A “building-block” strategy for porphyrin-based two-photon photosensitizers dual-targeting cancer cells and subcellular organelles

IF 4.1 3区工程技术 Q2 CHEMISTRY, APPLIED

Dyes and Pigments Pub Date : 2025-03-13 DOI:10.1016/j.dyepig.2025.112759

Chaorui Su , Peipei Xing , Jinghui Zhang , Xiaolin Ma , Chang Sun , Mengliang Zhu , Yingxian Li , Hongwu Du , Yongzhong Bian

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Abstract

In this paper, by employing a “building-block” strategy, we present the design and synthesis of ABMP(Zn), a novel two-photon and dual-targeted photosensitizer developed for fluorescence imaging and photodynamic therapy (PDT). In this approach, biotin and morpholine groups were incorporated to a porphyrin core to achieve specific targeting of cancer cells and lysosomes, respectively. Furthermore, the two-photon absorption fluorophore AceDAN was introduced to enable two-photon excitation. Upon 740 nm excitation, the efficient Förster Resonance Energy Transfer from AceDAN to the porphyrin core results in red fluorescence emission for imaging and singlet oxygen (¹O₂) for PDT. ABMP(Zn) demonstrated effective cancer cell and lysosomal localization, high phototoxicity, low dark toxicity, and the capability to induce and monitor cellular morphological changes under two-photon excitation, which highlight ABMP(Zn) as a promising agent for precise cancer theranostics.

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基于卟啉的双光子光敏剂双靶向癌细胞和亚细胞细胞器的“构建块”策略

在本文中，我们采用“构建块”策略，设计和合成了ABMP(Zn)，一种用于荧光成像和光动力治疗（PDT）的新型双光子双靶向光敏剂。在这种方法中，生物素和morpholine基团被结合到卟啉核心中，分别实现对癌细胞和溶酶体的特异性靶向。此外，引入双光子吸收荧光团AceDAN来实现双光子激发。在740 nm激发下，从AceDAN到卟啉核心的高效Förster共振能量转移产生用于成像的红色荧光发射和用于PDT的单线态氧（1O2）。ABMP（Zn）表现出有效的癌细胞和溶酶体定位，高光毒性，低暗毒性，以及在双光子激发下诱导和监测细胞形态变化的能力，这表明ABMP（Zn）是一种有前景的精确癌症治疗药物。

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来源期刊

Dyes and Pigments 工程技术-材料科学：纺织

CiteScore

8.20

自引率

13.30%

发文量

933

审稿时长

33 days

期刊介绍： Dyes and Pigments covers the scientific and technical aspects of the chemistry and physics of dyes, pigments and their intermediates. Emphasis is placed on the properties of the colouring matters themselves rather than on their applications or the system in which they may be applied. Thus the journal accepts research and review papers on the synthesis of dyes, pigments and intermediates, their physical or chemical properties, e.g. spectroscopic, surface, solution or solid state characteristics, the physical aspects of their preparation, e.g. precipitation, nucleation and growth, crystal formation, liquid crystalline characteristics, their photochemical, ecological or biological properties and the relationship between colour and chemical constitution. However, papers are considered which deal with the more fundamental aspects of colourant application and of the interactions of colourants with substrates or media. The journal will interest a wide variety of workers in a range of disciplines whose work involves dyes, pigments and their intermediates, and provides a platform for investigators with common interests but diverse fields of activity such as cosmetics, reprographics, dye and pigment synthesis, medical research, polymers, etc.