Structure-guided optimization of adenosine mimetics as selective and potent inhibitors of coronavirus nsp14 N7-methyltransferases

[1]  A. Jirgensons,et al.  3-(Adenosylthio)benzoic Acid Derivatives as SARS-CoV-2 Nsp14 Methyltransferase Inhibitors , 2023, Molecules.

[2]  Christos G Gogos,et al.  Oral Antiviral Treatment for COVID-19: A Comprehensive Review on Nirmatrelvir/Ritonavir , 2022, Viruses.

[3]  Arun K. Ghosh,et al.  Recent Drug Development and Medicinal Chemistry Approaches for the Treatment of SARS‐CoV‐2 and Covid‐19 , 2022, ChemMedChem.

[4]  E. Decroly,et al.  Facile access to 4'-(N-acylsulfonamide) modified nucleosides and evaluation of their inhibitory activity against SARS-CoV-2 RNA cap N7-guanine-methyltransferase nsp14. , 2022, Organic & biomolecular chemistry.

[5]  D. Sciaky,et al.  High-resolution structures of the SARS-CoV-2 N7-methyltransferase inform therapeutic development , 2022, Nature Structural & Molecular Biology.

[6]  Jiashu Xie,et al.  Bisubstrate Inhibitors of Severe Acute Respiratory Syndrome Coronavirus-2 Nsp14 Methyltransferase , 2022, ACS medicinal chemistry letters.

[7]  B. Coutard,et al.  Potent Inhibition of SARS-CoV-2 nsp14 N7-Methyltransferase by Sulfonamide-Based Bisubstrate Analogues , 2022, Journal of medicinal chemistry.

[8]  J. Newman,et al.  Crystal structures and fragment screening of SARS-CoV-2 NSP14 reveal details of exoribonuclease activation and mRNA capping and provide starting points for antiviral drug development , 2022, bioRxiv.

[9]  A. Aggarwal,et al.  High resolution structures of the SARS-CoV-2 N7-methyltransferase inform therapeutic development , 2022, Research Square.

[10]  Magdalena Pachota,et al.  Refolding of lid subdomain of SARS-CoV-2 nsp14 upon nsp10 interaction releases exonuclease activity , 2022, bioRxiv.

[11]  E. Bouřa,et al.  Coronaviral RNA-methyltransferases: function, structure and inhibition , 2022, Nucleic acids research.

[12]  P. Maes,et al.  Remdesivir, Molnupiravir and Nirmatrelvir remain active against SARS-CoV-2 Omicron and other variants of concern , 2021, bioRxiv.

[13]  B. Hoen,et al.  Niclosamide shows strong antiviral activity in a human airway model of SARS-CoV-2 infection and a conserved potency against the Alpha (B.1.1.7), Beta (B.1.351) and Delta variant (B.1.617.2) , 2021, PloS one.

[14]  A. Jirgensons,et al.  Discovery of SARS-CoV-2 Nsp14 and Nsp16 Methyltransferase Inhibitors by High-Throughput Virtual Screening , 2021, Pharmaceuticals.

[15]  Peggy Geluykens,et al.  A pan-serotype dengue virus inhibitor targeting the NS3–NS4B interaction , 2021, Nature.

[16]  K. Gajiwala,et al.  An oral SARS-CoV-2 Mpro inhibitor clinical candidate for the treatment of COVID-19 , 2021, Science.

[17]  P. Fish,et al.  Probing the SAM Binding Site of SARS-CoV-2 Nsp14 In Vitro Using SAM Competitive Inhibitors Guides Developing Selective Bisubstrate Inhibitors , 2021, SLAS Discovery.

[18]  A. Jirgensons,et al.  Potent SARS-CoV-2 mRNA Cap Methyltransferase Inhibitors by Bioisosteric Replacement of Methionine in SAM Cosubstrate , 2021, ACS medicinal chemistry letters.

[19]  E. Decroly,et al.  Structure–function analysis of the nsp14 N7–guanine methyltransferase reveals an essential role in Betacoronavirus replication , 2021, Proceedings of the National Academy of Sciences.

[20]  L. Drury,et al.  Identifying SARS-CoV-2 antiviral compounds by screening for small molecule inhibitors of Nsp14 RNA cap methyltransferase , 2021, The Biochemical journal.

[21]  J. Neyts,et al.  Identification and evaluation of potential SARS-CoV-2 antiviral agents targeting mRNA cap guanine N7-Methyltransferase , 2021, Antiviral Research.

[22]  V. Cowling,et al.  Development of a High-Throughput Screening Assay to Identify Inhibitors of the SARS-CoV-2 Guanine-N7-Methyltransferase Using RapidFire Mass Spectrometry , 2021, SLAS Discovery.

[23]  M. Vedadi,et al.  The Structure-Based Design of SARS-CoV-2 nsp14 Methyltransferase Ligands Yields Nanomolar Inhibitors , 2021, ACS infectious diseases.

[24]  R. Pohl,et al.  Antiviral Activity of 7-Substituted 7-Deazapurine Ribonucleosides, Monophosphate Prodrugs, and Triphoshates against Emerging RNA Viruses. , 2021, ACS infectious diseases.

[25]  X. de Lamballerie,et al.  Preclinical evaluation of Imatinib does not support its use as an antiviral drug against SARS-CoV-2 , 2020, bioRxiv.

[26]  S. Joshi,et al.  Role of favipiravir in the treatment of COVID-19 , 2020, International Journal of Infectious Diseases.

[27]  R. Singh,et al.  Drug repurposing approach to fight COVID-19 , 2020, Pharmacological Reports.

[28]  anonymous,et al.  Remdesivir , 2020, Reactions Weekly.

[29]  Priscila Sutto-Ortiz,et al.  Synthesis of adenine dinucleosides SAM analogs as specific inhibitors of SARS-CoV nsp14 RNA cap guanine-N7-methyltransferase , 2020, European Journal of Medicinal Chemistry.

[30]  R. Berisio,et al.  A Structural View of SARS-CoV-2 RNA Replication Machinery: RNA Synthesis, Proofreading and Final Capping , 2020, Cells.

[31]  Yi Wang,et al.  Remdesivir in adults with severe COVID-19: a randomised, double-blind, placebo-controlled, multicentre trial , 2020, The Lancet.

[32]  Bruno Coutard,et al.  In vitro screening of a FDA approved chemical library reveals potential inhibitors of SARS-CoV-2 replication , 2020, Scientific Reports.

[33]  M. Van Loock,et al.  Phylogenetically based establishment of a dengue virus panel, representing all available genotypes, as a tool in dengue drug discovery. , 2019, Antiviral research.

[34]  B. Coutard,et al.  Toward the identification of viral cap-methyltransferase inhibitors by fluorescence screening assay , 2017, Antiviral Research.

[35]  E. Decroly,et al.  Biochemical principles and inhibitors to interfere with viral capping pathways , 2017, Current Opinion in Virology.

[36]  E. Decroly,et al.  Binding of the Methyl Donor S-Adenosyl-l-Methionine to Middle East Respiratory Syndrome Coronavirus 2′-O-Methyltransferase nsp16 Promotes Recruitment of the Allosteric Activator nsp10 , 2016, Journal of Virology.

[37]  P. Fish,et al.  New small molecule inhibitors of histone methyl transferase DOT1L with a nitrile as a non-traditional replacement for heavy halogen atoms. , 2016, Bioorganic & medicinal chemistry letters.

[38]  Michal Hocek,et al.  Synthesis and biological profiling of 6- or 7-(het)aryl-7-deazapurine 4'-C-methylribonucleosides. , 2015, Bioorganic & medicinal chemistry.

[39]  R. Lurz,et al.  A 7-Deazaadenosylaziridine Cofactor for Sequence-Specific Labeling of DNA by the DNA Cytosine-C5 Methyltransferase M.HhaI , 2015, Molecules.

[40]  C. Müller,et al.  α,β-Methylene-ADP (AOPCP) Derivatives and Analogues: Development of Potent and Selective ecto-5'-Nucleotidase (CD73) Inhibitors. , 2015, Journal of medicinal chemistry.

[41]  Liming Yan,et al.  Structural basis and functional analysis of the SARS coronavirus nsp14–nsp10 complex , 2015, Proceedings of the National Academy of Sciences.

[42]  A. Schmidt,et al.  K3PO4-KOH Mixture as Efficient Reagent for the Deprotection of 4-Aryl-2-methyl-3-butyn-2-ols to Terminal Acetylenes , 2013 .

[43]  Roman A. Laskowski,et al.  LigPlot+: Multiple Ligand-Protein Interaction Diagrams for Drug Discovery , 2011, J. Chem. Inf. Model..

[44]  Yuan Yao,et al.  Selective inhibitors of histone methyltransferase DOT1L: design, synthesis, and crystallographic studies. , 2011, Journal of the American Chemical Society.

[45]  E. Decroly,et al.  Correction: In Vitro Reconstitution of SARS-Coronavirus mRNA Cap Methylation , 2010, PLoS Pathogens.

[46]  David S. Goodsell,et al.  AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility , 2009, J. Comput. Chem..

[47]  Arthur J. Olson,et al.  AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading , 2009, J. Comput. Chem..

[48]  F. Seela,et al.  7-Functionalized 7-deazapurine β-d and β-l-ribonucleosides related to tubercidin and 7-deazainosine: glycosylation of pyrrolo[2,3-d]pyrimidines with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-d or β-l-ribofuranose , 2007 .

[49]  B. Canard,et al.  High-yield production of short GpppA- and 7MeGpppA-capped RNAs and HPLC-monitoring of methyltransfer reactions at the guanine-N7 and adenosine-2′O positions , 2007, Nucleic acids research.

[50]  J. Rodríguez,et al.  Synthesis of n-chloroquinolines and n-ethynylquinolines (n=2, 4, 8): homo and heterocoupling reactions , 2005 .

[51]  Conrad C. Huang,et al.  UCSF Chimera—A visualization system for exploratory research and analysis , 2004, J. Comput. Chem..

[52]  Jean-Louis Romette,et al.  An RNA cap (nucleoside‐2′‐O‐)‐methyltransferase in the flavivirus RNA polymerase NS5: crystal structure and functional characterization , 2002, The EMBO journal.

[53]  L. Kotra,et al.  Synthesis, biotransformation, and pharmacokinetic studies of 9-(beta-D-arabinofuranosyl)-6-azidopurine: a prodrug for ara-A designed to utilize the azide reduction pathway. , 1996, Journal of medicinal chemistry.