Antimalarial activity of axidjiferosides, new β-galactosylceramides from the African sponge Axinyssa djiferi.
Identifieur interne : 000194 ( France/Analysis ); précédent : 000193; suivant : 000195Antimalarial activity of axidjiferosides, new β-galactosylceramides from the African sponge Axinyssa djiferi.
Auteurs : Fereshteh Farokhi [France] ; Philippe Grellier ; Monique Clément ; Christos Roussakis ; Philippe M. Loiseau ; Emilie Genin-Seward ; Jean-Michel Kornprobst ; Gilles Barnathan ; Gaëtane Wielgosz-CollinSource :
- Marine drugs [ 1660-3397 ] ; 2013.
Descripteurs français
- KwdFr :
- Animaux, Antipaludiques (administration et posologie), Antipaludiques (isolement et purification), Antipaludiques (pharmacologie), Chloroquine (pharmacologie), Concentration inhibitrice 50, Céramides (administration et posologie), Céramides (isolement et purification), Céramides (pharmacologie), Femelle, Galactosylcéramides (administration et posologie), Galactosylcéramides (isolement et purification), Galactosylcéramides (pharmacologie), Glycosphingolipides (administration et posologie), Glycosphingolipides (isolement et purification), Glycosphingolipides (pharmacologie), Humains, Lignée cellulaire tumorale, Oses (administration et posologie), Oses (isolement et purification), Oses (pharmacologie), Plasmodium falciparum (), Porifera (), Résistance aux substances, Souris, Sénégal, Tumeurs (anatomopathologie), Tumeurs (traitement médicamenteux).
- MESH :
- administration et posologie : Antipaludiques, Céramides, Galactosylcéramides, Glycosphingolipides, Oses.
- anatomopathologie : Tumeurs.
- isolement et purification : Antipaludiques, Céramides, Galactosylcéramides, Glycosphingolipides, Oses.
- pharmacologie : Antipaludiques, Chloroquine, Céramides, Galactosylcéramides, Glycosphingolipides, Oses.
- traitement médicamenteux : Tumeurs.
- Animaux, Concentration inhibitrice 50, Femelle, Humains, Lignée cellulaire tumorale, Plasmodium falciparum, Porifera, Résistance aux substances, Souris, Sénégal.
- Wicri :
- geographic : Sénégal.
English descriptors
- KwdEn :
- Animals, Antimalarials (administration & dosage), Antimalarials (isolation & purification), Antimalarials (pharmacology), Cell Line, Tumor, Ceramides (administration & dosage), Ceramides (isolation & purification), Ceramides (pharmacology), Chloroquine (pharmacology), Drug Resistance, Female, Galactosylceramides (administration & dosage), Galactosylceramides (isolation & purification), Galactosylceramides (pharmacology), Glycosphingolipids (administration & dosage), Glycosphingolipids (isolation & purification), Glycosphingolipids (pharmacology), Humans, Inhibitory Concentration 50, Mice, Monosaccharides (administration & dosage), Monosaccharides (isolation & purification), Monosaccharides (pharmacology), Neoplasms (drug therapy), Neoplasms (pathology), Plasmodium falciparum (drug effects), Porifera (chemistry), Senegal.
- MESH :
- chemical , administration & dosage : Antimalarials, Ceramides, Galactosylceramides, Glycosphingolipids, Monosaccharides.
- chemical , isolation & purification : Antimalarials, Ceramides, Galactosylceramides, Glycosphingolipids, Monosaccharides.
- chemical , pharmacology : Antimalarials, Ceramides, Chloroquine, Galactosylceramides, Glycosphingolipids, Monosaccharides.
- geographic : Senegal.
- chemistry : Porifera.
- drug effects : Plasmodium falciparum.
- drug therapy : Neoplasms.
- pathology : Neoplasms.
- Animals, Cell Line, Tumor, Drug Resistance, Female, Humans, Inhibitory Concentration 50, Mice.
Abstract
The marine sponge, Axinyssa djiferi, collected on mangrove tree roots in Senegal, was investigated for glycolipids. A mixture containing new glycosphingolipids, named axidjiferoside-A, -B and -C, accounted for 0.07% of sponge biomass (dry weight) and for 2.16% of total lipids. It showed a significant antimalarial activity, with a 50% inhibitory concentration (IC50) of 0.53 ± 0.2 μM against a chloroquine-resistant strain of Plasmodium falciparum. They were identified as homologous β-galactopyranosylceramides composed of 2-amino-(6E)-octadec-6-en-1,3,4-triol, and the major one, axidjiferoside-A (around 60%), contained 2-hydroxytetracosanoic acid. Cytotoxicity was studied in vitro on human cancer cell lines (multiple myeloma, colorectal adenocarcinoma, glioblastoma and two lung cancer NSCLC-N6 and A549). Results of this investigation showed that axidjiferosides are of interest, because they proved a good antiplasmodial activity, with only a low cytotoxicity against various human cell lines and no significant antitrypanosomal and antileishmanial activity. Thus, it seems that galactosylceramides with a β anomeric configuration may be suitable in searching for new antimalarial drugs.
DOI: 10.3390/md11041304
PubMed: 23595058
Affiliations:
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pubmed:23595058Le document en format XML
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xml:lang="en"><term>Animals</term><term>Antimalarials (administration & dosage)</term><term>Antimalarials (isolation & purification)</term><term>Antimalarials (pharmacology)</term><term>Cell Line, Tumor</term><term>Ceramides (administration & dosage)</term><term>Ceramides (isolation & purification)</term><term>Ceramides (pharmacology)</term><term>Chloroquine (pharmacology)</term><term>Drug Resistance</term><term>Female</term><term>Galactosylceramides (administration & dosage)</term><term>Galactosylceramides (isolation & purification)</term><term>Galactosylceramides (pharmacology)</term><term>Glycosphingolipids (administration & dosage)</term><term>Glycosphingolipids (isolation & purification)</term><term>Glycosphingolipids (pharmacology)</term><term>Humans</term><term>Inhibitory Concentration 50</term><term>Mice</term><term>Monosaccharides (administration & dosage)</term><term>Monosaccharides (isolation & purification)</term><term>Monosaccharides (pharmacology)</term><term>Neoplasms (drug therapy)</term><term>Neoplasms (pathology)</term><term>Plasmodium falciparum (drug effects)</term><term>Porifera (chemistry)</term><term>Senegal</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Animaux</term><term>Antipaludiques (administration et posologie)</term><term>Antipaludiques (isolement et purification)</term><term>Antipaludiques (pharmacologie)</term><term>Chloroquine (pharmacologie)</term><term>Concentration inhibitrice 50</term><term>Céramides (administration et posologie)</term><term>Céramides (isolement et purification)</term><term>Céramides (pharmacologie)</term><term>Femelle</term><term>Galactosylcéramides (administration et posologie)</term><term>Galactosylcéramides (isolement et purification)</term><term>Galactosylcéramides (pharmacologie)</term><term>Glycosphingolipides (administration et posologie)</term><term>Glycosphingolipides (isolement et purification)</term><term>Glycosphingolipides (pharmacologie)</term><term>Humains</term><term>Lignée cellulaire tumorale</term><term>Oses (administration et posologie)</term><term>Oses (isolement et purification)</term><term>Oses (pharmacologie)</term><term>Plasmodium falciparum ()</term><term>Porifera ()</term><term>Résistance aux substances</term><term>Souris</term><term>Sénégal</term><term>Tumeurs (anatomopathologie)</term><term>Tumeurs (traitement médicamenteux)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="administration & dosage" xml:lang="en"><term>Antimalarials</term><term>Ceramides</term><term>Galactosylceramides</term><term>Glycosphingolipids</term><term>Monosaccharides</term></keywords><keywords scheme="MESH" type="chemical" qualifier="isolation & purification" xml:lang="en"><term>Antimalarials</term><term>Ceramides</term><term>Galactosylceramides</term><term>Glycosphingolipids</term><term>Monosaccharides</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Antimalarials</term><term>Ceramides</term><term>Chloroquine</term><term>Galactosylceramides</term><term>Glycosphingolipids</term><term>Monosaccharides</term></keywords><keywords scheme="MESH" type="geographic" xml:lang="en"><term>Senegal</term></keywords><keywords scheme="MESH" qualifier="administration et posologie" xml:lang="fr"><term>Antipaludiques</term><term>Céramides</term><term>Galactosylcéramides</term><term>Glycosphingolipides</term><term>Oses</term></keywords><keywords scheme="MESH" qualifier="anatomopathologie" xml:lang="fr"><term>Tumeurs</term></keywords><keywords scheme="MESH" qualifier="chemistry" xml:lang="en"><term>Porifera</term></keywords><keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Plasmodium falciparum</term></keywords><keywords scheme="MESH" qualifier="drug therapy" xml:lang="en"><term>Neoplasms</term></keywords><keywords scheme="MESH" qualifier="isolement et purification" xml:lang="fr"><term>Antipaludiques</term><term>Céramides</term><term>Galactosylcéramides</term><term>Glycosphingolipides</term><term>Oses</term></keywords><keywords scheme="MESH" qualifier="pathology" xml:lang="en"><term>Neoplasms</term></keywords><keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Antipaludiques</term><term>Chloroquine</term><term>Céramides</term><term>Galactosylcéramides</term><term>Glycosphingolipides</term><term>Oses</term></keywords><keywords scheme="MESH" qualifier="traitement médicamenteux" xml:lang="fr"><term>Tumeurs</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Animals</term><term>Cell Line, Tumor</term><term>Drug Resistance</term><term>Female</term><term>Humans</term><term>Inhibitory Concentration 50</term><term>Mice</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Animaux</term><term>Concentration inhibitrice 50</term><term>Femelle</term><term>Humains</term><term>Lignée cellulaire tumorale</term><term>Plasmodium falciparum</term><term>Porifera</term><term>Résistance aux substances</term><term>Souris</term><term>Sénégal</term></keywords><keywords scheme="Wicri" type="geographic" xml:lang="fr"><term>Sénégal</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The marine sponge, Axinyssa djiferi, collected on mangrove tree roots in Senegal, was investigated for glycolipids. A mixture containing new glycosphingolipids, named axidjiferoside-A, -B and -C, accounted for 0.07% of sponge biomass (dry weight) and for 2.16% of total lipids. It showed a significant antimalarial activity, with a 50% inhibitory concentration (IC50) of 0.53 ± 0.2 μM against a chloroquine-resistant strain of Plasmodium falciparum. They were identified as homologous β-galactopyranosylceramides composed of 2-amino-(6E)-octadec-6-en-1,3,4-triol, and the major one, axidjiferoside-A (around 60%), contained 2-hydroxytetracosanoic acid. Cytotoxicity was studied in vitro on human cancer cell lines (multiple myeloma, colorectal adenocarcinoma, glioblastoma and two lung cancer NSCLC-N6 and A549). Results of this investigation showed that axidjiferosides are of interest, because they proved a good antiplasmodial activity, with only a low cytotoxicity against various human cell lines and no significant antitrypanosomal and antileishmanial activity. Thus, it seems that galactosylceramides with a β anomeric configuration may be suitable in searching for new antimalarial drugs.</div></front></TEI><affiliations><list><country><li>France</li></country><region><li>Pays de la Loire</li></region><settlement><li>Nantes</li></settlement></list><tree><noCountry><name sortKey="Barnathan, Gilles" sort="Barnathan, Gilles" uniqKey="Barnathan G" first="Gilles" last="Barnathan">Gilles Barnathan</name><name sortKey="Clement, Monique" sort="Clement, Monique" uniqKey="Clement M" first="Monique" last="Clément">Monique Clément</name><name sortKey="Genin Seward, Emilie" sort="Genin Seward, Emilie" uniqKey="Genin Seward E" first="Emilie" last="Genin-Seward">Emilie Genin-Seward</name><name sortKey="Grellier, Philippe" sort="Grellier, Philippe" uniqKey="Grellier P" first="Philippe" last="Grellier">Philippe Grellier</name><name sortKey="Kornprobst, Jean Michel" sort="Kornprobst, Jean Michel" uniqKey="Kornprobst J" first="Jean-Michel" last="Kornprobst">Jean-Michel Kornprobst</name><name sortKey="Loiseau, Philippe M" sort="Loiseau, Philippe M" uniqKey="Loiseau P" first="Philippe M" last="Loiseau">Philippe M. Loiseau</name><name sortKey="Roussakis, Christos" sort="Roussakis, Christos" uniqKey="Roussakis C" first="Christos" last="Roussakis">Christos Roussakis</name><name sortKey="Wielgosz Collin, Gaetane" sort="Wielgosz Collin, Gaetane" uniqKey="Wielgosz Collin G" first="Gaëtane" last="Wielgosz-Collin">Gaëtane Wielgosz-Collin</name></noCountry><country name="France"><region name="Pays de la Loire"><name sortKey="Farokhi, Fereshteh" sort="Farokhi, Fereshteh" uniqKey="Farokhi F" first="Fereshteh" last="Farokhi">Fereshteh Farokhi</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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