Synthesis and antiviral activity of maleopimaric and quinopimaric acids' derivatives.
Identifieur interne : 001232 ( Main/Exploration ); précédent : 001231; suivant : 001233Synthesis and antiviral activity of maleopimaric and quinopimaric acids' derivatives.
Auteurs : Elena V. Tretyakova [Russie] ; Irina E. Smirnova [Russie] ; Elena V. Salimova [Russie] ; Victor N. Odinokov [Russie]Source :
- Bioorganic & medicinal chemistry [ 1464-3391 ] ; 2015.
Descripteurs français
- KwdFr :
- MESH :
- pharmacologie : Antiviraux, Triterpènes.
- synthèse chimique : Antiviraux, Triterpènes.
- Antiviraux, Relation structure-activité, Structure moléculaire, Tests de sensibilité microbienne, Triterpènes, Virus.
English descriptors
- KwdEn :
- Abietanes (chemical synthesis), Abietanes (chemistry), Abietanes (pharmacology), Antiviral Agents (chemical synthesis), Antiviral Agents (chemistry), Antiviral Agents (pharmacology), Microbial Sensitivity Tests, Molecular Structure, Structure-Activity Relationship, Triterpenes (chemical synthesis), Triterpenes (chemistry), Triterpenes (pharmacology), Viruses (drug effects).
- MESH :
- chemical , chemical synthesis : Abietanes, Antiviral Agents, Triterpenes.
- chemical , chemistry : Abietanes, Antiviral Agents, Triterpenes.
- chemical , pharmacology : Abietanes, Antiviral Agents, Triterpenes.
- drug effects : Viruses.
- Microbial Sensitivity Tests, Molecular Structure, Structure-Activity Relationship.
Abstract
A series of maleopimaric and quinopimaric acids' derivatives modified in the E-ring, at the carbonyl- and carboxyl-groups were synthesized and evaluated for their activity in vitro against respiratory viruses (influenza; rhinovirus; adenovirus; and SARS), papilloma virus, and hepatitis B and C viruses. The antiviral screening of levopimaric acid diene adducts derivatives was carried out with minimal effect on SARS and influenza type B viruses. Excellent antiviral activity of the ozonolysis product of maleopimaric acid and dihydroquinopimaric methyl-(2-methoxycarbonyl)ethylene amide was found toward papilloma virus (HPV-11 strain) with the selectivity index of SI 30 and 20, respectively. Methyl (2-methoxycarbonyl)ethylene-, 1β-hydroxy-5'-kaprolaktamo- and 4β-hydroxy-4α,14α-epoxy-13(15)-ene-dihydroquinopimaric acid derivatives have also shown activity against replication of HCV nucleic acid and low toxicity.
DOI: 10.1016/j.bmc.2015.09.006
PubMed: 26372075
Affiliations:
Links toward previous steps (curation, corpus...)
- to stream PubMed, to step Corpus: 000D67
- to stream PubMed, to step Curation: 000D67
- to stream PubMed, to step Checkpoint: 000D49
- to stream Ncbi, to step Merge: 002B29
- to stream Ncbi, to step Curation: 002B29
- to stream Ncbi, to step Checkpoint: 002B29
- to stream Main, to step Merge: 001234
- to stream Main, to step Curation: 001232
Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Synthesis and antiviral activity of maleopimaric and quinopimaric acids' derivatives.</title>
<author><name sortKey="Tretyakova, Elena V" sort="Tretyakova, Elena V" uniqKey="Tretyakova E" first="Elena V" last="Tretyakova">Elena V. Tretyakova</name>
<affiliation wicri:level="1"><nlm:affiliation>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa, Russian Federation. Electronic address: tretyakovaelv@gmail.com.</nlm:affiliation>
<country xml:lang="fr">Russie</country>
<wicri:regionArea>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa</wicri:regionArea>
<wicri:noRegion>450075 Ufa</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Smirnova, Irina E" sort="Smirnova, Irina E" uniqKey="Smirnova I" first="Irina E" last="Smirnova">Irina E. Smirnova</name>
<affiliation wicri:level="1"><nlm:affiliation>Ufa Institute of Chemistry of the Russian Academy of Science, 71 Prospect Oktyabrya, 450054 Ufa, Russian Federation.</nlm:affiliation>
<country xml:lang="fr">Russie</country>
<wicri:regionArea>Ufa Institute of Chemistry of the Russian Academy of Science, 71 Prospect Oktyabrya, 450054 Ufa</wicri:regionArea>
<wicri:noRegion>450054 Ufa</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Salimova, Elena V" sort="Salimova, Elena V" uniqKey="Salimova E" first="Elena V" last="Salimova">Elena V. Salimova</name>
<affiliation wicri:level="1"><nlm:affiliation>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa, Russian Federation.</nlm:affiliation>
<country xml:lang="fr">Russie</country>
<wicri:regionArea>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa</wicri:regionArea>
<wicri:noRegion>450075 Ufa</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Odinokov, Victor N" sort="Odinokov, Victor N" uniqKey="Odinokov V" first="Victor N" last="Odinokov">Victor N. Odinokov</name>
<affiliation wicri:level="1"><nlm:affiliation>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa, Russian Federation.</nlm:affiliation>
<country xml:lang="fr">Russie</country>
<wicri:regionArea>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa</wicri:regionArea>
<wicri:noRegion>450075 Ufa</wicri:noRegion>
</affiliation>
</author>
</titleStmt>
<publicationStmt><idno type="wicri:source">PubMed</idno>
<date when="2015">2015</date>
<idno type="RBID">pubmed:26372075</idno>
<idno type="pmid">26372075</idno>
<idno type="doi">10.1016/j.bmc.2015.09.006</idno>
<idno type="wicri:Area/PubMed/Corpus">000D67</idno>
<idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Corpus" wicri:corpus="PubMed">000D67</idno>
<idno type="wicri:Area/PubMed/Curation">000D67</idno>
<idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Curation">000D67</idno>
<idno type="wicri:Area/PubMed/Checkpoint">000D49</idno>
<idno type="wicri:explorRef" wicri:stream="Checkpoint" wicri:step="PubMed">000D49</idno>
<idno type="wicri:Area/Ncbi/Merge">002B29</idno>
<idno type="wicri:Area/Ncbi/Curation">002B29</idno>
<idno type="wicri:Area/Ncbi/Checkpoint">002B29</idno>
<idno type="wicri:Area/Main/Merge">001234</idno>
<idno type="wicri:Area/Main/Curation">001232</idno>
<idno type="wicri:Area/Main/Exploration">001232</idno>
</publicationStmt>
<sourceDesc><biblStruct><analytic><title xml:lang="en">Synthesis and antiviral activity of maleopimaric and quinopimaric acids' derivatives.</title>
<author><name sortKey="Tretyakova, Elena V" sort="Tretyakova, Elena V" uniqKey="Tretyakova E" first="Elena V" last="Tretyakova">Elena V. Tretyakova</name>
<affiliation wicri:level="1"><nlm:affiliation>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa, Russian Federation. Electronic address: tretyakovaelv@gmail.com.</nlm:affiliation>
<country xml:lang="fr">Russie</country>
<wicri:regionArea>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa</wicri:regionArea>
<wicri:noRegion>450075 Ufa</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Smirnova, Irina E" sort="Smirnova, Irina E" uniqKey="Smirnova I" first="Irina E" last="Smirnova">Irina E. Smirnova</name>
<affiliation wicri:level="1"><nlm:affiliation>Ufa Institute of Chemistry of the Russian Academy of Science, 71 Prospect Oktyabrya, 450054 Ufa, Russian Federation.</nlm:affiliation>
<country xml:lang="fr">Russie</country>
<wicri:regionArea>Ufa Institute of Chemistry of the Russian Academy of Science, 71 Prospect Oktyabrya, 450054 Ufa</wicri:regionArea>
<wicri:noRegion>450054 Ufa</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Salimova, Elena V" sort="Salimova, Elena V" uniqKey="Salimova E" first="Elena V" last="Salimova">Elena V. Salimova</name>
<affiliation wicri:level="1"><nlm:affiliation>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa, Russian Federation.</nlm:affiliation>
<country xml:lang="fr">Russie</country>
<wicri:regionArea>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa</wicri:regionArea>
<wicri:noRegion>450075 Ufa</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Odinokov, Victor N" sort="Odinokov, Victor N" uniqKey="Odinokov V" first="Victor N" last="Odinokov">Victor N. Odinokov</name>
<affiliation wicri:level="1"><nlm:affiliation>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa, Russian Federation.</nlm:affiliation>
<country xml:lang="fr">Russie</country>
<wicri:regionArea>Institute of Petrochemistry and Catalysis of the Russian Academy of Sciences, 141 Prospect Oktyabrya, 450075 Ufa</wicri:regionArea>
<wicri:noRegion>450075 Ufa</wicri:noRegion>
</affiliation>
</author>
</analytic>
<series><title level="j">Bioorganic & medicinal chemistry</title>
<idno type="eISSN">1464-3391</idno>
<imprint><date when="2015" type="published">2015</date>
</imprint>
</series>
</biblStruct>
</sourceDesc>
</fileDesc>
<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Abietanes (chemical synthesis)</term>
<term>Abietanes (chemistry)</term>
<term>Abietanes (pharmacology)</term>
<term>Antiviral Agents (chemical synthesis)</term>
<term>Antiviral Agents (chemistry)</term>
<term>Antiviral Agents (pharmacology)</term>
<term>Microbial Sensitivity Tests</term>
<term>Molecular Structure</term>
<term>Structure-Activity Relationship</term>
<term>Triterpenes (chemical synthesis)</term>
<term>Triterpenes (chemistry)</term>
<term>Triterpenes (pharmacology)</term>
<term>Viruses (drug effects)</term>
</keywords>
<keywords scheme="KwdFr" xml:lang="fr"><term>Antiviraux ()</term>
<term>Antiviraux (pharmacologie)</term>
<term>Antiviraux (synthèse chimique)</term>
<term>Relation structure-activité</term>
<term>Structure moléculaire</term>
<term>Tests de sensibilité microbienne</term>
<term>Triterpènes ()</term>
<term>Triterpènes (pharmacologie)</term>
<term>Triterpènes (synthèse chimique)</term>
<term>Virus ()</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Abietanes</term>
<term>Antiviral Agents</term>
<term>Triterpenes</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Abietanes</term>
<term>Antiviral Agents</term>
<term>Triterpenes</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Abietanes</term>
<term>Antiviral Agents</term>
<term>Triterpenes</term>
</keywords>
<keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Viruses</term>
</keywords>
<keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Antiviraux</term>
<term>Triterpènes</term>
</keywords>
<keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr"><term>Antiviraux</term>
<term>Triterpènes</term>
</keywords>
<keywords scheme="MESH" xml:lang="en"><term>Microbial Sensitivity Tests</term>
<term>Molecular Structure</term>
<term>Structure-Activity Relationship</term>
</keywords>
<keywords scheme="MESH" xml:lang="fr"><term>Antiviraux</term>
<term>Relation structure-activité</term>
<term>Structure moléculaire</term>
<term>Tests de sensibilité microbienne</term>
<term>Triterpènes</term>
<term>Virus</term>
</keywords>
</textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en">A series of maleopimaric and quinopimaric acids' derivatives modified in the E-ring, at the carbonyl- and carboxyl-groups were synthesized and evaluated for their activity in vitro against respiratory viruses (influenza; rhinovirus; adenovirus; and SARS), papilloma virus, and hepatitis B and C viruses. The antiviral screening of levopimaric acid diene adducts derivatives was carried out with minimal effect on SARS and influenza type B viruses. Excellent antiviral activity of the ozonolysis product of maleopimaric acid and dihydroquinopimaric methyl-(2-methoxycarbonyl)ethylene amide was found toward papilloma virus (HPV-11 strain) with the selectivity index of SI 30 and 20, respectively. Methyl (2-methoxycarbonyl)ethylene-, 1β-hydroxy-5'-kaprolaktamo- and 4β-hydroxy-4α,14α-epoxy-13(15)-ene-dihydroquinopimaric acid derivatives have also shown activity against replication of HCV nucleic acid and low toxicity. </div>
</front>
</TEI>
<affiliations><list><country><li>Russie</li>
</country>
</list>
<tree><country name="Russie"><noRegion><name sortKey="Tretyakova, Elena V" sort="Tretyakova, Elena V" uniqKey="Tretyakova E" first="Elena V" last="Tretyakova">Elena V. Tretyakova</name>
</noRegion>
<name sortKey="Odinokov, Victor N" sort="Odinokov, Victor N" uniqKey="Odinokov V" first="Victor N" last="Odinokov">Victor N. Odinokov</name>
<name sortKey="Salimova, Elena V" sort="Salimova, Elena V" uniqKey="Salimova E" first="Elena V" last="Salimova">Elena V. Salimova</name>
<name sortKey="Smirnova, Irina E" sort="Smirnova, Irina E" uniqKey="Smirnova I" first="Irina E" last="Smirnova">Irina E. Smirnova</name>
</country>
</tree>
</affiliations>
</record>
Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Sante/explor/SrasV1/Data/Main/Exploration
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 001232 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd -nk 001232 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien |wiki= Sante |area= SrasV1 |flux= Main |étape= Exploration |type= RBID |clé= pubmed:26372075 |texte= Synthesis and antiviral activity of maleopimaric and quinopimaric acids' derivatives. }}
Pour générer des pages wiki
HfdIndexSelect -h $EXPLOR_AREA/Data/Main/Exploration/RBID.i -Sk "pubmed:26372075" \ | HfdSelect -Kh $EXPLOR_AREA/Data/Main/Exploration/biblio.hfd \ | NlmPubMed2Wicri -a SrasV1
This area was generated with Dilib version V0.6.33. |