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Design and Synthesis of Hydroxyferroquine Derivatives with Antimalarial and Antiviral Activities

Identifieur interne : 004301 ( Main/Merge ); précédent : 004300; suivant : 004302

Design and Synthesis of Hydroxyferroquine Derivatives with Antimalarial and Antiviral Activities

Auteurs : Christophe Biot [Belgique, France] ; Wassim Daher [Belgique] ; Natascha Chavain [Belgique] ; Thierry Fandeur [Belgique] ; Jamal Khalife [Belgique] ; Daniel Dive [Belgique] ; Erik De Clercq [Belgique]

Source :

RBID : ISTEX:30822F0447A99B08EE0DB930AA9DE4D69582FE66

Descripteurs français

English descriptors

Abstract

Three ferroquine (FQ) derivatives, closely mimicking the antimalarial drug hydroxychloroquine (HCQ), have been prepared. Whereas these organometallic compounds provide the expected reduced cytotoxic effects compared to FQ, they inhibit in vitro growth of Plasmodium falciparum far better than chloroquine (CQ). Moreover, this new class of bioorganometallic compounds exert antiviral effects with some selectivity toward SARS−CoV infection. These new drugs may offer an interesting alternative for Asia where SARS originated and malaria has remained endemic.

Url:
DOI: 10.1021/jm0601856

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ISTEX:30822F0447A99B08EE0DB930AA9DE4D69582FE66

Le document en format XML

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<title xml:lang="en">Design and synthesis of hydroxyferroquine derivatives with antimalarial and antiviral activities.</title>
<author>
<name sortKey="Biot, Christophe" sort="Biot, Christophe" uniqKey="Biot C" first="Christophe" last="Biot">Christophe Biot</name>
<affiliation wicri:level="3">
<nlm:affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652 Villeneuve d' Ascq Cedex, France. christophe.biot@ensc-lille.fr</nlm:affiliation>
<country xml:lang="fr">France</country>
<wicri:regionArea>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652 Villeneuve d' Ascq Cedex</wicri:regionArea>
<placeName>
<region type="region" nuts="2">Hauts-de-France</region>
<region type="old region" nuts="2">Nord-Pas-de-Calais</region>
<settlement type="city">Villeneuve d' Ascq</settlement>
</placeName>
</affiliation>
</author>
<author>
<name sortKey="Daher, Wassim" sort="Daher, Wassim" uniqKey="Daher W" first="Wassim" last="Daher">Wassim Daher</name>
</author>
<author>
<name sortKey="Chavain, Natascha" sort="Chavain, Natascha" uniqKey="Chavain N" first="Natascha" last="Chavain">Natascha Chavain</name>
</author>
<author>
<name sortKey="Fandeur, Thierry" sort="Fandeur, Thierry" uniqKey="Fandeur T" first="Thierry" last="Fandeur">Thierry Fandeur</name>
</author>
<author>
<name sortKey="Khalife, Jamal" sort="Khalife, Jamal" uniqKey="Khalife J" first="Jamal" last="Khalife">Jamal Khalife</name>
</author>
<author>
<name sortKey="Dive, Daniel" sort="Dive, Daniel" uniqKey="Dive D" first="Daniel" last="Dive">Daniel Dive</name>
</author>
<author>
<name sortKey="De Clercq, Erik" sort="De Clercq, Erik" uniqKey="De Clercq E" first="Erik" last="De Clercq">Erik De Clercq</name>
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<series>
<title level="j">Journal of medicinal chemistry</title>
<idno type="ISSN">0022-2623</idno>
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<date when="2006" type="published">2006</date>
</imprint>
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<keywords scheme="KwdEn" xml:lang="en">
<term>Animals</term>
<term>Antimalarials (chemical synthesis)</term>
<term>Antimalarials (chemistry)</term>
<term>Antimalarials (pharmacology)</term>
<term>Antimalarials (toxicity)</term>
<term>Antiviral Agents (chemical synthesis)</term>
<term>Antiviral Agents (chemistry)</term>
<term>Antiviral Agents (pharmacology)</term>
<term>Antiviral Agents (toxicity)</term>
<term>Drug Design</term>
<term>Ferrous Compounds (chemical synthesis)</term>
<term>Ferrous Compounds (chemistry)</term>
<term>Ferrous Compounds (pharmacology)</term>
<term>Ferrous Compounds (toxicity)</term>
<term>HIV-1 (drug effects)</term>
<term>Molecular Structure</term>
<term>Plasmodium falciparum (drug effects)</term>
<term>Quinolines (chemical synthesis)</term>
<term>Quinolines (chemistry)</term>
<term>Quinolines (pharmacology)</term>
<term>Quinolines (toxicity)</term>
<term>SARS Virus (drug effects)</term>
</keywords>
<keywords scheme="KwdFr" xml:lang="fr">
<term>Animaux</term>
<term>Antipaludiques ()</term>
<term>Antipaludiques (pharmacologie)</term>
<term>Antipaludiques (synthèse chimique)</term>
<term>Antipaludiques (toxicité)</term>
<term>Antiviraux ()</term>
<term>Antiviraux (pharmacologie)</term>
<term>Antiviraux (synthèse chimique)</term>
<term>Antiviraux (toxicité)</term>
<term>Composés du fer II ()</term>
<term>Composés du fer II (pharmacologie)</term>
<term>Composés du fer II (synthèse chimique)</term>
<term>Composés du fer II (toxicité)</term>
<term>Conception de médicament</term>
<term>Plasmodium falciparum ()</term>
<term>Quinoléines ()</term>
<term>Quinoléines (pharmacologie)</term>
<term>Quinoléines (synthèse chimique)</term>
<term>Quinoléines (toxicité)</term>
<term>Structure moléculaire</term>
<term>VIH-1 (Virus de l'Immunodéficience Humaine de type 1) ()</term>
<term>Virus du SRAS ()</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en">
<term>Antimalarials</term>
<term>Antiviral Agents</term>
<term>Ferrous Compounds</term>
<term>Quinolines</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en">
<term>Antimalarials</term>
<term>Antiviral Agents</term>
<term>Ferrous Compounds</term>
<term>Quinolines</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en">
<term>Antimalarials</term>
<term>Antiviral Agents</term>
<term>Ferrous Compounds</term>
<term>Quinolines</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="toxicity" xml:lang="en">
<term>Antimalarials</term>
<term>Antiviral Agents</term>
<term>Ferrous Compounds</term>
<term>Quinolines</term>
</keywords>
<keywords scheme="MESH" qualifier="drug effects" xml:lang="en">
<term>HIV-1</term>
<term>Plasmodium falciparum</term>
<term>SARS Virus</term>
</keywords>
<keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr">
<term>Antipaludiques</term>
<term>Antiviraux</term>
<term>Composés du fer II</term>
<term>Quinoléines</term>
</keywords>
<keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr">
<term>Antipaludiques</term>
<term>Antiviraux</term>
<term>Composés du fer II</term>
<term>Quinoléines</term>
</keywords>
<keywords scheme="MESH" qualifier="toxicité" xml:lang="fr">
<term>Antipaludiques</term>
<term>Antiviraux</term>
<term>Composés du fer II</term>
<term>Quinoléines</term>
</keywords>
<keywords scheme="MESH" xml:lang="en">
<term>Animals</term>
<term>Drug Design</term>
<term>Molecular Structure</term>
</keywords>
<keywords scheme="MESH" xml:lang="fr">
<term>Animaux</term>
<term>Antipaludiques</term>
<term>Antiviraux</term>
<term>Composés du fer II</term>
<term>Conception de médicament</term>
<term>Plasmodium falciparum</term>
<term>Quinoléines</term>
<term>Structure moléculaire</term>
<term>VIH-1 (Virus de l'Immunodéficience Humaine de type 1)</term>
<term>Virus du SRAS</term>
</keywords>
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<front>
<div type="abstract" xml:lang="en">Three ferroquine (FQ) derivatives, closely mimicking the antimalarial drug hydroxychloroquine (HCQ), have been prepared. Whereas these organometallic compounds provide the expected reduced cytotoxic effects compared to FQ, they inhibit in vitro growth of Plasmodium falciparum far better than chloroquine (CQ). Moreover, this new class of bioorganometallic compounds exert antiviral effects with some selectivity toward SARS-CoV infection. These new drugs may offer an interesting alternative for Asia where SARS originated and malaria has remained endemic.</div>
</front>
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