Design and Synthesis of Hydroxyferroquine Derivatives with Antimalarial and Antiviral Activities
Identifieur interne : 000030 ( Istex/Corpus ); précédent : 000029; suivant : 000031Design and Synthesis of Hydroxyferroquine Derivatives with Antimalarial and Antiviral Activities
Auteurs : Christophe Biot ; Wassim Daher ; Natascha Chavain ; Thierry Fandeur ; Jamal Khalife ; Daniel Dive ; Erik De ClercqSource :
- Journal of Medicinal Chemistry [ 0022-2623 ] ; 2006.
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
Links to Exploration step
ISTEX:30822F0447A99B08EE0DB930AA9DE4D69582FE66Le document en format XML
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Activities</title><author><name sortKey="Biot, Christophe" sort="Biot, Christophe" uniqKey="Biot C" first="Christophe" last="Biot">Christophe Biot</name><affiliation><mods:affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</mods:affiliation></affiliation><affiliation><mods:affiliation> Unité de Catalyse et Chimie du Solide - UMR CNRS 8181.</mods:affiliation></affiliation><affiliation><mods:affiliation> To whom correspondence should be addressed. Phone: +33-(0)320434893. Fax: +33-(0)320436585. E-mail: christophe.biot@ensc-lille.fr.</mods:affiliation></affiliation></author><author><name sortKey="Daher, Wassim" sort="Daher, Wassim" uniqKey="Daher W" first="Wassim" last="Daher">Wassim Daher</name><affiliation><mods:affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</mods:affiliation></affiliation><affiliation><mods:affiliation> Inserm, U547, Institut Pasteur.</mods:affiliation></affiliation></author><author><name sortKey="Chavain, Natascha" sort="Chavain, Natascha" uniqKey="Chavain N" first="Natascha" last="Chavain">Natascha Chavain</name><affiliation><mods:affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</mods:affiliation></affiliation><affiliation><mods:affiliation> Unité de Catalyse et Chimie du Solide - UMR CNRS 8181.</mods:affiliation></affiliation></author><author><name sortKey="Fandeur, Thierry" sort="Fandeur, Thierry" uniqKey="Fandeur T" first="Thierry" last="Fandeur">Thierry Fandeur</name><affiliation><mods:affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</mods:affiliation></affiliation><affiliation><mods:affiliation> UMR Université-INRA d’Immunologie Parasitaire.</mods:affiliation></affiliation></author><author><name sortKey="Khalife, Jamal" sort="Khalife, Jamal" uniqKey="Khalife J" first="Jamal" last="Khalife">Jamal Khalife</name><affiliation><mods:affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</mods:affiliation></affiliation><affiliation><mods:affiliation> Inserm, U547, Institut Pasteur.</mods:affiliation></affiliation></author><author><name sortKey="Dive, Daniel" sort="Dive, Daniel" uniqKey="Dive D" first="Daniel" last="Dive">Daniel Dive</name><affiliation><mods:affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</mods:affiliation></affiliation><affiliation><mods:affiliation> Inserm, U547, Institut Pasteur.</mods:affiliation></affiliation></author><author><name sortKey="De Clercq, Erik" sort="De Clercq, Erik" uniqKey="De Clercq E" first="Erik" last="De Clercq">Erik De Clercq</name><affiliation><mods:affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</mods:affiliation></affiliation><affiliation><mods:affiliation> Rega Institute for Medical Research.</mods:affiliation></affiliation></author></analytic><monogr></monogr><series><title level="j" type="main">Journal of Medicinal Chemistry</title><title level="j" type="abbrev">J. Med. Chem.</title><idno type="ISSN">0022-2623</idno><idno type="eISSN">1520-4804</idno><imprint><publisher>American Chemical Society</publisher><date type="e-published">2006</date><date type="published">2006</date><biblScope unit="vol">49</biblScope><biblScope unit="issue">9</biblScope><biblScope unit="page" from="2845">2845</biblScope><biblScope unit="page" to="2849">2849</biblScope></imprint><idno type="ISSN">0022-2623</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0022-2623</idno></seriesStmt></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="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.</div></front></TEI><istex><corpusName>acs</corpusName><keywords><teeft><json:string>antimalarial</json:string><json:string>falciparum</json:string><json:string>chloroquine</json:string><json:string>antiviral</json:string><json:string>ferroquine</json:string><json:string>sars</json:string><json:string>coronavirus</json:string><json:string>antimalarial activity</json:string><json:string>hydroxychloroquine</json:string><json:string>plasmodium</json:string><json:string>hydroxyferroquine</json:string><json:string>derivative</json:string><json:string>hydroxyferroquine derivative</json:string><json:string>plasmodium falciparum</json:string><json:string>severe acute respiratory syndrome</json:string><json:string>medicinal chemistry</json:string><json:string>selectivity index</json:string><json:string>more active</json:string><json:string>southern china</json:string><json:string>significant activity</json:string><json:string>cambodian field</json:string><json:string>less active</json:string><json:string>novel coronavirus</json:string><json:string>herpes simplex</json:string><json:string>yellow solid</json:string><json:string>laboratory strain</json:string><json:string>strong antimalarial activity</json:string><json:string>human hepatic model</json:string><json:string>room temperature</json:string><json:string>medical research</json:string><json:string>less toxic</json:string><json:string>protease inhibitor</json:string><json:string>agent chemother</json:string><json:string>much more active</json:string><json:string>active metabolite</json:string><json:string>antiviral activity</json:string><json:string>institut pasteur</json:string><json:string>vero cell</json:string><json:string>interesting alternative</json:string><json:string>vaccinia virus</json:string><json:string>potential metabolite</json:string><json:string>general procedure</json:string><json:string>rega institute</json:string><json:string>sars coronavirus</json:string><json:string>blood cell</json:string><json:string>brief article</json:string><json:string>trend parasitol</json:string><json:string>physicochemical property</json:string><json:string>major metabolite</json:string><json:string>chemical structure</json:string><json:string>malaria</json:string></teeft></keywords><author><json:item><name>BIOT Christophe</name><affiliations><json:string>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</json:string><json:string>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181.</json:string><json:string>To whom correspondence should be addressed. Phone: +33-(0)320434893. Fax: +33-(0)320436585. E-mail: christophe.biot@ensc-lille.fr.</json:string></affiliations></json:item><json:item><name>DAHER Wassim</name><affiliations><json:string>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</json:string><json:string>Inserm, U547, Institut Pasteur.</json:string></affiliations></json:item><json:item><name>CHAVAIN Natascha</name><affiliations><json:string>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</json:string><json:string>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181.</json:string></affiliations></json:item><json:item><name>FANDEUR Thierry</name><affiliations><json:string>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</json:string><json:string>UMR Université-INRA d’Immunologie Parasitaire.</json:string></affiliations></json:item><json:item><name>KHALIFE Jamal</name><affiliations><json:string>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</json:string><json:string>Inserm, U547, Institut Pasteur.</json:string></affiliations></json:item><json:item><name>DIVE Daniel</name><affiliations><json:string>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</json:string><json:string>Inserm, U547, Institut Pasteur.</json:string></affiliations></json:item><json:item><name>DE CLERCQ Erik</name><affiliations><json:string>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</json:string><json:string>Rega Institute for Medical Research.</json:string></affiliations></json:item></author><arkIstex>ark:/67375/TPS-SBFQRQW9-N</arkIstex><language><json:string>eng</json:string></language><originalGenre><json:string>rapid-communication</json:string></originalGenre><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.</abstract><qualityIndicators><score>7.055</score><pdfWordCount>4167</pdfWordCount><pdfCharCount>25380</pdfCharCount><pdfVersion>1.2</pdfVersion><pdfPageCount>5</pdfPageCount><pdfPageSize>612 x 792 pts (letter)</pdfPageSize><pdfWordsPerPage>833</pdfWordsPerPage><pdfText>true</pdfText><refBibsNative>false</refBibsNative><abstractWordCount>74</abstractWordCount><abstractCharCount>557</abstractCharCount><keywordCount>0</keywordCount></qualityIndicators><title>Design and Synthesis of Hydroxyferroquine Derivatives with Antimalarial and Antiviral Activities</title><genre><json:string>other</json:string></genre><host><title>Journal of Medicinal Chemistry</title><language><json:string>unknown</json:string></language><issn><json:string>0022-2623</json:string></issn><eissn><json:string>1520-4804</json:string></eissn><volume>49</volume><issue>9</issue><pages><first>2845</first><last>2849</last></pages><genre><json:string>journal</json:string></genre></host><ark><json:string>ark:/67375/TPS-SBFQRQW9-N</json:string></ark><categories><wos><json:string>1 - science</json:string><json:string>2 - chemistry, medicinal</json:string></wos><scienceMetrix><json:string>1 - natural sciences</json:string><json:string>2 - chemistry</json:string><json:string>3 - medicinal & biomolecular chemistry</json:string></scienceMetrix><scopus><json:string>1 - Life Sciences</json:string><json:string>2 - Pharmacology, Toxicology and Pharmaceutics</json:string><json:string>3 - Drug Discovery</json:string><json:string>1 - Life Sciences</json:string><json:string>2 - Biochemistry, Genetics and Molecular Biology</json:string><json:string>3 - Molecular Medicine</json:string></scopus><inist><json:string>1 - sciences appliquees, technologies et medecines</json:string><json:string>2 - sciences biologiques et medicales</json:string><json:string>3 - sciences biologiques fondamentales et appliquees. psychologie</json:string><json:string>4 - invertebres</json:string></inist></categories><publicationDate>2006</publicationDate><copyrightDate>2006</copyrightDate><doi><json:string>10.1021/jm0601856</json:string></doi><id>30822F0447A99B08EE0DB930AA9DE4D69582FE66</id><score>1</score><fulltext><json:item><extension>pdf</extension><original>true</original><mimetype>application/pdf</mimetype><uri>https://api.istex.fr/ark:/67375/TPS-SBFQRQW9-N/fulltext.pdf</uri></json:item><json:item><extension>zip</extension><original>false</original><mimetype>application/zip</mimetype><uri>https://api.istex.fr/ark:/67375/TPS-SBFQRQW9-N/bundle.zip</uri></json:item><json:item><extension>txt</extension><original>false</original><mimetype>text/plain</mimetype><uri>https://api.istex.fr/ark:/67375/TPS-SBFQRQW9-N/fulltext.txt</uri></json:item><istex:fulltextTEI uri="https://api.istex.fr/ark:/67375/TPS-SBFQRQW9-N/fulltext.tei"><teiHeader><fileDesc><titleStmt><title level="a" type="main">Design and Synthesis of Hydroxyferroquine Derivatives with Antimalarial and Antiviral
Activities</title></titleStmt><publicationStmt><authority>ISTEX</authority><publisher>American Chemical Society</publisher><availability><licence>Copyright © 2006 American Chemical Society</licence><p>American Chemical Society</p></availability><date type="published">2006</date><date type="Copyright" when="2006">2006</date></publicationStmt><notesStmt><note type="content-type" source="rapid-communication" scheme="https://content-type.data.istex.fr/ark:/67375/XTP-S9SX2MFS-0">brief-communication</note><note type="publication-type" scheme="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</note></notesStmt><sourceDesc><biblStruct><analytic><title level="a" type="main">Design and Synthesis of Hydroxyferroquine Derivatives with Antimalarial and Antiviral
Activities</title><author xml:id="author-0000" role="corresp"><persName><surname>Biot</surname><forename type="first">Christophe</forename></persName><note place="foot" n="jm0601856AF2"><ref>†</ref><p>
Unité de Catalyse et Chimie du Solide - UMR CNRS 8181.</p></note><affiliation role="corresp"> To whom correspondence should be addressed. Phone: +33-(0)320434893. Fax: +33-(0)320436585. E-mail: christophe.biot@ensc-lille.fr.</affiliation></author><author xml:id="author-0001"><persName><surname>Daher</surname><forename type="first">Wassim</forename></persName><affiliation><orgName type="institution">Unité de Catalyse et Chimie du Solide - UMR CNRS 8181</orgName><address><addrLine>ENSCL</addrLine><addrLine>Bâtiment C7</addrLine><addrLine>USTL</addrLine><addrLine>B.P. 90108</addrLine><addrLine>59652</addrLine><addrLine>Villeneuve d' Ascq Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>Inserm</addrLine><addrLine>U547</addrLine><addrLine>Institut Pasteur</addrLine><addrLine>1 rue du Pr Calmette</addrLine><addrLine>B.P. 245</addrLine><addrLine>59019 Lille Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>UMR Université-INRA d’Immunologie Parasitaire</addrLine><addrLine>Faculté des Sciences Pharmaceutiques</addrLine><addrLine>31</addrLine><addrLine>avenue Monge</addrLine><addrLine>Parc Grandmont</addrLine><addrLine>37200 Tours</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>and Rega Institute for Medical Research</addrLine><addrLine>K.U.Leuven</addrLine><addrLine>B-3000 Leuven</addrLine><country key="BE" xml:lang="en">BELGIUM</country></address></affiliation><note place="foot" n="jm0601856AF3"><ref>‡</ref><p>
Inserm, U547, Institut Pasteur.</p></note></author><author xml:id="author-0002"><persName><surname>Chavain</surname><forename type="first">Natascha</forename></persName><affiliation><orgName type="institution">Unité de Catalyse et Chimie du Solide - UMR CNRS 8181</orgName><address><addrLine>ENSCL</addrLine><addrLine>Bâtiment C7</addrLine><addrLine>USTL</addrLine><addrLine>B.P. 90108</addrLine><addrLine>59652</addrLine><addrLine>Villeneuve d' Ascq Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>Inserm</addrLine><addrLine>U547</addrLine><addrLine>Institut Pasteur</addrLine><addrLine>1 rue du Pr Calmette</addrLine><addrLine>B.P. 245</addrLine><addrLine>59019 Lille Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>UMR Université-INRA d’Immunologie Parasitaire</addrLine><addrLine>Faculté des Sciences Pharmaceutiques</addrLine><addrLine>31</addrLine><addrLine>avenue Monge</addrLine><addrLine>Parc Grandmont</addrLine><addrLine>37200 Tours</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>and Rega Institute for Medical Research</addrLine><addrLine>K.U.Leuven</addrLine><addrLine>B-3000 Leuven</addrLine><country key="BE" xml:lang="en">BELGIUM</country></address></affiliation><note place="foot" n="jm0601856AF2"><ref>†</ref><p>
Unité de Catalyse et Chimie du Solide - UMR CNRS 8181.</p></note></author><author xml:id="author-0003"><persName><surname>Fandeur</surname><forename type="first">Thierry</forename></persName><affiliation><orgName type="institution">Unité de Catalyse et Chimie du Solide - UMR CNRS 8181</orgName><address><addrLine>ENSCL</addrLine><addrLine>Bâtiment C7</addrLine><addrLine>USTL</addrLine><addrLine>B.P. 90108</addrLine><addrLine>59652</addrLine><addrLine>Villeneuve d' Ascq Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>Inserm</addrLine><addrLine>U547</addrLine><addrLine>Institut Pasteur</addrLine><addrLine>1 rue du Pr Calmette</addrLine><addrLine>B.P. 245</addrLine><addrLine>59019 Lille Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>UMR Université-INRA d’Immunologie Parasitaire</addrLine><addrLine>Faculté des Sciences Pharmaceutiques</addrLine><addrLine>31</addrLine><addrLine>avenue Monge</addrLine><addrLine>Parc Grandmont</addrLine><addrLine>37200 Tours</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>and Rega Institute for Medical Research</addrLine><addrLine>K.U.Leuven</addrLine><addrLine>B-3000 Leuven</addrLine><country key="BE" xml:lang="en">BELGIUM</country></address></affiliation><note place="foot" n="jm0601856AF4"><ref>§</ref><p>
UMR Université-INRA d’Immunologie Parasitaire.</p></note></author><author xml:id="author-0004"><persName><surname>Khalife</surname><forename type="first">Jamal</forename></persName><affiliation><orgName type="institution">Unité de Catalyse et Chimie du Solide - UMR CNRS 8181</orgName><address><addrLine>ENSCL</addrLine><addrLine>Bâtiment C7</addrLine><addrLine>USTL</addrLine><addrLine>B.P. 90108</addrLine><addrLine>59652</addrLine><addrLine>Villeneuve d' Ascq Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>Inserm</addrLine><addrLine>U547</addrLine><addrLine>Institut Pasteur</addrLine><addrLine>1 rue du Pr Calmette</addrLine><addrLine>B.P. 245</addrLine><addrLine>59019 Lille Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>UMR Université-INRA d’Immunologie Parasitaire</addrLine><addrLine>Faculté des Sciences Pharmaceutiques</addrLine><addrLine>31</addrLine><addrLine>avenue Monge</addrLine><addrLine>Parc Grandmont</addrLine><addrLine>37200 Tours</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>and Rega Institute for Medical Research</addrLine><addrLine>K.U.Leuven</addrLine><addrLine>B-3000 Leuven</addrLine><country key="BE" xml:lang="en">BELGIUM</country></address></affiliation><note place="foot" n="jm0601856AF3"><ref>‡</ref><p>
Inserm, U547, Institut Pasteur.</p></note></author><author xml:id="author-0005"><persName><surname>Dive</surname><forename type="first">Daniel</forename></persName><affiliation><orgName type="institution">Unité de Catalyse et Chimie du Solide - UMR CNRS 8181</orgName><address><addrLine>ENSCL</addrLine><addrLine>Bâtiment C7</addrLine><addrLine>USTL</addrLine><addrLine>B.P. 90108</addrLine><addrLine>59652</addrLine><addrLine>Villeneuve d' Ascq Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>Inserm</addrLine><addrLine>U547</addrLine><addrLine>Institut Pasteur</addrLine><addrLine>1 rue du Pr Calmette</addrLine><addrLine>B.P. 245</addrLine><addrLine>59019 Lille Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>UMR Université-INRA d’Immunologie Parasitaire</addrLine><addrLine>Faculté des Sciences Pharmaceutiques</addrLine><addrLine>31</addrLine><addrLine>avenue Monge</addrLine><addrLine>Parc Grandmont</addrLine><addrLine>37200 Tours</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>and Rega Institute for Medical Research</addrLine><addrLine>K.U.Leuven</addrLine><addrLine>B-3000 Leuven</addrLine><country key="BE" xml:lang="en">BELGIUM</country></address></affiliation><note place="foot" n="jm0601856AF3"><ref>‡</ref><p>
Inserm, U547, Institut Pasteur.</p></note></author><author xml:id="author-0006"><persName><surname>De Clercq</surname><forename type="first">Erik</forename></persName><affiliation><orgName type="institution">Unité de Catalyse et Chimie du Solide - UMR CNRS 8181</orgName><address><addrLine>ENSCL</addrLine><addrLine>Bâtiment C7</addrLine><addrLine>USTL</addrLine><addrLine>B.P. 90108</addrLine><addrLine>59652</addrLine><addrLine>Villeneuve d' Ascq Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>Inserm</addrLine><addrLine>U547</addrLine><addrLine>Institut Pasteur</addrLine><addrLine>1 rue du Pr Calmette</addrLine><addrLine>B.P. 245</addrLine><addrLine>59019 Lille Cedex</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>UMR Université-INRA d’Immunologie Parasitaire</addrLine><addrLine>Faculté des Sciences Pharmaceutiques</addrLine><addrLine>31</addrLine><addrLine>avenue Monge</addrLine><addrLine>Parc Grandmont</addrLine><addrLine>37200 Tours</addrLine><country key="FR" xml:lang="en">FRANCE</country><addrLine>and Rega Institute for Medical Research</addrLine><addrLine>K.U.Leuven</addrLine><addrLine>B-3000 Leuven</addrLine><country key="BE" xml:lang="en">BELGIUM</country></address></affiliation><note place="foot" n="jm0601856AF5"><ref>‖</ref><p>
Rega Institute for Medical Research.</p></note></author><idno type="istex">30822F0447A99B08EE0DB930AA9DE4D69582FE66</idno><idno type="ark">ark:/67375/TPS-SBFQRQW9-N</idno><idno type="DOI">10.1021/jm0601856</idno></analytic><monogr><title level="j" type="main">Journal of Medicinal Chemistry</title><title level="j" type="abbrev">J. Med. Chem.</title><idno type="acspubs">jm</idno><idno type="coden">jmcmar</idno><idno type="pISSN">0022-2623</idno><idno type="eISSN">1520-4804</idno><imprint><publisher>American Chemical Society</publisher><date type="e-published">2006</date><date type="published">2006</date><biblScope unit="vol">49</biblScope><biblScope unit="issue">9</biblScope><biblScope unit="page" from="2845">2845</biblScope><biblScope unit="page" to="2849">2849</biblScope></imprint></monogr></biblStruct></sourceDesc></fileDesc><encodingDesc><schemaRef type="ODD" url="https://xml-schema.delivery.istex.fr/tei-istex.odd"></schemaRef><appInfo><application ident="pub2tei" version="1.0.41" when="2020-04-06"><label>pub2TEI-ISTEX</label><desc>A set of style sheets for converting XML documents encoded in various scientific publisher formats into a common TEI format.
<ref target="http://www.tei-c.org/">We use TEI</ref></desc></application></appInfo></encodingDesc><profileDesc><abstract><p><graphic url="jm0601856n00001.tif"></graphic></p><p>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 <hi rend="italic">Plasmodium </hi><hi rend="italic">falciparum</hi> 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.
</p></abstract><textClass ana="subject"><keywords scheme="document-type-name"><term>Brief Article</term></keywords></textClass><langUsage><language ident="en"></language></langUsage></profileDesc><revisionDesc><change when="2020-04-06" who="#istex" xml:id="pub2tei">formatting</change></revisionDesc></teiHeader></istex:fulltextTEI></fulltext><metadata><istex:metadataXml wicri:clean="corpus acs not found" wicri:toSee="no header"><istex:xmlDeclaration>version="1.0" encoding="UTF-8"</istex:xmlDeclaration><istex:document><article article-type="rapid-communication" specific-use="acs2jats-2.0.3"><front><journal-meta><journal-id journal-id-type="acspubs">jm</journal-id><journal-id journal-id-type="coden">jmcmar</journal-id><journal-title-group><journal-title>Journal of Medicinal Chemistry</journal-title><abbrev-journal-title>J. Med. Chem.</abbrev-journal-title></journal-title-group><issn pub-type="ppub">0022-2623</issn><issn pub-type="epub">1520-4804</issn><publisher><publisher-name>American Chemical Society</publisher-name></publisher><self-uri>pubs.acs.org/jmc</self-uri></journal-meta><article-meta><article-id pub-id-type="doi">10.1021/jm0601856</article-id><article-categories><subj-group subj-group-type="document-type-name"><subject>Brief Article</subject></subj-group></article-categories><title-group><article-title>Design and Synthesis of Hydroxyferroquine Derivatives with Antimalarial and Antiviral
Activities</article-title></title-group><contrib-group><contrib contrib-type="author" corresp="yes"><name><surname>Biot</surname><given-names>Christophe</given-names></name><xref rid="jm0601856AF1">*</xref><xref rid="jm0601856AF2">†</xref></contrib><contrib contrib-type="author"><name><surname>Daher</surname><given-names>Wassim</given-names></name><xref rid="jm0601856AF3">‡</xref></contrib><contrib contrib-type="author"><name><surname>Chavain</surname><given-names>Natascha</given-names></name><xref rid="jm0601856AF2">†</xref></contrib><contrib contrib-type="author"><name><surname>Fandeur</surname><given-names>Thierry</given-names></name><xref rid="jm0601856AF4">§</xref></contrib><contrib contrib-type="author"><name><surname>Khalife</surname><given-names>Jamal</given-names></name><xref rid="jm0601856AF3">‡</xref></contrib><contrib contrib-type="author"><name><surname>Dive</surname><given-names>Daniel</given-names></name><xref rid="jm0601856AF3">‡</xref></contrib><contrib contrib-type="author"><name><surname>De Clercq</surname><given-names>Erik</given-names></name><xref rid="jm0601856AF5">‖</xref></contrib><aff>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,
France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’Immunologie
Parasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, and
Rega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium
</aff></contrib-group><author-notes><corresp id="jm0601856AF1">
To whom correspondence should be addressed. Phone: +33-(0)320434893. Fax: +33-(0)320436585. E-mail: christophe.biot@ensc-lille.fr.
</corresp><fn id="jm0601856AF2"><label>†</label><p>
Unité de Catalyse et Chimie du Solide - UMR CNRS 8181.</p></fn><fn id="jm0601856AF3"><label>‡</label><p>
Inserm, U547, Institut Pasteur.</p></fn><fn id="jm0601856AF4"><label>§</label><p>
UMR Université-INRA d’Immunologie Parasitaire.</p></fn><fn id="jm0601856AF5"><label>‖</label><p>
Rega Institute for Medical Research.</p></fn></author-notes><pub-date pub-type="epub"><day>8</day><month>04</month><year>2006</year></pub-date><pub-date pub-type="ppub"><day>04</day><month>05</month><year>2006</year></pub-date><volume>49</volume><issue>9</issue><fpage>2845</fpage><lpage>2849</lpage><supplementary-material xlink:href="jm0601856si20060317_100301.pdf"></supplementary-material><history><date date-type="received"><day>17</day><month>02</month><year>2006</year></date><date date-type="asap"><day>8</day><month>04</month><year>2006</year></date><date date-type="issue-pub"><day>04</day><month>05</month><year>2006</year></date></history><permissions><copyright-statement>Copyright © 2006 American Chemical Society</copyright-statement><copyright-year>2006</copyright-year><copyright-holder>American Chemical Society</copyright-holder></permissions><abstract><graphic content-type="abstract-graphic" xlink:href="jm0601856n00001.tif"></graphic><p>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 <italic>Plasmodium </italic><italic>falciparum</italic> 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.
</p></abstract><custom-meta-group><custom-meta><meta-name>document-id-old-9</meta-name><meta-value>jm0601856</meta-value></custom-meta></custom-meta-group></article-meta></front><body></body><back></back></article></istex:document></istex:metadataXml><mods version="3.6"><titleInfo><title>Design and Synthesis of Hydroxyferroquine Derivatives with Antimalarial and Antiviral Activities</title></titleInfo><titleInfo contentType="CDATA"><title>Design and Synthesis of Hydroxyferroquine Derivatives with Antimalarial and Antiviral Activities</title></titleInfo><name type="personal" displayLabel="corresp"><namePart type="family">BIOT</namePart><namePart type="given">Christophe</namePart><affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</affiliation><affiliation> Unité de Catalyse et Chimie du Solide - UMR CNRS 8181.</affiliation><affiliation> To whom correspondence should be addressed. Phone: +33-(0)320434893. Fax: +33-(0)320436585. E-mail: christophe.biot@ensc-lille.fr.</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="family">DAHER</namePart><namePart type="given">Wassim</namePart><affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</affiliation><affiliation> Inserm, U547, Institut Pasteur.</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="family">CHAVAIN</namePart><namePart type="given">Natascha</namePart><affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</affiliation><affiliation> Unité de Catalyse et Chimie du Solide - UMR CNRS 8181.</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="family">FANDEUR</namePart><namePart type="given">Thierry</namePart><affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</affiliation><affiliation> UMR Université-INRA d’Immunologie Parasitaire.</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="family">KHALIFE</namePart><namePart type="given">Jamal</namePart><affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</affiliation><affiliation> Inserm, U547, Institut Pasteur.</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="family">DIVE</namePart><namePart type="given">Daniel</namePart><affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</affiliation><affiliation> Inserm, U547, Institut Pasteur.</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="family">DE CLERCQ</namePart><namePart type="given">Erik</namePart><affiliation>Unité de Catalyse et Chimie du Solide - UMR CNRS 8181, ENSCL, Bâtiment C7, USTL, B.P. 90108, 59652, Villeneuve d' Ascq Cedex,France, Inserm, U547, Institut Pasteur, 1 rue du Pr Calmette, B.P. 245, 59019 Lille Cedex, France, UMR Université-INRA d’ImmunologieParasitaire, Faculté des Sciences Pharmaceutiques, 31, avenue Monge, Parc Grandmont, 37200 Tours, France, andRega Institute for Medical Research, K.U.Leuven, B-3000 Leuven, Belgium</affiliation><affiliation> Rega Institute for Medical Research.</affiliation><role><roleTerm type="text">author</roleTerm></role></name><typeOfResource>text</typeOfResource><genre type="other" displayLabel="rapid-communication" authority="ISTEX" authorityURI="https://content-type.data.istex.fr" valueURI="https://content-type.data.istex.fr/ark:/67375/XTP-7474895G-0">other</genre><originInfo><publisher>American Chemical Society</publisher><dateCreated encoding="w3cdtf">2006-04-08</dateCreated><dateIssued encoding="w3cdtf">2006-05-04</dateIssued><copyrightDate encoding="w3cdtf">2006</copyrightDate></originInfo><language><languageTerm type="code" authority="iso639-2b">eng</languageTerm><languageTerm type="code" authority="rfc3066">en</languageTerm></language><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.</abstract><relatedItem type="host"><titleInfo><title>Journal of Medicinal Chemistry</title></titleInfo><titleInfo type="abbreviated"><title>J. Med. Chem.</title></titleInfo><genre type="journal" authority="ISTEX" authorityURI="https://publication-type.data.istex.fr" valueURI="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</genre><identifier type="ISSN">0022-2623</identifier><identifier type="eISSN">1520-4804</identifier><identifier type="acspubs">jm</identifier><identifier type="coden">JMCMAR</identifier><identifier type="uri">pubs.acs.org/jmc</identifier><part><date>2006</date><detail type="volume"><caption>vol.</caption><number>49</number></detail><detail type="issue"><caption>no.</caption><number>9</number></detail><extent unit="pages"><start>2845</start><end>2849</end></extent></part></relatedItem><identifier type="istex">30822F0447A99B08EE0DB930AA9DE4D69582FE66</identifier><identifier type="ark">ark:/67375/TPS-SBFQRQW9-N</identifier><identifier type="DOI">10.1021/jm0601856</identifier><accessCondition type="use and reproduction" contentType="restricted">Copyright © 2006 American Chemical Society</accessCondition><recordInfo><recordContentSource authority="ISTEX" authorityURI="https://loaded-corpus.data.istex.fr" valueURI="https://loaded-corpus.data.istex.fr/ark:/67375/XBH-X5HBJWF8-J">acs</recordContentSource><recordOrigin>Converted from (version 1.2.10) to MODS version 3.6.</recordOrigin><recordCreationDate encoding="w3cdtf">2020-04-10</recordCreationDate></recordInfo></mods><json:item><extension>json</extension><original>false</original><mimetype>application/json</mimetype><uri>https://api.istex.fr/ark:/67375/TPS-SBFQRQW9-N/record.json</uri></json:item></metadata><annexes><json:item><extension>tiff</extension><original>true</original><mimetype>image/tiff</mimetype><uri>https://api.istex.fr/document/30822F0447A99B08EE0DB930AA9DE4D69582FE66/annexes/tiff</uri></json:item><json:item><extension>pdf</extension><original>true</original><mimetype>application/pdf</mimetype><uri>https://api.istex.fr/ark:/67375/TPS-SBFQRQW9-N/annexes.pdf</uri></json:item></annexes><serie></serie></istex></record>Pour manipuler ce document sous Unix (Dilib)
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