H2N2V1, Main, Exploration, bibRecord, 001738

Are the 2-isomers of the drug rimantadine active anti-influenza A agents?

Identifieur interne : 001738 ( Main/Exploration ); précédent : 001737; suivant : 001739

Are the 2-isomers of the drug rimantadine active anti-influenza A agents?

Auteurs : Grigoris Zoidis [Grèce] ; Nicolas Kolocouris [Grèce] ; George B. Foscolos [Grèce] ; Antonios Kolocouris [Grèce] ; George Fytas [Grèce] ; P. Karayannis [Grèce] ; Elizaveta Padalko [Belgique] ; Johan Neyts [Belgique] ; Erik De Clercq [Belgique]

Source :

Antiviral chemistry & chemotherapy [ 0956-3202 ] ; 2003.

RBID : Pascal:03-0439417

Descripteurs français

KwdFr :
- Animaux, Antiviraux (pharmacologie), Antiviraux (synthèse chimique), Antiviraux (toxicité), Cellules cultivées (), Isomérie, Modèles chimiques, Relation structure-activité, Rimantadine (analogues et dérivés), Rimantadine (pharmacologie), Rimantadine (toxicité), Tests de sensibilité microbienne, Virus de la grippe A (), Virus influenza B ().
MESH :
- analogues et dérivés : Rimantadine.
- pharmacologie : Antiviraux, Rimantadine.
- synthèse chimique : Antiviraux.
- toxicité : Antiviraux, Rimantadine.
Pascal (Inist)
- Animaux, Cellules cultivées, Isomérie, Modèles chimiques, Relation structure-activité, Rimantadine, Isomère, Analogue, Activité biologique, Grippe A, In vitro, Antiviral, Synthèse chimique, Tests de sensibilité microbienne, Virus de la grippe A, Virus influenza B.

English descriptors

KwdEn :
- Analog, Animals, Antiviral, Antiviral Agents (chemical synthesis), Antiviral Agents (pharmacology), Antiviral Agents (toxicity), Biological activity, Cells, Cultured (drug effects), Chemical synthesis, In vitro, Influenza A, Influenza A virus (drug effects), Influenza B virus (drug effects), Isomer, Isomerism, Microbial Sensitivity Tests, Models, Chemical, Rimantadine, Rimantadine (analogs & derivatives), Rimantadine (pharmacology), Rimantadine (toxicity), Structure-Activity Relationship.
MESH :
- chemical , analogs & derivatives : Rimantadine.
- chemical , chemical synthesis : Antiviral Agents.
- chemical , pharmacology : Antiviral Agents, Rimantadine.
- chemical , toxicity : Antiviral Agents, Rimantadine.
- drug effects : Cells, Cultured, Influenza A virus, Influenza B virus.
- Animals, Isomerism, Microbial Sensitivity Tests, Models, Chemical, Structure-Activity Relationship.

Abstract

There is a lack of information in the medical chemistry literature concerning the anti-influenza A activity of the drug rimantadine's 2-isomer (2-rimantadine). We now present results showing that, although 2-adamantanamine (2-amantadine) 3 is only moderately active, some 2-rimantadine analogues are effective anti-influenza A virus agents in vitro. The 2-rimantadine analogues and their spirocyclobutane and spirocyclopentane congeners were synthesized through interesting routes. The 2-rimantadine analogues were 2-4 times more potent than rimantadine 2 against influenza virus A H₂N₂ strain; their spirocyclobutane congeners proved equally active to rimantadine 2. Two compounds exhibited a similar activity and one of the compounds was was fourfold more potent than rimantadine 2 against H₃N₂ strain.

Affiliations:

Le document en format XML

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<author><name sortKey="Karayannis, P" sort="Karayannis, P" uniqKey="Karayannis P" first="P." last="Karayannis">P. Karayannis</name>
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<term>Animals</term>
<term>Antiviral</term>
<term>Antiviral Agents (chemical synthesis)</term>
<term>Antiviral Agents (pharmacology)</term>
<term>Antiviral Agents (toxicity)</term>
<term>Biological activity</term>
<term>Cells, Cultured (drug effects)</term>
<term>Chemical synthesis</term>
<term>In vitro</term>
<term>Influenza A</term>
<term>Influenza A virus (drug effects)</term>
<term>Influenza B virus (drug effects)</term>
<term>Isomer</term>
<term>Isomerism</term>
<term>Microbial Sensitivity Tests</term>
<term>Models, Chemical</term>
<term>Rimantadine</term>
<term>Rimantadine (analogs & derivatives)</term>
<term>Rimantadine (pharmacology)</term>
<term>Rimantadine (toxicity)</term>
<term>Structure-Activity Relationship</term>
</keywords>
<keywords scheme="KwdFr" xml:lang="fr"><term>Animaux</term>
<term>Antiviraux (pharmacologie)</term>
<term>Antiviraux (synthèse chimique)</term>
<term>Antiviraux (toxicité)</term>
<term>Cellules cultivées ()</term>
<term>Isomérie</term>
<term>Modèles chimiques</term>
<term>Relation structure-activité</term>
<term>Rimantadine (analogues et dérivés)</term>
<term>Rimantadine (pharmacologie)</term>
<term>Rimantadine (toxicité)</term>
<term>Tests de sensibilité microbienne</term>
<term>Virus de la grippe A ()</term>
<term>Virus influenza B ()</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="analogs & derivatives" xml:lang="en"><term>Rimantadine</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Antiviral Agents</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Antiviral Agents</term>
<term>Rimantadine</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="toxicity" xml:lang="en"><term>Antiviral Agents</term>
<term>Rimantadine</term>
</keywords>
<keywords scheme="MESH" qualifier="analogues et dérivés" xml:lang="fr"><term>Rimantadine</term>
</keywords>
<keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Cells, Cultured</term>
<term>Influenza A virus</term>
<term>Influenza B virus</term>
</keywords>
<keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Antiviraux</term>
<term>Rimantadine</term>
</keywords>
<keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr"><term>Antiviraux</term>
</keywords>
<keywords scheme="MESH" qualifier="toxicité" xml:lang="fr"><term>Antiviraux</term>
<term>Rimantadine</term>
</keywords>
<keywords scheme="MESH" xml:lang="en"><term>Animals</term>
<term>Isomerism</term>
<term>Microbial Sensitivity Tests</term>
<term>Models, Chemical</term>
<term>Structure-Activity Relationship</term>
</keywords>
<keywords scheme="Pascal" xml:lang="fr"><term>Animaux</term>
<term>Cellules cultivées</term>
<term>Isomérie</term>
<term>Modèles chimiques</term>
<term>Relation structure-activité</term>
<term>Rimantadine</term>
<term>Isomère</term>
<term>Analogue</term>
<term>Activité biologique</term>
<term>Grippe A</term>
<term>In vitro</term>
<term>Antiviral</term>
<term>Synthèse chimique</term>
<term>Tests de sensibilité microbienne</term>
<term>Virus de la grippe A</term>
<term>Virus influenza B</term>
</keywords>
</textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en">There is a lack of information in the medical chemistry literature concerning the anti-influenza A activity of the drug rimantadine's 2-isomer (2-rimantadine). We now present results showing that, although 2-adamantanamine (2-amantadine) 3 is only moderately active, some 2-rimantadine analogues are effective anti-influenza A virus agents in vitro. The 2-rimantadine analogues and their spirocyclobutane and spirocyclopentane congeners were synthesized through interesting routes. The 2-rimantadine analogues were 2-4 times more potent than rimantadine 2 against influenza virus A H<sub>2</sub>
N<sub>2</sub>
 strain; their spirocyclobutane congeners proved equally active to rimantadine 2. Two compounds exhibited a similar activity and one of the compounds was was fourfold more potent than rimantadine 2 against H<sub>3</sub>
N<sub>2</sub>
 strain.</div>
</front>
</TEI>
<affiliations><list><country><li>Belgique</li>
<li>Grèce</li>
</country>
<region><li>Attique (région)</li>
<li>Province du Brabant flamand</li>
<li>Région flamande</li>
</region>
<settlement><li>Athènes</li>
<li>Louvain</li>
</settlement>
<orgName><li>Katholieke Universiteit Leuven</li>
</orgName>
</list>
<tree><country name="Grèce"><region name="Attique (région)"><name sortKey="Zoidis, Grigoris" sort="Zoidis, Grigoris" uniqKey="Zoidis G" first="Grigoris" last="Zoidis">Grigoris Zoidis</name>
</region>
<name sortKey="Foscolos, George B" sort="Foscolos, George B" uniqKey="Foscolos G" first="George B." last="Foscolos">George B. Foscolos</name>
<name sortKey="Fytas, George" sort="Fytas, George" uniqKey="Fytas G" first="George" last="Fytas">George Fytas</name>
<name sortKey="Karayannis, P" sort="Karayannis, P" uniqKey="Karayannis P" first="P." last="Karayannis">P. Karayannis</name>
<name sortKey="Kolocouris, Antonios" sort="Kolocouris, Antonios" uniqKey="Kolocouris A" first="Antonios" last="Kolocouris">Antonios Kolocouris</name>
<name sortKey="Kolocouris, Nicolas" sort="Kolocouris, Nicolas" uniqKey="Kolocouris N" first="Nicolas" last="Kolocouris">Nicolas Kolocouris</name>
</country>
<country name="Belgique"><region name="Région flamande"><name sortKey="Padalko, Elizaveta" sort="Padalko, Elizaveta" uniqKey="Padalko E" first="Elizaveta" last="Padalko">Elizaveta Padalko</name>
</region>
<name sortKey="De Clercq, Erik" sort="De Clercq, Erik" uniqKey="De Clercq E" first="Erik" last="De Clercq">Erik De Clercq</name>
<name sortKey="Neyts, Johan" sort="Neyts, Johan" uniqKey="Neyts J" first="Johan" last="Neyts">Johan Neyts</name>
</country>
</tree>
</affiliations>
</record>

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Are the 2-isomers of the drug rimantadine active anti-influenza A agents?

Are the 2-isomers of the drug rimantadine active anti-influenza A agents?

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