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

IF 4.3 2区 化学 Q1 SPECTROSCOPY
Zhijing Xu , Yingzhuang Song , Jinyu Sun
{"title":"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","authors":"Zhijing Xu ,&nbsp;Yingzhuang Song ,&nbsp;Jinyu Sun","doi":"10.1016/j.saa.2024.125327","DOIUrl":null,"url":null,"abstract":"<div><div>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 <strong>DC-O</strong>, <strong>DC-S</strong>, <strong>DC-BrO</strong>, <strong>DC-BrS</strong>, <strong>DC-IO</strong>, and <strong>DC-IS</strong>, 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 (<sup>1</sup>O<sub>2</sub>) and superoxide anions (O<sub>2</sub><sup>•−</sup>) through different pathways. Among these compounds, <strong>DC-BrS</strong> produces largest amount of ROS and exhibits strongest cytotoxicity towards cells, the survival rate of B16-F10 cells incubated with <strong>DC-BrS</strong> was only 20.7 % after irradiation at 460 nm for 10 min, indicating <strong>DC-BrS</strong> as a strong candidate for photodynamic therapy. Most importantly, this work provides an important direction for the design of PSs in the future.</div></div>","PeriodicalId":433,"journal":{"name":"Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy","volume":"327 ","pages":"Article 125327"},"PeriodicalIF":4.3000,"publicationDate":"2024-10-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Simultaneous production of singlet oxygen and superoxide anion by thiocarbonyl coumarin for photodynamic therapy\",\"authors\":\"Zhijing Xu ,&nbsp;Yingzhuang Song ,&nbsp;Jinyu Sun\",\"doi\":\"10.1016/j.saa.2024.125327\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>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 <strong>DC-O</strong>, <strong>DC-S</strong>, <strong>DC-BrO</strong>, <strong>DC-BrS</strong>, <strong>DC-IO</strong>, and <strong>DC-IS</strong>, 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 (<sup>1</sup>O<sub>2</sub>) and superoxide anions (O<sub>2</sub><sup>•−</sup>) through different pathways. Among these compounds, <strong>DC-BrS</strong> produces largest amount of ROS and exhibits strongest cytotoxicity towards cells, the survival rate of B16-F10 cells incubated with <strong>DC-BrS</strong> was only 20.7 % after irradiation at 460 nm for 10 min, indicating <strong>DC-BrS</strong> as a strong candidate for photodynamic therapy. Most importantly, this work provides an important direction for the design of PSs in the future.</div></div>\",\"PeriodicalId\":433,\"journal\":{\"name\":\"Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy\",\"volume\":\"327 \",\"pages\":\"Article 125327\"},\"PeriodicalIF\":4.3000,\"publicationDate\":\"2024-10-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1386142524014938\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"SPECTROSCOPY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1386142524014938","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"SPECTROSCOPY","Score":null,"Total":0}
引用次数: 0

摘要

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。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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

Simultaneous production of singlet oxygen and superoxide anion by thiocarbonyl coumarin for photodynamic therapy
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.
求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信