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基于竹红菌素 B 的谷胱甘肽响应型光动力治疗光敏剂。

A glutathione responsive photosensitizer based on hypocrellin B for photodynamic therapy.

机构信息

Key Laboratory of Photochemical Conversion and Optoelectronic Materials and City U-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190, People's Republic of China; School of Future Technology, University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.

Center of Super-Diamond and Advanced Films (COSDAF) & Department of Materials Science and Engineering, City University of Hong Kong, Hong Kong SAR, 999077, China.

出版信息

Spectrochim Acta A Mol Biomol Spectrosc. 2025 Jan 15;325:125052. doi: 10.1016/j.saa.2024.125052. Epub 2024 Aug 29.

Abstract

As a typical natural photosensitizer, hypocrellin B (HB) offers the advantages of high molar extinction coefficient, high phototoxicity, low dark toxicity, and fast metabolism in vivo. However, the lack of tumor specificity hinders its clinical applications. Herein, we designed and synthesized a glutathione (GSH) responsive photosensitizer based on HB. The 7 - nitro - 2,1,3 - benzoxadiazole (NBD) covalently connected to HB not only served as a fluorescence quenching group but also as a GSH activating group. The photosensitizer HB-NBD showed almost no fluorescence and singlet oxygen generation as a result of the photoinduced electron transfer between HB and NBD. The designed photosensitizer HB-NBD can be activated by GSH in solutions and cancer cells, and then obtain recuperative fluorescence and photosensitive activity.

摘要

作为一种典型的天然光敏剂,竹红菌乙素(HB)具有摩尔消光系数高、光毒性高、暗毒性低、体内代谢快等优点。但缺乏肿瘤特异性,限制了其临床应用。在此,我们设计并合成了一种基于 HB 的谷胱甘肽(GSH)响应型光敏剂。7-硝基-2,1,3-苯并恶二唑(NBD)与 HB 共价连接,不仅作为荧光猝灭基团,还作为 GSH 激活基团。由于 HB 和 NBD 之间的光诱导电子转移,设计的光敏剂 HB-NBD 几乎没有荧光和单线态氧生成。该设计的光敏剂 HB-NBD 可在溶液和癌细胞中被 GSH 激活,然后获得恢复性荧光和光敏活性。

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