Synthesis and biological evaluation of 2-oxonicotinonitriles and 2-oxonicotinonitrile based nucleoside analogues.
Identifieur interne : 001558 ( Main/Exploration ); précédent : 001557; suivant : 001559Synthesis and biological evaluation of 2-oxonicotinonitriles and 2-oxonicotinonitrile based nucleoside analogues.
Auteurs : Reham A I. Abou-Elkhair [Égypte] ; Ahmed H. Moustafa [Égypte] ; Abdelfattah Z. Haikal [Égypte] ; Ahmed M. Ibraheem [Égypte]Source :
- European journal of medicinal chemistry [ 1768-3254 ] ; 2014.
Descripteurs français
- KwdFr :
- MESH :
- pharmacologie : Nitriles.
- synthèse chimique : Nitriles.
- Bactéries, Tests de sensibilité microbienne, Virus.
English descriptors
- KwdEn :
- MESH :
- chemical , chemical synthesis : Nitriles.
- drug effects : Bacteria, Viruses.
- chemical , pharmacology : Nitriles.
- Microbial Sensitivity Tests.
Abstract
Drug resistance and emergence of new pathogens highlight the need for developing new therapeutic agents. We focused on 2-oxonicotinonitrile (2-ONN) as derivative of the natural product 2-pyridinone.(1) Herein, we describe the synthesis of 2-ONNs bearing two aryl groups, which we coupled with organohalides, including three glycosyl bromides, to prepare the nucleoside analogues. Coupling occurred mostly at the 2-ONN ring nitrogen to give the aimed targets, and in a few cases, it happened at the 2-oxo position giving O-alkylation products. Free 2-ONNs and their acetylated nucleosides were tested against a number of viruses. The nucleoside analogue 2a(Ac) showed good anti SARS-CoV and anti influenza A (H₅N₁) activities. Additionally, 7b had good activity against Gram positive bacterium, Bacillis subtilis.
DOI: 10.1016/j.ejmech.2013.12.055
PubMed: 24486419
Affiliations:
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Electronic address: ah_hu_mostafa@yahoo.com.</nlm:affiliation><country xml:lang="fr">Égypte</country><wicri:regionArea>Department of Chemistry, Faculty of Sciences, Zagazig University, Zagazig</wicri:regionArea><wicri:noRegion>Zagazig</wicri:noRegion></affiliation></author><author><name sortKey="Haikal, Abdelfattah Z" sort="Haikal, Abdelfattah Z" uniqKey="Haikal A" first="Abdelfattah Z" last="Haikal">Abdelfattah Z. Haikal</name><affiliation wicri:level="1"><nlm:affiliation>Department of Chemistry, Faculty of Sciences, Zagazig University, Zagazig, Egypt.</nlm:affiliation><country xml:lang="fr">Égypte</country><wicri:regionArea>Department of Chemistry, Faculty of Sciences, Zagazig University, Zagazig</wicri:regionArea><wicri:noRegion>Zagazig</wicri:noRegion></affiliation></author><author><name sortKey="Ibraheem, Ahmed M" sort="Ibraheem, Ahmed M" uniqKey="Ibraheem A" first="Ahmed M" last="Ibraheem">Ahmed M. 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We focused on 2-oxonicotinonitrile (2-ONN) as derivative of the natural product 2-pyridinone.(1) Herein, we describe the synthesis of 2-ONNs bearing two aryl groups, which we coupled with organohalides, including three glycosyl bromides, to prepare the nucleoside analogues. Coupling occurred mostly at the 2-ONN ring nitrogen to give the aimed targets, and in a few cases, it happened at the 2-oxo position giving O-alkylation products. Free 2-ONNs and their acetylated nucleosides were tested against a number of viruses. The nucleoside analogue 2a(Ac) showed good anti SARS-CoV and anti influenza A (H₅N₁) activities. Additionally, 7b had good activity against Gram positive bacterium, Bacillis subtilis.</div></front></TEI><affiliations><list><country><li>Égypte</li></country></list><tree><country name="Égypte"><noRegion><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></noRegion><name sortKey="Haikal, Abdelfattah Z" sort="Haikal, Abdelfattah Z" uniqKey="Haikal A" first="Abdelfattah Z" last="Haikal">Abdelfattah Z. Haikal</name><name sortKey="Ibraheem, Ahmed M" sort="Ibraheem, Ahmed M" uniqKey="Ibraheem A" first="Ahmed M" last="Ibraheem">Ahmed M. Ibraheem</name><name sortKey="Moustafa, Ahmed H" sort="Moustafa, Ahmed H" uniqKey="Moustafa A" first="Ahmed H" last="Moustafa">Ahmed H. Moustafa</name></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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