3skh › Citations

I. Novel HCV NS5B polymerase inhibitors: discovery of indole 2-carboxylic acids with C3-heterocycles.

Anilkumar GN, Lesburg CA, Selyutin O, Rosenblum SB, Zeng Q, Jiang Y, Chan TY, Pu H, Vaccaro H, Wang L, Bennett F, Chen KX, Duca J, Gavalas S, Huang Y, Pinto P, Sannigrahi M, Velazquez F, Venkatraman S, Vibulbhan B, Agrawal S, Butkiewicz N, Feld B, Ferrari E, He Z, Jiang CK, Palermo RE, McMonagle P, Huang HC, Shih NY, Njoroge G, Kozlowski JA
Bioorg Med Chem Lett 21 5336-41 (2011)
Related entries: 3ska, 3ske

Cited: 15 times
EuropePMC logo PMID: 21840715

Abstract

SAR development of indole-based palm site inhibitors of HCV NS5B polymerase exemplified by initial indole lead 1 (NS5B IC(50)=0.9 μM, replicon EC(50)>100 μM) is described. Structure-based drug design led to the incorporation of novel heterocyclic moieties at the indole C3-position which formed a bidentate interaction with the protein backbone. SAR development resulted in leads 7q (NS5B IC(50)=0.032 μM, replicon EC(50)=1.4 μM) and 7r (NS5B IC(50)=0.017 μM, replicon EC(50)=0.3 μM) with improved enzyme and replicon activity.

Reviews - 3skh mentioned but not cited (1)

  1. RNA Dependent RNA Polymerases: Insights from Structure, Function and Evolution. Venkataraman S, Prasad BVLS, Selvarajan R. Viruses 10 E76 (2018)

Articles - 3skh mentioned but not cited (2)

  1. Structural Insights into the Binding Modes of Viral RNA-Dependent RNA Polymerases Using a Function-Site Interaction Fingerprint Method for RNA Virus Drug Discovery. Zhao Z, Bourne PE. J Proteome Res 19 4698-4705 (2020)
  2. Predicting Conserved Water Molecules in Binding Sites of Proteins Using Machine Learning Methods and Combining Features. Xiao W, Ren J, Hao J, Wang H, Li Y, Lin L. Comput Math Methods Med 2022 5104464 (2022)


Reviews citing this publication (4)

  1. Structure-activity relationships in the development of allosteric hepatitis C virus RNA-dependent RNA polymerase inhibitors: ten years of research. Haudecoeur R, Peuchmaur M, Ahmed-Belkacem A, Pawlotsky JM, Boumendjel A. Med Res Rev 33 934-984 (2013)
  2. A review on HCV inhibitors: Significance of non-structural polyproteins. Ganta NM, Gedda G, Rathnakar B, Satyanarayana M, Yamajala B, Ahsan MJ, Jadav SS, Balaraju T. Eur J Med Chem 164 576-601 (2019)
  3. Recent advances in the asymmetric phosphoric acid-catalyzed synthesis of axially chiral compounds. Woldegiorgis AG, Lin X. Beilstein J Org Chem 17 2729-2764 (2021)
  4. Highlights on U.S. FDA-approved fluorinated drugs over the past five years (2018-2022). Ali S, Zhou J. Eur J Med Chem 256 115476 (2023)

Articles citing this publication (8)

  1. Discovery of Novel Hepatitis C Virus NS5B Polymerase Inhibitors by Combining Random Forest, Multiple e-Pharmacophore Modeling and Docking. Wei Y, Li J, Qing J, Huang M, Wu M, Gao F, Li D, Hong Z, Kong L, Huang W, Lin J. PLoS One 11 e0148181 (2016)
  2. New pyrazolobenzothiazine derivatives as hepatitis C virus NS5B polymerase palm site I inhibitors. Manfroni G, Manvar D, Barreca ML, Kaushik-Basu N, Leyssen P, Paeshuyse J, Cannalire R, Iraci N, Basu A, Chudaev M, Zamperini C, Dreassi E, Sabatini S, Tabarrini O, Neyts J, Cecchetti V. J Med Chem 57 3247-3262 (2014)
  3. II. Novel HCV NS5B polymerase inhibitors: discovery of indole C2 acyl sulfonamides. Anilkumar GN, Selyutin O, Rosenblum SB, Zeng Q, Jiang Y, Chan TY, Pu H, Wang L, Bennett F, Chen KX, Lesburg CA, Duca J, Gavalas S, Huang Y, Pinto P, Sannigrahi M, Velazquez F, Venkatraman S, Vibulbhan B, Agrawal S, Ferrari E, Jiang CK, Huang HC, Shih NY, George Njoroge F, Kozlowski JA. Bioorg Med Chem Lett 22 713-717 (2012)
  4. Discovery of an irreversible HCV NS5B polymerase inhibitor. Zeng Q, Nair AG, Rosenblum SB, Huang HC, Lesburg CA, Jiang Y, Selyutin O, Chan TY, Bennett F, Chen KX, Venkatraman S, Sannigrahi M, Velazquez F, Duca JS, Gavalas S, Huang Y, Pu H, Wang L, Pinto P, Vibulbhan B, Agrawal S, Ferrari E, Jiang CK, Li C, Hesk D, Gesell J, Sorota S, Shih NY, Njoroge FG, Kozlowski JA. Bioorg Med Chem Lett 23 6585-6587 (2013)
  5. Organocatalytic cycloaddition-elimination cascade for atroposelective construction of heterobiaryls. Xu WL, Zhao WM, Zhang RX, Chen J, Zhou L. Chem Sci 12 14920-14926 (2021)
  6. A Novel Strategy of Structural Similarity Based Consensus Modeling. Lei B, Li J, Yao X. Mol Inform 32 599-608 (2013)
  7. Quantitative Structure-Activity Relationship Model for HCVNS5B inhibitors based on an Antlion Optimizer-Adaptive Neuro-Fuzzy Inference System. Elaziz MA, Moemen YS, Hassanien AE, Xiong S. Sci Rep 8 1506 (2018)
  8. Dynamic Kinetic Resolution of Indole-Based Sulfenylated Heterobiaryls by Rhodium-Catalyzed Atroposelective Reductive Aldol Reaction. Rodríguez-Franco C, Ros A, Merino P, Fernández R, Lassaletta JM, Hornillos V. ACS Catal 13 12134-12141 (2023)


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