A glutathione responsive photosensitizer based on hypocrellin B for photodynamic therapy

IF 4.3 2区 化学 Q1 SPECTROSCOPY
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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.

Abstract Image

一种基于次黄嘌呤 B 的谷胱甘肽响应型光敏剂,可用于光动力疗法
作为一种典型的天然光敏剂,hypocrellin B(HB)具有摩尔消光系数高、光毒性强、暗毒性低和体内代谢快等优点。然而,肿瘤特异性的缺乏阻碍了它的临床应用。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。与 HB 共价连接的 7 - nitro - 2,1,3 - benzoxadiazole(NBD)不仅是荧光淬灭基团,也是 GSH 激活基团。由于 HB 和 NBD 之间的光诱导电子转移,光敏剂 HB-NBD 几乎不产生荧光和单线态氧。所设计的光敏剂 HB-NBD 可在溶液和癌细胞中被 GSH 激活,从而获得恢复性荧光和光敏活性。
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来源期刊
CiteScore
8.40
自引率
11.40%
发文量
1364
审稿时长
40 days
期刊介绍: Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (SAA) is an interdisciplinary journal which spans from basic to applied aspects of optical spectroscopy in chemistry, medicine, biology, and materials science. The journal publishes original scientific papers that feature high-quality spectroscopic data and analysis. From the broad range of optical spectroscopies, the emphasis is on electronic, vibrational or rotational spectra of molecules, rather than on spectroscopy based on magnetic moments. Criteria for publication in SAA are novelty, uniqueness, and outstanding quality. Routine applications of spectroscopic techniques and computational methods are not appropriate. Topics of particular interest of Spectrochimica Acta Part A include, but are not limited to: Spectroscopy and dynamics of bioanalytical, biomedical, environmental, and atmospheric sciences, Novel experimental techniques or instrumentation for molecular spectroscopy, Novel theoretical and computational methods, Novel applications in photochemistry and photobiology, Novel interpretational approaches as well as advances in data analysis based on electronic or vibrational spectroscopy.
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