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FRI-1是一种抗癌异喹啉醌,它通过破坏乳腺癌细胞中的氧化还原反应来抑制线粒体生物能量学并阻断代谢转变。

FRI-1 Is an Anti-Cancer Isoquinolinequinone That Inhibits the Mitochondrial Bioenergetics and Blocks Metabolic Shifts by Redox Disruption in Breast Cancer Cells.

作者信息

Córdova-Delgado Miguel, Fuentes-Retamal Sebastián, Palominos Charlotte, López-Torres Camila, Guzmán-Rivera Daniela, Ramírez-Rodríguez Oney, Araya-Maturana Ramiro, Urra Félix A

机构信息

Laboratorio de Plasticidad Metabólica y Bioenergética, Programa de Farmacología Molecular y Clínica, Instituto de Ciencias Biomédicas (ICBM), Facultad de Medicina, Universidad de Chile, Independencia 1027, Casilla 7, Santiago 8380453, Chile.

Network for Snake Venom Research and Drug Discovery, Santiago 7800003, Chile.

出版信息

Antioxidants (Basel). 2021 Oct 14;10(10):1618. doi: 10.3390/antiox10101618.

DOI:10.3390/antiox10101618
PMID:34679752
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8533268/
Abstract

Since breast cancer (BC) cells are dependent on mitochondrial bioenergetics for promoting proliferation, survival, and metastasis, mitochondria highlight as an important target for anticancer drug discovery. FRI-1, methyl 1, 3-dimethyl-5, 8-dioxo-5, 8-dihydro-4-isoquinolinecarboxylate, was previously described as a selective cytotoxic compound on cancer cell lines, however, details on the mechanism of action remain unknown. In this work, we describe that FRI-1 inhibits mitochondrial bioenergetics, producing apoptosis in MCF7 and MDA-MB-231 BC cell lines. FRI-1 decreases the maximal oxygen consumption rate (OCR), Δψm, NADH, and ATP levels, with a notable increase of mitochondrial reactive oxygen species (ROS) production, promoting AMPK activation with pro-survival effects. Moreover, FRI-1 inhibits the metabolic remodeling to glycolysis induced by oligomycin. In isolated tumoral mitochondria, FRI-1 increases Complex I and III-dependent OCR state 2, and this is sensitive to rotenone and antimycin A inhibitor additions, suggesting a redox cycling event. Remarkably, α-ketoglutarate and lipoic acid supplementation reversed and promoted, respectively, the FRI-1-induced apoptosis, suggesting that mitochondrial redox disruption affects 2-oxoglutarate dehydrogenase (OGDH) activity, and this is involved in their anticancer mechanism. Consistent with this, the combination of FRI-1 and CPI-613, a dual inhibitor of redox-sensible tricarboxylic acid (TCA) cycle enzymes PDH and OGDH, produced extensive BC cell death. Taken together, our results suggest that FRI-1 exhibits anticancer effects through inhibition of mitochondrial bioenergetics by redox disruption in BC cells.

摘要

由于乳腺癌(BC)细胞依赖线粒体生物能量学来促进增殖、存活和转移,线粒体成为抗癌药物研发的重要靶点。FRI-1,即1,3-二甲基-5,8-二氧代-5,8-二氢-4-异喹啉羧酸甲酯,先前被描述为对癌细胞系具有选择性细胞毒性的化合物,然而,其作用机制的细节仍不清楚。在这项研究中,我们发现FRI-1抑制线粒体生物能量学,在MCF7和MDA-MB-231 BC细胞系中诱导细胞凋亡。FRI-1降低最大耗氧率(OCR)、线粒体膜电位(Δψm)、NADH和ATP水平,同时线粒体活性氧(ROS)生成显著增加,促进具有促生存作用的AMPK激活。此外,FRI-1抑制由寡霉素诱导的糖酵解代谢重塑。在分离的肿瘤线粒体中,FRI-1增加复合体I和III依赖的OCR状态2,并且这对鱼藤酮和抗霉素A抑制剂的添加敏感,提示存在氧化还原循环事件。值得注意的是,补充α-酮戊二酸和硫辛酸分别逆转和促进了FRI-1诱导的细胞凋亡,表明线粒体氧化还原破坏影响2-氧代戊二酸脱氢酶(OGDH)活性,并且这参与了它们的抗癌机制。与此一致的是,FRI-1与CPI-613(一种对氧化还原敏感的三羧酸(TCA)循环酶PDH和OGDH的双重抑制剂)联合使用导致广泛的BC细胞死亡。综上所述,我们的结果表明FRI-1通过破坏BC细胞中的线粒体生物能量学氧化还原反应来发挥抗癌作用。

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2
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Biomed Res Int. 2021 May 24;2021:9972057. doi: 10.1155/2021/9972057. eCollection 2021.
3
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4
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