Design and efficient synthesis of novel arylthiourea derivatives as potent hepatitis C virus inhibitors.
Identifieur interne : 001907 ( PubMed/Checkpoint ); précédent : 001906; suivant : 001908Design and efficient synthesis of novel arylthiourea derivatives as potent hepatitis C virus inhibitors.
Auteurs : Iou-Jiun Kang [République populaire de Chine] ; Li-Wen Wang ; Sheng-Ju Hsu ; Chung-Chi Lee ; Yen-Chun Lee ; Yen-Shian Wu ; Andrew Yueh ; Jing-Chyi Wang ; Tsu-An Hsu ; Yu-Sheng Chao ; Jyh-Haur ChernSource :
- Bioorganic & medicinal chemistry letters [ 1464-3405 ] ; 2009.
Descripteurs français
- KwdFr :
- Antiviraux (), Antiviraux (synthèse chimique), Antiviraux (toxicité), Carbazoles (), Carbazoles (pharmacologie), Carbazoles (synthèse chimique), Conception de médicament, Hepacivirus (), Humains, Lignée cellulaire tumorale, Relation structure-activité, Réplication virale (), Thiourée (), Thiourée (analogues et dérivés), Thiourée (pharmacologie), Thiourée (synthèse chimique), Thiourée (toxicité).
- MESH :
- analogues et dérivés : Thiourée.
- pharmacologie : Carbazoles, Thiourée.
- synthèse chimique : Antiviraux, Carbazoles, Thiourée.
- toxicité : Antiviraux, Thiourée.
- Antiviraux, Carbazoles, Conception de médicament, Hepacivirus, Humains, Lignée cellulaire tumorale, Relation structure-activité, Réplication virale, Thiourée.
English descriptors
- KwdEn :
- Antiviral Agents (chemical synthesis), Antiviral Agents (chemistry), Antiviral Agents (toxicity), Carbazoles (chemical synthesis), Carbazoles (chemistry), Carbazoles (pharmacology), Cell Line, Tumor, Drug Design, Hepacivirus (drug effects), Humans, Structure-Activity Relationship, Thiourea (analogs & derivatives), Thiourea (chemical synthesis), Thiourea (chemistry), Thiourea (pharmacology), Thiourea (toxicity), Virus Replication (drug effects).
- MESH :
- chemical , analogs & derivatives : Thiourea.
- chemical , chemical synthesis : Antiviral Agents, Carbazoles, Thiourea.
- chemical , chemistry : Antiviral Agents, Carbazoles, Thiourea.
- chemical , pharmacology : Carbazoles, Thiourea.
- chemical , toxicity : Antiviral Agents, Thiourea.
- drug effects : Hepacivirus, Virus Replication.
- Cell Line, Tumor, Drug Design, Humans, Structure-Activity Relationship.
Abstract
A novel class of arylthiourea HCV inhibitors bearing various functionalities, such as cyclic urea, cyclic thiourea, urea, and thiourea, on the alkyl linker were designed and synthesized. Herein we report the synthesis and structure-activity relationships (SARs) of this novel class of arylthiourea derivatives that showed potent inhibitory activities against HCV in the cell-based subgenomic HCV replicon assay. Among compounds tested, the new carbazole derivative 64, which has an eight-carbon linkage between the phenyl and carbazole rings and a tolyl group at the N-9 position of carbazole, was found to possess strong anti-HCV activity (EC50=0.031 microM), lower cytotoxicity (CC50 >50 microM), and higher selectivity index (SI >1612) compared to its derivatives.
DOI: 10.1016/j.bmcl.2009.09.037
PubMed: 19796940
Affiliations:
Links toward previous steps (curation, corpus...)
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pubmed:19796940Le document en format XML
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<term>Carbazoles (chemistry)</term>
<term>Carbazoles (pharmacology)</term>
<term>Cell Line, Tumor</term>
<term>Drug Design</term>
<term>Hepacivirus (drug effects)</term>
<term>Humans</term>
<term>Structure-Activity Relationship</term>
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<term>Carbazoles ()</term>
<term>Carbazoles (pharmacologie)</term>
<term>Carbazoles (synthèse chimique)</term>
<term>Conception de médicament</term>
<term>Hepacivirus ()</term>
<term>Humains</term>
<term>Lignée cellulaire tumorale</term>
<term>Relation structure-activité</term>
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<term>Thiourée (pharmacologie)</term>
<term>Thiourée (synthèse chimique)</term>
<term>Thiourée (toxicité)</term>
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<term>Carbazoles</term>
<term>Thiourea</term>
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<term>Thiourea</term>
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<term>Lignée cellulaire tumorale</term>
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<front><div type="abstract" xml:lang="en">A novel class of arylthiourea HCV inhibitors bearing various functionalities, such as cyclic urea, cyclic thiourea, urea, and thiourea, on the alkyl linker were designed and synthesized. Herein we report the synthesis and structure-activity relationships (SARs) of this novel class of arylthiourea derivatives that showed potent inhibitory activities against HCV in the cell-based subgenomic HCV replicon assay. Among compounds tested, the new carbazole derivative 64, which has an eight-carbon linkage between the phenyl and carbazole rings and a tolyl group at the N-9 position of carbazole, was found to possess strong anti-HCV activity (EC50=0.031 microM), lower cytotoxicity (CC50 >50 microM), and higher selectivity index (SI >1612) compared to its derivatives.</div>
</front>
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<Abstract><AbstractText>A novel class of arylthiourea HCV inhibitors bearing various functionalities, such as cyclic urea, cyclic thiourea, urea, and thiourea, on the alkyl linker were designed and synthesized. Herein we report the synthesis and structure-activity relationships (SARs) of this novel class of arylthiourea derivatives that showed potent inhibitory activities against HCV in the cell-based subgenomic HCV replicon assay. Among compounds tested, the new carbazole derivative 64, which has an eight-carbon linkage between the phenyl and carbazole rings and a tolyl group at the N-9 position of carbazole, was found to possess strong anti-HCV activity (EC50=0.031 microM), lower cytotoxicity (CC50 >50 microM), and higher selectivity index (SI >1612) compared to its derivatives.</AbstractText>
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