Literature DB >> 15582424

Design, synthesis, and structural analysis of inhibitors of influenza neuraminidase containing a 2,3-disubstituted tetrahydrofuran-5-carboxylic acid core.

Gary T Wang1, Sheldon Wang, Robert Gentles, Thomas Sowin, Clarence J Maring, Dale J Kempf, Warren M Kati, Vincent Stoll, Kent D Stewart, Graeme Laver.   

Abstract

(+/-)-(2R,3R,5R)-[2-(1'-S-acetamido-3'-methyl)butyl-3-methoxycarbonyl]tetrahydrofuran-5-carboxylic acid (9) and (+/-)-(2R,3R,5R)-[2-(1'-S-acetamido-3'-methyl)butyl-3-(4'-imidazolyl)]tetrahydrofuran 5-carboxylic acid (14) were synthesized as inhibitors of influenza neuraminidase (NA). Both compounds 9 and 14 inhibit influenza NA A with an IC(50) of about 0.5 microM and NA B with an IC(50) of 1.0 microM.

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Year:  2005        PMID： 15582424     DOI： 10.1016/j.bmcl.2004.10.022

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  5 in total

1.  Structure-guided design of a novel class of benzyl-sulfonate inhibitors for influenza virus neuraminidase.

Authors:  Dimitris Platis; Brian J Smith; Trevor Huyton; Nikolaos E Labrou
Journal:  Biochem J       Date:  2006-10-15       Impact factor: 3.857

2.  Combining crystallographic information and an aspherical-atom data bank in the evaluation of the electrostatic interaction energy in an enzyme-substrate complex: influenza neuraminidase inhibition.

Authors:  Paulina M Dominiak; Anatoliy Volkov; Adam P Dominiak; Katarzyna N Jarzembska; Philip Coppens
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-04-18

3.  Aureonitol, a Fungi-Derived Tetrahydrofuran, Inhibits Influenza Replication by Targeting Its Surface Glycoprotein Hemagglutinin.

Authors:  Carolina Q Sacramento; Andressa Marttorelli; Natalia Fintelman-Rodrigues; Caroline S de Freitas; Gabrielle R de Melo; Marco E N Rocha; Carlos R Kaiser; Katia F Rodrigues; Gisela L da Costa; Cristiane M Alves; Osvaldo Santos-Filho; Jussara P Barbosa; Thiago Moreno L Souza
Journal:  PLoS One       Date:  2015-10-13       Impact factor: 3.240

Review 4.  Anti-influenza virus agents: synthesis and mode of action.

Authors:  Irene M Lagoja; Erik De Clercq
Journal:  Med Res Rev       Date:  2008-01       Impact factor: 12.944

Review 5.  Antiviral agents active against influenza A viruses.

Authors:  Erik De Clercq
Journal:  Nat Rev Drug Discov       Date:  2006-12       Impact factor: 84.694
  5 in total

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