H2N2V1, Main, Exploration, bibRecord, 000196

Highly potent activity of isopulegol-derived substituted octahydro-2H-chromen-4-ols against influenza A and B viruses.

Identifieur interne : 000196 ( Main/Exploration ); précédent : 000195; suivant : 000197

Highly potent activity of isopulegol-derived substituted octahydro-2H-chromen-4-ols against influenza A and B viruses.

Auteurs : Irina V. Ilyina [Russie] ; Vladimir V. Zarubaev [Russie] ; Irina N. Lavrentieva [Russie] ; Anna A. Shtro [Russie] ; Iana L. Esaulkova [Russie] ; Dina V. Korchagina [Russie] ; Sophia S. Borisevich [Russie] ; Konstantin P. Volcho [Russie] ; Nariman F. Salakhutdinov [Russie]

Source :

Bioorganic & medicinal chemistry letters [ 1464-3405 ] ; 2018.

RBID : pubmed:29716780

Descripteurs français

KwdFr :
- Antiviraux (), Antiviraux (pharmacologie), Antiviraux (synthèse chimique), Relation dose-effet des médicaments, Relation structure-activité, Structure moléculaire, Terpènes (), Terpènes (pharmacologie), Terpènes (synthèse chimique), Tests de sensibilité microbienne, Virus de la grippe A (), Virus influenza B ().
MESH :
- pharmacologie : Antiviraux, Terpènes.
- synthèse chimique : Antiviraux, Terpènes.
- Antiviraux, Relation dose-effet des médicaments, Relation structure-activité, Structure moléculaire, Terpènes, Tests de sensibilité microbienne, Virus de la grippe A, Virus influenza B.

English descriptors

KwdEn :
- Antiviral Agents (chemical synthesis), Antiviral Agents (chemistry), Antiviral Agents (pharmacology), Cyclohexane Monoterpenes, Dose-Response Relationship, Drug, Influenza A virus (drug effects), Influenza B virus (drug effects), Microbial Sensitivity Tests, Molecular Structure, Structure-Activity Relationship, Terpenes (chemical synthesis), Terpenes (chemistry), Terpenes (pharmacology).
MESH :
- chemical , chemical synthesis : Antiviral Agents, Terpenes.
- chemical , chemistry : Antiviral Agents, Terpenes.
- chemical , pharmacology : Antiviral Agents, Terpenes.
- chemical : Cyclohexane Monoterpenes.
- drug effects : Influenza A virus, Influenza B virus.
- Dose-Response Relationship, Drug, Microbial Sensitivity Tests, Molecular Structure, Structure-Activity Relationship.

Abstract

A set of (-)-isopulegol derived octahydro-2H-chromen-4-ols was synthesized and evaluated in vitro for antiviral activity against panel of reference influenza virus strains differing in subtype, origin (human or avian) and drug resistance. Compound (4R)-11a produced via one-pot synthesis by interaction between (-)-isopulegol and acetone was found to exhibit an outstanding activity against a number of H1N1 and H2N2 influenza virus strains with selectivity index more than 1500. (4R)-11a was shown to be most potent at early stages of viral cycle. Good correlation between anti-viral activity and calculated binding energy to hemagglutinin TBHQ active site was demonstrated.

DOI: 10.1016/j.bmcl.2018.04.057
PubMed: 29716780

Affiliations:

Russie

Le document en format XML

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<term>Cyclohexane Monoterpenes</term>
<term>Dose-Response Relationship, Drug</term>
<term>Influenza A virus (drug effects)</term>
<term>Influenza B virus (drug effects)</term>
<term>Microbial Sensitivity Tests</term>
<term>Molecular Structure</term>
<term>Structure-Activity Relationship</term>
<term>Terpenes (chemical synthesis)</term>
<term>Terpenes (chemistry)</term>
<term>Terpenes (pharmacology)</term>
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<term>Relation structure-activité</term>
<term>Structure moléculaire</term>
<term>Terpènes ()</term>
<term>Terpènes (pharmacologie)</term>
<term>Terpènes (synthèse chimique)</term>
<term>Tests de sensibilité microbienne</term>
<term>Virus de la grippe A ()</term>
<term>Virus influenza B ()</term>
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<keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Antiviral Agents</term>
<term>Terpenes</term>
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<keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Antiviral Agents</term>
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</keywords>
<keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Influenza A virus</term>
<term>Influenza B virus</term>
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<term>Relation dose-effet des médicaments</term>
<term>Relation structure-activité</term>
<term>Structure moléculaire</term>
<term>Terpènes</term>
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<front><div type="abstract" xml:lang="en">A set of (-)-isopulegol derived octahydro-2H-chromen-4-ols was synthesized and evaluated in vitro for antiviral activity against panel of reference influenza virus strains differing in subtype, origin (human or avian) and drug resistance. Compound (4R)-11a produced via one-pot synthesis by interaction between (-)-isopulegol and acetone was found to exhibit an outstanding activity against a number of H1N1 and H2N2 influenza virus strains with selectivity index more than 1500. (4R)-11a was shown to be most potent at early stages of viral cycle. Good correlation between anti-viral activity and calculated binding energy to hemagglutinin TBHQ active site was demonstrated.</div>
</front>
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<affiliations><list><country><li>Russie</li>
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<tree><country name="Russie"><noRegion><name sortKey="Ilyina, Irina V" sort="Ilyina, Irina V" uniqKey="Ilyina I" first="Irina V" last="Ilyina">Irina V. Ilyina</name>
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<name sortKey="Borisevich, Sophia S" sort="Borisevich, Sophia S" uniqKey="Borisevich S" first="Sophia S" last="Borisevich">Sophia S. Borisevich</name>
<name sortKey="Esaulkova, Iana L" sort="Esaulkova, Iana L" uniqKey="Esaulkova I" first="Iana L" last="Esaulkova">Iana L. Esaulkova</name>
<name sortKey="Korchagina, Dina V" sort="Korchagina, Dina V" uniqKey="Korchagina D" first="Dina V" last="Korchagina">Dina V. Korchagina</name>
<name sortKey="Lavrentieva, Irina N" sort="Lavrentieva, Irina N" uniqKey="Lavrentieva I" first="Irina N" last="Lavrentieva">Irina N. Lavrentieva</name>
<name sortKey="Salakhutdinov, Nariman F" sort="Salakhutdinov, Nariman F" uniqKey="Salakhutdinov N" first="Nariman F" last="Salakhutdinov">Nariman F. Salakhutdinov</name>
<name sortKey="Shtro, Anna A" sort="Shtro, Anna A" uniqKey="Shtro A" first="Anna A" last="Shtro">Anna A. Shtro</name>
<name sortKey="Volcho, Konstantin P" sort="Volcho, Konstantin P" uniqKey="Volcho K" first="Konstantin P" last="Volcho">Konstantin P. Volcho</name>
<name sortKey="Zarubaev, Vladimir V" sort="Zarubaev, Vladimir V" uniqKey="Zarubaev V" first="Vladimir V" last="Zarubaev">Vladimir V. Zarubaev</name>
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Serveur d'exploration H2N2

Highly potent activity of isopulegol-derived substituted octahydro-2H-chromen-4-ols against influenza A and B viruses.

Highly potent activity of isopulegol-derived substituted octahydro-2H-chromen-4-ols against influenza A and B viruses.

Source :

Descripteurs français

English descriptors

Abstract

Links toward previous steps (curation, corpus...)

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