3-Trifluoromethylpyrazolones derived nucleosides: Synthesis and antiviral evaluation.
Identifieur interne : 000C53 ( PubMed/Corpus ); précédent : 000C52; suivant : 000C543-Trifluoromethylpyrazolones derived nucleosides: Synthesis and antiviral evaluation.
Auteurs : Ayman M S. Ahmed ; Reham A I. Abou-Elkhair ; Alaa M. El-Torky ; Abdalla E A. HassanSource :
- Nucleosides, nucleotides & nucleic acids [ 1532-2335 ] ; 2019.
English descriptors
- KwdEn :
- Antiviral Agents (chemical synthesis), Antiviral Agents (pharmacology), Dengue Virus (drug effects), Drug Design, Hepacivirus (drug effects), Hepatitis B virus (drug effects), Humans, Influenzavirus A (drug effects), Middle East Respiratory Syndrome Coronavirus (drug effects), Molecular Structure, Nucleosides (chemical synthesis), Nucleosides (pharmacology), Pyrazolones (chemistry), Respiratory Syncytial Viruses (drug effects), Structure-Activity Relationship, Virus Replication (drug effects).
- MESH :
- chemical , chemical synthesis : Antiviral Agents, Nucleosides.
- chemical , chemistry : Pyrazolones.
- chemical , pharmacology : Antiviral Agents, Nucleosides.
- drug effects : Dengue Virus, Hepacivirus, Hepatitis B virus, Influenzavirus A, Middle East Respiratory Syndrome Coronavirus, Respiratory Syncytial Viruses, Virus Replication.
- Drug Design, Humans, Molecular Structure, Structure-Activity Relationship.
Abstract
Dengue (DENV) viral infection is a global public health problem that infrequently develops life threatening diseases such as dengue hemorrhagic fever (DFS) and dengue shock syndrome (DSS). Middle East respiratory syndrome coronavirus (MERS-CoV) is a highly pathogenic human corona virus with 38% fatality rate of infected patients. A series of 4-arylhydrazono-5-trifluoromethyl-pyrazolones, their ribofuranosyl, and 5'-deoxyribofuranosyl nucleosides were synthesized, geometry optimized using Density functional theory (DFT), and evaluated for their antiviral activity. 2-Nitrophenylhydrazonopyra-zolone derivative 5 showed significant activity against MERS-CoV (EC50 = 4.6 μM). The nucleoside analog 8 showed moderate activity against DENV-2 (EC50 = 10 μM), while the activity was abolished with the corresponding 5'-deoxyribonucleoside analogs. The identified hits in this study set this category of compounds for further future optimizations.
DOI: 10.1080/15257770.2019.1591445
PubMed: 30929566
Links to Exploration step
pubmed:30929566Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">3-Trifluoromethylpyrazolones derived nucleosides: Synthesis and antiviral evaluation.</title><author><name sortKey="Ahmed, Ayman M S" sort="Ahmed, Ayman M S" uniqKey="Ahmed A" first="Ayman M S" last="Ahmed">Ayman M S. Ahmed</name><affiliation><nlm:affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</nlm:affiliation></affiliation></author><author><name sortKey="Abou Elkhair, Reham A I" sort="Abou Elkhair, Reham A I" uniqKey="Abou Elkhair R" first="Reham A I" last="Abou-Elkhair">Reham A I. Abou-Elkhair</name><affiliation><nlm:affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</nlm:affiliation></affiliation></author><author><name sortKey="El Torky, Alaa M" sort="El Torky, Alaa M" uniqKey="El Torky A" first="Alaa M" last="El-Torky">Alaa M. El-Torky</name><affiliation><nlm:affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</nlm:affiliation></affiliation></author><author><name sortKey="Hassan, Abdalla E A" sort="Hassan, Abdalla E A" uniqKey="Hassan A" first="Abdalla E A" last="Hassan">Abdalla E A. Hassan</name><affiliation><nlm:affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</nlm:affiliation></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2019">2019</date><idno type="RBID">pubmed:30929566</idno><idno type="pmid">30929566</idno><idno type="doi">10.1080/15257770.2019.1591445</idno><idno type="wicri:Area/PubMed/Corpus">000C53</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Corpus" wicri:corpus="PubMed">000C53</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">3-Trifluoromethylpyrazolones derived nucleosides: Synthesis and antiviral evaluation.</title><author><name sortKey="Ahmed, Ayman M S" sort="Ahmed, Ayman M S" uniqKey="Ahmed A" first="Ayman M S" last="Ahmed">Ayman M S. Ahmed</name><affiliation><nlm:affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</nlm:affiliation></affiliation></author><author><name sortKey="Abou Elkhair, Reham A I" sort="Abou Elkhair, Reham A I" uniqKey="Abou Elkhair R" first="Reham A I" last="Abou-Elkhair">Reham A I. Abou-Elkhair</name><affiliation><nlm:affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</nlm:affiliation></affiliation></author><author><name sortKey="El Torky, Alaa M" sort="El Torky, Alaa M" uniqKey="El Torky A" first="Alaa M" last="El-Torky">Alaa M. El-Torky</name><affiliation><nlm:affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</nlm:affiliation></affiliation></author><author><name sortKey="Hassan, Abdalla E A" sort="Hassan, Abdalla E A" uniqKey="Hassan A" first="Abdalla E A" last="Hassan">Abdalla E A. Hassan</name><affiliation><nlm:affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</nlm:affiliation></affiliation></author></analytic><series><title level="j">Nucleosides, nucleotides & nucleic acids</title><idno type="eISSN">1532-2335</idno><imprint><date when="2019" type="published">2019</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Antiviral Agents (chemical synthesis)</term><term>Antiviral Agents (pharmacology)</term><term>Dengue Virus (drug effects)</term><term>Drug Design</term><term>Hepacivirus (drug effects)</term><term>Hepatitis B virus (drug effects)</term><term>Humans</term><term>Influenzavirus A (drug effects)</term><term>Middle East Respiratory Syndrome Coronavirus (drug effects)</term><term>Molecular Structure</term><term>Nucleosides (chemical synthesis)</term><term>Nucleosides (pharmacology)</term><term>Pyrazolones (chemistry)</term><term>Respiratory Syncytial Viruses (drug effects)</term><term>Structure-Activity Relationship</term><term>Virus Replication (drug effects)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Antiviral Agents</term><term>Nucleosides</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Pyrazolones</term></keywords><keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Antiviral Agents</term><term>Nucleosides</term></keywords><keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Dengue Virus</term><term>Hepacivirus</term><term>Hepatitis B virus</term><term>Influenzavirus A</term><term>Middle East Respiratory Syndrome Coronavirus</term><term>Respiratory Syncytial Viruses</term><term>Virus Replication</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Drug Design</term><term>Humans</term><term>Molecular Structure</term><term>Structure-Activity Relationship</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Dengue (DENV) viral infection is a global public health problem that infrequently develops life threatening diseases such as dengue hemorrhagic fever (DFS) and dengue shock syndrome (DSS). Middle East respiratory syndrome coronavirus (MERS-CoV) is a highly pathogenic human corona virus with 38% fatality rate of infected patients. A series of 4-arylhydrazono-5-trifluoromethyl-pyrazolones, their ribofuranosyl, and 5'-deoxyribofuranosyl nucleosides were synthesized, geometry optimized using Density functional theory (DFT), and evaluated for their antiviral activity. 2-Nitrophenylhydrazonopyra-zolone derivative 5 showed significant activity against MERS-CoV (EC<sub>50</sub> = 4.6 μM). The nucleoside analog 8 showed moderate activity against DENV-2 (EC<sub>50</sub> = 10 μM), while the activity was abolished with the corresponding 5'-deoxyribonucleoside analogs. The identified hits in this study set this category of compounds for further future optimizations.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">30929566</PMID><DateCompleted><Year>2019</Year><Month>06</Month><Day>03</Day></DateCompleted><DateRevised><Year>2019</Year><Month>06</Month><Day>03</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1532-2335</ISSN><JournalIssue CitedMedium="Internet"><Volume>38</Volume><Issue>8</Issue><PubDate><Year>2019</Year></PubDate></JournalIssue><Title>Nucleosides, nucleotides & nucleic acids</Title><ISOAbbreviation>Nucleosides Nucleotides Nucleic Acids</ISOAbbreviation></Journal><ArticleTitle>3-Trifluoromethylpyrazolones derived nucleosides: Synthesis and antiviral evaluation.</ArticleTitle><Pagination><MedlinePgn>590-603</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1080/15257770.2019.1591445</ELocationID><Abstract><AbstractText>Dengue (DENV) viral infection is a global public health problem that infrequently develops life threatening diseases such as dengue hemorrhagic fever (DFS) and dengue shock syndrome (DSS). Middle East respiratory syndrome coronavirus (MERS-CoV) is a highly pathogenic human corona virus with 38% fatality rate of infected patients. A series of 4-arylhydrazono-5-trifluoromethyl-pyrazolones, their ribofuranosyl, and 5'-deoxyribofuranosyl nucleosides were synthesized, geometry optimized using Density functional theory (DFT), and evaluated for their antiviral activity. 2-Nitrophenylhydrazonopyra-zolone derivative 5 showed significant activity against MERS-CoV (EC<sub>50</sub> = 4.6 μM). The nucleoside analog 8 showed moderate activity against DENV-2 (EC<sub>50</sub> = 10 μM), while the activity was abolished with the corresponding 5'-deoxyribonucleoside analogs. The identified hits in this study set this category of compounds for further future optimizations.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Ahmed</LastName><ForeName>Ayman M S</ForeName><Initials>AMS</Initials><AffiliationInfo><Affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>b Chemistry Department Faculty of Science , Zagazig University , Zagazig , Egypt.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Abou-Elkhair</LastName><ForeName>Reham A I</ForeName><Initials>RAI</Initials><AffiliationInfo><Affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>b Chemistry Department Faculty of Science , Zagazig University , Zagazig , Egypt.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>El-Torky</LastName><ForeName>Alaa M</ForeName><Initials>AM</Initials><AffiliationInfo><Affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Hassan</LastName><ForeName>Abdalla E A</ForeName><Initials>AEA</Initials><AffiliationInfo><Affiliation>a Applied Nucleic Acids Research Center , Zagazig University , Zagazig , Egypt.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>b Chemistry Department Faculty of Science , Zagazig University , Zagazig , Egypt.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2019</Year><Month>03</Month><Day>31</Day></ArticleDate></Article><MedlineJournalInfo><Country>United States</Country><MedlineTA>Nucleosides Nucleotides Nucleic Acids</MedlineTA><NlmUniqueID>100892832</NlmUniqueID><ISSNLinking>1525-7770</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D000998">Antiviral Agents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D009705">Nucleosides</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D047069">Pyrazolones</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000998" MajorTopicYN="N">Antiviral Agents</DescriptorName><QualifierName UI="Q000138" MajorTopicYN="Y">chemical synthesis</QualifierName><QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D003716" MajorTopicYN="N">Dengue Virus</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D015195" MajorTopicYN="N">Drug Design</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D016174" MajorTopicYN="N">Hepacivirus</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D006515" MajorTopicYN="N">Hepatitis B virus</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D006801" MajorTopicYN="N">Humans</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D029521" MajorTopicYN="N">Influenzavirus A</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D065207" MajorTopicYN="N">Middle East Respiratory Syndrome Coronavirus</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D015394" MajorTopicYN="N">Molecular Structure</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D009705" MajorTopicYN="N">Nucleosides</DescriptorName><QualifierName UI="Q000138" MajorTopicYN="Y">chemical synthesis</QualifierName><QualifierName UI="Q000494" MajorTopicYN="Y">pharmacology</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D047069" MajorTopicYN="N">Pyrazolones</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D012136" MajorTopicYN="N">Respiratory Syncytial Viruses</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D013329" MajorTopicYN="N">Structure-Activity Relationship</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D014779" MajorTopicYN="N">Virus Replication</DescriptorName><QualifierName UI="Q000187" MajorTopicYN="N">drug effects</QualifierName></MeshHeading></MeshHeadingList><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="N">Hydrazonopyrazolones</Keyword><Keyword MajorTopicYN="N">MERS-CoV</Keyword><Keyword MajorTopicYN="N">antiviral activity</Keyword><Keyword MajorTopicYN="N">dengue virus 2</Keyword><Keyword MajorTopicYN="N">nucleosides</Keyword></KeywordList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="pubmed"><Year>2019</Year><Month>4</Month><Day>2</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2019</Year><Month>6</Month><Day>4</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2019</Year><Month>4</Month><Day>2</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">30929566</ArticleId><ArticleId IdType="doi">10.1080/15257770.2019.1591445</ArticleId></ArticleIdList></PubmedData></pubmed></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Wicri/Sante/explor/CovidV2/Data/PubMed/Corpus
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 000C53 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/PubMed/Corpus/biblio.hfd -nk 000C53 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= Wicri/Sante
|area= CovidV2
|flux= PubMed
|étape= Corpus
|type= RBID
|clé= pubmed:30929566
|texte= 3-Trifluoromethylpyrazolones derived nucleosides: Synthesis and antiviral evaluation.
}}
Pour générer des pages wiki
HfdIndexSelect -h $EXPLOR_AREA/Data/PubMed/Corpus/RBID.i -Sk "pubmed:30929566" \
| HfdSelect -Kh $EXPLOR_AREA/Data/PubMed/Corpus/biblio.hfd \
| NlmPubMed2Wicri -a CovidV2
| This area was generated with Dilib version V0.6.33. |  |