4eo6 › Citations

Tri-substituted acylhydrazines as tertiary amide bioisosteres: HCV NS5B polymerase inhibitors.

Canales E, Carlson JS, Appleby T, Fenaux M, Lee J, Tian Y, Tirunagari N, Wong M, Watkins WJ
Bioorg Med Chem Lett 22 4288-92 (2012)
Cited: 15 times
EuropePMC logo PMID: 22664130

Abstract

The use of a tri-substituted acylhydrazine as an isostere of a tertiary amide was explored in a series of HCV NS5B thumb site II inhibitors. Direct replacement generated an analog with similar conformational and physicochemical properties. The series was extended to produce compounds with potent binding affinities and encouraging levels of cellular potency.

Reviews - 4eo6 mentioned but not cited (2)

  1. RNA Dependent RNA Polymerases: Insights from Structure, Function and Evolution. Venkataraman S, Prasad BVLS, Selvarajan R. Viruses 10 E76 (2018)
  2. Targeting the RdRp of Emerging RNA Viruses: The Structure-Based Drug Design Challenge. Picarazzi F, Vicenti I, Saladini F, Zazzi M, Mori M. Molecules 25 E5695 (2020)

Articles - 4eo6 mentioned but not cited (3)

  1. Hydrogen/Deuterium Exchange Kinetics Demonstrate Long Range Allosteric Effects of Thumb Site 2 Inhibitors of Hepatitis C Viral RNA-dependent RNA Polymerase. Deredge D, Li J, Johnson KA, Wintrode PL. J Biol Chem 291 10078-10088 (2016)
  2. Insight into the drug resistance mechanisms of GS-9669 caused by mutations of HCV NS5B polymerase via molecular simulation. Han D, Wang H, Wujieti B, Zhang B, Cui W, Chen BZ. Comput Struct Biotechnol J 19 2761-2774 (2021)
  3. Novel 6-Aminoquinazolinone Derivatives as Potential Cross GT1-4 HCV NS5B Inhibitors. Nasr T, Aboshanab AM, Mpekoulis G, Drakopoulos A, Vassilaki N, Zoidis G, Abouzid KAM, Zaghary W. Viruses 14 2767 (2022)


Reviews citing this publication (4)

  1. Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions. Ruiz-Castillo P, Buchwald SL. Chem Rev 116 12564-12649 (2016)
  2. Amide Bond Bioisosteres: Strategies, Synthesis, and Successes. Kumari S, Carmona AV, Tiwari AK, Trippier PC. J Med Chem 63 12290-12358 (2020)
  3. 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)
  4. Applications of palladium-catalyzed C-N cross-coupling reactions in pharmaceutical compounds. Emadi R, Bahrami Nekoo A, Molaverdi F, Khorsandi Z, Sheibani R, Sadeghi-Aliabadi H. RSC Adv 13 18715-18733 (2023)

Articles citing this publication (6)

  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. Consecutive hydrazino-Ugi-azide reactions: synthesis of acylhydrazines bearing 1,5-disubstituted tetrazoles. Barreto AFS, Dos Santos VA, Andrade CKZ. Beilstein J Org Chem 13 2596-2602 (2017)
  3. Design and synthesis of lactam-thiophene carboxylic acids as potent hepatitis C virus polymerase inhibitors. Barnes-Seeman D, Boiselle C, Capacci-Daniel C, Chopra R, Hoffmaster K, Jones CT, Kato M, Lin K, Ma S, Pan G, Shu L, Wang J, Whiteman L, Xu M, Zheng R, Fu J. Bioorg Med Chem Lett 24 3979-3985 (2014)
  4. Letter Synthesis and insecticidal activity study of novel anthranilic diamides analogs containing a diacylhydrazine bridge as effective Ca2+ modulators. Zhou Y, Wei W, Zhu L, Li Y, Li Z. Chem Biol Drug Des 92 1914-1919 (2018)
  5. (R)-2-Phenyl-4,5-Dihydrothiazole-4-Carboxamide Derivatives Containing a Diacylhydrazine Group: Synthesis, Biological Evaluation, and SARs. Li FY, Liu JB, Gong JN, Li G. Molecules 24 E4440 (2019)
  6. Combination of pharmacophore hypothesis and molecular docking to identify novel inhibitors of HCV NS5B polymerase. Harikishore A, Li E, Lee JJ, Cho NJ, Yoon HS. Mol Divers 19 529-539 (2015)


Quick links