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Article ; Online: Phospholipids with two polyunsaturated fatty acyl tails promote ferroptosis.

Qiu, Baiyu / Zandkarimi, Fereshteh / Bezjian, Carla T / Reznik, Eduard / Soni, Rajesh Kumar / Gu, Wei / Jiang, Xuejun / Stockwell, Brent R

Cell

2024 Volume 187, Issue 5, Page(s) 1177–1190.e18

Abstract: Phospholipids containing a single polyunsaturated fatty acyl tail (PL- ... ...

Abstract	Phospholipids containing a single polyunsaturated fatty acyl tail (PL-PUFA
MeSH term(s)	Fatty Acids ; Ferroptosis ; Phosphatidylcholines ; Phospholipids/chemistry ; Phospholipids/metabolism ; Reactive Oxygen Species ; Dietary Fats/metabolism
Chemical Substances	Fatty Acids ; Phosphatidylcholines ; Phospholipids ; Reactive Oxygen Species ; Dietary Fats
Language	English
Publishing date	2024-02-15
Publishing country	United States
Document type	Journal Article
ZDB-ID	187009-9
ISSN	1097-4172 ; 0092-8674
ISSN (online)	1097-4172
ISSN	0092-8674
DOI	10.1016/j.cell.2024.01.030
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Zs.A 1167: Show issues			Location: Je nach Verfügbarkeit (siehe Angabe bei Bestand) bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular Jg. 1995 - 2021: Lesesall (1.OG) ab Jg. 2022: Lesesaal (EG)
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Article: Kinases Controlling Stability of the Oncogenic MYCN Protein.

Smith, Nailah / Reznik, Eduard / Bisikirska, Brygida / Polychronidou, Vasiliki / Wang, Qian / Zask, Arie / Forouhar, Farhad / Califano, Andrea / Stockwell, Brent R

ACS medicinal chemistry letters

2023 Volume 14, Issue 12, Page(s) 1664–1672

Abstract: We previously identified the natural products isopomiferin and pomiferin as powerful, indirect MYCN-ablating agents. In this work, we expand on their mechanism of action and find that casein kinase 2 (CK2), phosphoinositide 3-kinase (PI3K), checkpoint ... ...

Abstract	We previously identified the natural products isopomiferin and pomiferin as powerful, indirect MYCN-ablating agents. In this work, we expand on their mechanism of action and find that casein kinase 2 (CK2), phosphoinositide 3-kinase (PI3K), checkpoint kinase 1 (CHK1) and serine/threonine protein kinase 38-like (STK38L), as well as STK38, work synchronously to create a field effect that maintains MYCN stability. By systematically inhibiting these kinases, we degraded MYCN and induced cell death. Additionally, we synthesized and tested several simpler and more cost-effective pomiferin analogues, which successfully emulated the compound's MYCN ablating activity. Our work identified and characterized key kinases that can be targeted to interfere with the stability of the MYCN protein in NBL cells, demonstrating the efficacy of an indirect approach to targeting "undruggable" cancer drivers.
Language	English
Publishing date	2023-12-04
Publishing country	United States
Document type	Journal Article
ISSN	1948-5875
ISSN	1948-5875
DOI	10.1021/acsmedchemlett.3c00274
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Article ; Online: Subtype-selective prenylated isoflavonoids disrupt regulatory drivers of MYCN-amplified cancers.

Stokes, Michael E / Vasciaveo, Alessandro / Small, Jonnell Candice / Zask, Arie / Reznik, Eduard / Smith, Nailah / Wang, Qian / Daniels, Jacob / Forouhar, Farhad / Rajbhandari, Presha / Califano, Andrea / Stockwell, Brent R

Cell chemical biology

2023 Volume 31, Issue 4, Page(s) 805–819.e9

Abstract: Transcription factors have proven difficult to target with small molecules because they lack pockets necessary for potent binding. Disruption of protein expression can suppress targets and enable therapeutic intervention. To this end, we developed a drug ...

Abstract	Transcription factors have proven difficult to target with small molecules because they lack pockets necessary for potent binding. Disruption of protein expression can suppress targets and enable therapeutic intervention. To this end, we developed a drug discovery workflow that incorporates cell-line-selective screening and high-throughput expression profiling followed by regulatory network analysis to identify compounds that suppress regulatory drivers of disease. Applying this approach to neuroblastoma (NBL), we screened bioactive molecules in cell lines representing its MYC-dependent (MYCNA) and mesenchymal (MES) subtypes to identify selective compounds, followed by PLATESeq profiling of treated cells. This revealed compounds that disrupt a sub-network of MYCNA-specific regulatory proteins, resulting in MYCN degradation in vivo. The top hit was isopomiferin, a prenylated isoflavonoid that inhibited casein kinase 2 (CK2) in cells. Isopomiferin and its structural analogs inhibited MYC and MYCN in NBL and lung cancer cells, highlighting the general MYC-inhibiting potential of this unique scaffold.
MeSH term(s)	Humans ; Cell Line, Tumor ; Gene Expression Regulation, Neoplastic ; N-Myc Proto-Oncogene Protein/genetics ; N-Myc Proto-Oncogene Protein/metabolism ; Neuroblastoma/drug therapy ; Nuclear Proteins/genetics ; Nuclear Proteins/metabolism ; Oncogene Proteins/genetics ; Oncogene Proteins/metabolism ; Transcription Factors/metabolism
Chemical Substances	MYCN protein, human ; N-Myc Proto-Oncogene Protein ; Nuclear Proteins ; Oncogene Proteins ; Transcription Factors
Language	English
Publishing date	2023-12-06
Publishing country	United States
Document type	Journal Article
ISSN	2451-9448
ISSN (online)	2451-9448
DOI	10.1016/j.chembiol.2023.11.007
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Article ; Online: Ferroptosis inhibition by oleic acid mitigates iron-overload-induced injury.

Mann, Josiane / Reznik, Eduard / Santer, Melania / Fongheiser, Mark A / Smith, Nailah / Hirschhorn, Tal / Zandkarimi, Fereshteh / Soni, Rajesh Kumar / Dafré, Alcir Luiz / Miranda-Vizuete, Antonio / Farina, Marcelo / Stockwell, Brent R

Cell chemical biology

2023 Volume 31, Issue 2, Page(s) 249–264.e7

Abstract: Iron overload, characterized by accumulation of iron in tissues, induces a multiorgan toxicity whose mechanisms are not fully understood. Using cultured cell lines, Caenorhabditis elegans, and mice, we found that ferroptosis occurs in the context of iron- ...

Abstract	Iron overload, characterized by accumulation of iron in tissues, induces a multiorgan toxicity whose mechanisms are not fully understood. Using cultured cell lines, Caenorhabditis elegans, and mice, we found that ferroptosis occurs in the context of iron-overload-mediated damage. Exogenous oleic acid protected against iron-overload-toxicity in cell culture and Caenorhabditis elegans by suppressing ferroptosis. In mice, oleic acid protected against FAC-induced liver lipid peroxidation and damage. Oleic acid changed the cellular lipid composition, characterized by decreased levels of polyunsaturated fatty acyl phospholipids and decreased levels of ether-linked phospholipids. The protective effect of oleic acid in cells was attenuated by GW6471 (PPAR-α antagonist), as well as in Caenorhabditis elegans lacking the nuclear hormone receptor NHR-49 (a PPAR-α functional homologue). These results highlight ferroptosis as a driver of iron-overload-mediated damage, which is inhibited by oleic acid. This monounsaturated fatty acid represents a potential therapeutic approach to mitigating organ damage in iron overload individuals.
MeSH term(s)	Animals ; Mice ; Caenorhabditis elegans ; Ferroptosis ; Oleic Acid/pharmacology ; Peroxisome Proliferator-Activated Receptors ; Iron Overload/drug therapy ; Iron ; Phospholipid Ethers
Chemical Substances	Oleic Acid (2UMI9U37CP) ; Peroxisome Proliferator-Activated Receptors ; Iron (E1UOL152H7) ; Phospholipid Ethers
Language	English
Publishing date	2023-11-08
Publishing country	United States
Document type	Journal Article
ISSN	2451-9448
ISSN (online)	2451-9448
DOI	10.1016/j.chembiol.2023.10.012
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Article ; Online: Identification of essential sites of lipid peroxidation in ferroptosis.

von Krusenstiern, A Nikolai / Robson, Ryan N / Qian, Naixin / Qiu, Baiyu / Hu, Fanghao / Reznik, Eduard / Smith, Nailah / Zandkarimi, Fereshteh / Estes, Verna M / Dupont, Marcel / Hirschhorn, Tal / Shchepinov, Mikhail S / Min, Wei / Woerpel, K A / Stockwell, Brent R

Nature chemical biology

2023 Volume 19, Issue 6, Page(s) 719–730

Abstract: Ferroptosis, an iron-dependent form of cell death driven by lipid peroxidation, provides a potential treatment avenue for drug-resistant cancers and may play a role in the pathology of some degenerative diseases. Identifying the subcellular membranes ... ...

Abstract	Ferroptosis, an iron-dependent form of cell death driven by lipid peroxidation, provides a potential treatment avenue for drug-resistant cancers and may play a role in the pathology of some degenerative diseases. Identifying the subcellular membranes essential for ferroptosis and the sequence of their peroxidation will illuminate drug discovery strategies and ferroptosis-relevant disease mechanisms. In this study, we employed fluorescence and stimulated Raman scattering imaging to examine the structure-activity-distribution relationship of ferroptosis-modulating compounds. We found that, although lipid peroxidation in various subcellular membranes can induce ferroptosis, the endoplasmic reticulum (ER) membrane is a key site of lipid peroxidation. Our results suggest an ordered progression model of membrane peroxidation during ferroptosis that accumulates initially in the ER membrane and later in the plasma membrane. Thus, the design of ER-targeted inhibitors and inducers of ferroptosis may be used to optimally control the dynamics of lipid peroxidation in cells undergoing ferroptosis.
MeSH term(s)	Lipid Peroxidation/physiology ; Ferroptosis ; Cell Death ; Cell Membrane/metabolism ; Iron/metabolism
Chemical Substances	Iron (E1UOL152H7)
Language	English
Publishing date	2023-02-06
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural
ZDB-ID	2202962-X
ISSN	1552-4469 ; 1552-4450
ISSN (online)	1552-4469
ISSN	1552-4450
DOI	10.1038/s41589-022-01249-3
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Zs.A 6251: Show issues			Location: Je nach Verfügbarkeit (siehe Angabe bei Bestand) bis Jg. 2021: Bestellungen von Artikeln über das Online-Bestellformular ab Jg. 2022: Lesesaal (EG)
Zs.MG 90: Show issues

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Article ; Online: Patient-derived glioblastoma cultures as a tool for small-molecule drug discovery.

Ye, Ling F / Reznik, Eduard / Korn, Joshua M / Lin, Fallon / Yang, Guizhi / Malesky, Kimberly / Gao, Hui / Loo, Alice / Pagliarini, Raymond / Mikkelsen, Tom / Lo, Donald C / deCarvalho, Ana C / Stockwell, Brent R

Oncotarget

2020 Volume 11, Issue 4, Page(s) 443–451

Abstract: There is a compelling need for new therapeutic strategies for glioblastoma multiforme (GBM). Preclinical target and therapeutic discovery for GBMs is primarily conducted using cell lines grown in serum-containing media, such as U-87 MG, which do not ... ...

Abstract	There is a compelling need for new therapeutic strategies for glioblastoma multiforme (GBM). Preclinical target and therapeutic discovery for GBMs is primarily conducted using cell lines grown in serum-containing media, such as U-87 MG, which do not reflect the gene expression profiles of tumors found in GBM patients. To address this lack of representative models, we sought to develop a panel of patient-derived GBM models and characterize their genomic features, using RNA sequencing (RNA-seq) and growth characteristics, both when grown as neurospheres in culture, and grown orthotopically as xenografts in mice. When we compared these with commonly used GBM cell lines in the Cancer Cell Line Encyclopedia (CCLE), we found these patient-derived models to have greater diversity in gene expression and to better correspond to GBMs directly sequenced from patient tumor samples. We also evaluated the potential of these models for targeted therapy, by using the genomic characterization to identify small molecules that inhibit the growth of distinct subsets of GBMs, paving the way for precision medicines for GBM.
Language	English
Publishing date	2020-01-28
Publishing country	United States
Document type	Journal Article
ZDB-ID	2560162-3
ISSN	1949-2553 ; 1949-2553
ISSN (online)	1949-2553
ISSN	1949-2553
DOI	10.18632/oncotarget.27457
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Article: Predictors of long-term renal function after kidney surgery for patients with preoperative chronic kidney disease.

Silagy, Andrew / Zabor, Emily / Mano, Roy / DiNatale, Renzo / Marcon, Julian / Kashani, Mahyar / Blum, Kyle / Reznik, Eduard / Jaimes, Edgar / Coleman, Jonathan / Ari Hakimi, A / Russo, Paul

Canadian Urological Association journal = Journal de l'Association des urologues du Canada

2020 Volume 15, Issue 2, Page(s) E103–E109

Abstract: Introduction: We evaluated the trajectory of estimated glomerular filtration rate (eGFR) after kidney surgery in patients with kidney cancer and chronic kidney disease (CKD).: Methods: We identified 1204 consecutive patients in our institutional ... ...

Abstract	Introduction: We evaluated the trajectory of estimated glomerular filtration rate (eGFR) after kidney surgery in patients with kidney cancer and chronic kidney disease (CKD). Methods: We identified 1204 consecutive patients in our institutional database with preoperative CKD undergoing partial or radical nephrectomy from 1998-2016. Postoperative eGFR was tracked, with patients censored when receiving dialysis or kidney transplantation. A multivariable mixed-effects models assessed associations between preoperative baseline patient and tumor characteristics, and longitudinal eGFR. The Kaplan-Meier method and multivariable Cox regression were used to estimate overall survival, cancer-specific survival, and cumulative incidence of dialysis. Results: Preoperatively, 892 (74.1%), 271 (22.5%), and 41 (3.4%) patients had CKD stage 3a, 3b, and 4/5, respectively. There were 55 patients dialyzed and 355 deaths (99 from kidney cancer). Median followup was 8.1 years, with 25 781 postoperative eGFR measurements. Factors associated with decreasing eGFR postoperatively included radical nephrectomy, male gender, older age, increased body mass index (BMI), and cardiovascular risk factors. We observed a significant interaction effect between time from surgery and preoperative CKD stage: the eGFR of stage 3a patients improved, while stage ≥3b declined (p<0.001). The two-year and five-year cumulative incidence of dialysis was 1.8% (1.1-2.6%) and 3.1% (2.2-4.2%), respectively. The cumulative incidence of dialysis, with death as a competing event, significantly differed by preoperative CKD stage. Conclusions: Preoperative CKD stage ≥3b is independently associated with a higher risk of declining renal function, dialysis, and mortality. With careful selection, patients with preoperative CKD withstand kidney surgery with low rates of dialysis.
Language	English
Publishing date	2020-08-02
Publishing country	Canada
Document type	Journal Article
ZDB-ID	2431403-1
ISSN	1911-6470
ISSN	1911-6470
DOI	10.5489/cuaj.6485
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Article: High-Throughput Screening of Patient-Derived Cultures Reveals Potential for Precision Medicine in Glioblastoma.

Quartararo, Christine E / Reznik, Eduard / deCarvalho, Ana C / Mikkelsen, Tom / Stockwell, Brent R

ACS medicinal chemistry letters

2015 Volume 6, Issue 8, Page(s) 948–952

Abstract: Identifying drugs for the treatment of glioblastoma (GBM), a rapidly fatal disease, has been challenging. Most screening efforts have been conducted with immortalized cell lines grown with fetal bovine serum, which have little relevance to the genomic ... ...

Abstract	Identifying drugs for the treatment of glioblastoma (GBM), a rapidly fatal disease, has been challenging. Most screening efforts have been conducted with immortalized cell lines grown with fetal bovine serum, which have little relevance to the genomic features found in GBM patients. Patient-derived neurosphere cultures, while being more physiologically relevant, are difficult to screen and therefore are only used to test a few drug candidates after initial screening efforts. Laminin has been used to generate two-dimensional cell lines from patient tumors, preserving the genomic signature and alleviating some screening hurdles. We present here the first side-by-side comparison of inhibitor sensitivity of laminin and neurosphere-grown patient-derived GBM cell lines and show that both of these culture methods result in the same pattern of inhibitor sensitivity. We used these screening methods to evaluate the dependencies of seven patient-derived cell models: three grown on laminin and four grown as neurospheres, against 56 agents in 17-point dose-response curves in 384-well format in triplicate. This allowed us to establish differential sensitivity of chemotherapeutic agents across the seven patient-derived models. We found that MEK inhibition caused patient-sample-specific growth inhibition and that bortezomib, an FDA-approved proteasome inhibitor, was potently lethal in all patient-derived models. Furthermore, the screening results led us to test the combination of the Bcl-2 inhibitor ABT-263, and the mTOR inhibitor AZD-8055, which we found to be synergistic in a subset of patient-derived GBM models. Thus, we have identified new candidate therapeutics and developed a high-throughput screening system using patient-derived GBM samples.
Language	English
Publishing date	2015-06-22
Publishing country	United States
Document type	Journal Article
ISSN	1948-5875
ISSN	1948-5875
DOI	10.1021/acsmedchemlett.5b00128
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Article ; Online: The Role of Cytoreductive Nephrectomy for Sarcomatoid Renal Cell Carcinoma: A 29-Year Institutional Experience.

Silagy, Andrew W / Mano, Roy / Blum, Kyle A / DiNatale, Renzo G / Marcon, Julian / Tickoo, Satish K / Reznik, Eduard / Coleman, Jonathan A / Russo, Paul / Hakimi, A Ari

Urology

2019 Volume 136, Page(s) 169–175

Abstract: Objective: To assess which patients respond best following cytoreductive nephrectomy for renal cell carcinoma (RCC) with sarcomatoid dedifferentiation (sRCC) and whether outcomes are improving over time.: Methods: We identified 562 patients with ... ...

Abstract	Objective: To assess which patients respond best following cytoreductive nephrectomy for renal cell carcinoma (RCC) with sarcomatoid dedifferentiation (sRCC) and whether outcomes are improving over time. Methods: We identified 562 patients with metastatic RCC treated between 1989 and 2018 with cytoreductive nephrectomy. We reviewed baseline clinical and pathologic characteristics, including the presence of sRCC, and metastatic sites at time of nephrectomy. The primary study endpoint was overall survival (OS). Univariate and multivariate Cox-regression analyses were used to identify significant predictors of OS. Results: The study cohort had 192 sRCC patients, with a median age of 59 years. Frequently involved metastatic locations were lung (n = 115), retroperitoneal nodes (n = 63), and axial skeleton (n = 43). Lung metastasis were more prevalent in clear cell histology (P = .0017) whereas nodal involvement was associated with nonclear cell subtypes (P = .0064). Median follow-up was 14 months. Estimated 2- and 5-year OS were 34.1% and 14.8%, respectively. On multivariate analysis, metastases to the liver (HR = 1.64; 95% CI 1.02-2.63; P = .04), lung (HR = 1.50; 95% CI 1.05-2.14; P = .03), retroperitoneal nodes (HR = 1.52; 95% CI 1.03-2.25; P = 0.04) and nonclear cell histology (HR = 1.61; 95% CI 1.10-2.35; P = .01) were associated with worse OS in the sRCC cohort. Conclusion: OS after cytoreductive nephrectomy for sRCC and non-sRCC is improving over time. In patients with sRCC, presentations with unifocal metastasis not involving the liver or lung, clear cell histology and node negative disease have better outcomes following cytoreductive nephrectomy and may yield greater benefit from the procedure.
MeSH term(s)	Aged ; Carcinoma, Renal Cell/surgery ; Cohort Studies ; Cytoreduction Surgical Procedures ; Female ; Humans ; Kidney Neoplasms/surgery ; Male ; Middle Aged ; Nephrectomy/methods ; Retrospective Studies ; Time Factors ; Treatment Outcome
Language	English
Publishing date	2019-11-11
Publishing country	United States
Document type	Journal Article
ZDB-ID	192062-5
ISSN	1527-9995 ; 0090-4295
ISSN (online)	1527-9995
ISSN	0090-4295
DOI	10.1016/j.urology.2019.08.058
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Article ; Online: Copper-Binding Small Molecule Induces Oxidative Stress and Cell-Cycle Arrest in Glioblastoma-Patient-Derived Cells.

Shimada, Kenichi / Reznik, Eduard / Stokes, Michael E / Krishnamoorthy, Lakshmi / Bos, Pieter H / Song, Yuyu / Quartararo, Christine E / Pagano, Nen C / Carpizo, Darren R / deCarvalho, Ana C / Lo, Donald C / Stockwell, Brent R

Cell chemical biology

2018 Volume 25, Issue 5, Page(s) 585–594.e7

Abstract: Transition metals are essential, but deregulation of their metabolism causes toxicity. Here, we report that the compound NSC319726 binds copper to induce oxidative stress and arrest glioblastoma-patient-derived cells at picomolar concentrations. ... ...

Abstract	Transition metals are essential, but deregulation of their metabolism causes toxicity. Here, we report that the compound NSC319726 binds copper to induce oxidative stress and arrest glioblastoma-patient-derived cells at picomolar concentrations. Pharmacogenomic analysis suggested that NSC319726 and 65 other structural analogs exhibit lethality through metal binding. Although NSC319726 has been reported to function as a zinc ionophore, we report here that this compound binds to copper to arrest cell growth. We generated and validated pharmacogenomic predictions: copper toxicity was substantially inhibited by hypoxia, through an hypoxia-inducible-factor-1α-dependent pathway; copper-bound NSC319726 induced the generation of reactive oxygen species and depletion of deoxyribosyl purines, resulting in cell-cycle arrest. These results suggest that metal-induced DNA damage may be a consequence of exposure to some xenobiotics, therapeutic agents, as well as other causes of copper dysregulation, and reveal a potent mechanism for targeting glioblastomas.
MeSH term(s)	Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Cell Cycle Checkpoints/drug effects ; Cell Line, Tumor ; Cell Proliferation/drug effects ; Copper/metabolism ; Female ; Glioblastoma/drug therapy ; Glioblastoma/metabolism ; Humans ; Male ; Oxidative Stress/drug effects ; Reactive Oxygen Species/metabolism ; Small Molecule Libraries/chemistry ; Small Molecule Libraries/pharmacology ; Thiosemicarbazones/chemistry ; Thiosemicarbazones/pharmacology ; Tumor Cells, Cultured
Chemical Substances	Antineoplastic Agents ; Reactive Oxygen Species ; Small Molecule Libraries ; Thiosemicarbazones ; Copper (789U1901C5)
Language	English
Publishing date	2018-03-22
Publishing country	United States
Document type	Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't
ISSN	2451-9448
ISSN (online)	2451-9448
DOI	10.1016/j.chembiol.2018.02.010
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