Simultaneous production of singlet oxygen and superoxide anion by thiocarbonyl coumarin for photodynamic therapy

IF 4.3 2区化学 Q1 SPECTROSCOPY Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy Pub Date : 2024-10-23 DOI:10.1016/j.saa.2024.125327

Zhijing Xu , Yingzhuang Song , Jinyu Sun

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Abstract

Photodynamic therapy (PDT) is a medical treatment that kills target cells through reactive oxygen species (ROS) generated by photosensitizers (PS) and surrounding oxygen under the stimulus of light. Despite of its popularity in cancer treatment, PDT relys on oxygen and therefore suffers from long response time and low efficiency under low-oxygen situations such as tumor hypoxia. Herein, to improve the usage of oxygen and increase ROS yield, we synthesized six potential PSs termed DC-O, DC-S, DC-BrO, DC-BrS, DC-IO, and DC-IS, by modifying coumarins with thiocarbonyl and bromine/iodine. We found that the thiocarbonyl group induces a significant bathochromic shift of the absorption spectra. In addition, the ROS production was significantly improved, likely because these PSs can simultaneously generate singlet oxygen (¹O₂) and superoxide anions (O₂^•−) through different pathways. Among these compounds, DC-BrS produces largest amount of ROS and exhibits strongest cytotoxicity towards cells, the survival rate of B16-F10 cells incubated with DC-BrS was only 20.7 % after irradiation at 460 nm for 10 min, indicating DC-BrS as a strong candidate for photodynamic therapy. Most importantly, this work provides an important direction for the design of PSs in the future.

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用于光动力疗法的硫代羰基香豆素同时产生单线态氧和超氧阴离子

光动力疗法（PDT）是一种通过光敏剂（PS）产生的活性氧（ROS）和周围的氧气在光的刺激下杀死靶细胞的医疗方法。尽管在癌症治疗中很受欢迎，但光化学疗法依赖氧气，因此在肿瘤缺氧等低氧情况下反应时间长、效率低。在此，为了提高氧气的利用率并增加 ROS 产量，我们通过用硫代羰基和溴/碘修饰香豆素，合成了六种潜在的 PS，分别称为 DC-O、DC-S、DC-BrO、DC-BrS、DC-IO 和 DC-IS。我们发现，硫代羰基会导致吸收光谱发生明显的浴色偏移。此外，ROS 的产生也得到了明显改善，这可能是因为这些 PS 可通过不同途径同时产生单线态氧（1O2）和超氧阴离子（O2--）。在这些化合物中，DC-BrS产生的ROS量最大，对细胞的细胞毒性也最强，用DC-BrS培养的B16-F10细胞在460纳米照射10分钟后存活率仅为20.7%，这表明DC-BrS是光动力疗法的有力候选者。最重要的是，这项工作为今后设计 PSs 提供了一个重要方向。

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来源期刊

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 物理-光谱学

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.