H2N2V1, Main, Exploration, bibRecord, 000134

From Naproxen Repurposing to Naproxen Analogues and Their Antiviral Activity against Influenza A Virus

Identifieur interne : 000134 ( Main/Exploration ); précédent : 000133; suivant : 000135

From Naproxen Repurposing to Naproxen Analogues and Their Antiviral Activity against Influenza A Virus

Auteurs : Sebastien Dilly ; Aurelien Fotso Fotso [France] ; Nathalie Lejal [France] ; Gloria Zedda ; Mohamad Chebbo ; Fryad Rahman [France] ; Simon Companys [France] ; Helene C. Bertrand [France] ; Jasmina Vidic [France] ; Magali Noiray ; Marie-Christine Alessi [France] ; Bogdan Tarus [France] ; Stephane Quideau [France] ; Beatrice Riteau [France] ; Anny Slama-Schwok [France]

Source :

RBID : Hal:hal-02077007

Abstract

The nucleoprotein (NP) of influenza A virus (IAV) required for IAV replication is a promising target for new antivirals. We previously identified by in silico screening naproxen being a dual inhibitor of NP and cyclooxygenase COX2, thus combining antiviral and anti-inflammatory effects. However, the recently shown strong COX2 antiviral potential makes COX2 inhibition undesirable. Here we designed and synthesized two new series of naproxen analogues called derivatives 2, 3, and 4 targeting highly conserved residues of the RNA binding groove, stabilizing NP monomer without inhibiting COX2. Derivative 2 presented improved antiviral effects in infected cells compared to that of naproxen and afforded a total protection of mice against a lethal viral challenge. Derivative 4 also protected infected cells challenged with circulating 2009-pandemic and oseltamivir-resistant H1N1 virus. This improved antiviral effect likely results from derivatives 2 and 4 inhibiting NP-RNA and NP-polymerase acidic subunit PA N-terminal interactions.

Url:

https://hal-amu.archives-ouvertes.fr/hal-02077007

DOI: 10.1021/acs.jmedchem.8b00557

Affiliations:

Links toward previous steps (curation, corpus...)

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Le document en format XML

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<sourceDesc><biblStruct><analytic><title xml:lang="en">From Naproxen Repurposing to Naproxen Analogues and Their Antiviral Activity against Influenza A Virus</title>
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        </org>
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<tutelle active="#struct-301585" type="indirect"><org type="institution" xml:id="struct-301585" status="OLD">          <orgName>ESPCI ParisTech</orgName>
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          <orgName type="acronym">ENSCP</orgName>
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        </org>
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          <orgName type="acronym">SU</orgName>
          <date type="start">2018-01-01</date>
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</hal:affiliation>
<country>France</country>
</affiliation>
</author>
<author><name sortKey="Vidic, Jasmina" sort="Vidic, Jasmina" uniqKey="Vidic J" first="Jasmina" last="Vidic">Jasmina Vidic</name>
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          <orgName type="acronym">VIM</orgName>
          <date type="end">2019-12-31</date>
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</hal:affiliation>
<country>France</country>
</affiliation>
</author>
<author><name sortKey="Noiray, Magali" sort="Noiray, Magali" uniqKey="Noiray M" first="Magali" last="Noiray">Magali Noiray</name>
</author>
<author><name sortKey="Alessi, Marie Christine" sort="Alessi, Marie Christine" uniqKey="Alessi M" first="Marie-Christine" last="Alessi">Marie-Christine Alessi</name>
<affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-180118" status="OLD">          <idno type="RNSR">197417835D</idno>
          <idno type="IdRef">123019265</idno>
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          <date type="start">1974</date>
          <date type="end">2017-12-31</date>
          <desc>            <address>              <addrLine>Faculté de Médecine Timone - 27 Bd Jean Moulin 13385 Marseille Cedex 5</addrLine>
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          <date type="start">1946-05-18</date>
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          <orgName>Aix Marseille Université</orgName>
          <orgName type="acronym">AMU</orgName>
          <date type="start">2012-01-01</date>
          <desc>            <address>              <addrLine>Aix-Marseille UniversitéJardins du Pharo58 Boulevard Charles Livon13284 Marseille cedex 7</addrLine>
              <country key="FR"></country>
            </address>
            <ref type="url">http://www.univ-amu.fr/</ref>
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          <orgName>Institut National de la Santé et de la Recherche Médicale</orgName>
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          <desc>            <address>              <addrLine>101, rue de Tolbiac, 75013 Paris </addrLine>
              <country key="FR"></country>
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        </org>
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</hal:affiliation>
<country>France</country>
<placeName><settlement type="city">Marseille</settlement>
<region type="region" nuts="2">Provence-Alpes-Côte d'Azur</region>
</placeName>
<orgName type="university">Université d'Aix-Marseille</orgName>
</affiliation>
</author>
<author><name sortKey="Tarus, Bogdan" sort="Tarus, Bogdan" uniqKey="Tarus B" first="Bogdan" last="Tarus">Bogdan Tarus</name>
<affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-37738" status="OLD">          <orgName>Unité de recherche Virologie et Immunologie Moléculaires</orgName>
          <orgName type="acronym">VIM</orgName>
          <date type="end">2019-12-31</date>
          <desc>            <address>              <addrLine>UR0892 INRA Centre de Recherche de Jouy-en-Josas F-78352 Jouy-en-Josas cedex</addrLine>
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            </address>
          </desc>
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          <orgName type="acronym">INRA</orgName>
          <date type="start">1946-05-18</date>
          <date type="end">2019-12-31</date>
          <desc>            <address>              <country key="FR"></country>
            </address>
            <ref type="url">http://www.inra.fr</ref>
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        </org>
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</tutelles>
</hal:affiliation>
<country>France</country>
</affiliation>
</author>
<author><name sortKey="Quideau, Stephane" sort="Quideau, Stephane" uniqKey="Quideau S" first="Stephane" last="Quideau">Stephane Quideau</name>
<affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-24493" status="VALID">          <orgName>Institut des Sciences Moléculaires</orgName>
          <orgName type="acronym">ISM</orgName>
          <desc>            <address>              <addrLine>Bâtiment A 12 351 cours de la Libération 33405 TALENCE CEDEX</addrLine>
              <country key="FR"></country>
            </address>
          </desc>
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        <tutelles><tutelle active="#struct-54699" type="direct"><org type="institution" xml:id="struct-54699" status="OLD">          <orgName>Université Montesquieu - Bordeaux 4</orgName>
          <desc>            <address>              <addrLine>Avenue Léon Duguit - 33608 Pessac cedex</addrLine>
              <country key="FR"></country>
            </address>
            <ref type="url">http://www.u-bordeaux4.fr/</ref>
          </desc>
        </org>
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<tutelle active="#struct-92972" type="direct"><org type="institution" xml:id="struct-92972" status="OLD">          <orgName>Université Sciences et Technologies - Bordeaux 1</orgName>
          <desc>            <address>              <addrLine>351 cours de la Libération - 33405 Talence cedex</addrLine>
              <country key="FR"></country>
            </address>
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        </org>
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<tutelle active="#struct-300387" type="direct"><org type="institution" xml:id="struct-300387" status="VALID">          <orgName>École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)</orgName>
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            </address>
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        </org>
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</hal:affiliation>
<country>France</country>
</affiliation>
</author>
<author><name sortKey="Riteau, Beatrice" sort="Riteau, Beatrice" uniqKey="Riteau B" first="Beatrice" last="Riteau">Beatrice Riteau</name>
<affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-180118" status="OLD">          <idno type="RNSR">197417835D</idno>
          <idno type="IdRef">123019265</idno>
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          <date type="end">2017-12-31</date>
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          <orgName type="acronym">INRA</orgName>
          <date type="start">1946-05-18</date>
          <date type="end">2019-12-31</date>
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<tutelle name="UMR_A1260" active="#struct-198056" type="direct"><org type="institution" xml:id="struct-198056" status="VALID">          <idno type="IdRef">15863621X</idno>
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          <orgName>Aix Marseille Université</orgName>
          <orgName type="acronym">AMU</orgName>
          <date type="start">2012-01-01</date>
          <desc>            <address>              <addrLine>Aix-Marseille UniversitéJardins du Pharo58 Boulevard Charles Livon13284 Marseille cedex 7</addrLine>
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            </address>
            <ref type="url">http://www.univ-amu.fr/</ref>
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<tutelle name="U1062" active="#struct-303623" type="direct"><org type="institution" xml:id="struct-303623" status="VALID">          <idno type="IdRef">026388278</idno>
          <orgName>Institut National de la Santé et de la Recherche Médicale</orgName>
          <orgName type="acronym">INSERM</orgName>
          <desc>            <address>              <addrLine>101, rue de Tolbiac, 75013 Paris </addrLine>
              <country key="FR"></country>
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</hal:affiliation>
<country>France</country>
<placeName><settlement type="city">Marseille</settlement>
<region type="region" nuts="2">Provence-Alpes-Côte d'Azur</region>
</placeName>
<orgName type="university">Université d'Aix-Marseille</orgName>
</affiliation>
</author>
<author><name sortKey="Slama Schwok, Anny" sort="Slama Schwok, Anny" uniqKey="Slama Schwok A" first="Anny" last="Slama-Schwok">Anny Slama-Schwok</name>
<affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-37738" status="OLD">          <orgName>Unité de recherche Virologie et Immunologie Moléculaires</orgName>
          <orgName type="acronym">VIM</orgName>
          <date type="end">2019-12-31</date>
          <desc>            <address>              <addrLine>UR0892 INRA Centre de Recherche de Jouy-en-Josas F-78352 Jouy-en-Josas cedex</addrLine>
              <country key="FR"></country>
            </address>
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          <orgName type="acronym">INRA</orgName>
          <date type="start">1946-05-18</date>
          <date type="end">2019-12-31</date>
          <desc>            <address>              <country key="FR"></country>
            </address>
            <ref type="url">http://www.inra.fr</ref>
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</tutelles>
</hal:affiliation>
<country>France</country>
</affiliation>
</author>
</analytic>
<idno type="DOI">10.1021/acs.jmedchem.8b00557</idno>
</biblStruct>
</sourceDesc>
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<profileDesc><textClass></textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en">              <p>The nucleoprotein (NP) of influenza A virus (IAV) required for IAV replication is a promising target for new antivirals. We previously identified by in silico screening naproxen being a dual inhibitor of NP and cyclooxygenase COX2, thus combining antiviral and anti-inflammatory effects. However, the recently shown strong COX2 antiviral potential makes COX2 inhibition undesirable. Here we designed and synthesized two new series of naproxen analogues called derivatives 2, 3, and 4 targeting highly conserved residues of the RNA binding groove, stabilizing NP monomer without inhibiting COX2. Derivative 2 presented improved antiviral effects in infected cells compared to that of naproxen and afforded a total protection of mice against a lethal viral challenge. Derivative 4 also protected infected cells challenged with circulating 2009-pandemic and oseltamivir-resistant H1N1 virus. This improved antiviral effect likely results from derivatives 2 and 4 inhibiting NP-RNA and NP-polymerase acidic subunit PA N-terminal interactions.</p>
            </div>
</front>
</TEI>
<affiliations><list><country><li>France</li>
</country>
<region><li>Provence-Alpes-Côte d'Azur</li>
</region>
<settlement><li>Marseille</li>
</settlement>
<orgName><li>Université d'Aix-Marseille</li>
</orgName>
</list>
<tree><noCountry><name sortKey="Chebbo, Mohamad" sort="Chebbo, Mohamad" uniqKey="Chebbo M" first="Mohamad" last="Chebbo">Mohamad Chebbo</name>
<name sortKey="Dilly, Sebastien" sort="Dilly, Sebastien" uniqKey="Dilly S" first="Sebastien" last="Dilly">Sebastien Dilly</name>
<name sortKey="Noiray, Magali" sort="Noiray, Magali" uniqKey="Noiray M" first="Magali" last="Noiray">Magali Noiray</name>
<name sortKey="Zedda, Gloria" sort="Zedda, Gloria" uniqKey="Zedda G" first="Gloria" last="Zedda">Gloria Zedda</name>
</noCountry>
<country name="France"><region name="Provence-Alpes-Côte d'Azur"><name sortKey="Fotso, Aurelien Fotso" sort="Fotso, Aurelien Fotso" uniqKey="Fotso A" first="Aurelien Fotso" last="Fotso">Aurelien Fotso Fotso</name>
</region>
<name sortKey="Alessi, Marie Christine" sort="Alessi, Marie Christine" uniqKey="Alessi M" first="Marie-Christine" last="Alessi">Marie-Christine Alessi</name>
<name sortKey="Bertrand, Helene C" sort="Bertrand, Helene C" uniqKey="Bertrand H" first="Helene C." last="Bertrand">Helene C. Bertrand</name>
<name sortKey="Companys, Simon" sort="Companys, Simon" uniqKey="Companys S" first="Simon" last="Companys">Simon Companys</name>
<name sortKey="Lejal, Nathalie" sort="Lejal, Nathalie" uniqKey="Lejal N" first="Nathalie" last="Lejal">Nathalie Lejal</name>
<name sortKey="Quideau, Stephane" sort="Quideau, Stephane" uniqKey="Quideau S" first="Stephane" last="Quideau">Stephane Quideau</name>
<name sortKey="Rahman, Fryad" sort="Rahman, Fryad" uniqKey="Rahman F" first="Fryad" last="Rahman">Fryad Rahman</name>
<name sortKey="Riteau, Beatrice" sort="Riteau, Beatrice" uniqKey="Riteau B" first="Beatrice" last="Riteau">Beatrice Riteau</name>
<name sortKey="Slama Schwok, Anny" sort="Slama Schwok, Anny" uniqKey="Slama Schwok A" first="Anny" last="Slama-Schwok">Anny Slama-Schwok</name>
<name sortKey="Tarus, Bogdan" sort="Tarus, Bogdan" uniqKey="Tarus B" first="Bogdan" last="Tarus">Bogdan Tarus</name>
<name sortKey="Vidic, Jasmina" sort="Vidic, Jasmina" uniqKey="Vidic J" first="Jasmina" last="Vidic">Jasmina Vidic</name>
</country>
</tree>
</affiliations>
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   |texte=   From Naproxen Repurposing to Naproxen Analogues and Their Antiviral Activity against Influenza A Virus
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From Naproxen Repurposing to Naproxen Analogues and Their Antiviral Activity against Influenza A Virus

From Naproxen Repurposing to Naproxen Analogues and Their Antiviral Activity against Influenza A Virus

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