Synthesis and antimalarial activity of carbamate and amide derivatives of 4-anilinoquinoline
Identifieur interne : 000303 ( France/Analysis ); précédent : 000302; suivant : 000304Synthesis and antimalarial activity of carbamate and amide derivatives of 4-anilinoquinoline
Auteurs : Sandrine Delarue-Cochin [France] ; Philippe Grellier [France] ; Louis Maes [Belgique] ; Elisabeth Mouray [France] ; Christian Sergheraert [France] ; Patricia Melnyk [France]Source :
- European journal of medicinal chemistry [ 0223-5234 ] ; 2008.
Descripteurs français
- Pascal (Inist)
- Synthèse chimique, Antipaludique, Relation structure activité, Carbamate organique, Carboxamide, Dérivé de l'aniline, Dérivé de la quinoléine, Plasmodium falciparum, Amodiaquine, Hétérocycle azote, Dérivé du benzène, Composé bicyclique, Cycle 6 chaînons, In vitro, In vivo, Chimiothérapie, Plasmodium berghei, Toxicité, Cytotoxicité, Composé aromatique, Voie orale, Paludisme, Souris, Antiparasitaire, Antiprotozoaire, Amine aromatique, Foetus, Poumon, Homme, Lignée cellulaire, Animal, Pipéridine-1-acétamide dérivé, Lignée MRC5.
- Wicri :
- topic : Homme.
English descriptors
- KwdEn :
- Amodiaquine, Aniline derivatives, Animal, Antimalarial, Antiprotozoal agent, Aromatic amine, Aromatic compound, Benzene derivatives, Bicyclic compound, Carboxamide, Cell line, Chemical synthesis, Chemotherapy, Cytotoxicity, Fetus, Human, In vitro, In vivo, Lung, Malaria, Mouse, Nitrogen heterocycle, Oral administration, Organic carbamate, Parasiticide, Plasmodium berghei, Plasmodium falciparum, Quinoline derivatives, Six membered ring, Structure activity relation, Toxicity.
Abstract
A series of 4-anilinoquinolines bearing an amino side chain linked to the aromatic ring with a carbamate or an amide bond were synthesized and evaluated for their antimalarial activity and their cytotoxicity upon MRC-5 cells. Among the 17 compounds, a majority was found to be active in the low nanomolar range against both chloroquine-sensitive and -resistant strains of Plasmodium falciparum in vitro with relative low cytotoxicity. Two compounds were then tested on mice infected by Plasmodium berghei and were found to exhibit reasonable in vivo activity.
Affiliations:
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Pascal:08-0535287Le document en format XML
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when="2008">2008</date></imprint></series></biblStruct></sourceDesc><seriesStmt><title level="j" type="main">European journal of medicinal chemistry</title><title level="j" type="abbreviated">Eur. j. med. chem.</title><idno type="ISSN">0223-5234</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Amodiaquine</term><term>Aniline derivatives</term><term>Animal</term><term>Antimalarial</term><term>Antiprotozoal agent</term><term>Aromatic amine</term><term>Aromatic compound</term><term>Benzene derivatives</term><term>Bicyclic compound</term><term>Carboxamide</term><term>Cell line</term><term>Chemical synthesis</term><term>Chemotherapy</term><term>Cytotoxicity</term><term>Fetus</term><term>Human</term><term>In vitro</term><term>In vivo</term><term>Lung</term><term>Malaria</term><term>Mouse</term><term>Nitrogen heterocycle</term><term>Oral administration</term><term>Organic carbamate</term><term>Parasiticide</term><term>Plasmodium berghei</term><term>Plasmodium falciparum</term><term>Quinoline derivatives</term><term>Six membered ring</term><term>Structure activity relation</term><term>Toxicity</term></keywords><keywords scheme="Pascal" xml:lang="fr"><term>Synthèse chimique</term><term>Antipaludique</term><term>Relation structure activité</term><term>Carbamate organique</term><term>Carboxamide</term><term>Dérivé de l'aniline</term><term>Dérivé de la quinoléine</term><term>Plasmodium falciparum</term><term>Amodiaquine</term><term>Hétérocycle azote</term><term>Dérivé du benzène</term><term>Composé bicyclique</term><term>Cycle 6 chaînons</term><term>In vitro</term><term>In vivo</term><term>Chimiothérapie</term><term>Plasmodium berghei</term><term>Toxicité</term><term>Cytotoxicité</term><term>Composé aromatique</term><term>Voie orale</term><term>Paludisme</term><term>Souris</term><term>Antiparasitaire</term><term>Antiprotozoaire</term><term>Amine aromatique</term><term>Foetus</term><term>Poumon</term><term>Homme</term><term>Lignée cellulaire</term><term>Animal</term><term>Pipéridine-1-acétamide dérivé</term><term>Lignée MRC5</term></keywords><keywords scheme="Wicri" type="topic" xml:lang="fr"><term>Homme</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">A series of 4-anilinoquinolines bearing an amino side chain linked to the aromatic ring with a carbamate or an amide bond were synthesized and evaluated for their antimalarial activity and their cytotoxicity upon MRC-5 cells. Among the 17 compounds, a majority was found to be active in the low nanomolar range against both chloroquine-sensitive and -resistant strains of Plasmodium falciparum in vitro with relative low cytotoxicity. Two compounds were then tested on mice infected by Plasmodium berghei and were found to exhibit reasonable in vivo activity.</div></front></TEI><affiliations><list><country><li>Belgique</li><li>France</li></country><region><li>Hauts-de-France</li><li>Nord-Pas-de-Calais</li><li>Île-de-France</li></region><settlement><li>Lille</li><li>Paris</li></settlement></list><tree><country name="France"><region name="Hauts-de-France"><name sortKey="Delarue Cochin, Sandrine" sort="Delarue Cochin, Sandrine" uniqKey="Delarue Cochin S" first="Sandrine" last="Delarue-Cochin">Sandrine Delarue-Cochin</name></region><name sortKey="Grellier, Philippe" sort="Grellier, Philippe" uniqKey="Grellier P" first="Philippe" last="Grellier">Philippe Grellier</name><name sortKey="Melnyk, Patricia" sort="Melnyk, Patricia" uniqKey="Melnyk P" first="Patricia" last="Melnyk">Patricia Melnyk</name><name sortKey="Melnyk, Patricia" sort="Melnyk, Patricia" uniqKey="Melnyk P" first="Patricia" last="Melnyk">Patricia Melnyk</name><name sortKey="Mouray, Elisabeth" sort="Mouray, Elisabeth" uniqKey="Mouray E" first="Elisabeth" last="Mouray">Elisabeth Mouray</name><name sortKey="Sergheraert, Christian" sort="Sergheraert, Christian" uniqKey="Sergheraert C" first="Christian" last="Sergheraert">Christian Sergheraert</name></country><country name="Belgique"><noRegion><name sortKey="Maes, Louis" sort="Maes, Louis" uniqKey="Maes L" first="Louis" last="Maes">Louis Maes</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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