Cytotoxic Guanidine Alkaloids from a French Polynesian Monanchora n. sp. Sponge.
Identifieur interne : 002140 ( Main/Exploration ); précédent : 002139; suivant : 002141Cytotoxic Guanidine Alkaloids from a French Polynesian Monanchora n. sp. Sponge.
Auteurs : Amr El-Demerdash [France] ; Céline Moriou [France] ; Marie-Thérèse Martin [France] ; Alice De Souza Rodrigues-Stien [France] ; Sylvain Petek [Polynésie française] ; Marina Demoy-Schneider [Polynésie française] ; Kathryn Hall [Australie] ; John N A. Hooper [Australie] ; Cécile Debitus [Polynésie française] ; Ali Al-Mourabit [France]Source :
- Journal of natural products [ 1520-6025 ] ; 2016.
Descripteurs français
- KwdFr :
- Alcaloïdes (), Alcaloïdes (isolement et purification), Alcaloïdes (pharmacologie), Animaux, Antinéoplasiques (), Antinéoplasiques (isolement et purification), Antinéoplasiques (pharmacologie), Axinella (), Biologie marine, Cellules HCT116, Cellules HL-60, Cellules KB, Concentration inhibitrice 50, Guanidines (), Guanidines (isolement et purification), Guanidines (pharmacologie), Humains, Polynésie, Résonance magnétique nucléaire biomoléculaire, Tests de criblage d'agents antitumoraux.
- MESH :
- isolement et purification : Alcaloïdes, Antinéoplasiques, Guanidines.
- pharmacologie : Alcaloïdes, Antinéoplasiques, Guanidines.
- Alcaloïdes, Animaux, Antinéoplasiques, Axinella, Biologie marine, Cellules HCT116, Cellules HL-60, Cellules KB, Concentration inhibitrice 50, Guanidines, Humains, Polynésie, Résonance magnétique nucléaire biomoléculaire, Tests de criblage d'agents antitumoraux.
English descriptors
- KwdEn :
- Alkaloids (chemistry), Alkaloids (isolation & purification), Alkaloids (pharmacology), Animals, Antineoplastic Agents (chemistry), Antineoplastic Agents (isolation & purification), Antineoplastic Agents (pharmacology), Axinella (chemistry), Drug Screening Assays, Antitumor, Guanidines (chemistry), Guanidines (isolation & purification), Guanidines (pharmacology), HCT116 Cells, HL-60 Cells, Humans, Inhibitory Concentration 50, KB Cells, Marine Biology, Nuclear Magnetic Resonance, Biomolecular, Polynesia.
- MESH :
- chemical , chemistry : Alkaloids, Antineoplastic Agents, Guanidines.
- chemical , isolation & purification : Alkaloids, Antineoplastic Agents, Guanidines.
- chemical , pharmacology : Alkaloids, Antineoplastic Agents, Guanidines.
- chemistry : Axinella.
- Animals, Drug Screening Assays, Antitumor, HCT116 Cells, HL-60 Cells, Humans, Inhibitory Concentration 50, KB Cells, Marine Biology, Nuclear Magnetic Resonance, Biomolecular, Polynesia.
Abstract
Four bicyclic and three pentacyclic guanidine alkaloids (1-7) were isolated from a French Polynesian Monanchora n. sp. sponge, along with the known alkaloids monalidine A (8), enantiomers 9-11 of known natural product crambescins, and the known crambescidins 12-15. Structures were assigned by spectroscopic data interpretation. The relative and absolute configurations of the alkaloids were established by analysis of (1)H NMR and NOESY spectra and by circular dichroism analysis. The new norcrambescidic acid (7) corresponds to interesting biosynthetic variation within the pentacyclic core. All compounds exhibited antiproliferative and cytotoxic efficacy against KB, HCT116, HL60, MRC5, and B16F10 cancer cells, with IC50 values ranging from 4 nM to 10 μM.
DOI: 10.1021/acs.jnatprod.6b00168
PubMed: 27419263
Affiliations:
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Le document en format XML
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<front><div type="abstract" xml:lang="en">Four bicyclic and three pentacyclic guanidine alkaloids (1-7) were isolated from a French Polynesian Monanchora n. sp. sponge, along with the known alkaloids monalidine A (8), enantiomers 9-11 of known natural product crambescins, and the known crambescidins 12-15. Structures were assigned by spectroscopic data interpretation. The relative and absolute configurations of the alkaloids were established by analysis of (1)H NMR and NOESY spectra and by circular dichroism analysis. The new norcrambescidic acid (7) corresponds to interesting biosynthetic variation within the pentacyclic core. All compounds exhibited antiproliferative and cytotoxic efficacy against KB, HCT116, HL60, MRC5, and B16F10 cancer cells, with IC50 values ranging from 4 nM to 10 μM.</div>
</front>
</TEI>
<affiliations><list><country><li>Australie</li>
<li>France</li>
<li>Polynésie française</li>
</country>
<region><li>Île-de-France</li>
</region>
<settlement><li>Gif-sur-Yvette</li>
</settlement>
</list>
<tree><country name="France"><region name="Île-de-France"><name sortKey="El Demerdash, Amr" sort="El Demerdash, Amr" uniqKey="El Demerdash A" first="Amr" last="El-Demerdash">Amr El-Demerdash</name>
</region>
<name sortKey="Al Mourabit, Ali" sort="Al Mourabit, Ali" uniqKey="Al Mourabit A" first="Ali" last="Al-Mourabit">Ali Al-Mourabit</name>
<name sortKey="Martin, Marie Therese" sort="Martin, Marie Therese" uniqKey="Martin M" first="Marie-Thérèse" last="Martin">Marie-Thérèse Martin</name>
<name sortKey="Moriou, Celine" sort="Moriou, Celine" uniqKey="Moriou C" first="Céline" last="Moriou">Céline Moriou</name>
<name sortKey="Rodrigues Stien, Alice De Souza" sort="Rodrigues Stien, Alice De Souza" uniqKey="Rodrigues Stien A" first="Alice De Souza" last="Rodrigues-Stien">Alice De Souza Rodrigues-Stien</name>
</country>
<country name="Polynésie française"><noRegion><name sortKey="Petek, Sylvain" sort="Petek, Sylvain" uniqKey="Petek S" first="Sylvain" last="Petek">Sylvain Petek</name>
</noRegion>
<name sortKey="Debitus, Cecile" sort="Debitus, Cecile" uniqKey="Debitus C" first="Cécile" last="Debitus">Cécile Debitus</name>
<name sortKey="Demoy Schneider, Marina" sort="Demoy Schneider, Marina" uniqKey="Demoy Schneider M" first="Marina" last="Demoy-Schneider">Marina Demoy-Schneider</name>
</country>
<country name="Australie"><noRegion><name sortKey="Hall, Kathryn" sort="Hall, Kathryn" uniqKey="Hall K" first="Kathryn" last="Hall">Kathryn Hall</name>
</noRegion>
<name sortKey="Hooper, John N A" sort="Hooper, John N A" uniqKey="Hooper J" first="John N A" last="Hooper">John N A. Hooper</name>
</country>
</tree>
</affiliations>
</record>
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