Systematically Mitigating the p38[alpha] Activity of Triazole-based BET Inhibitors

Carlson, Angela S.; Cui, Huarui; Divakaran, Anand; Johnson, Jorden A.; Brunner, Ryan M.; Pomerantz, William C.K.; Topczewski, Joseph J.

doi:10.1021/acsmedchemlett.9b00227

Systematically Mitigating the p38[alpha] Activity of Triazole-based BET Inhibitors

Journal Article · 01 August 2019 · ACS Med. Chem. Lett.

DOI:https://doi.org/10.1021/acsmedchemlett.9b00227· OSTI ID:1839745

Carlson, Angela S.; Cui, Huarui; Divakaran, Anand; Johnson, Jorden A.; Brunner, Ryan M.; Pomerantz, William C.K.; Topczewski, Joseph J.

Research Organization:: Advanced Photon Source (APS), Argonne National Laboratory (ANL), Argonne, IL (US)

Sponsoring Organization:: DOE - Office Of Science; NIGMS; NIH

DOE Contract Number:: NONE;

OSTI ID:: 1839745

Journal Information:: ACS Med. Chem. Lett., Journal Name: ACS Med. Chem. Lett. Journal Issue: (9) Vol. 10

Country of Publication:: United States

Language:: ENGLISH

References (29)

Bromodomain Drug Discovery – the Past, the Present, and the Future Pervaiz, Mehrosh; Mishra, Pankaj; Günther, Stefan The Chemical Record, Vol. 18, Issue 12 https://doi.org/10.1002/tcr.201800074	journal	August 2018
Phenoxypyrimidine inhibitors of p38α kinase Boehm, Jeffrey C.; Bower, Michael J.; Gallagher, Timothy F. Bioorganic & Medicinal Chemistry Letters, Vol. 11, Issue 9 https://doi.org/10.1016/S0960-894X(01)00163-9	journal	May 2001
Regulation of stress-induced cytokine production by pyridinylimidazoles; inhibition of CSBP kinase Gallagher, Timothy F.; Seibel, George L.; Kassis, Shouki Bioorganic & Medicinal Chemistry, Vol. 5, Issue 1 https://doi.org/10.1016/S0968-0896(96)00212-X	journal	January 1997
Structural basis of inhibitor selectivity in MAP kinases Wang, Zhulun; Canagarajah, Bertram J.; Boehm, Jeffrey C. Structure, Vol. 6, Issue 9 https://doi.org/10.1016/S0969-2126(98)00113-0	journal	September 1998
The development of new bicyclic pyrazole-based cytokine synthesis inhibitors Townes, Jennifer A.; Golebiowski, Adam; Clark, Michael P. Bioorganic & Medicinal Chemistry Letters, Vol. 14, Issue 19 https://doi.org/10.1016/j.bmcl.2004.07.024	journal	October 2004
The development of novel C-2, C-8, and N-9 trisubstituted purines as inhibitors of TNF-α production Sabat, Mark; VanRens, John C.; Clark, Michael P. Bioorganic & Medicinal Chemistry Letters, Vol. 16, Issue 16 https://doi.org/10.1016/j.bmcl.2006.05.050	journal	August 2006
BET Bromodomain Inhibition as a Therapeutic Strategy to Target c-Myc Delmore, Jake E.; Issa, Ghayas C.; Lemieux, Madeleine E. Cell, Vol. 146, Issue 6 https://doi.org/10.1016/j.cell.2011.08.017	journal	September 2011
Clinical trials for BET inhibitors run ahead of the science Andrieu, Guillaume; Belkina, Anna C.; Denis, Gerald V. Drug Discovery Today: Technologies, Vol. 19 https://doi.org/10.1016/j.ddtec.2016.06.004	journal	March 2016
The bromodomain interaction module Filippakopoulos, Panagis; Knapp, Stefan FEBS Letters, Vol. 586, Issue 17 https://doi.org/10.1016/j.febslet.2012.04.045	journal	May 2012
Identification of a Benzoisoxazoloazepine Inhibitor (CPI-0610) of the Bromodomain and Extra-Terminal (BET) Family as a Candidate for Human Clinical Trials Albrecht, Brian K.; Gehling, Victor S.; Hewitt, Michael C. Journal of Medicinal Chemistry, Vol. 59, Issue 4 https://doi.org/10.1021/acs.jmedchem.5b01882	journal	April 2015
Dual Kinase-Bromodomain Inhibitors in Anticancer Drug Discovery: A Structural and Pharmacological Perspective: Miniperspective Carlino, Luca; Rastelli, Giulio Journal of Medicinal Chemistry, Vol. 59, Issue 20 https://doi.org/10.1021/acs.jmedchem.6b00438	journal	September 2016
BET Bromodomain Inhibitors with One-Step Synthesis Discovered from Virtual Screen Ayoub, Alex M.; Hawk, Laura M. L.; Herzig, Ryan J. Journal of Medicinal Chemistry, Vol. 60, Issue 12 https://doi.org/10.1021/acs.jmedchem.6b01336	journal	June 2017
Molecular Basis for the N-Terminal Bromodomain-and-Extra-Terminal-Family Selectivity of a Dual Kinase–Bromodomain Inhibitor Divakaran, Anand; Talluri, Siva K.; Ayoub, Alex M. Journal of Medicinal Chemistry, Vol. 61, Issue 20 https://doi.org/10.1021/acs.jmedchem.8b01248	journal	September 2018
Designing Dual Inhibitors of Anaplastic Lymphoma Kinase (ALK) and Bromodomain-4 (BRD4) by Tuning Kinase Selectivity Watts, Ellen; Heidenreich, David; Tucker, Elizabeth Journal of Medicinal Chemistry, Vol. 62, Issue 5 https://doi.org/10.1021/acs.jmedchem.8b01947	journal	February 2019
Dual Screening of BPTF and Brd4 Using Protein-Observed Fluorine NMR Uncovers New Bromodomain Probe Molecules Urick, Andrew K.; Hawk, Laura M. L.; Cassel, Melissa K. ACS Chemical Biology, Vol. 10, Issue 10 https://doi.org/10.1021/acschembio.5b00483	journal	July 2015
BRD4 Structure–Activity Relationships of Dual PLK1 Kinase/BRD4 Bromodomain Inhibitor BI-2536 Chen, Lijia; Yap, Jeremy L.; Yoshioka, Makoto ACS Medicinal Chemistry Letters, Vol. 6, Issue 7 https://doi.org/10.1021/acsmedchemlett.5b00084	journal	June 2015
Design, Synthesis, and Biological Activity of 1,2,3-Triazolobenzodiazepine BET Bromodomain Inhibitors Sharp, Phillip P.; Garnier, Jean-Marc; Hatfaludi, Tamas ACS Medicinal Chemistry Letters, Vol. 8, Issue 12 https://doi.org/10.1021/acsmedchemlett.7b00389	journal	December 2017
Cyclin-Dependent Kinase Inhibitor Dinaciclib Interacts with the Acetyl-Lysine Recognition Site of Bromodomains Martin, Mathew P.; Olesen, Sanne H.; Georg, Gunda I. ACS Chemical Biology, Vol. 8, Issue 11 https://doi.org/10.1021/cb4003283	journal	September 2013
Acetyl-lysine Binding Site of Bromodomain-Containing Protein 4 (BRD4) Interacts with Diverse Kinase Inhibitors Ember, Stuart W. J.; Zhu, Jin-Yi; Olesen, Sanne H. ACS Chemical Biology, Vol. 9, Issue 5 https://doi.org/10.1021/cb500072z	journal	March 2014
Small Molecule Inhibitors of Bromodomain–Acetyl-lysine Interactions Brand, Michael; Measures, Angelina M.; Wilson, Brian G. ACS Chemical Biology, Vol. 10, Issue 1 https://doi.org/10.1021/cb500996u	journal	November 2014
Cu-Catalyzed Azide−Alkyne Cycloaddition Meldal, Morten; Tornøe, Christian Wenzel Chemical Reviews, Vol. 108, Issue 8 https://doi.org/10.1021/cr0783479	journal	August 2008
Development of a Fluorescent-Tagged Kinase Assay System for the Detection and Characterization of Allosteric Kinase Inhibitors Simard, Jeffrey R.; Getlik, Matthäus; Grütter, Christian Journal of the American Chemical Society, Vol. 131, Issue 37 https://doi.org/10.1021/ja902010p	journal	June 2009
Discovery, Design, and Optimization of Isoxazole Azepine BET Inhibitors Gehling, Victor S.; Hewitt, Michael C.; Vaswani, Rishi G. ACS Medicinal Chemistry Letters, Vol. 4, Issue 9 https://doi.org/10.1021/ml4001485	journal	July 2013
Dual kinase-bromodomain inhibitors for rationally designed polypharmacology Ciceri, Pietro; Müller, Susanne; O'Mahony, Alison Nature Chemical Biology, Vol. 10, Issue 4 https://doi.org/10.1038/nchembio.1471	journal	March 2014
A chemical toolbox for the study of bromodomains and epigenetic signaling Wu, Qin; Heidenreich, David; Zhou, Stanley Nature Communications, Vol. 10, Issue 1 https://doi.org/10.1038/s41467-019-09672-2	journal	April 2019
HDACs, histone deacetylation and gene transcription: from molecular biology to cancer therapeutics Gallinari, Paola; Marco, Stefania Di; Jones, Phillip Cell Research, Vol. 17, Issue 3 https://doi.org/10.1038/sj.cr.7310149	journal	February 2007
Short cut to 1,2,3-triazole-based p38 MAP kinase inhibitorsvia [3+2]-cycloaddition chemistry Dinér, Peter; Andersson, Terese; Kjellén, Jimmy New J. Chem., Vol. 33, Issue 5 https://doi.org/10.1039/B818909A	journal	January 2009
Brd4 Coactivates Transcriptional Activation of NF- B via Specific Binding to Acetylated RelA Huang, B.; Yang, X. -D.; Zhou, M. -M. Molecular and Cellular Biology, Vol. 29, Issue 5 https://doi.org/10.1128/MCB.01365-08	journal	December 2008
Potent Dual BET Bromodomain-Kinase Inhibitors as Value-Added Multitargeted Chemical Probes and Cancer Therapeutics Ember, Stuart W.; Lambert, Que T.; Berndt, Norbert Molecular Cancer Therapeutics, Vol. 16, Issue 6 https://doi.org/10.1158/1535-7163.MCT-16-0568-T	journal	March 2017

Similar Records

5-Amino-pyrazoles as potent and selective p38[alpha] inhibitors

Journal Article · 2012 · Bioorg. Med. Chem. Lett. · OSTI ID:1025635

Methylpyrrole inhibitors of BET bromodomains

Journal Article · 2017 · Bioorganic and Medicinal Chemistry Letters · OSTI ID:1400313

4-Methyl-1,2,3-Triazoles as N-Acetyl-Lysine Mimics Afford Potent BET Bromodomain Inhibitors with Imp

Journal Article · 2021 · J. Med. Chem. · OSTI ID:1818348

Systematically Mitigating the p38[alpha] Activity of Triazole-based BET Inhibitors

Citation Formats

References (29)

Similar Records

Related Subjects