Novel Piperlongumine derivatives exert multimodal antitumor effects in prostate cancer via MAPK pathway activation, poly-mechanistic apoptosis induction, and DNMT3A-mediated DNA methylation reduction.

IF 5.1 2区 医学 Q1 BIOCHEMISTRY & MOLECULAR BIOLOGY
Bioorganic Chemistry Pub Date : 2026-10-05 Epub Date: 2026-08-17 DOI:10.1016/j.bioorg.2026.110408
Yu Zhang, Xue Yang, Xuemei Qiu, Zhurui Li, Danping Chen, Chengpeng Li, Chenchen Li, Yue Zhou, Zhenchao Wang
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引用次数: 0

Abstract

The high mortality rate of prostate cancer remains a major threat to men's health worldwide, highlighting an urgent need for novel therapeutic agents with improved efficacy and safety profiles. In this study, we employed a rational structural modification strategy to synthesize 14 novel 1,2,3-triazole-hybridized derivatives of piperlongumine (PL), a natural alkaloid with proven anticancer activity. The antiproliferative activity of these derivatives was evaluated in vitro against multiple cancer cell lines (PC-3, A549, T47D, and SMMC-7721), with normal HEK293 cells used to assess their selectivity. All synthesized derivatives (1 M-14 M) exhibited significant antitumor efficacy, with lead compound 11 M showing pronounced inhibition of PC-3 cell proliferation and migration. Mechanistic studies revealed that 11 M induced G2/M phase arrest and triggered mitochondrial-dependent apoptosis, while concurrently activating the ROS-MAPK signaling pathway and autophagic flux. Notably, 11 M attenuated DNMT3A-mediated global DNA hypomethylation. In vivo validation in PC-3 xenograft mice confirmed that 11 M exerted robust tumor growth suppression with low systemic toxicity, accompanied by DNMT3A downregulation and MAPK pathway activation, substantiating its multi-target therapeutic mechanism.

新型胡椒明衍生物通过MAPK通路激活、多机制诱导细胞凋亡和dnmt3a介导的DNA甲基化还原,在前列腺癌中发挥多模式抗肿瘤作用。
前列腺癌的高死亡率仍然是全球男性健康的主要威胁,因此迫切需要具有更高疗效和安全性的新型治疗药物。本研究采用合理的结构修饰策略,合成了14个具有抗癌活性的天然生物碱胡椒碱(PL)的1,2,3-三唑杂化衍生物。这些衍生物在体外对多种癌细胞系(PC-3、A549、T47D和SMMC-7721)的抗增殖活性进行了评估,并使用正常HEK293细胞来评估其选择性。所有合成的衍生物(1 M-14 M)均表现出显著的抗肿瘤作用,其中先导化合物11 M对PC-3细胞的增殖和迁移有明显的抑制作用。机制研究表明,11m诱导G2/M期阻滞,触发线粒体依赖性凋亡,同时激活ROS-MAPK信号通路和自噬通量。值得注意的是,11m减弱了dnmt3a介导的全球DNA低甲基化。在PC-3异种移植小鼠体内验证证实,11m具有较强的肿瘤生长抑制作用,具有较低的全身毒性,并伴有DNMT3A下调和MAPK通路激活,证实了其多靶点治疗机制。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Bioorganic Chemistry
Bioorganic Chemistry 生物-生化与分子生物学
CiteScore
9.70
自引率
3.90%
发文量
679
审稿时长
31 days
期刊介绍: Bioorganic Chemistry publishes research that addresses biological questions at the molecular level, using organic chemistry and principles of physical organic chemistry. The scope of the journal covers a range of topics at the organic chemistry-biology interface, including: enzyme catalysis, biotransformation and enzyme inhibition; nucleic acids chemistry; medicinal chemistry; natural product chemistry, natural product synthesis and natural product biosynthesis; antimicrobial agents; lipid and peptide chemistry; biophysical chemistry; biological probes; bio-orthogonal chemistry and biomimetic chemistry. For manuscripts dealing with synthetic bioactive compounds, the Journal requires that the molecular target of the compounds described must be known, and must be demonstrated experimentally in the manuscript. For studies involving natural products, if the molecular target is unknown, some data beyond simple cell-based toxicity studies to provide insight into the mechanism of action is required. Studies supported by molecular docking are welcome, but must be supported by experimental data. The Journal does not consider manuscripts that are purely theoretical or computational in nature. The Journal publishes regular articles, short communications and reviews. Reviews are normally invited by Editors or Editorial Board members. Authors of unsolicited reviews should first contact an Editor or Editorial Board member to determine whether the proposed article is within the scope of the Journal.
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