IF 6.8 1区 医学 Q1 CHEMISTRY, MEDICINAL Journal of Medicinal Chemistry Pub Date : 2025-02-26 DOI:10.1021/acs.jmedchem.4c02819
Xian-Jia Li, Meng-Cheng Zhang, Xiang Li, Lu−Lu Guan, Yu-Ru Liang, Er-Jun Hao, Yang Wang, Hai-Ming Guo
{"title":"Discovery of Novel Oxazolo[4,3-f]purine Derivatives as Antitumor Agents through PPIA Interaction","authors":"Xian-Jia Li, Meng-Cheng Zhang, Xiang Li, Lu−Lu Guan, Yu-Ru Liang, Er-Jun Hao, Yang Wang, Hai-Ming Guo","doi":"10.1021/acs.jmedchem.4c02819","DOIUrl":null,"url":null,"abstract":"54 novel oxazolo [4,3-<i>f</i>]purine derivatives were designed, synthesized, and evaluated for antitumor activity, among which compound <b>20b</b> exhibited potent activity against several cancer cell lines. Compound <b>20b</b> inhibited cell metastasis, arrested the cell cycle in the G<sub>0</sub>/G<sub>1</sub> phase, and induced apoptosis in HCT116 cells. Mechanistic studies revealed that <b>20b</b> increased ROS levels and led to DNA damage, endoplasmic reticulum (ER) stress, and mitochondrial dysfunction in HCT116 cells. Limited proteolysis-small molecule mapping (LiP-SMap), drug affinity responsive target stability (DARTS) assay, cellular thermal shift assay (CETSA), and surface plasmon resonance (SPR) experiments provided evidence that compound <b>20b</b> bound to PPIA with a KD value of 0.52 μM. siRNA assay indicated that <b>20b</b>-mediated antiproliferative and antimigration activities were abolished and that the PPIA/MAPK signaling pathway was inhibited when PPIA was silenced in HCT116 cells. Significantly, compound <b>20b</b> presented significant anticolorectal cancer efficacy <i>in vivo</i> without obvious toxicity. These results indicate that <b>20b</b> may serve as a novel anticancer agent targeting PPIA, meriting further attention in antitumor drug research.","PeriodicalId":46,"journal":{"name":"Journal of Medicinal Chemistry","volume":"10 1","pages":""},"PeriodicalIF":6.8000,"publicationDate":"2025-02-26","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://doi.org/10.1021/acs.jmedchem.4c02819","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

研究人员设计、合成了54种新型噁唑并[4,3-f]嘌呤衍生物,并对其抗肿瘤活性进行了评估,其中化合物20b对多种癌细胞株具有强效活性。化合物 20b 能抑制 HCT116 细胞的细胞转移,使细胞周期停滞在 G0/G1 期,并诱导细胞凋亡。机理研究表明,20b 能增加 ROS 水平,导致 HCT116 细胞的 DNA 损伤、内质网(ER)应激和线粒体功能障碍。有限蛋白水解-小分子图谱(LiP-SMap)、药物亲和力反应靶点稳定性(DARTS)测定、细胞热转移测定(CETSA)和表面等离子体共振(SPR)实验证明,化合物 20b 与 PPIA 结合的 KD 值为 0.siRNA 分析表明,当 PPIA 在 HCT116 细胞中被沉默时,20b 介导的抗增殖和抗迁移活性被取消,PPIA/MAPK 信号通路受到抑制。值得注意的是,化合物 20b 在体内具有显著的抗直肠癌功效,且无明显毒性。这些结果表明,20b 可作为一种靶向 PPIA 的新型抗癌药物,值得在抗肿瘤药物研究中进一步关注。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

摘要图片

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
Discovery of Novel Oxazolo[4,3-f]purine Derivatives as Antitumor Agents through PPIA Interaction
54 novel oxazolo [4,3-f]purine derivatives were designed, synthesized, and evaluated for antitumor activity, among which compound 20b exhibited potent activity against several cancer cell lines. Compound 20b inhibited cell metastasis, arrested the cell cycle in the G0/G1 phase, and induced apoptosis in HCT116 cells. Mechanistic studies revealed that 20b increased ROS levels and led to DNA damage, endoplasmic reticulum (ER) stress, and mitochondrial dysfunction in HCT116 cells. Limited proteolysis-small molecule mapping (LiP-SMap), drug affinity responsive target stability (DARTS) assay, cellular thermal shift assay (CETSA), and surface plasmon resonance (SPR) experiments provided evidence that compound 20b bound to PPIA with a KD value of 0.52 μM. siRNA assay indicated that 20b-mediated antiproliferative and antimigration activities were abolished and that the PPIA/MAPK signaling pathway was inhibited when PPIA was silenced in HCT116 cells. Significantly, compound 20b presented significant anticolorectal cancer efficacy in vivo without obvious toxicity. These results indicate that 20b may serve as a novel anticancer agent targeting PPIA, meriting further attention in antitumor drug research.
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.
期刊最新文献
Modular Synthesis of Bioactive Selenoheterocycles for Efficient Cancer Therapy via Electrochemical Selenylation/Cyclization Monoselective Histone Deacetylase 6 PROTAC Degrader Shows In Vivo Tractability Systematic All-Hydrocarbon Stapling Analysis for Cecropin A Generates a Potent and Stable Antimicrobial Peptide Preclinical Evaluation and First-in-Human PET Study of Al18F-Labeled Biphenyl-Based Dimeric PSMA Tracers Discovery of Daraxonrasib (RMC-6236), a Potent and Orally Bioavailable RAS(ON) Multi-selective, Noncovalent Tri-complex Inhibitor for the Treatment of Patients with Multiple RAS-Addicted Cancers
×
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
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 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 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1