2,6-Bis-arylmethyloxy-5-hydroxychromones with antiviral activity against both hepatitis C virus (HCV) and SARS-associated coronavirus (SCV).
Identifieur interne : 002165 ( Main/Exploration ); précédent : 002164; suivant : 0021662,6-Bis-arylmethyloxy-5-hydroxychromones with antiviral activity against both hepatitis C virus (HCV) and SARS-associated coronavirus (SCV).
Auteurs : Mi Kyoung Kim [Corée du Sud] ; Mi-Sun Yu ; Hye Ri Park ; Kyung Bo Kim ; Chaewoon Lee ; Suh Young Cho ; Jihoon Kang ; Hyunjun Yoon ; Dong-Eun Kim ; Hyunah Choo ; Yong-Joo Jeong ; Youhoon ChongSource :
- European journal of medicinal chemistry [ 1768-3254 ] ; 2011.
Descripteurs français
- KwdFr :
- 4H-1-Benzopyran-4-ones (), 4H-1-Benzopyran-4-ones (pharmacologie), 4H-1-Benzopyran-4-ones (synthèse chimique), 4H-1-Benzopyran-4-ones (toxicité), Antiviraux (), Antiviraux (pharmacologie), Antiviraux (synthèse chimique), Antiviraux (toxicité), Concentration inhibitrice 50, Hepacivirus (), Humains, Lignée cellulaire tumorale, Virus du SRAS ().
- MESH :
- pharmacologie : 4H-1-Benzopyran-4-ones, Antiviraux.
- synthèse chimique : 4H-1-Benzopyran-4-ones, Antiviraux.
- toxicité : 4H-1-Benzopyran-4-ones, Antiviraux.
- 4H-1-Benzopyran-4-ones, Antiviraux, Concentration inhibitrice 50, Hepacivirus, Humains, Lignée cellulaire tumorale, Virus du SRAS.
English descriptors
- KwdEn :
- Antiviral Agents (chemical synthesis), Antiviral Agents (chemistry), Antiviral Agents (pharmacology), Antiviral Agents (toxicity), Cell Line, Tumor, Chromones (chemical synthesis), Chromones (chemistry), Chromones (pharmacology), Chromones (toxicity), Hepacivirus (drug effects), Humans, Inhibitory Concentration 50, SARS Virus (drug effects).
- MESH :
- chemical , chemical synthesis : Antiviral Agents, Chromones.
- chemical , chemistry : Antiviral Agents, Chromones.
- chemical , pharmacology : Antiviral Agents, Chromones.
- chemical , toxicity : Antiviral Agents, Chromones.
- drug effects : Hepacivirus, SARS Virus.
- Cell Line, Tumor, Humans, Inhibitory Concentration 50.
Abstract
In this study, as a bioisosteric alternative scaffold of the antiviral aryl diketoacids (ADKs), we used 5-hydroxychromone on which two arylmethyloxy substituents were installed. The 5-hydroxychromones (5b-5g) thus prepared showed anti-HCV activity and, depending on the aromatic substituents on the 2-arylmethyloxy moiety, some of the derivatives (5b-5f) were also active against SCV. In addition, unlike the ADKs which showed selective inhibition against the helicase activity of the SCV NTPase/helicase, the 5-hydroxychromones (5b-5f) were active against both NTPase and helicase activities of the target enzyme. Among those, 3-iodobenzyloxy-substituted derivative 5e showed the most potent activity against HCV (EC(50) = 4 μM) as well as SCV (IC(50) = 4 μM for ATPase activity, 11 μM for helicase activity) and this might be used as a platform structure for future development of the multi-target or broad-spectrum antivirals.
DOI: 10.1016/j.ejmech.2011.09.005
PubMed: 21925774
Affiliations:
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Le document en format XML
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<front><div type="abstract" xml:lang="en">In this study, as a bioisosteric alternative scaffold of the antiviral aryl diketoacids (ADKs), we used 5-hydroxychromone on which two arylmethyloxy substituents were installed. The 5-hydroxychromones (5b-5g) thus prepared showed anti-HCV activity and, depending on the aromatic substituents on the 2-arylmethyloxy moiety, some of the derivatives (5b-5f) were also active against SCV. In addition, unlike the ADKs which showed selective inhibition against the helicase activity of the SCV NTPase/helicase, the 5-hydroxychromones (5b-5f) were active against both NTPase and helicase activities of the target enzyme. Among those, 3-iodobenzyloxy-substituted derivative 5e showed the most potent activity against HCV (EC(50) = 4 μM) as well as SCV (IC(50) = 4 μM for ATPase activity, 11 μM for helicase activity) and this might be used as a platform structure for future development of the multi-target or broad-spectrum antivirals.</div>
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