Department of Chemical Biology, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ, USA.
Department of Medicinal Chemistry, Ernest Mario School of Pharmacy, Rutgers, The State University of New Jersey, Piscataway, NJ, USA.
Toxicol Appl Pharmacol. 2023 Feb 1;460:116375. doi: 10.1016/j.taap.2023.116375. Epub 2023 Jan 9.
Estrogen contributes to the development of breast cancer through estrogen receptor (ER) signaling and by generating genotoxic metabolites that cause oxidative DNA damage. To protect against oxidative stress, cells activate nuclear factor erythroid 2-related factor 2 (Nrf2) and its downstream cytoprotective genes that initiate antioxidant responses and detoxify xenobiotics. Nrf2 activation occurs by inhibiting the protein-protein interaction (PPI) between Nrf2 and its inhibitor Keap1, which otherwise targets Nrf2 for ubiquitination and destruction. In this study, we examined a series of novel direct inhibitors of Keap1-Nrf2 PPI in their role in promoting the availability of Nrf2 for antioxidant activity and attenuating estrogen-mediated responses in breast cancer. ER-positive human breast cancer cells MCF-7 were treated with 17β-estradiol (E2) in the presence or absence of selected Keap1-Nrf2 PPI inhibitors. Keap1-Nrf2 PPI inhibitors suppressed the mRNA and protein levels of estrogen responsive genes induced by E2 exposure, such as PGR. Keap1-Nrf2 PPI inhibitors caused significant activation of Nrf2 target genes. E2 decreased the mRNA and protein level of the Nrf2 target gene NQO1, and the Keap1-Nrf2 PPI inhibitors reversed this effect. The reversal of E2 action by these compounds was not due to binding to ER as ER antagonists. Further, a selected compound attenuated oxidative stress induced by E2, determined by the level of a biomarker 8-oxo-deoxyguanosine. These findings suggest that the Keap1-Nrf2 PPI inhibitors have potent antioxidant activity by activating Nrf2 pathways and inhibit E2-induced gene and protein expression. These compounds may serve as potential chemopreventive agents in estrogen-stimulated breast cancer.
雌激素通过雌激素受体(ER)信号和生成引起氧化 DNA 损伤的遗传毒性代谢物来促进乳腺癌的发展。为了防止氧化应激,细胞激活核因子红细胞 2 相关因子 2(Nrf2)及其下游细胞保护基因,启动抗氧化反应并解毒异源物。Nrf2 的激活是通过抑制 Nrf2 与其抑制剂 Keap1 之间的蛋白质-蛋白质相互作用(PPI)来实现的,否则 Keap1 会将 Nrf2 靶向泛素化和破坏。在这项研究中,我们研究了一系列新型 Keap1-Nrf2 PPI 的直接抑制剂在促进 Nrf2 抗氧化活性的可用性和减弱乳腺癌中雌激素介导的反应中的作用。用 17β-雌二醇(E2)处理 ER 阳性人乳腺癌细胞 MCF-7,同时存在或不存在选定的 Keap1-Nrf2 PPI 抑制剂。Keap1-Nrf2 PPI 抑制剂抑制 E2 暴露诱导的雌激素反应基因,如 PGR 的 mRNA 和蛋白水平。Keap1-Nrf2 PPI 抑制剂导致 Nrf2 靶基因的显著激活。E2 降低了 Nrf2 靶基因 NQO1 的 mRNA 和蛋白水平,而 Keap1-Nrf2 PPI 抑制剂逆转了这种作用。这些化合物通过与 ER 结合来逆转 E2 作用,因为 ER 拮抗剂。此外,选定的化合物通过水平的生物标志物 8-氧代-脱氧鸟苷来减弱由 E2 诱导的氧化应激。这些发现表明,Keap1-Nrf2 PPI 抑制剂通过激活 Nrf2 途径具有很强的抗氧化活性,并抑制 E2 诱导的基因和蛋白表达。这些化合物可能作为雌激素刺激的乳腺癌的潜在化学预防剂。