Nd@g-C3N4 dual-functional photosynthesis and antitumor activities of 3-fluoroalkylated quinoxalin-2(1H)-ones

IF 8.9 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Chinese Chemical Letters Pub Date : 2025-05-31 DOI:10.1016/j.cclet.2025.111402

Qiong-Hui Peng , Ning-Bo Li , Jia-Cheng Hou , Cai-Jun He , Ya-Xin Yang , Chun-Lin Zhuang , Li-Juan Ou , Mei Yuan , Wei-Min He

{"title":"Nd@g-C3N4 dual-functional photosynthesis and antitumor activities of 3-fluoroalkylated quinoxalin-2(1H)-ones","authors":"Qiong-Hui Peng , Ning-Bo Li , Jia-Cheng Hou , Cai-Jun He , Ya-Xin Yang , Chun-Lin Zhuang , Li-Juan Ou , Mei Yuan , Wei-Min He","doi":"10.1016/j.cclet.2025.111402","DOIUrl":null,"url":null,"abstract":"<div><div>Herein, the Nd@g-C3N4 dual-functional photocatalysis enabled fluoroalkylative heteroarylation of alkenes with RfSO2Cl under visible-light and ultrasound conditions was firstly reported. The photogenerated electron-driven reductive production of fluoroalkyl radical paired with photogenerated hole-driven oxidative production of chloride radical resulted in the full utilization of photogenerated carrier for bond formation. A wide range of N-heteroarenes, alkenes and RfSO2Cl, were well compatible for this reaction to access valuable fluoroalkylated N-heteroarenes with diverse structural features. The antitumor potential of synthesized fluoroalkylated N-heterocycles against Glioma 261 cells was evaluated by CCK8 assay. Notably, compound 4aka demonstrated remarkable efficacy, exhibiting approximately sevenfold greater potency than temozolomide, a widely used chemotherapeutic agent.</div></div>","PeriodicalId":10088,"journal":{"name":"Chinese Chemical Letters","volume":"36 12","pages":"Article 111402"},"PeriodicalIF":8.9000,"publicationDate":"2025-05-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chinese Chemical Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1001841725005868","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}

引用次数: 0

Abstract

Herein, the Nd@g-C₃N₄ dual-functional photocatalysis enabled fluoroalkylative heteroarylation of alkenes with R_fSO₂Cl under visible-light and ultrasound conditions was firstly reported. The photogenerated electron-driven reductive production of fluoroalkyl radical paired with photogenerated hole-driven oxidative production of chloride radical resulted in the full utilization of photogenerated carrier for bond formation. A wide range of N-heteroarenes, alkenes and R_fSO₂Cl, were well compatible for this reaction to access valuable fluoroalkylated N-heteroarenes with diverse structural features. The antitumor potential of synthesized fluoroalkylated N-heterocycles against Glioma 261 cells was evaluated by CCK8 assay. Notably, compound 4aka demonstrated remarkable efficacy, exhibiting approximately sevenfold greater potency than temozolomide, a widely used chemotherapeutic agent.

Abstract Image

查看原文本刊更多论文

Nd@g-C3N4 3-氟烷基化喹啉-2(1H)- 1的双功能光合作用和抗肿瘤活性

本文首次报道了在可见光和超声条件下，Nd@g-C3N4双功能光催化下与RfSO2Cl进行烯烃氟烷基异芳化反应。光生电子驱动的氟烷基自由基的还原产物与光生空穴驱动的氯自由基的氧化产物配对，使得光生载体被充分利用来形成键。广泛的n -杂芳烃、烯烃和RfSO2Cl在该反应中具有良好的相容性，可以获得具有不同结构特征的有价值的氟烷基化n -杂芳烃。采用CCK8法评价合成的氟烷基化n -杂环对胶质瘤261细胞的抗肿瘤作用。值得注意的是，化合物4aka显示出显著的疗效，其效力比广泛使用的化疗药物替莫唑胺高出约7倍。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

求助全文

约1分钟内获得全文求助全文

来源期刊

Chinese Chemical Letters 化学-化学综合

CiteScore

14.10

自引率

15.40%

发文量

8969

审稿时长

1.6 months

期刊介绍： Chinese Chemical Letters (CCL) (ISSN 1001-8417) was founded in July 1990. The journal publishes preliminary accounts in the whole field of chemistry, including inorganic chemistry, organic chemistry, analytical chemistry, physical chemistry, polymer chemistry, applied chemistry, etc.Chinese Chemical Letters does not accept articles previously published or scheduled to be published. To verify originality, your article may be checked by the originality detection service CrossCheck.