-二苯基二氢吩嗪的 AIE 活性 I 型光敏剂，用于缺氧条件下的高性能光动力治疗,Materials Chemistry Frontiers

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一种基于 N,N'-二苯基二氢吩嗪的 AIE 活性 I 型光敏剂，用于缺氧条件下的高性能光动力治疗
Materials Chemistry Frontiers ( IF 6.0 ) Pub Date : 2023-05-24 , DOI: 10.1039/d3qm00215b
Sifan Li ₁ , Xin Jin ₁ , Zhiyun Zhang ₁ , Jing Li ₁ , Jianli Hua ₁

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I 型光动力疗法 (PDT) 已被证明优于 II 型 PDT，因为它具有更好的缺氧耐受性。如今，具有I型活性自由基（O ₂⁻ ˙, ˙OH）和聚集诱导发光（AIE）特性的光敏剂（PSs）受到广泛关注，其设计策略遵循引入还原性强电子供体（ D) 和受体 (A) 以增强 ICT 强度并引入重原子。因此，我们设计并合成了三种基于N,N'-二苯基二氢吩嗪（DHP）及其邻位的D-A结构花青染料DPpy、DMPpy和DMPSI 。-二甲基取代的衍生物DMP。在这三种染料中，基于DMP与苯乙烯基吡啶碘化物连接的DMPpy表现出 AIE 特性、出色的 I 型 ROS (O ₂⁻ ˙, ˙OH) 生成和近红外 (NIR) 发射 (∼700 nm) 的线粒体靶向能力) 和大的斯托克斯位移 (∼270 nm)。细胞实验证明，DMPpy可有效产生 O ₂⁻ ˙，可抑制常氧（21% O ₂）或缺氧（8% 和 1% O ₂）下癌细胞的生长。本研究基于DMP开发了新的 AIE 活性 PS部分，促进 I 型光敏剂的进步，以克服恶性肿瘤的缺氧困境。

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An AIE-active type I photosensitizer based on N,N′-diphenyl-dihydrophenazine for high-performance photodynamic therapy under hypoxia

Type I photodynamic therapy (PDT) has been demonstrated to be superior to type II PDT due to its better hypoxia tolerance. Nowadays, photosensitizers (PSs) featuring type I active free radicals (O₂⁻˙, ˙OH) and aggregation-induced emission (AIE) properties have received widespread attention, whose design strategies follow two aspects of the introduction of reductive strong electron donors (D) and acceptors (A) to enhance the ICT intensity and introducing heavy atoms. Hence, we designed and synthesized three D–A structure cyanine dyes DPpy, DMPpy, and DMPSI based on N,N′-diphenyl-dihydrophenazine (DHP) and its ortho-dimethyl-substituted derivative DMP. Among the three dyes, DMPpy, based on DMP linking with styrylpyridinium iodide, exhibited AIE properties, excellent type I ROS (O₂⁻˙, ˙OH) generation, and mitochondrial targeting ability with near-infrared (NIR) emission (∼700 nm) and large Stokes shifts (∼270 nm). Cell experiments demonstrated that DMPpy could effectively generate O₂⁻˙, which could inhibit the growth of cancer cells under normoxia (21% O₂) or hypoxia (8% and 1% O₂). This study developed new AIE-active PSs based on the DMP moiety, facilitating the advancement of type I photosensitizers for conquering the hypoxic dilemma of malignant tumors.

更新日期：2023-05-24

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