苯并二硝基[2,3-b]吡啶伪天然产物作为一类新型铁蛋白抑制剂的鉴定

IF 6.8 1区 医学 Q1 CHEMISTRY, MEDICINAL
Jiawei Zhang, Nanxuan Luo, Yijie Xiao, Zhangshun Luo, Lijie Lv, Jia Zheng, Jie Li, Xuan Li, Zhe-Yang Hu, Jian Min, Yahui Zhao*, Yi He*, Shenyou Nie* and Hai-Xin Yuan*, 
{"title":"苯并二硝基[2,3-b]吡啶伪天然产物作为一类新型铁蛋白抑制剂的鉴定","authors":"Jiawei Zhang,&nbsp;Nanxuan Luo,&nbsp;Yijie Xiao,&nbsp;Zhangshun Luo,&nbsp;Lijie Lv,&nbsp;Jia Zheng,&nbsp;Jie Li,&nbsp;Xuan Li,&nbsp;Zhe-Yang Hu,&nbsp;Jian Min,&nbsp;Yahui Zhao*,&nbsp;Yi He*,&nbsp;Shenyou Nie* and Hai-Xin Yuan*,&nbsp;","doi":"10.1021/acs.jmedchem.5c01942","DOIUrl":null,"url":null,"abstract":"<p >Ferroptosis is a form of regulated cell death mediated by iron-dependent phospholipid peroxidation. Pharmacological inhibition of ferroptosis has been considered a promising therapeutic approach for various diseases. In this study, by integrating pseudonatural concepts with our newly developed rhodium-catalyzed C–H activation/Lossen rearrangement/oxa-Michael addition methodology, we rapidly assembled diverse benzofuro[2,3-<i>b</i>]pyridine PNP derivatives and systematically evaluated their antiferroptotic activity. Among these compounds, <b>4k</b> exhibited significant activity in suppressing ferroptosis. We further elucidated that <b>4k</b> acts as a novel and specific inhibitor of ferritinophagy by targeting NCOA4 and disrupting its interaction with ferritin. Subsequent results demonstrated that <b>4k</b> effectively ameliorated ConA-induced acute liver injury. Collectively, our findings indicate that <b>4k</b>, featuring benzofuro[2,3-<i>b</i>]pyridine PNP scaffolds, acts as a selective inhibitor and could serve as a potential lead compound for further research. This work suggests that pharmacological targeting of the NCOA4-FTH1 interaction represents a promising intervention strategy for ferroptosis-related diseases.</p>","PeriodicalId":46,"journal":{"name":"Journal of Medicinal Chemistry","volume":"68 17","pages":"18703–18726"},"PeriodicalIF":6.8000,"publicationDate":"2025-08-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Identification of Benzofuro[2,3-b]pyridine Pseudonatural Product as a Novel Class of Ferritinophagy Inhibitors that Potently Suppress Ferroptosis\",\"authors\":\"Jiawei Zhang,&nbsp;Nanxuan Luo,&nbsp;Yijie Xiao,&nbsp;Zhangshun Luo,&nbsp;Lijie Lv,&nbsp;Jia Zheng,&nbsp;Jie Li,&nbsp;Xuan Li,&nbsp;Zhe-Yang Hu,&nbsp;Jian Min,&nbsp;Yahui Zhao*,&nbsp;Yi He*,&nbsp;Shenyou Nie* and Hai-Xin Yuan*,&nbsp;\",\"doi\":\"10.1021/acs.jmedchem.5c01942\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Ferroptosis is a form of regulated cell death mediated by iron-dependent phospholipid peroxidation. Pharmacological inhibition of ferroptosis has been considered a promising therapeutic approach for various diseases. In this study, by integrating pseudonatural concepts with our newly developed rhodium-catalyzed C–H activation/Lossen rearrangement/oxa-Michael addition methodology, we rapidly assembled diverse benzofuro[2,3-<i>b</i>]pyridine PNP derivatives and systematically evaluated their antiferroptotic activity. Among these compounds, <b>4k</b> exhibited significant activity in suppressing ferroptosis. We further elucidated that <b>4k</b> acts as a novel and specific inhibitor of ferritinophagy by targeting NCOA4 and disrupting its interaction with ferritin. Subsequent results demonstrated that <b>4k</b> effectively ameliorated ConA-induced acute liver injury. Collectively, our findings indicate that <b>4k</b>, featuring benzofuro[2,3-<i>b</i>]pyridine PNP scaffolds, acts as a selective inhibitor and could serve as a potential lead compound for further research. This work suggests that pharmacological targeting of the NCOA4-FTH1 interaction represents a promising intervention strategy for ferroptosis-related diseases.</p>\",\"PeriodicalId\":46,\"journal\":{\"name\":\"Journal of Medicinal Chemistry\",\"volume\":\"68 17\",\"pages\":\"18703–18726\"},\"PeriodicalIF\":6.8000,\"publicationDate\":\"2025-08-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Medicinal Chemistry\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.jmedchem.5c01942\",\"RegionNum\":1,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Medicinal Chemistry","FirstCategoryId":"3","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.jmedchem.5c01942","RegionNum":1,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0

摘要

铁下垂是一种由铁依赖性磷脂过氧化介导的细胞死亡形式。药物抑制铁下垂已被认为是一种很有前途的治疗方法。在这项研究中,通过将伪自然概念与我们新开发的铑催化的C-H活化/Lossen重排/oxa-Michael加成方法相结合,我们快速组装了多种苯并呋喃[2,3-b]吡啶PNP衍生物,并系统地评估了它们的抗铁腐活性。其中,4k对铁下垂有明显的抑制作用。我们进一步阐明,4k通过靶向NCOA4并破坏其与铁蛋白的相互作用,作为一种新的特异性铁蛋白自噬抑制剂。后续结果表明,4k可有效改善cona诱导的急性肝损伤。总的来说,我们的研究结果表明,含有苯并呋喃[2,3-b]吡啶PNP支架的4k作为一种选择性抑制剂,可以作为进一步研究的潜在先导化合物。这项工作表明,NCOA4-FTH1相互作用的药理学靶向是一种有希望的铁衰相关疾病的干预策略。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Identification of Benzofuro[2,3-b]pyridine Pseudonatural Product as a Novel Class of Ferritinophagy Inhibitors that Potently Suppress Ferroptosis

Identification of Benzofuro[2,3-b]pyridine Pseudonatural Product as a Novel Class of Ferritinophagy Inhibitors that Potently Suppress Ferroptosis

Identification of Benzofuro[2,3-b]pyridine Pseudonatural Product as a Novel Class of Ferritinophagy Inhibitors that Potently Suppress Ferroptosis

Ferroptosis is a form of regulated cell death mediated by iron-dependent phospholipid peroxidation. Pharmacological inhibition of ferroptosis has been considered a promising therapeutic approach for various diseases. In this study, by integrating pseudonatural concepts with our newly developed rhodium-catalyzed C–H activation/Lossen rearrangement/oxa-Michael addition methodology, we rapidly assembled diverse benzofuro[2,3-b]pyridine PNP derivatives and systematically evaluated their antiferroptotic activity. Among these compounds, 4k exhibited significant activity in suppressing ferroptosis. We further elucidated that 4k acts as a novel and specific inhibitor of ferritinophagy by targeting NCOA4 and disrupting its interaction with ferritin. Subsequent results demonstrated that 4k effectively ameliorated ConA-induced acute liver injury. Collectively, our findings indicate that 4k, featuring benzofuro[2,3-b]pyridine PNP scaffolds, acts as a selective inhibitor and could serve as a potential lead compound for further research. This work suggests that pharmacological targeting of the NCOA4-FTH1 interaction represents a promising intervention strategy for ferroptosis-related diseases.

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
Journal of Medicinal Chemistry
Journal of Medicinal Chemistry 医学-医药化学
CiteScore
4.00
自引率
11.00%
发文量
804
审稿时长
1.9 months
期刊介绍: The Journal of Medicinal Chemistry is a prestigious biweekly peer-reviewed publication that focuses on the multifaceted field of medicinal chemistry. Since its inception in 1959 as the Journal of Medicinal and Pharmaceutical Chemistry, it has evolved to become a cornerstone in the dissemination of research findings related to the design, synthesis, and development of therapeutic agents. The Journal of Medicinal Chemistry is recognized for its significant impact in the scientific community, as evidenced by its 2022 impact factor of 7.3. This metric reflects the journal's influence and the importance of its content in shaping the future of drug discovery and development. The journal serves as a vital resource for chemists, pharmacologists, and other researchers interested in the molecular mechanisms of drug action and the optimization of therapeutic compounds.
×
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:604180095
Book学术官方微信