Literature DB >> 21819109

Exploring organosilane amines as potent inhibitors and structural probes of influenza a virus M2 proton channel.

Jun Wang1, Chunlong Ma, Yibing Wu, Robert A Lamb, Lawrence H Pinto, William F DeGrado.   

Abstract

We describe the use of organosilanes as inhibitors and structural probes of a membrane protein, the M2 proton channel from influenza A virus. Organosilane amine inhibitors were found to be generally as potent as their carbon analogues in targeting WT A/M2 and more potent against the drug-resistant A/M2-V27A mutant. In addition, intermolecular NOESY spectra with dimethyl-substituted organosilane amine inhibitors clearly located the drug binding site at the N-terminal lumen of the A/M2 channel close to V27.

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Year:  2011        PMID: 21819109      PMCID: PMC3166227          DOI: 10.1021/ja2050666

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  28 in total

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2.  Solution NMR structure of the V27A drug resistant mutant of influenza A M2 channel.

Authors:  Rafal M Pielak; James J Chou
Journal:  Biochem Biophys Res Commun       Date:  2010-09-15       Impact factor: 3.575

3.  Specific binding of adamantane drugs and direction of their polar amines in the pore of the influenza M2 transmembrane domain in lipid bilayers and dodecylphosphocholine micelles determined by NMR spectroscopy.

Authors:  Sarah D Cady; Jun Wang; Yibing Wu; William F DeGrado; Mei Hong
Journal:  J Am Chem Soc       Date:  2011-03-07       Impact factor: 15.419

4.  The ion channel activity of the influenza virus M2 protein affects transport through the Golgi apparatus.

Authors:  T Sakaguchi; G P Leser; R A Lamb
Journal:  J Cell Biol       Date:  1996-05       Impact factor: 10.539

5.  Design and pharmacological characterization of inhibitors of amantadine-resistant mutants of the M2 ion channel of influenza A virus.

Authors:  Victoria Balannik; Jun Wang; Yuki Ohigashi; Xianghong Jing; Emma Magavern; Robert A Lamb; William F Degrado; Lawrence H Pinto
Journal:  Biochemistry       Date:  2009-12-22       Impact factor: 3.162

6.  Maturation of influenza A virus hemagglutinin--estimates of the pH encountered during transport and its regulation by the M2 protein.

Authors:  S Grambas; A J Hay
Journal:  Virology       Date:  1992-09       Impact factor: 3.616

7.  Structural basis for the function and inhibition of an influenza virus proton channel.

Authors:  Amanda L Stouffer; Rudresh Acharya; David Salom; Anna S Levine; Luigi Di Costanzo; Cinque S Soto; Valentina Tereshko; Vikas Nanda; Steven Stayrook; William F DeGrado
Journal:  Nature       Date:  2008-01-31       Impact factor: 49.962

8.  Large-scale sequence analysis of M gene of influenza A viruses from different species: mechanisms for emergence and spread of amantadine resistance.

Authors:  Yuki Furuse; Akira Suzuki; Hitoshi Oshitani
Journal:  Antimicrob Agents Chemother       Date:  2009-08-03       Impact factor: 5.191

Review 9.  Silicon chemistry as a novel source of chemical diversity in drug design.

Authors:  William Bains; Reinhold Tacke
Journal:  Curr Opin Drug Discov Devel       Date:  2003-07

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Authors:  Erik De Clercq
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  21 in total

1.  An M2-V27A channel blocker demonstrates potent in vitro and in vivo antiviral activities against amantadine-sensitive and -resistant influenza A viruses.

Authors:  Yanmei Hu; Rami Musharrafieh; Chunlong Ma; Jiantao Zhang; Donald F Smee; William F DeGrado; Jun Wang
Journal:  Antiviral Res       Date:  2017-01-10       Impact factor: 5.970

2.  Discovery of novel dual inhibitors of the wild-type and the most prevalent drug-resistant mutant, S31N, of the M2 proton channel from influenza A virus.

Authors:  Jizhou Wang; Chunlong Ma; Jun Wang; Hyunil Jo; Belgin Canturk; Giacomo Fiorin; Lawrence H Pinto; Robert A Lamb; Michael L Klein; William F DeGrado
Journal:  J Med Chem       Date:  2013-03-27       Impact factor: 7.446

Review 3.  The lipophilic bullet hits the targets: medicinal chemistry of adamantane derivatives.

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Review 4.  Recent progress in structure-based anti-influenza drug design.

Authors:  Juan Du; Timothy A Cross; Huan-Xiang Zhou
Journal:  Drug Discov Today       Date:  2012-06-13       Impact factor: 7.851

5.  Design and expeditious synthesis of organosilanes as potent antivirals targeting multidrug-resistant influenza A viruses.

Authors:  Yanmei Hu; Yuanxiang Wang; Fang Li; Chunlong Ma; Jun Wang
Journal:  Eur J Med Chem       Date:  2017-04-20       Impact factor: 6.514

6.  3-Azatetracyclo[5.2.1.1(5,8).0(1,5)]undecane derivatives: from wild-type inhibitors of the M2 ion channel of influenza A virus to derivatives with potent activity against the V27A mutant.

Authors:  Matias Rey-Carrizo; Eva Torres; Chunlong Ma; Marta Barniol-Xicota; Jun Wang; Yibing Wu; Lieve Naesens; William F DeGrado; Robert A Lamb; Lawrence H Pinto; Santiago Vázquez
Journal:  J Med Chem       Date:  2013-11-15       Impact factor: 7.446

7.  Synthesis, Reactivity, Functionalization, and ADMET Properties of Silicon-Containing Nitrogen Heterocycles.

Authors:  Scott J Barraza; Scott E Denmark
Journal:  J Am Chem Soc       Date:  2018-05-15       Impact factor: 15.419

8.  Discovery of Highly Potent Inhibitors Targeting the Predominant Drug-Resistant S31N Mutant of the Influenza A Virus M2 Proton Channel.

Authors:  Fang Li; Chunlong Ma; William F DeGrado; Jun Wang
Journal:  J Med Chem       Date:  2016-01-29       Impact factor: 7.446

9.  Harnessing the β-Silicon Effect for Regioselective and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization by Donor/Acceptor Carbenes Derived from 1-Sulfonyl-1,2,3-triazoles.

Authors:  Zachary J Garlets; Huw M L Davies
Journal:  Org Lett       Date:  2018-04-11       Impact factor: 6.005

10.  Structure and inhibition of the drug-resistant S31N mutant of the M2 ion channel of influenza A virus.

Authors:  Jun Wang; Yibing Wu; Chunlong Ma; Giacomo Fiorin; Jizhou Wang; Lawrence H Pinto; Robert A Lamb; Michael L Klein; William F Degrado
Journal:  Proc Natl Acad Sci U S A       Date:  2013-01-09       Impact factor: 11.205

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