Indole alkaloids from Muntafara sessilifolia with antiplasmodial and cytotoxic activities.
Identifieur interne : 000221 ( France/Analysis ); précédent : 000220; suivant : 000222Indole alkaloids from Muntafara sessilifolia with antiplasmodial and cytotoxic activities.
Auteurs : Marion Girardot [France] ; Christiane Deregnaucourt ; Alexandre Deville ; Lionel Dubost ; Roger Joyeau ; Lucile Allorge ; Philippe Rasoanaivo ; Lengo MambuSource :
- Phytochemistry [ 1873-3700 ] ; 2012.
Descripteurs français
- KwdFr :
- Alcaloïdes indoliques (), Alcaloïdes indoliques (isolement et purification), Alcaloïdes indoliques (pharmacologie), Animaux, Antinéoplasiques d'origine végétale (), Antinéoplasiques d'origine végétale (isolement et purification), Antinéoplasiques d'origine végétale (pharmacologie), Antipaludiques (), Antipaludiques (isolement et purification), Antipaludiques (pharmacologie), Apocynaceae (), Chloroquine, Humains, Plasmodium falciparum (), Rats, Résonance magnétique nucléaire biomoléculaire, Structure moléculaire, Terpènes (), Terpènes (isolement et purification), Terpènes (pharmacologie), Tests de criblage d'agents antitumoraux.
- MESH :
- isolement et purification : Alcaloïdes indoliques, Antinéoplasiques d'origine végétale, Antipaludiques, Terpènes.
- pharmacologie : Alcaloïdes indoliques, Antinéoplasiques d'origine végétale, Antipaludiques, Terpènes.
- Alcaloïdes indoliques, Animaux, Antinéoplasiques d'origine végétale, Antipaludiques, Apocynaceae, Chloroquine, Humains, Plasmodium falciparum, Rats, Résonance magnétique nucléaire biomoléculaire, Structure moléculaire, Terpènes, Tests de criblage d'agents antitumoraux.
English descriptors
- KwdEn :
- Animals, Antimalarials (chemistry), Antimalarials (isolation & purification), Antimalarials (pharmacology), Antineoplastic Agents, Phytogenic (chemistry), Antineoplastic Agents, Phytogenic (isolation & purification), Antineoplastic Agents, Phytogenic (pharmacology), Apocynaceae (chemistry), Chloroquine, Drug Screening Assays, Antitumor, Humans, Indole Alkaloids (chemistry), Indole Alkaloids (isolation & purification), Indole Alkaloids (pharmacology), Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Plasmodium falciparum (drug effects), Rats, Terpenes (chemistry), Terpenes (isolation & purification), Terpenes (pharmacology).
- MESH :
- chemical , chemistry : Antimalarials, Antineoplastic Agents, Phytogenic, Indole Alkaloids, Terpenes.
- chemical , isolation & purification : Antimalarials, Antineoplastic Agents, Phytogenic, Indole Alkaloids, Terpenes.
- chemical , pharmacology : Antimalarials, Antineoplastic Agents, Phytogenic, Indole Alkaloids, Terpenes.
- chemistry : Apocynaceae.
- drug effects : Plasmodium falciparum.
- Animals, Chloroquine, Drug Screening Assays, Antitumor, Humans, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Rats.
Abstract
Four vobasinyl-iboga bisindole and one 2-acyl monomeric indole alkaloids were isolated from the stem bark of Muntafara sessilifolia along with eleven known compounds. Their structures and relative stereochemistry were elucidated on the basis of spectroscopic data including 1D and 2D NMR and mass spectrometry (MS). All isolated compounds were evaluated in vitro for antiplasmodial activity against the chloroquine-resistant strain FcB1 of Plasmodium falciparum, and for cytotoxicity against the human lung cell line MRC-5 and the rat skeletal muscle cell line L-6. 3'-Oxo-tabernaelegantine A exhibited antiplasmodial activity (4.4 μM IC(50)) associated with non-significant cytotoxicity (selectivity index of 48). Tabernaelegantine B and D displayed the highest cytotoxicity with IC(50) values of 0.47 and 1.89 μM on MRC-5 cells, and 0.42 and 2.7 μM on L-6 cells, respectively.
DOI: 10.1016/j.phytochem.2011.09.012
PubMed: 22033013
Affiliations:
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pubmed:22033013Le document en format XML
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Screening Assays, Antitumor</term><term>Humans</term><term>Indole Alkaloids (chemistry)</term><term>Indole Alkaloids (isolation & purification)</term><term>Indole Alkaloids (pharmacology)</term><term>Molecular Structure</term><term>Nuclear Magnetic Resonance, Biomolecular</term><term>Plasmodium falciparum (drug effects)</term><term>Rats</term><term>Terpenes (chemistry)</term><term>Terpenes (isolation & purification)</term><term>Terpenes (pharmacology)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Alcaloïdes indoliques ()</term><term>Alcaloïdes indoliques (isolement et purification)</term><term>Alcaloïdes indoliques (pharmacologie)</term><term>Animaux</term><term>Antinéoplasiques d'origine végétale ()</term><term>Antinéoplasiques d'origine végétale (isolement et purification)</term><term>Antinéoplasiques d'origine végétale (pharmacologie)</term><term>Antipaludiques ()</term><term>Antipaludiques (isolement et purification)</term><term>Antipaludiques 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xml:lang="fr"><term>Alcaloïdes indoliques</term><term>Animaux</term><term>Antinéoplasiques d'origine végétale</term><term>Antipaludiques</term><term>Apocynaceae</term><term>Chloroquine</term><term>Humains</term><term>Plasmodium falciparum</term><term>Rats</term><term>Résonance magnétique nucléaire biomoléculaire</term><term>Structure moléculaire</term><term>Terpènes</term><term>Tests de criblage d'agents antitumoraux</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Four vobasinyl-iboga bisindole and one 2-acyl monomeric indole alkaloids were isolated from the stem bark of Muntafara sessilifolia along with eleven known compounds. Their structures and relative stereochemistry were elucidated on the basis of spectroscopic data including 1D and 2D NMR and mass spectrometry (MS). All isolated compounds were evaluated in vitro for antiplasmodial activity against the chloroquine-resistant strain FcB1 of Plasmodium falciparum, and for cytotoxicity against the human lung cell line MRC-5 and the rat skeletal muscle cell line L-6. 3'-Oxo-tabernaelegantine A exhibited antiplasmodial activity (4.4 μM IC(50)) associated with non-significant cytotoxicity (selectivity index of 48). Tabernaelegantine B and D displayed the highest cytotoxicity with IC(50) values of 0.47 and 1.89 μM on MRC-5 cells, and 0.42 and 2.7 μM on L-6 cells, respectively.</div></front></TEI><affiliations><list><country><li>France</li></country><region><li>Île-de-France</li></region><settlement><li>Paris</li></settlement></list><tree><noCountry><name sortKey="Allorge, Lucile" sort="Allorge, Lucile" uniqKey="Allorge L" first="Lucile" last="Allorge">Lucile Allorge</name><name sortKey="Deregnaucourt, Christiane" sort="Deregnaucourt, Christiane" uniqKey="Deregnaucourt C" first="Christiane" last="Deregnaucourt">Christiane Deregnaucourt</name><name sortKey="Deville, Alexandre" sort="Deville, Alexandre" uniqKey="Deville A" first="Alexandre" last="Deville">Alexandre Deville</name><name sortKey="Dubost, Lionel" sort="Dubost, Lionel" uniqKey="Dubost L" first="Lionel" last="Dubost">Lionel Dubost</name><name sortKey="Joyeau, Roger" sort="Joyeau, Roger" uniqKey="Joyeau R" first="Roger" last="Joyeau">Roger Joyeau</name><name sortKey="Mambu, Lengo" sort="Mambu, Lengo" uniqKey="Mambu L" first="Lengo" last="Mambu">Lengo Mambu</name><name sortKey="Rasoanaivo, Philippe" sort="Rasoanaivo, Philippe" uniqKey="Rasoanaivo P" first="Philippe" last="Rasoanaivo">Philippe Rasoanaivo</name></noCountry><country name="France"><region name="Île-de-France"><name sortKey="Girardot, Marion" sort="Girardot, Marion" uniqKey="Girardot M" first="Marion" last="Girardot">Marion Girardot</name></region></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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