Probing the role of the covalent linkage of ferrocene into a chloroquine template
Identifieur interne : 000231 ( Hal/Checkpoint ); précédent : 000230; suivant : 000232Probing the role of the covalent linkage of ferrocene into a chloroquine template
Auteurs : Christophe Biot [France] ; Wassim Daher [France] ; Cheikh M. Ndiaye [France] ; Patricia Melnyk [France] ; Bruno Pradines [France] ; Natascha Chavain [France] ; Alain Pellet [France] ; Laurent Fraisse [France] ; Lydie Pelinski [France] ; Christian Jarry [France] ; Jacques Brocard [France] ; Jamal Khalife [France] ; Isabelle Forfar-Bares [France] ; Daniel Dive [France]Source :
- Journal of Medicinal Chemistry [ 0022-2623 ] ; 2006.
Abstract
A new therapeutic approach to malaria led to the discovery of ferroquine (FQ). To assess the importance of the linkage of the ferrocenyl group to a 4-aminoquinoline scaffold, two series of 4-aminoquinolines, structurally related to FQ, were synthesized. Evaluation of antimalarial activity, physicochemical parameters, and Β-hematin inhibition property indicate that the ferrocene moiety has to be covalently flanked by a 4-aminoquinoline and an alkylamine. Current data reinforced our choice of FQ as a drug candidate.
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DOI: 10.1021/jm060259d
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Hal:hal-00097346Le document en format XML
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UMR 8181</orgName> <orgName type="acronym">UCCS</orgName> <desc> <address> <addrLine>Cité Scientifique - Bâtiment C3 59655 Villeneuve d'Ascq Cedex</addrLine> <country key="FR"></country> </address> </desc> <listRelation> <relation active="#struct-56711" type="direct"></relation> <relation active="#struct-120930" type="direct"></relation> <relation active="#struct-300369" type="direct"></relation> <relation active="#struct-374570" type="direct"></relation> <relation name="UMR8181" active="#struct-441569" type="direct"></relation> </listRelation> <tutelles><tutelle active="#struct-56711" type="direct"><org type="institution" xml:id="struct-56711" status="VALID"> <orgName>Université d'Artois</orgName> <orgName type="acronym">UA</orgName> <desc> <address> <addrLine>9 rue du Temple - BP 10665 - 62030 Arras cedex</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.univ-artois.fr/</ref> </desc> </org></tutelle><tutelle active="#struct-120930" type="direct"><org type="institution" xml:id="struct-120930" status="VALID"> <orgName>Ecole Centrale de Lille</orgName> <desc> <address> <addrLine>Cité Scientifique - CS 20048 59651 Villeneuve d'Ascq Cedex</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.ec-lille.fr/</ref> </desc> </org></tutelle><tutelle active="#struct-300369" type="direct"><org type="institution" xml:id="struct-300369" status="VALID"> <orgName>Ecole Nationale Supérieure de Chimie de Lille</orgName> <orgName type="acronym">ENSCL</orgName> <desc> <address> <addrLine>Cité ScientifiqueBât. 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C7Avenue MendeleïevCS 9010859652 VILLENEUVE D’ASCQ CEDEX</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.ensc-lille.fr</ref> </desc> </org></tutelle><tutelle active="#struct-374570" type="direct"><org type="institution" xml:id="struct-374570" status="VALID"> <idno type="IdRef">223446556</idno> <orgName>Université de Lille</orgName> <date type="start">2018-01-01</date> <desc> <address> <addrLine>Lille</addrLine> <country key="FR"></country> </address> <ref type="url">https://www.univ-lille.fr/</ref> </desc> </org></tutelle><tutelle name="UMR8181" active="#struct-441569" type="direct"><org type="institution" xml:id="struct-441569" status="VALID"> <idno type="IdRef">02636817X</idno> <idno type="ISNI">0000000122597504</idno> <orgName>Centre National de la Recherche Scientifique</orgName> <orgName type="acronym">CNRS</orgName> <date type="start">1939-10-19</date> <desc> <address> <country key="FR"></country> </address> <ref type="url">http://www.cnrs.fr/</ref> </desc> </org></tutelle></tutelles></hal:affiliation><country>France</country></affiliation></author><author><name sortKey="Melnyk, Patricia" sort="Melnyk, Patricia" uniqKey="Melnyk P" first="Patricia" last="Melnyk">Patricia Melnyk</name><affiliation wicri:level="1"><hal:affiliation type="institution" xml:id="struct-451073" status="VALID"> <orgName>Université Lille 2 - Faculté de Médecine </orgName> <desc> <address> <addrLine>1, place de Verdun 59045 Lille Cédex</addrLine> <country key="FR"></country> </address> </desc> </hal:affiliation><country>France</country></affiliation></author><author><name sortKey="Pradines, Bruno" sort="Pradines, Bruno" uniqKey="Pradines B" first="Bruno" last="Pradines">Bruno Pradines</name><affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-37966" status="VALID"> <orgName>Institut de Médecine Tropicale du Service de Santé des Armées</orgName> <orgName type="acronym">IMTSSA</orgName> <desc> <address> <addrLine>BP 50 13998 Marseille Armées.</addrLine> <country key="FR"></country> </address> </desc> <listRelation> <relation active="#struct-300092" type="direct"></relation> </listRelation> <tutelles><tutelle active="#struct-300092" type="direct"><org type="institution" xml:id="struct-300092" status="VALID"> <orgName>Service de Santé des Armées</orgName> <desc> <address> <country key="FR"></country> </address> </desc> </org></tutelle></tutelles></hal:affiliation><country>France</country></affiliation></author><author><name sortKey="Chavain, Natascha" sort="Chavain, Natascha" uniqKey="Chavain N" first="Natascha" last="Chavain">Natascha Chavain</name><affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-3209" status="VALID"> <idno type="IdRef">161608809</idno> <idno type="ISNI">0000 0004 0368 3038</idno> <idno type="RNSR">200612828X</idno> <orgName>Unité de Catalyse et de Chimie du Solide - UMR 8181</orgName> <orgName type="acronym">UCCS</orgName> <desc> <address> <addrLine>Cité Scientifique - Bâtiment C3 59655 Villeneuve d'Ascq Cedex</addrLine> <country key="FR"></country> </address> </desc> <listRelation> <relation active="#struct-56711" type="direct"></relation> <relation active="#struct-120930" type="direct"></relation> <relation active="#struct-300369" type="direct"></relation> <relation active="#struct-374570" type="direct"></relation> <relation name="UMR8181" active="#struct-441569" type="direct"></relation> </listRelation> <tutelles><tutelle active="#struct-56711" type="direct"><org type="institution" xml:id="struct-56711" status="VALID"> <orgName>Université d'Artois</orgName> <orgName type="acronym">UA</orgName> <desc> <address> <addrLine>9 rue du Temple - BP 10665 - 62030 Arras cedex</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.univ-artois.fr/</ref> </desc> </org></tutelle><tutelle active="#struct-120930" type="direct"><org type="institution" xml:id="struct-120930" status="VALID"> <orgName>Ecole Centrale de Lille</orgName> <desc> <address> <addrLine>Cité Scientifique - CS 20048 59651 Villeneuve d'Ascq Cedex</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.ec-lille.fr/</ref> </desc> </org></tutelle><tutelle active="#struct-300369" type="direct"><org type="institution" xml:id="struct-300369" status="VALID"> <orgName>Ecole Nationale Supérieure de Chimie de Lille</orgName> <orgName type="acronym">ENSCL</orgName> <desc> <address> <addrLine>Cité ScientifiqueBât. 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C7Avenue MendeleïevCS 9010859652 VILLENEUVE D’ASCQ CEDEX</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.ensc-lille.fr</ref> </desc> </org></tutelle><tutelle active="#struct-374570" type="direct"><org type="institution" xml:id="struct-374570" status="VALID"> <idno type="IdRef">223446556</idno> <orgName>Université de Lille</orgName> <date type="start">2018-01-01</date> <desc> <address> <addrLine>Lille</addrLine> <country key="FR"></country> </address> <ref type="url">https://www.univ-lille.fr/</ref> </desc> </org></tutelle><tutelle name="UMR8181" active="#struct-441569" type="direct"><org type="institution" xml:id="struct-441569" status="VALID"> <idno type="IdRef">02636817X</idno> <idno type="ISNI">0000000122597504</idno> <orgName>Centre National de la Recherche Scientifique</orgName> <orgName type="acronym">CNRS</orgName> <date type="start">1939-10-19</date> <desc> <address> <country key="FR"></country> </address> <ref type="url">http://www.cnrs.fr/</ref> </desc> </org></tutelle></tutelles></hal:affiliation><country>France</country></affiliation></author><author><name sortKey="Jarry, Christian" sort="Jarry, Christian" uniqKey="Jarry C" first="Christian" last="Jarry">Christian Jarry</name><affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-20379" status="INCOMING"> <orgName>Pharmacochimie</orgName> <orgName type="acronym">EA2962</orgName> <desc> <address> <addrLine>146 rue Léo Saignat 33076 Bordeaux cedex</addrLine> <country key="FR"></country> </address> </desc> <listRelation> <relation active="#struct-91134" type="direct"></relation> </listRelation> <tutelles><tutelle active="#struct-91134" type="direct"><org type="institution" xml:id="struct-91134" status="OLD"> <orgName>Université Bordeaux Segalen - Bordeaux 2</orgName> <desc> <address> <addrLine>146 rue Léo Saignat - 33076 Bordeaux cedex</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.univ-bordeauxsegalen.fr/</ref> </desc> </org></tutelle></tutelles></hal:affiliation><country>France</country></affiliation></author><author><name sortKey="Brocard, Jacques" sort="Brocard, Jacques" uniqKey="Brocard J" first="Jacques" last="Brocard">Jacques Brocard</name><affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-3209" status="VALID"> <idno type="IdRef">161608809</idno> <idno type="ISNI">0000 0004 0368 3038</idno> <idno type="RNSR">200612828X</idno> <orgName>Unité de Catalyse et de Chimie du Solide - UMR 8181</orgName> <orgName type="acronym">UCCS</orgName> <desc> <address> <addrLine>Cité Scientifique - Bâtiment C3 59655 Villeneuve d'Ascq Cedex</addrLine> <country key="FR"></country> </address> </desc> <listRelation> <relation active="#struct-56711" type="direct"></relation> <relation active="#struct-120930" type="direct"></relation> <relation active="#struct-300369" type="direct"></relation> <relation active="#struct-374570" type="direct"></relation> <relation name="UMR8181" active="#struct-441569" type="direct"></relation> </listRelation> <tutelles><tutelle active="#struct-56711" type="direct"><org type="institution" xml:id="struct-56711" status="VALID"> <orgName>Université d'Artois</orgName> <orgName type="acronym">UA</orgName> <desc> <address> <addrLine>9 rue du Temple - BP 10665 - 62030 Arras cedex</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.univ-artois.fr/</ref> </desc> </org></tutelle><tutelle active="#struct-120930" type="direct"><org type="institution" xml:id="struct-120930" status="VALID"> <orgName>Ecole Centrale de Lille</orgName> <desc> <address> <addrLine>Cité Scientifique - CS 20048 59651 Villeneuve d'Ascq Cedex</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.ec-lille.fr/</ref> </desc> </org></tutelle><tutelle active="#struct-300369" type="direct"><org type="institution" xml:id="struct-300369" status="VALID"> <orgName>Ecole Nationale Supérieure de Chimie de Lille</orgName> <orgName type="acronym">ENSCL</orgName> <desc> <address> <addrLine>Cité ScientifiqueBât. C7Avenue MendeleïevCS 9010859652 VILLENEUVE D’ASCQ CEDEX</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.ensc-lille.fr</ref> </desc> </org></tutelle><tutelle active="#struct-374570" type="direct"><org type="institution" xml:id="struct-374570" status="VALID"> <idno type="IdRef">223446556</idno> <orgName>Université de Lille</orgName> <date type="start">2018-01-01</date> <desc> <address> <addrLine>Lille</addrLine> <country key="FR"></country> </address> <ref type="url">https://www.univ-lille.fr/</ref> </desc> </org></tutelle><tutelle name="UMR8181" active="#struct-441569" type="direct"><org type="institution" xml:id="struct-441569" status="VALID"> <idno type="IdRef">02636817X</idno> <idno type="ISNI">0000000122597504</idno> <orgName>Centre National de la Recherche Scientifique</orgName> <orgName type="acronym">CNRS</orgName> <date type="start">1939-10-19</date> <desc> <address> <country key="FR"></country> </address> <ref type="url">http://www.cnrs.fr/</ref> </desc> </org></tutelle></tutelles></hal:affiliation><country>France</country></affiliation></author><author><name sortKey="Khalife, Jamal" sort="Khalife, Jamal" uniqKey="Khalife J" first="Jamal" last="Khalife">Jamal Khalife</name><affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-2906" status="VALID"> <orgName>Schistosomiase, paludisme et inflammation</orgName> <desc> <address> <addrLine>Institut Pasteur 1, Rue du Professeur Calmette 59019 LILLE CEDEX</addrLine> <country key="FR"></country> </address> </desc> <listRelation> <relation active="#struct-300166" type="direct"></relation> <relation active="#struct-301247" type="indirect"></relation> <relation name="U547" active="#struct-303623" type="direct"></relation> <relation active="#struct-361611" type="direct"></relation> </listRelation> <tutelles><tutelle active="#struct-300166" type="direct"><org type="institution" xml:id="struct-300166" status="VALID"> <orgName>Institut Pasteur de Lille</orgName> <date type="start">1894</date> <desc> <address> <addrLine>1 Rue du Professeur Calmette - Lille Cedex - 59019</addrLine> <country key="FR"></country> </address> <ref type="url">https://www.pasteur-lille.fr/accueil/</ref> </desc> <listRelation> <relation active="#struct-301247" type="direct"></relation> </listRelation> </org></tutelle><tutelle active="#struct-301247" type="indirect"><org type="regroupinstitution" xml:id="struct-301247" status="VALID"> <orgName>Réseau International des Instituts Pasteur</orgName> <orgName type="acronym">RIIP</orgName> <desc> <address> <addrLine>25, rue du Dr Roux 75724 Paris Cedex 15</addrLine> <country key="FR"></country> </address> <ref type="url">https://research.pasteur.fr/ip-network</ref> </desc> </org></tutelle><tutelle name="U547" 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> </address> <ref type="url">http://www.inserm.fr</ref> </desc> </org></tutelle><tutelle active="#struct-361611" type="direct"><org type="institution" xml:id="struct-361611" status="OLD"> <idno type="ISNI">0000000120977060</idno> <idno type="IdRef">026404389</idno> <orgName>Université de Lille, Droit et Santé</orgName> <date type="end">2017-12-31</date> <desc> <address> <addrLine>42 rue Paul Duez 59000 Lille</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.univ-lille2.fr/</ref> </desc> </org></tutelle></tutelles></hal:affiliation><country>France</country></affiliation></author><author><name sortKey="Forfar Bares, Isabelle" sort="Forfar Bares, Isabelle" uniqKey="Forfar Bares I" first="Isabelle" last="Forfar-Bares">Isabelle Forfar-Bares</name><affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-20379" status="INCOMING"> <orgName>Pharmacochimie</orgName> <orgName type="acronym">EA2962</orgName> <desc> <address> <addrLine>146 rue Léo Saignat 33076 Bordeaux cedex</addrLine> <country key="FR"></country> </address> </desc> <listRelation> <relation active="#struct-91134" type="direct"></relation> </listRelation> <tutelles><tutelle active="#struct-91134" type="direct"><org type="institution" xml:id="struct-91134" status="OLD"> <orgName>Université Bordeaux Segalen - Bordeaux 2</orgName> <desc> <address> <addrLine>146 rue Léo Saignat - 33076 Bordeaux cedex</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.univ-bordeauxsegalen.fr/</ref> </desc> </org></tutelle></tutelles></hal:affiliation><country>France</country></affiliation></author><author><name sortKey="Dive, Daniel" sort="Dive, Daniel" uniqKey="Dive D" first="Daniel" last="Dive">Daniel Dive</name><affiliation wicri:level="1"><hal:affiliation type="laboratory" xml:id="struct-2906" status="VALID"> <orgName>Schistosomiase, paludisme et inflammation</orgName> <desc> <address> <addrLine>Institut Pasteur 1, Rue du Professeur Calmette 59019 LILLE CEDEX</addrLine> <country key="FR"></country> </address> </desc> <listRelation> <relation active="#struct-300166" type="direct"></relation> <relation active="#struct-301247" type="indirect"></relation> <relation name="U547" active="#struct-303623" type="direct"></relation> <relation active="#struct-361611" type="direct"></relation> </listRelation> <tutelles><tutelle active="#struct-300166" type="direct"><org type="institution" xml:id="struct-300166" status="VALID"> <orgName>Institut Pasteur de Lille</orgName> <date type="start">1894</date> <desc> <address> <addrLine>1 Rue du Professeur Calmette - Lille Cedex - 59019</addrLine> <country key="FR"></country> </address> <ref type="url">https://www.pasteur-lille.fr/accueil/</ref> </desc> <listRelation> <relation active="#struct-301247" type="direct"></relation> </listRelation> </org></tutelle><tutelle active="#struct-301247" type="indirect"><org type="regroupinstitution" xml:id="struct-301247" status="VALID"> <orgName>Réseau International des Instituts Pasteur</orgName> <orgName type="acronym">RIIP</orgName> <desc> <address> <addrLine>25, rue du Dr Roux 75724 Paris Cedex 15</addrLine> <country key="FR"></country> </address> <ref type="url">https://research.pasteur.fr/ip-network</ref> </desc> </org></tutelle><tutelle name="U547" 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> </address> <ref type="url">http://www.inserm.fr</ref> </desc> </org></tutelle><tutelle active="#struct-361611" type="direct"><org type="institution" xml:id="struct-361611" status="OLD"> <idno type="ISNI">0000000120977060</idno> <idno type="IdRef">026404389</idno> <orgName>Université de Lille, Droit et Santé</orgName> <date type="end">2017-12-31</date> <desc> <address> <addrLine>42 rue Paul Duez 59000 Lille</addrLine> <country key="FR"></country> </address> <ref type="url">http://www.univ-lille2.fr/</ref> </desc> </org></tutelle></tutelles></hal:affiliation><country>France</country></affiliation></author></analytic><idno type="DOI">10.1021/jm060259d</idno><series><title level="j">Journal of Medicinal Chemistry</title><idno type="ISSN">0022-2623</idno><imprint><date type="datePub">2006</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en"> <p>A new therapeutic approach to malaria led to the discovery of ferroquine (FQ). To assess the importance of the linkage of the ferrocenyl group to a 4-aminoquinoline scaffold, two series of 4-aminoquinolines, structurally related to FQ, were synthesized. Evaluation of antimalarial activity, physicochemical parameters, and Β-hematin inhibition property indicate that the ferrocene moiety has to be covalently flanked by a 4-aminoquinoline and an alkylamine. Current data reinforced our choice of FQ as a drug candidate.</p> </div></front></TEI><hal api="V3"> <titleStmt> <title xml:lang="en">Probing the role of the covalent linkage of ferrocene into a chloroquine template</title> <author role="crp"> <persName> <forename type="first">Christophe</forename> <surname>Biot</surname> </persName> <email type="md5">24d0649ab3920ff9444060dcdf04268d</email> <email type="domain">ensc-lille.fr</email> <idno type="halauthorid">129769</idno> <affiliation ref="#struct-3209"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Wassim</forename> <surname>Daher</surname> </persName> <idno type="halauthorid">113556</idno> <affiliation ref="#struct-2906"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Cheikh</forename> <surname>M. Ndiaye</surname> </persName> <idno type="halauthorid">128612</idno> <affiliation ref="#struct-3209"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Patricia</forename> <surname>Melnyk</surname> </persName> <email type="md5">2dd96a706c78b363c89102444921b966</email> <email type="domain">univ-lille.fr</email> <idno type="idhal" notation="string">patricia-melnyk</idno> <idno type="idhal" notation="numeric">172378</idno> <idno type="halauthorid">128613</idno> <idno type="ORCID">https://orcid.org/0000-0002-9555-3446</idno> <affiliation ref="#struct-451073"></affiliation> <affiliation ref="#struct-374570"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Bruno</forename> <surname>Pradines</surname> </persName> <idno type="halauthorid">120627</idno> <affiliation ref="#struct-37966"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Natascha</forename> <surname>Chavain</surname> </persName> <idno type="halauthorid">128614</idno> <affiliation ref="#struct-3209"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Alain</forename> <surname>Pellet</surname> </persName> <idno type="halauthorid">128615</idno> <affiliation ref="#struct-300501"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Laurent</forename> <surname>Fraisse</surname> </persName> <idno type="halauthorid">120626</idno> <affiliation ref="#struct-300501"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Lydie</forename> <surname>Pelinski</surname> </persName> <email type="md5">7c8fbcc88169f9dbdbee58975bc91eb9</email> <email type="domain">ensc-lille.fr</email> <idno type="idhal" notation="string">lydie-pelinski</idno> <idno type="idhal" notation="numeric">17821</idno> <idno type="halauthorid">113489</idno> <idno type="ORCID">https://orcid.org/0000-0002-5691-7550</idno> <affiliation ref="#struct-3209"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Christian</forename> <surname>Jarry</surname> </persName> <idno type="halauthorid">128616</idno> <affiliation ref="#struct-20379"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Jacques</forename> <forename type="middle">S.</forename> <surname>Brocard</surname> </persName> <idno type="halauthorid">106753</idno> <affiliation ref="#struct-3209"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Jamal</forename> <surname>Khalife</surname> </persName> <idno type="halauthorid">113564</idno> <affiliation ref="#struct-2906"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Isabelle</forename> <surname>Forfar-Bares</surname> </persName> <idno type="halauthorid">128617</idno> <affiliation ref="#struct-20379"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Daniel</forename> <surname>Dive</surname> </persName> <idno type="halauthorid">113560</idno> <affiliation ref="#struct-2906"></affiliation> </author> <editor role="depositor"> <persName> <forename>Patricia</forename> <surname>Melnyk</surname> </persName> <email type="md5">13e0186727e884bc5ed8bf9e4cff2ab6</email> <email type="domain">ibl.fr</email> </editor> <funder>This work was supported by Sanofi Aventis (fellowship attributed to W.D.), by the “Fondation des Treilles” (fellowship attributed to W.D.) by the CNRS, by the Universités de Lille I and Lille II, and by the Inserm. A BDI fellowship from CNRS and Region Nord-Pas-de-Calais to N.C. is also gratefully acknowledged.</funder> </titleStmt> <editionStmt> <edition n="v1" type="current"> <date type="whenSubmitted">2006-09-21 14:06:04</date> <date type="whenModified">2019-09-24 09:48:19</date> <date type="whenReleased">2006-09-21 14:06:04</date> <date type="whenProduced">2006</date> <ref type="externalLink" target="https://api.istex.fr/ark:/67375/TPS-G5XTMJSZ-B/fulltext.pdf?sid=hal"></ref> </edition> <respStmt> <resp>contributor</resp> <name key="113089"> <persName> <forename>Patricia</forename> <surname>Melnyk</surname> </persName> <email type="md5">13e0186727e884bc5ed8bf9e4cff2ab6</email> <email type="domain">ibl.fr</email> </name> </respStmt> </editionStmt> <publicationStmt> <distributor>CCSD</distributor> <idno type="halId">hal-00097346</idno> <idno type="halUri">https://hal.archives-ouvertes.fr/hal-00097346</idno> <idno type="halBibtex">biot:hal-00097346</idno> <idno type="halRefHtml">Journal of Medicinal Chemistry, American Chemical Society, 2006, 49, pp.4707-4714. ⟨10.1021/jm060259d⟩</idno> <idno type="halRef">Journal of Medicinal Chemistry, American Chemical Society, 2006, 49, pp.4707-4714. ⟨10.1021/jm060259d⟩</idno> </publicationStmt> <seriesStmt> <idno type="stamp" n="UCCS">Unité de Catalyse et de Chimie du Solide</idno> <idno type="stamp" n="CNRS">CNRS - Centre national de la recherche scientifique</idno> <idno type="stamp" n="EC-LILLE">Ecole Centrale de Lille</idno> <idno type="stamp" n="ENSC-LILLE">Ecole Nationale Supérieure de Chimie de Lille</idno> <idno type="stamp" n="RIIP_LILLE">Institut Pasteur de Lille</idno> <idno type="stamp" n="INC-CNRS">Institut de Chimie du CNRS</idno> <idno type="stamp" n="UNIV-ARTOIS">Université d'Artois</idno> <idno type="stamp" n="SSA">Service de Santé des Armées</idno> <idno type="stamp" n="RIIP">Institut Pasteur RIIP (Réseau International)</idno> <idno type="stamp" n="UNIV-LILLE">Université de Lille</idno> </seriesStmt> <notesStmt> <note type="audience" n="1">Not set</note> <note type="popular" n="0">No</note> <note type="peer" n="1">Yes</note> </notesStmt> <sourceDesc> <biblStruct> <analytic> <title xml:lang="en">Probing the role of the covalent linkage of ferrocene into a chloroquine template</title> <author role="crp"> <persName> <forename type="first">Christophe</forename> <surname>Biot</surname> </persName> <email type="md5">24d0649ab3920ff9444060dcdf04268d</email> <email type="domain">ensc-lille.fr</email> <idno type="halauthorid">129769</idno> <affiliation ref="#struct-3209"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Wassim</forename> <surname>Daher</surname> </persName> <idno type="halauthorid">113556</idno> <affiliation ref="#struct-2906"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Cheikh</forename> <surname>M. Ndiaye</surname> </persName> <idno type="halauthorid">128612</idno> <affiliation ref="#struct-3209"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Patricia</forename> <surname>Melnyk</surname> </persName> <email type="md5">2dd96a706c78b363c89102444921b966</email> <email type="domain">univ-lille.fr</email> <idno type="idhal" notation="string">patricia-melnyk</idno> <idno type="idhal" notation="numeric">172378</idno> <idno type="halauthorid">128613</idno> <idno type="ORCID">https://orcid.org/0000-0002-9555-3446</idno> <affiliation ref="#struct-451073"></affiliation> <affiliation ref="#struct-374570"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Bruno</forename> <surname>Pradines</surname> </persName> <idno type="halauthorid">120627</idno> <affiliation ref="#struct-37966"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Natascha</forename> <surname>Chavain</surname> </persName> <idno type="halauthorid">128614</idno> <affiliation ref="#struct-3209"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Alain</forename> <surname>Pellet</surname> </persName> <idno type="halauthorid">128615</idno> <affiliation ref="#struct-300501"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Laurent</forename> <surname>Fraisse</surname> </persName> <idno type="halauthorid">120626</idno> <affiliation ref="#struct-300501"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Lydie</forename> <surname>Pelinski</surname> </persName> <email type="md5">7c8fbcc88169f9dbdbee58975bc91eb9</email> <email type="domain">ensc-lille.fr</email> <idno type="idhal" notation="string">lydie-pelinski</idno> <idno type="idhal" notation="numeric">17821</idno> <idno type="halauthorid">113489</idno> <idno type="ORCID">https://orcid.org/0000-0002-5691-7550</idno> <affiliation ref="#struct-3209"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Christian</forename> <surname>Jarry</surname> </persName> <idno type="halauthorid">128616</idno> <affiliation ref="#struct-20379"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Jacques</forename> <forename type="middle">S.</forename> <surname>Brocard</surname> </persName> <idno type="halauthorid">106753</idno> <affiliation ref="#struct-3209"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Jamal</forename> <surname>Khalife</surname> </persName> <idno type="halauthorid">113564</idno> <affiliation ref="#struct-2906"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Isabelle</forename> <surname>Forfar-Bares</surname> </persName> <idno type="halauthorid">128617</idno> <affiliation ref="#struct-20379"></affiliation> </author> <author role="aut"> <persName> <forename type="first">Daniel</forename> <surname>Dive</surname> </persName> <idno type="halauthorid">113560</idno> <affiliation ref="#struct-2906"></affiliation> </author> </analytic> <monogr> <idno type="halJournalId" status="VALID">15785</idno> <idno type="issn">0022-2623</idno> <idno type="eissn">1520-4804</idno> <title level="j">Journal of Medicinal Chemistry</title> <imprint> <publisher>American Chemical Society</publisher> <biblScope unit="volume">49</biblScope> <biblScope unit="pp">4707-4714</biblScope> <date type="datePub">2006</date> </imprint> </monogr> <idno type="doi">10.1021/jm060259d</idno> <idno type="pubmed">16854077</idno> </biblStruct> </sourceDesc> <profileDesc> <langUsage> <language ident="en">English</language> </langUsage> <textClass> <classCode scheme="mesh">Aminoquinolines</classCode> <classCode scheme="mesh">Animals</classCode> <classCode scheme="mesh">Hemeproteins/chemical synthesis</classCode> <classCode scheme="mesh">Parasitic Sensitivity Tests</classCode> <classCode scheme="mesh">Plasmodium falciparum/drug effects</classCode> <classCode scheme="mesh">Quinolines/chemical synthesis*</classCode> <classCode scheme="mesh">Quinolines/chemistry</classCode> <classCode scheme="mesh">Quinolines/pharmacology</classCode> <classCode scheme="mesh">Structure-Activity Relationship</classCode> <classCode scheme="mesh">Antimalarials/chemical synthesis*</classCode> <classCode scheme="mesh">Antimalarials/chemistry</classCode> <classCode scheme="mesh">Antimalarials/pharmacology</classCode> <classCode scheme="mesh">Chloroquine/chemistry*</classCode> <classCode scheme="mesh">Ferrous Compounds/chemical synthesis*</classCode> <classCode scheme="mesh">Ferrous Compounds/chemistry</classCode> <classCode scheme="mesh">Ferrous Compounds/pharmacology</classCode> <classCode scheme="mesh">Hemeproteins/antagonists & inhibitors</classCode> <classCode scheme="halDomain" n="chim.ther">Chemical Sciences/Medicinal Chemistry</classCode> <classCode scheme="halDomain" n="sdv.mp">Life Sciences [q-bio]/Microbiology and Parasitology</classCode> <classCode scheme="halTypology" n="ART">Journal articles</classCode> </textClass> <abstract xml:lang="en"> <p>A new therapeutic approach to malaria led to the discovery of ferroquine (FQ). To assess the importance of the linkage of the ferrocenyl group to a 4-aminoquinoline scaffold, two series of 4-aminoquinolines, structurally related to FQ, were synthesized. Evaluation of antimalarial activity, physicochemical parameters, and Β-hematin inhibition property indicate that the ferrocene moiety has to be covalently flanked by a 4-aminoquinoline and an alkylamine. Current data reinforced our choice of FQ as a drug candidate.</p> </abstract> <particDesc> <org type="consortium">C.B. thanks Timothy J. Egan for stimulating discussions and careful reading of the manuscript. L. Maciejewski is acknowledged for helpful discussions. I. Ricard, L. Cattiaux, H. Kalamou, and D. Lamberton are acknowledged for their expert technical intervention.</org> </particDesc> </profileDesc> </hal></record>Pour manipuler ce document sous Unix (Dilib)
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