Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus
Identifieur interne : 003B23 ( Main/Exploration ); précédent : 003B22; suivant : 003B24Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus
Auteurs : Chih-Chun Wen [Taïwan] ; Yueh-Hsiung Kuo [Taïwan] ; Jia-Tsrong Jan [Taïwan] ; Po-Huang Liang [Taïwan] ; Sheng-Yang Wang [Taïwan] ; Hong-Gi Liu [Taïwan] ; Ching-Kuo Lee [Taïwan] ; Shang-Tzen Chang [Taïwan] ; Chih-Jung Kuo [Taïwan] ; Shoei-Sheng Lee [Taïwan] ; Chia-Chung Hou [Taïwan] ; Pei-Wen Hsiao [Taïwan] ; Shih-Chang Chien [Taïwan] ; Lie-Fen Shyur [Taïwan] ; Ning-Sun Yang [Taïwan]Source :
- Journal of medicinal chemistry : (Print) [ 0022-2623 ] ; 2007.
Descripteurs français
- KwdFr :
- Animaux, Cellules Vero, Cysteine endopeptidases (), Lignanes (), Modèles moléculaires, Plantes médicinales, Prolifération cellulaire (), Protéines virales (), Protéines virales (antagonistes et inhibiteurs), Relation structure-activité, Réplication virale, Terpènes (), Terpènes (pharmacologie), Triterpènes (), Virus du SRAS (), Virus du SRAS (enzymologie).
- MESH :
- antagonistes et inhibiteurs : Protéines virales.
- enzymologie : Virus du SRAS.
- pharmacologie : Terpènes.
- Pascal (Inist)
- Animaux, Cellules Vero, Cysteine endopeptidases, Lignanes, Modèles moléculaires, Origine végétale, Plantes médicinales, Prolifération cellulaire, Protéines virales, Relation structure-activité, Réplication virale, Terpènes, Terpénoïde, Antiviral, Relation structure activité, Triterpènes, Virus du SRAS, Virus syndrome respiratoire aigu sévère, Lignane, Composé naturel, Plante médicinale, Pharmacognosie, Inhibiteur protease, In vitro, Modèle moléculaire, Complexe enzyme inhibiteur, Inhibiteur enzyme, Peptidases, Modélisation.
- Wicri :
- topic : Plante médicinale.
English descriptors
- KwdEn :
- Animals, Antiviral, Cell Proliferation (drug effects), Chlorocebus aethiops, Cysteine Endopeptidases (chemistry), Enzyme inhibitor, In vitro, Inhibitor enzyme complex, Lignan, Lignans (chemistry), Medicinal plant, Modeling, Models, Molecular, Molecular model, Natural compound, Peptidases, Pharmacognosy, Plant origin, Plants, Medicinal, Protease inhibitor, SARS Virus (drug effects), SARS Virus (enzymology), Severe acute respiratory syndrome virus, Structure activity relation, Structure-Activity Relationship, Terpenes (chemistry), Terpenes (pharmacology), Terpenoid, Triterpenes (chemistry), Vero Cells, Viral Proteins (antagonists & inhibitors), Viral Proteins (chemistry), Virus Replication.
- MESH :
- chemical , antagonists & inhibitors : Viral Proteins.
- chemical , chemistry : Cysteine Endopeptidases, Lignans, Terpenes, Triterpenes, Viral Proteins.
- drug effects : Cell Proliferation, SARS Virus.
- enzymology : SARS Virus.
- chemical , pharmacology : Terpenes.
- Animals, Chlorocebus aethiops, Models, Molecular, Plants, Medicinal, Structure-Activity Relationship, Vero Cells, Virus Replication.
Abstract
In this study, 221 phytocompounds were evaluated for activity against anti-severe acute respiratory syndrome associated coronavirus (SARS-CoV) activities using a cell-based assay measuring SARS-CoV-induced cytopathogenic effect on Vero E6 cells. Ten diterpenoids (1-10), two sesquiterpenoids (11 and 12), two triterpenoids (13 and 14), five lignoids (15-19), curcumin (20), and reference controls niclosamide (21) and valinomycin (22) were potent inhibitors at concentrations between 3.3 and 10 μM. The concentrations of the 22 compounds to inhibit 50% of Vero E6 cell proliferation (CC50) and viral replication (EC50) were measured. The selective index values (SI = CC50/EC50) of the most potent compounds 1, 5, 6, 8, 14, and 16 were 58, >510, 111, 193, 180, and >667, respectively. Betulinic acid (13) and savinin (16) were competitive inhibitors of SARS-CoV 3CL protease with Kí values = 8.2 ± 0.7 and 9.1 ± 2.4 μM, respectively. Our findings suggest that specific abietane-type diterpenoids and lignoids exhibit strong anti-SARS-CoV effects.
Affiliations:
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Le document en format XML
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<sZ>12 aut.</sZ>
<sZ>13 aut.</sZ>
<sZ>14 aut.</sZ>
<sZ>15 aut.</sZ>
</inist:fA14>
<country>Taïwan</country>
<wicri:noRegion>Taipei 115</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Hsiao, Pei Wen" sort="Hsiao, Pei Wen" uniqKey="Hsiao P" first="Pei-Wen" last="Hsiao">Pei-Wen Hsiao</name>
<affiliation wicri:level="1"><inist:fA14 i1="01"><s1>Agricultural Biotechnology Research Center, Academia Sinica</s1>
<s2>Taipei 115</s2>
<s3>TWN</s3>
<sZ>1 aut.</sZ>
<sZ>11 aut.</sZ>
<sZ>12 aut.</sZ>
<sZ>13 aut.</sZ>
<sZ>14 aut.</sZ>
<sZ>15 aut.</sZ>
</inist:fA14>
<country>Taïwan</country>
<wicri:noRegion>Taipei 115</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Chien, Shih Chang" sort="Chien, Shih Chang" uniqKey="Chien S" first="Shih-Chang" last="Chien">Shih-Chang Chien</name>
<affiliation wicri:level="1"><inist:fA14 i1="01"><s1>Agricultural Biotechnology Research Center, Academia Sinica</s1>
<s2>Taipei 115</s2>
<s3>TWN</s3>
<sZ>1 aut.</sZ>
<sZ>11 aut.</sZ>
<sZ>12 aut.</sZ>
<sZ>13 aut.</sZ>
<sZ>14 aut.</sZ>
<sZ>15 aut.</sZ>
</inist:fA14>
<country>Taïwan</country>
<wicri:noRegion>Taipei 115</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Shyur, Lie Fen" sort="Shyur, Lie Fen" uniqKey="Shyur L" first="Lie-Fen" last="Shyur">Lie-Fen Shyur</name>
<affiliation wicri:level="1"><inist:fA14 i1="01"><s1>Agricultural Biotechnology Research Center, Academia Sinica</s1>
<s2>Taipei 115</s2>
<s3>TWN</s3>
<sZ>1 aut.</sZ>
<sZ>11 aut.</sZ>
<sZ>12 aut.</sZ>
<sZ>13 aut.</sZ>
<sZ>14 aut.</sZ>
<sZ>15 aut.</sZ>
</inist:fA14>
<country>Taïwan</country>
<wicri:noRegion>Taipei 115</wicri:noRegion>
</affiliation>
</author>
<author><name sortKey="Yang, Ning Sun" sort="Yang, Ning Sun" uniqKey="Yang N" first="Ning-Sun" last="Yang">Ning-Sun Yang</name>
<affiliation wicri:level="1"><inist:fA14 i1="01"><s1>Agricultural Biotechnology Research Center, Academia Sinica</s1>
<s2>Taipei 115</s2>
<s3>TWN</s3>
<sZ>1 aut.</sZ>
<sZ>11 aut.</sZ>
<sZ>12 aut.</sZ>
<sZ>13 aut.</sZ>
<sZ>14 aut.</sZ>
<sZ>15 aut.</sZ>
</inist:fA14>
<country>Taïwan</country>
<wicri:noRegion>Taipei 115</wicri:noRegion>
</affiliation>
</author>
</analytic>
<series><title level="j" type="main">Journal of medicinal chemistry : (Print)</title>
<title level="j" type="abbreviated">J. med. chem. : (Print)</title>
<idno type="ISSN">0022-2623</idno>
<imprint><date when="2007">2007</date>
</imprint>
</series>
</biblStruct>
</sourceDesc>
<seriesStmt><title level="j" type="main">Journal of medicinal chemistry : (Print)</title>
<title level="j" type="abbreviated">J. med. chem. : (Print)</title>
<idno type="ISSN">0022-2623</idno>
</seriesStmt>
</fileDesc>
<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Animals</term>
<term>Antiviral</term>
<term>Cell Proliferation (drug effects)</term>
<term>Chlorocebus aethiops</term>
<term>Cysteine Endopeptidases (chemistry)</term>
<term>Enzyme inhibitor</term>
<term>In vitro</term>
<term>Inhibitor enzyme complex</term>
<term>Lignan</term>
<term>Lignans (chemistry)</term>
<term>Medicinal plant</term>
<term>Modeling</term>
<term>Models, Molecular</term>
<term>Molecular model</term>
<term>Natural compound</term>
<term>Peptidases</term>
<term>Pharmacognosy</term>
<term>Plant origin</term>
<term>Plants, Medicinal</term>
<term>Protease inhibitor</term>
<term>SARS Virus (drug effects)</term>
<term>SARS Virus (enzymology)</term>
<term>Severe acute respiratory syndrome virus</term>
<term>Structure activity relation</term>
<term>Structure-Activity Relationship</term>
<term>Terpenes (chemistry)</term>
<term>Terpenes (pharmacology)</term>
<term>Terpenoid</term>
<term>Triterpenes (chemistry)</term>
<term>Vero Cells</term>
<term>Viral Proteins (antagonists & inhibitors)</term>
<term>Viral Proteins (chemistry)</term>
<term>Virus Replication</term>
</keywords>
<keywords scheme="KwdFr" xml:lang="fr"><term>Animaux</term>
<term>Cellules Vero</term>
<term>Cysteine endopeptidases ()</term>
<term>Lignanes ()</term>
<term>Modèles moléculaires</term>
<term>Plantes médicinales</term>
<term>Prolifération cellulaire ()</term>
<term>Protéines virales ()</term>
<term>Protéines virales (antagonistes et inhibiteurs)</term>
<term>Relation structure-activité</term>
<term>Réplication virale</term>
<term>Terpènes ()</term>
<term>Terpènes (pharmacologie)</term>
<term>Triterpènes ()</term>
<term>Virus du SRAS ()</term>
<term>Virus du SRAS (enzymologie)</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="antagonists & inhibitors" xml:lang="en"><term>Viral Proteins</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Cysteine Endopeptidases</term>
<term>Lignans</term>
<term>Terpenes</term>
<term>Triterpenes</term>
<term>Viral Proteins</term>
</keywords>
<keywords scheme="MESH" qualifier="antagonistes et inhibiteurs" xml:lang="fr"><term>Protéines virales</term>
</keywords>
<keywords scheme="MESH" qualifier="drug effects" xml:lang="en"><term>Cell Proliferation</term>
<term>SARS Virus</term>
</keywords>
<keywords scheme="MESH" qualifier="enzymologie" xml:lang="fr"><term>Virus du SRAS</term>
</keywords>
<keywords scheme="MESH" qualifier="enzymology" xml:lang="en"><term>SARS Virus</term>
</keywords>
<keywords scheme="MESH" qualifier="pharmacologie" xml:lang="fr"><term>Terpènes</term>
</keywords>
<keywords scheme="MESH" type="chemical" qualifier="pharmacology" xml:lang="en"><term>Terpenes</term>
</keywords>
<keywords scheme="MESH" xml:lang="en"><term>Animals</term>
<term>Chlorocebus aethiops</term>
<term>Models, Molecular</term>
<term>Plants, Medicinal</term>
<term>Structure-Activity Relationship</term>
<term>Vero Cells</term>
<term>Virus Replication</term>
</keywords>
<keywords scheme="Pascal" xml:lang="fr"><term>Animaux</term>
<term>Cellules Vero</term>
<term>Cysteine endopeptidases</term>
<term>Lignanes</term>
<term>Modèles moléculaires</term>
<term>Origine végétale</term>
<term>Plantes médicinales</term>
<term>Prolifération cellulaire</term>
<term>Protéines virales</term>
<term>Relation structure-activité</term>
<term>Réplication virale</term>
<term>Terpènes</term>
<term>Terpénoïde</term>
<term>Antiviral</term>
<term>Relation structure activité</term>
<term>Triterpènes</term>
<term>Virus du SRAS</term>
<term>Virus syndrome respiratoire aigu sévère</term>
<term>Lignane</term>
<term>Composé naturel</term>
<term>Plante médicinale</term>
<term>Pharmacognosie</term>
<term>Inhibiteur protease</term>
<term>In vitro</term>
<term>Modèle moléculaire</term>
<term>Complexe enzyme inhibiteur</term>
<term>Inhibiteur enzyme</term>
<term>Peptidases</term>
<term>Modélisation</term>
</keywords>
<keywords scheme="Wicri" type="topic" xml:lang="fr"><term>Plante médicinale</term>
</keywords>
</textClass>
</profileDesc>
</teiHeader>
<front><div type="abstract" xml:lang="en">In this study, 221 phytocompounds were evaluated for activity against anti-severe acute respiratory syndrome associated coronavirus (SARS-CoV) activities using a cell-based assay measuring SARS-CoV-induced cytopathogenic effect on Vero E6 cells. Ten diterpenoids (1-10), two sesquiterpenoids (11 and 12), two triterpenoids (13 and 14), five lignoids (15-19), curcumin (20), and reference controls niclosamide (21) and valinomycin (22) were potent inhibitors at concentrations between 3.3 and 10 μM. The concentrations of the 22 compounds to inhibit 50% of Vero E6 cell proliferation (CC<sub>50</sub>
) and viral replication (EC<sub>50</sub>
) were measured. The selective index values (SI = CC<sub>50</sub>
/EC<sub>50</sub>
) of the most potent compounds 1, 5, 6, 8, 14, and 16 were 58, >510, 111, 193, 180, and >667, respectively. Betulinic acid (13) and savinin (16) were competitive inhibitors of SARS-CoV 3CL protease with K<sub>í</sub>
values = 8.2 ± 0.7 and 9.1 ± 2.4 μM, respectively. Our findings suggest that specific abietane-type diterpenoids and lignoids exhibit strong anti-SARS-CoV effects.</div>
</front>
</TEI>
<affiliations><list><country><li>Taïwan</li>
</country>
</list>
<tree><country name="Taïwan"><noRegion><name sortKey="Wen, Chih Chun" sort="Wen, Chih Chun" uniqKey="Wen C" first="Chih-Chun" last="Wen">Chih-Chun Wen</name>
</noRegion>
<name sortKey="Chang, Shang Tzen" sort="Chang, Shang Tzen" uniqKey="Chang S" first="Shang-Tzen" last="Chang">Shang-Tzen Chang</name>
<name sortKey="Chien, Shih Chang" sort="Chien, Shih Chang" uniqKey="Chien S" first="Shih-Chang" last="Chien">Shih-Chang Chien</name>
<name sortKey="Hou, Chia Chung" sort="Hou, Chia Chung" uniqKey="Hou C" first="Chia-Chung" last="Hou">Chia-Chung Hou</name>
<name sortKey="Hsiao, Pei Wen" sort="Hsiao, Pei Wen" uniqKey="Hsiao P" first="Pei-Wen" last="Hsiao">Pei-Wen Hsiao</name>
<name sortKey="Jan, Jia Tsrong" sort="Jan, Jia Tsrong" uniqKey="Jan J" first="Jia-Tsrong" last="Jan">Jia-Tsrong Jan</name>
<name sortKey="Kuo, Chih Jung" sort="Kuo, Chih Jung" uniqKey="Kuo C" first="Chih-Jung" last="Kuo">Chih-Jung Kuo</name>
<name sortKey="Kuo, Yueh Hsiung" sort="Kuo, Yueh Hsiung" uniqKey="Kuo Y" first="Yueh-Hsiung" last="Kuo">Yueh-Hsiung Kuo</name>
<name sortKey="Kuo, Yueh Hsiung" sort="Kuo, Yueh Hsiung" uniqKey="Kuo Y" first="Yueh-Hsiung" last="Kuo">Yueh-Hsiung Kuo</name>
<name sortKey="Lee, Ching Kuo" sort="Lee, Ching Kuo" uniqKey="Lee C" first="Ching-Kuo" last="Lee">Ching-Kuo Lee</name>
<name sortKey="Lee, Shoei Sheng" sort="Lee, Shoei Sheng" uniqKey="Lee S" first="Shoei-Sheng" last="Lee">Shoei-Sheng Lee</name>
<name sortKey="Liang, Po Huang" sort="Liang, Po Huang" uniqKey="Liang P" first="Po-Huang" last="Liang">Po-Huang Liang</name>
<name sortKey="Liu, Hong Gi" sort="Liu, Hong Gi" uniqKey="Liu H" first="Hong-Gi" last="Liu">Hong-Gi Liu</name>
<name sortKey="Shyur, Lie Fen" sort="Shyur, Lie Fen" uniqKey="Shyur L" first="Lie-Fen" last="Shyur">Lie-Fen Shyur</name>
<name sortKey="Wang, Sheng Yang" sort="Wang, Sheng Yang" uniqKey="Wang S" first="Sheng-Yang" last="Wang">Sheng-Yang Wang</name>
<name sortKey="Wen, Chih Chun" sort="Wen, Chih Chun" uniqKey="Wen C" first="Chih-Chun" last="Wen">Chih-Chun Wen</name>
<name sortKey="Yang, Ning Sun" sort="Yang, Ning Sun" uniqKey="Yang N" first="Ning-Sun" last="Yang">Ning-Sun Yang</name>
</country>
</tree>
</affiliations>
</record>
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