ChloroquineV1, Main, Exploration, bibRecord, 001027

Cycloartane triterpenes from the leaves of Neoboutonia macrocalyx L.

Identifieur interne : 001027 ( Main/Exploration ); précédent : 001026; suivant : 001028

Cycloartane triterpenes from the leaves of Neoboutonia macrocalyx L.

Auteurs : Jane Namukobe [Ouganda] ; Bernard T. Kiremire [Ouganda] ; Robert Byamukama [Ouganda] ; John M. Kasenene [Ouganda] ; Vincent Dumontet [France] ; Françoise Guéritte [France] ; Sabrina Krief [Ouganda] ; Isabelle Florent [France] ; John D. Kabasa [Ouganda]

Source :

Phytochemistry [ 1873-3700 ] ; 2014.

RBID : pubmed:24680168

Descripteurs français

English descriptors

KwdEn :
- Antimalarials (chemistry), Antimalarials (isolation & purification), Antimalarials (pharmacology), Cell Line, Tumor, Cell Proliferation (drug effects), Cell Survival (drug effects), Dose-Response Relationship, Drug, Drug Screening Assays, Antitumor, Euphorbiaceae (chemistry), Humans, KB Cells, Microbial Sensitivity Tests, Molecular Conformation, Plant Leaves (chemistry), Plasmodium falciparum (drug effects), Stereoisomerism, Structure-Activity Relationship, Triterpenes (chemistry), Triterpenes (isolation & purification), Triterpenes (pharmacology).
MESH :
- chemical , chemistry : Antimalarials, Triterpenes.
- chemical , isolation & purification : Antimalarials, Triterpenes.
- chemical , pharmacology : Antimalarials, Triterpenes.
- chemistry : Euphorbiaceae, Plant Leaves.
- drug effects : Cell Proliferation, Cell Survival, Plasmodium falciparum.
- Cell Line, Tumor, Dose-Response Relationship, Drug, Drug Screening Assays, Antitumor, Humans, KB Cells, Microbial Sensitivity Tests, Molecular Conformation, Stereoisomerism, Structure-Activity Relationship.

Abstract

Neoboutonia macrocalyx is used by people in south western Uganda around Kibale National Park in the treatment of malaria. Phytochemical investigation on the leaves of this plant led to the isolation of nine cycloartane triterpenes (1-9) and one phenanthrene; 7-methoxy-2,8 dimethyl-9,10-dihydrophenantherene-3,6 diol (10) along with three known compounds which included 22-de-O-acetyl-26-deoxyneoboutomellerone (11), mellerin B (12) and 6-hydroxystigmast-4-en-3-one (13). The chemical structures of the compounds were established mainly through a combination of spectroscopic techniques. The isolated compounds were evaluated for antiplasmodial activity against the chloroquine-resistant FcB1/Colombia strain of Plasmodium falciparum and for cytotoxicity against the KB (nasopharyngeal epidermoid carcinoma) and MRC-5 (human diploid embryonic lung) cells. Seven out of 13 compounds exhibited good antiplasmodial activity with IC50 of ⩽5μg/ml with two compounds exhibiting low cytotoxicity and five compounds having significant cytotoxicity.

Url:

https://hal.archives-ouvertes.fr/hal-01005175

DOI: 10.1016/j.phytochem.2014.02.005
PubMed: 24680168

Affiliations:

Le document en format XML

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<term>Antimalarials (isolation & purification)</term>
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<term>Cell Line, Tumor</term>
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<term>Stereoisomerism</term>
<term>Structure-Activity Relationship</term>
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<term>Triterpenes (isolation & purification)</term>
<term>Triterpenes (pharmacology)</term>
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<term>Antipaludiques (pharmacologie)</term>
<term>Cellules KB</term>
<term>Conformation moléculaire</term>
<term>Euphorbiaceae ()</term>
<term>Feuilles de plante ()</term>
<term>Humains</term>
<term>Lignée cellulaire tumorale</term>
<term>Plasmodium falciparum ()</term>
<term>Prolifération cellulaire ()</term>
<term>Relation dose-effet des médicaments</term>
<term>Relation structure-activité</term>
<term>Stéréoisomérie</term>
<term>Survie cellulaire ()</term>
<term>Tests de criblage d'agents antitumoraux</term>
<term>Tests de sensibilité microbienne</term>
<term>Triterpènes ()</term>
<term>Triterpènes (isolement et purification)</term>
<term>Triterpènes (pharmacologie)</term>
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<term>Triterpenes</term>
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</keywords>
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<term>Triterpenes</term>
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<term>Plant Leaves</term>
</keywords>
<keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Cell Proliferation</term>
<term>Cell Survival</term>
<term>Plasmodium falciparum</term>
</keywords>
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<term>Triterpènes</term>
</keywords>
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<term>Triterpènes</term>
</keywords>
<keywords scheme="MESH" xml:lang="en"><term>Cell Line, Tumor</term>
<term>Dose-Response Relationship, Drug</term>
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<term>KB Cells</term>
<term>Microbial Sensitivity Tests</term>
<term>Molecular Conformation</term>
<term>Stereoisomerism</term>
<term>Structure-Activity Relationship</term>
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<term>Cellules KB</term>
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<term>Euphorbiaceae</term>
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<front><div type="abstract" xml:lang="en">Neoboutonia macrocalyx is used by people in south western Uganda around Kibale National Park in the treatment of malaria. Phytochemical investigation on the leaves of this plant led to the isolation of nine cycloartane triterpenes (1-9) and one phenanthrene; 7-methoxy-2,8 dimethyl-9,10-dihydrophenantherene-3,6 diol (10) along with three known compounds which included 22-de-O-acetyl-26-deoxyneoboutomellerone (11), mellerin B (12) and 6-hydroxystigmast-4-en-3-one (13). The chemical structures of the compounds were established mainly through a combination of spectroscopic techniques. The isolated compounds were evaluated for antiplasmodial activity against the chloroquine-resistant FcB1/Colombia strain of Plasmodium falciparum and for cytotoxicity against the KB (nasopharyngeal epidermoid carcinoma) and MRC-5 (human diploid embryonic lung) cells. Seven out of 13 compounds exhibited good antiplasmodial activity with IC50 of ⩽5μg/ml with two compounds exhibiting low cytotoxicity and five compounds having significant cytotoxicity. </div>
</front>
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<name sortKey="Kabasa, John D" sort="Kabasa, John D" uniqKey="Kabasa J" first="John D" last="Kabasa">John D. Kabasa</name>
<name sortKey="Kasenene, John M" sort="Kasenene, John M" uniqKey="Kasenene J" first="John M" last="Kasenene">John M. Kasenene</name>
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<name sortKey="Krief, Sabrina" sort="Krief, Sabrina" uniqKey="Krief S" first="Sabrina" last="Krief">Sabrina Krief</name>
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<name sortKey="Gueritte, Francoise" sort="Gueritte, Francoise" uniqKey="Gueritte F" first="Françoise" last="Guéritte">Françoise Guéritte</name>
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Cycloartane triterpenes from the leaves of Neoboutonia macrocalyx L.

Cycloartane triterpenes from the leaves of Neoboutonia macrocalyx L.

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	Serveur d'exploration Chloroquine
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