Biflavonoids of Dacrydium balansae with potent inhibitory activity on dengue 2 NS5 polymerase.
Identifieur interne : 001382 ( PubMed/Checkpoint ); précédent : 001381; suivant : 001383Biflavonoids of Dacrydium balansae with potent inhibitory activity on dengue 2 NS5 polymerase.
Auteurs : Paul Coulerie [France] ; Cécilia Eydoux ; Edouard Hnawia ; Laetitia Stuhl ; Alexandre Maciuk ; Nicolas Lebouvier ; Bruno Canard ; Bruno Figadère ; Jean-Claude Guillemot ; Mohammed NourSource :
- Planta medica [ 1439-0221 ] ; 2012.
Descripteurs français
- KwdFr :
- Antienzymes (pharmacologie), Antiviraux (), Antiviraux (pharmacologie), Biflavonoïdes (), Biflavonoïdes (pharmacologie), DNA-directed RNA polymerases (), DNA-directed RNA polymerases (antagonistes et inhibiteurs), Feuilles de plante (), Nouvelle-Calédonie, Phytothérapie, Protéines virales non structurales (métabolisme), RNA replicase (antagonistes et inhibiteurs), Relation structure-activité, Virus de la dengue (), Virus de la dengue (enzymologie), Écorce ().
- MESH :
- antagonistes et inhibiteurs : DNA-directed RNA polymerases, RNA replicase.
- enzymologie : Virus de la dengue.
- métabolisme : Protéines virales non structurales.
- pharmacologie : Antienzymes, Antiviraux, Biflavonoïdes.
- Antiviraux, Biflavonoïdes, DNA-directed RNA polymerases, Feuilles de plante, Nouvelle-Calédonie, Phytothérapie, Relation structure-activité, Virus de la dengue, Écorce.
English descriptors
- KwdEn :
- Antiviral Agents (chemistry), Antiviral Agents (pharmacology), Biflavonoids (chemistry), Biflavonoids (pharmacology), DNA-Directed RNA Polymerases (antagonists & inhibitors), DNA-Directed RNA Polymerases (chemistry), Dengue Virus (drug effects), Dengue Virus (enzymology), Enzyme Inhibitors (pharmacology), New Caledonia, Phytotherapy, Plant Bark (chemistry), Plant Leaves (chemistry), RNA Replicase (antagonists & inhibitors), Structure-Activity Relationship, Tracheophyta (chemistry), Viral Nonstructural Proteins (metabolism).
- MESH :
- chemical , antagonists & inhibitors : DNA-Directed RNA Polymerases, RNA Replicase.
- chemical , chemistry : Antiviral Agents, Biflavonoids, DNA-Directed RNA Polymerases.
- chemical , metabolism : Viral Nonstructural Proteins.
- chemical , pharmacology : Antiviral Agents, Biflavonoids, Enzyme Inhibitors.
- geographic : New Caledonia.
- chemistry : Plant Bark, Plant Leaves, Tracheophyta.
- drug effects : Dengue Virus.
- enzymology : Dengue Virus.
- Phytotherapy, Structure-Activity Relationship.
Abstract
In order to find new molecules for antiviral drug design, we screened 102 ethyl acetate extracts from New-Caledonian flora for antiviral activity against the dengue 2 virus RNA-dependant RNA polymerase (DV-NS5 RdRp). The leaf extract of Dacrydium balansae, which strongly inhibited the DV-NS5, was submitted to bioguided fractionation. Four biflavonoids ( 1- 4), three sterols ( 5- 7), and two stilbene derivatives ( 8- 9) were identified and evaluated for their antiviral potential on the DV-NS5 RdRp. Biflavonoids appeared to be potent inhibitors of DV-NS5 RdRp with IC (50)s between 0.26 and 3.12 µM. Inhibitory activity evaluations against the RNA polymerase from other Flaviviridae viruses allowed us to conclude that these compounds are specific inhibitors of the DV RNA polymerase. The strongest inhibitions were observed with hinokiflavone ( 4), but podocarpusflavone A ( 2) is the strongest noncytotoxic inhibitor of the DV-NS5 and it also displayed polymerase inhibitory activity in a DV replicon. A preliminary structure-activity relationship study (SARs) revealed the necessity of the biflavonoid skeleton, the influence of number and position of methoxylations, and the importance of a free rotation of the linkage between the two apigenin monomers of the biflavonoids. To the best of our knowledge, podocarpusflavone A ( 2) is the strongest noncytotoxic non-nucleotide molecule exhibiting a specific inhibitory activity against the RNA polymerase domain of DV-NS5 and thus is promising for chemotherapy development against dengue fever.
DOI: 10.1055/s-0031-1298355
PubMed: 22411725
Affiliations:
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pubmed:22411725Le document en format XML
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<front><div type="abstract" xml:lang="en">In order to find new molecules for antiviral drug design, we screened 102 ethyl acetate extracts from New-Caledonian flora for antiviral activity against the dengue 2 virus RNA-dependant RNA polymerase (DV-NS5 RdRp). The leaf extract of Dacrydium balansae, which strongly inhibited the DV-NS5, was submitted to bioguided fractionation. Four biflavonoids ( 1- 4), three sterols ( 5- 7), and two stilbene derivatives ( 8- 9) were identified and evaluated for their antiviral potential on the DV-NS5 RdRp. Biflavonoids appeared to be potent inhibitors of DV-NS5 RdRp with IC (50)s between 0.26 and 3.12 µM. Inhibitory activity evaluations against the RNA polymerase from other Flaviviridae viruses allowed us to conclude that these compounds are specific inhibitors of the DV RNA polymerase. The strongest inhibitions were observed with hinokiflavone ( 4), but podocarpusflavone A ( 2) is the strongest noncytotoxic inhibitor of the DV-NS5 and it also displayed polymerase inhibitory activity in a DV replicon. A preliminary structure-activity relationship study (SARs) revealed the necessity of the biflavonoid skeleton, the influence of number and position of methoxylations, and the importance of a free rotation of the linkage between the two apigenin monomers of the biflavonoids. To the best of our knowledge, podocarpusflavone A ( 2) is the strongest noncytotoxic non-nucleotide molecule exhibiting a specific inhibitory activity against the RNA polymerase domain of DV-NS5 and thus is promising for chemotherapy development against dengue fever.</div>
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<Abstract><AbstractText>In order to find new molecules for antiviral drug design, we screened 102 ethyl acetate extracts from New-Caledonian flora for antiviral activity against the dengue 2 virus RNA-dependant RNA polymerase (DV-NS5 RdRp). The leaf extract of Dacrydium balansae, which strongly inhibited the DV-NS5, was submitted to bioguided fractionation. Four biflavonoids ( 1- 4), three sterols ( 5- 7), and two stilbene derivatives ( 8- 9) were identified and evaluated for their antiviral potential on the DV-NS5 RdRp. Biflavonoids appeared to be potent inhibitors of DV-NS5 RdRp with IC (50)s between 0.26 and 3.12 µM. Inhibitory activity evaluations against the RNA polymerase from other Flaviviridae viruses allowed us to conclude that these compounds are specific inhibitors of the DV RNA polymerase. The strongest inhibitions were observed with hinokiflavone ( 4), but podocarpusflavone A ( 2) is the strongest noncytotoxic inhibitor of the DV-NS5 and it also displayed polymerase inhibitory activity in a DV replicon. A preliminary structure-activity relationship study (SARs) revealed the necessity of the biflavonoid skeleton, the influence of number and position of methoxylations, and the importance of a free rotation of the linkage between the two apigenin monomers of the biflavonoids. To the best of our knowledge, podocarpusflavone A ( 2) is the strongest noncytotoxic non-nucleotide molecule exhibiting a specific inhibitory activity against the RNA polymerase domain of DV-NS5 and thus is promising for chemotherapy development against dengue fever.</AbstractText>
<CopyrightInformation>© Georg Thieme Verlag KG Stuttgart · New York.</CopyrightInformation>
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<ForeName>Paul</ForeName>
<Initials>P</Initials>
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<ForeName>Laetitia</ForeName>
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<Author ValidYN="Y"><LastName>Nour</LastName>
<ForeName>Mohammed</ForeName>
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<name sortKey="Figadere, Bruno" sort="Figadere, Bruno" uniqKey="Figadere B" first="Bruno" last="Figadère">Bruno Figadère</name>
<name sortKey="Guillemot, Jean Claude" sort="Guillemot, Jean Claude" uniqKey="Guillemot J" first="Jean-Claude" last="Guillemot">Jean-Claude Guillemot</name>
<name sortKey="Hnawia, Edouard" sort="Hnawia, Edouard" uniqKey="Hnawia E" first="Edouard" last="Hnawia">Edouard Hnawia</name>
<name sortKey="Lebouvier, Nicolas" sort="Lebouvier, Nicolas" uniqKey="Lebouvier N" first="Nicolas" last="Lebouvier">Nicolas Lebouvier</name>
<name sortKey="Maciuk, Alexandre" sort="Maciuk, Alexandre" uniqKey="Maciuk A" first="Alexandre" last="Maciuk">Alexandre Maciuk</name>
<name sortKey="Nour, Mohammed" sort="Nour, Mohammed" uniqKey="Nour M" first="Mohammed" last="Nour">Mohammed Nour</name>
<name sortKey="Stuhl, Laetitia" sort="Stuhl, Laetitia" uniqKey="Stuhl L" first="Laetitia" last="Stuhl">Laetitia Stuhl</name>
</noCountry>
<country name="France"><noRegion><name sortKey="Coulerie, Paul" sort="Coulerie, Paul" uniqKey="Coulerie P" first="Paul" last="Coulerie">Paul Coulerie</name>
</noRegion>
</country>
</tree>
</affiliations>
</record>
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