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Antiviral activity of glycyrrhizic acid derivatives against SARS-coronavirus

Identifieur interne : 000680 ( PascalFrancis/Corpus ); précédent : 000679; suivant : 000681

Antiviral activity of glycyrrhizic acid derivatives against SARS-coronavirus

Auteurs : Gerold Hoever ; Lidia Baltina ; Martin Michaelis ; Rimma Kondratenko ; Lia Baltina ; Genrich A. Tolstikov ; Hans W. Doerr ; Jindrich Jr Cinatl

Source :

RBID : Pascal:05-0238636

Descripteurs français

English descriptors

Abstract

Glycyrrhizin (GL) was shown to inhibit SARS-coronavirus (SARS-CoV) replication in vitro. Here the anti-SARS-CoV activity of 15 GL derivatives was tested. The introduction of 2-acetamido-β-D-glucopyranosylamine into the glycoside chain of GL resulted in 10-fold increased anti-SARS-CoV activity compared to GL. Amides of GL and conjugates of GL with two amino acid residues and a free 30-COOH function presented up to 70-fold increased activity against SARS-CoV but also increased cytotoxicity resulting in decreased selectivity index.

Notice en format standard (ISO 2709)

Pour connaître la documentation sur le format Inist Standard.

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A01 01  1    @0 0022-2623
A02 01      @0 JMCMAR
A03   1    @0 J. med. chem. : (Print)
A05       @2 48
A06       @2 4
A08 01  1  ENG  @1 Antiviral activity of glycyrrhizic acid derivatives against SARS-coronavirus
A11 01  1    @1 HOEVER (Gerold)
A11 02  1    @1 BALTINA (Lidia)
A11 03  1    @1 MICHAELIS (Martin)
A11 04  1    @1 KONDRATENKO (Rimma)
A11 05  1    @1 BALTINA (Lia)
A11 06  1    @1 TOLSTIKOV (Genrich A.)
A11 07  1    @1 DOERR (Hans W.)
A11 08  1    @1 CINATL (Jindrich JR)
A14 01      @1 Institute of Medical Virology, Johann Wolfgang Goethe University Frankfurt, Paul-Ehrlich-Strasse 40 @2 60596 Frankfurt @3 DEU @Z 1 aut. @Z 3 aut. @Z 7 aut. @Z 8 aut.
A14 02      @1 Institute of Organic Chemistry, Ufa Research Centre of Russian Academy of Sciences, Prospect Oktyabrya, 71 @2 450054, Ufa @3 RUS @Z 2 aut. @Z 4 aut. @Z 5 aut. @Z 6 aut.
A20       @1 1256-1259
A21       @1 2005
A23 01      @0 ENG
A43 01      @1 INIST @2 9165 @5 354000127045660370
A44       @0 0000 @1 © 2005 INIST-CNRS. All rights reserved.
A45       @0 29 ref.
A47 01  1    @0 05-0238636
A60       @1 P
A61       @0 A
A64 01  1    @0 Journal of medicinal chemistry : (Print)
A66 01      @0 USA
C01 01    ENG  @0 Glycyrrhizin (GL) was shown to inhibit SARS-coronavirus (SARS-CoV) replication in vitro. Here the anti-SARS-CoV activity of 15 GL derivatives was tested. The introduction of 2-acetamido-β-D-glucopyranosylamine into the glycoside chain of GL resulted in 10-fold increased anti-SARS-CoV activity compared to GL. Amides of GL and conjugates of GL with two amino acid residues and a free 30-COOH function presented up to 70-fold increased activity against SARS-CoV but also increased cytotoxicity resulting in decreased selectivity index.
C02 01  X    @0 002B02S05
C03 01  X  FRE  @0 Relation structure activité @5 01
C03 01  X  ENG  @0 Structure activity relation @5 01
C03 01  X  SPA  @0 Relación estructura actividad @5 01
C03 02  X  FRE  @0 Synthèse chimique @5 02
C03 02  X  ENG  @0 Chemical synthesis @5 02
C03 02  X  SPA  @0 Síntesis química @5 02
C03 03  X  FRE  @0 Glycyrrhizique acide @2 NK @5 03
C03 03  X  ENG  @0 Glycyrrhizic acid @2 NK @5 03
C03 03  X  SPA  @0 Glicirrícico ácido @2 NK @5 03
C03 04  X  FRE  @0 Saponine @5 05
C03 04  X  ENG  @0 Saponin @5 05
C03 04  X  SPA  @0 Saponina @5 05
C03 05  X  FRE  @0 Oléanane dérivé @2 NK @5 06
C03 05  X  ENG  @0 Oleanane derivatives @2 NK @5 06
C03 05  X  SPA  @0 Oleanano derivado @2 NK @5 06
C03 06  X  FRE  @0 Acide uronique @5 07
C03 06  X  ENG  @0 Uronic acid @5 07
C03 06  X  SPA  @0 Acido urónico @5 07
C03 07  X  FRE  @0 Glycoside @5 08
C03 07  X  ENG  @0 Glycoside @5 08
C03 07  X  SPA  @0 Glicósido @5 08
C03 08  X  FRE  @0 Triterpène @5 09
C03 08  X  ENG  @0 Triterpene @5 09
C03 08  X  SPA  @0 Triterpeno @5 09
C03 09  X  FRE  @0 Terpénoïde @2 FX @5 10
C03 09  X  ENG  @0 Terpenoid @2 FX @5 10
C03 09  X  SPA  @0 Terpenoide @2 FX @5 10
C03 10  X  FRE  @0 Composé pentacyclique @5 12
C03 10  X  ENG  @0 Pentacyclic compound @5 12
C03 10  X  SPA  @0 Compuesto pentacíclico @5 12
C03 11  X  FRE  @0 Enone @5 13
C03 11  X  ENG  @0 Enone @5 13
C03 11  X  SPA  @0 Enona @5 13
C03 12  X  FRE  @0 Glycosylamine @5 14
C03 12  X  ENG  @0 Glycosylamine @5 14
C03 12  X  SPA  @0 Glicosilamina @5 14
C03 13  X  FRE  @0 Glycopeptide @5 15
C03 13  X  ENG  @0 Glycopeptide @5 15
C03 13  X  SPA  @0 Glicopéptido @5 15
C03 14  X  FRE  @0 Antiviral @5 17
C03 14  X  ENG  @0 Antiviral @5 17
C03 14  X  SPA  @0 Antiviral @5 17
C03 15  X  FRE  @0 Coronavirus @2 NW @5 18
C03 15  X  ENG  @0 Coronavirus @2 NW @5 18
C03 15  X  SPA  @0 Coronavirus @2 NW @5 18
C03 16  X  FRE  @0 Syndrome respiratoire aigu sévère @2 NM @5 19
C03 16  X  ENG  @0 Severe acute respiratory syndrome @2 NM @5 19
C03 16  X  SPA  @0 Síndrome respiratorio agudo severo @2 NM @5 19
C03 17  X  FRE  @0 In vitro @5 20
C03 17  X  ENG  @0 In vitro @5 20
C03 17  X  SPA  @0 In vitro @5 20
C07 01  X  FRE  @0 Coronaviridae @2 NW
C07 01  X  ENG  @0 Coronaviridae @2 NW
C07 01  X  SPA  @0 Coronaviridae @2 NW
C07 02  X  FRE  @0 Nidovirales @2 NW
C07 02  X  ENG  @0 Nidovirales @2 NW
C07 02  X  SPA  @0 Nidovirales @2 NW
C07 03  X  FRE  @0 Virus @2 NW
C07 03  X  ENG  @0 Virus @2 NW
C07 03  X  SPA  @0 Virus @2 NW
C07 04  X  FRE  @0 Virose
C07 04  X  ENG  @0 Viral disease
C07 04  X  SPA  @0 Virosis
C07 05  X  FRE  @0 Infection
C07 05  X  ENG  @0 Infection
C07 05  X  SPA  @0 Infección
N21       @1 164
N44 01      @1 PSI
N82       @1 PSI

Format Inist (serveur)

NO : PASCAL 05-0238636 INIST
ET : Antiviral activity of glycyrrhizic acid derivatives against SARS-coronavirus
AU : HOEVER (Gerold); BALTINA (Lidia); MICHAELIS (Martin); KONDRATENKO (Rimma); BALTINA (Lia); TOLSTIKOV (Genrich A.); DOERR (Hans W.); CINATL (Jindrich JR)
AF : Institute of Medical Virology, Johann Wolfgang Goethe University Frankfurt, Paul-Ehrlich-Strasse 40/60596 Frankfurt/Allemagne (1 aut., 3 aut., 7 aut., 8 aut.); Institute of Organic Chemistry, Ufa Research Centre of Russian Academy of Sciences, Prospect Oktyabrya, 71/450054, Ufa/Russie (2 aut., 4 aut., 5 aut., 6 aut.)
DT : Publication en série; Niveau analytique
SO : Journal of medicinal chemistry : (Print); ISSN 0022-2623; Coden JMCMAR; Etats-Unis; Da. 2005; Vol. 48; No. 4; Pp. 1256-1259; Bibl. 29 ref.
LA : Anglais
EA : Glycyrrhizin (GL) was shown to inhibit SARS-coronavirus (SARS-CoV) replication in vitro. Here the anti-SARS-CoV activity of 15 GL derivatives was tested. The introduction of 2-acetamido-β-D-glucopyranosylamine into the glycoside chain of GL resulted in 10-fold increased anti-SARS-CoV activity compared to GL. Amides of GL and conjugates of GL with two amino acid residues and a free 30-COOH function presented up to 70-fold increased activity against SARS-CoV but also increased cytotoxicity resulting in decreased selectivity index.
CC : 002B02S05
FD : Relation structure activité; Synthèse chimique; Glycyrrhizique acide; Saponine; Oléanane dérivé; Acide uronique; Glycoside; Triterpène; Terpénoïde; Composé pentacyclique; Enone; Glycosylamine; Glycopeptide; Antiviral; Coronavirus; Syndrome respiratoire aigu sévère; In vitro
FG : Coronaviridae; Nidovirales; Virus; Virose; Infection
ED : Structure activity relation; Chemical synthesis; Glycyrrhizic acid; Saponin; Oleanane derivatives; Uronic acid; Glycoside; Triterpene; Terpenoid; Pentacyclic compound; Enone; Glycosylamine; Glycopeptide; Antiviral; Coronavirus; Severe acute respiratory syndrome; In vitro
EG : Coronaviridae; Nidovirales; Virus; Viral disease; Infection
SD : Relación estructura actividad; Síntesis química; Glicirrícico ácido; Saponina; Oleanano derivado; Acido urónico; Glicósido; Triterpeno; Terpenoide; Compuesto pentacíclico; Enona; Glicosilamina; Glicopéptido; Antiviral; Coronavirus; Síndrome respiratorio agudo severo; In vitro
LO : INIST-9165.354000127045660370
ID : 05-0238636

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Pascal:05-0238636

Le document en format XML

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<term>Glycopeptide</term>
<term>Glycoside</term>
<term>Glycosylamine</term>
<term>Glycyrrhizic acid</term>
<term>In vitro</term>
<term>Oleanane derivatives</term>
<term>Pentacyclic compound</term>
<term>Saponin</term>
<term>Severe acute respiratory syndrome</term>
<term>Structure activity relation</term>
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<term>Relation structure activité</term>
<term>Synthèse chimique</term>
<term>Glycyrrhizique acide</term>
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<term>Oléanane dérivé</term>
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<term>Glycoside</term>
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<term>Glycosylamine</term>
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<div type="abstract" xml:lang="en">Glycyrrhizin (GL) was shown to inhibit SARS-coronavirus (SARS-CoV) replication in vitro. Here the anti-SARS-CoV activity of 15 GL derivatives was tested. The introduction of 2-acetamido-β-D-glucopyranosylamine into the glycoside chain of GL resulted in 10-fold increased anti-SARS-CoV activity compared to GL. Amides of GL and conjugates of GL with two amino acid residues and a free 30-COOH function presented up to 70-fold increased activity against SARS-CoV but also increased cytotoxicity resulting in decreased selectivity index.</div>
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<s1>HOEVER (Gerold)</s1>
</fA11>
<fA11 i1="02" i2="1">
<s1>BALTINA (Lidia)</s1>
</fA11>
<fA11 i1="03" i2="1">
<s1>MICHAELIS (Martin)</s1>
</fA11>
<fA11 i1="04" i2="1">
<s1>KONDRATENKO (Rimma)</s1>
</fA11>
<fA11 i1="05" i2="1">
<s1>BALTINA (Lia)</s1>
</fA11>
<fA11 i1="06" i2="1">
<s1>TOLSTIKOV (Genrich A.)</s1>
</fA11>
<fA11 i1="07" i2="1">
<s1>DOERR (Hans W.)</s1>
</fA11>
<fA11 i1="08" i2="1">
<s1>CINATL (Jindrich JR)</s1>
</fA11>
<fA14 i1="01">
<s1>Institute of Medical Virology, Johann Wolfgang Goethe University Frankfurt, Paul-Ehrlich-Strasse 40</s1>
<s2>60596 Frankfurt</s2>
<s3>DEU</s3>
<sZ>1 aut.</sZ>
<sZ>3 aut.</sZ>
<sZ>7 aut.</sZ>
<sZ>8 aut.</sZ>
</fA14>
<fA14 i1="02">
<s1>Institute of Organic Chemistry, Ufa Research Centre of Russian Academy of Sciences, Prospect Oktyabrya, 71</s1>
<s2>450054, Ufa</s2>
<s3>RUS</s3>
<sZ>2 aut.</sZ>
<sZ>4 aut.</sZ>
<sZ>5 aut.</sZ>
<sZ>6 aut.</sZ>
</fA14>
<fA20>
<s1>1256-1259</s1>
</fA20>
<fA21>
<s1>2005</s1>
</fA21>
<fA23 i1="01">
<s0>ENG</s0>
</fA23>
<fA43 i1="01">
<s1>INIST</s1>
<s2>9165</s2>
<s5>354000127045660370</s5>
</fA43>
<fA44>
<s0>0000</s0>
<s1>© 2005 INIST-CNRS. All rights reserved.</s1>
</fA44>
<fA45>
<s0>29 ref.</s0>
</fA45>
<fA47 i1="01" i2="1">
<s0>05-0238636</s0>
</fA47>
<fA60>
<s1>P</s1>
</fA60>
<fA61>
<s0>A</s0>
</fA61>
<fA64 i1="01" i2="1">
<s0>Journal of medicinal chemistry : (Print)</s0>
</fA64>
<fA66 i1="01">
<s0>USA</s0>
</fA66>
<fC01 i1="01" l="ENG">
<s0>Glycyrrhizin (GL) was shown to inhibit SARS-coronavirus (SARS-CoV) replication in vitro. Here the anti-SARS-CoV activity of 15 GL derivatives was tested. The introduction of 2-acetamido-β-D-glucopyranosylamine into the glycoside chain of GL resulted in 10-fold increased anti-SARS-CoV activity compared to GL. Amides of GL and conjugates of GL with two amino acid residues and a free 30-COOH function presented up to 70-fold increased activity against SARS-CoV but also increased cytotoxicity resulting in decreased selectivity index.</s0>
</fC01>
<fC02 i1="01" i2="X">
<s0>002B02S05</s0>
</fC02>
<fC03 i1="01" i2="X" l="FRE">
<s0>Relation structure activité</s0>
<s5>01</s5>
</fC03>
<fC03 i1="01" i2="X" l="ENG">
<s0>Structure activity relation</s0>
<s5>01</s5>
</fC03>
<fC03 i1="01" i2="X" l="SPA">
<s0>Relación estructura actividad</s0>
<s5>01</s5>
</fC03>
<fC03 i1="02" i2="X" l="FRE">
<s0>Synthèse chimique</s0>
<s5>02</s5>
</fC03>
<fC03 i1="02" i2="X" l="ENG">
<s0>Chemical synthesis</s0>
<s5>02</s5>
</fC03>
<fC03 i1="02" i2="X" l="SPA">
<s0>Síntesis química</s0>
<s5>02</s5>
</fC03>
<fC03 i1="03" i2="X" l="FRE">
<s0>Glycyrrhizique acide</s0>
<s2>NK</s2>
<s5>03</s5>
</fC03>
<fC03 i1="03" i2="X" l="ENG">
<s0>Glycyrrhizic acid</s0>
<s2>NK</s2>
<s5>03</s5>
</fC03>
<fC03 i1="03" i2="X" l="SPA">
<s0>Glicirrícico ácido</s0>
<s2>NK</s2>
<s5>03</s5>
</fC03>
<fC03 i1="04" i2="X" l="FRE">
<s0>Saponine</s0>
<s5>05</s5>
</fC03>
<fC03 i1="04" i2="X" l="ENG">
<s0>Saponin</s0>
<s5>05</s5>
</fC03>
<fC03 i1="04" i2="X" l="SPA">
<s0>Saponina</s0>
<s5>05</s5>
</fC03>
<fC03 i1="05" i2="X" l="FRE">
<s0>Oléanane dérivé</s0>
<s2>NK</s2>
<s5>06</s5>
</fC03>
<fC03 i1="05" i2="X" l="ENG">
<s0>Oleanane derivatives</s0>
<s2>NK</s2>
<s5>06</s5>
</fC03>
<fC03 i1="05" i2="X" l="SPA">
<s0>Oleanano derivado</s0>
<s2>NK</s2>
<s5>06</s5>
</fC03>
<fC03 i1="06" i2="X" l="FRE">
<s0>Acide uronique</s0>
<s5>07</s5>
</fC03>
<fC03 i1="06" i2="X" l="ENG">
<s0>Uronic acid</s0>
<s5>07</s5>
</fC03>
<fC03 i1="06" i2="X" l="SPA">
<s0>Acido urónico</s0>
<s5>07</s5>
</fC03>
<fC03 i1="07" i2="X" l="FRE">
<s0>Glycoside</s0>
<s5>08</s5>
</fC03>
<fC03 i1="07" i2="X" l="ENG">
<s0>Glycoside</s0>
<s5>08</s5>
</fC03>
<fC03 i1="07" i2="X" l="SPA">
<s0>Glicósido</s0>
<s5>08</s5>
</fC03>
<fC03 i1="08" i2="X" l="FRE">
<s0>Triterpène</s0>
<s5>09</s5>
</fC03>
<fC03 i1="08" i2="X" l="ENG">
<s0>Triterpene</s0>
<s5>09</s5>
</fC03>
<fC03 i1="08" i2="X" l="SPA">
<s0>Triterpeno</s0>
<s5>09</s5>
</fC03>
<fC03 i1="09" i2="X" l="FRE">
<s0>Terpénoïde</s0>
<s2>FX</s2>
<s5>10</s5>
</fC03>
<fC03 i1="09" i2="X" l="ENG">
<s0>Terpenoid</s0>
<s2>FX</s2>
<s5>10</s5>
</fC03>
<fC03 i1="09" i2="X" l="SPA">
<s0>Terpenoide</s0>
<s2>FX</s2>
<s5>10</s5>
</fC03>
<fC03 i1="10" i2="X" l="FRE">
<s0>Composé pentacyclique</s0>
<s5>12</s5>
</fC03>
<fC03 i1="10" i2="X" l="ENG">
<s0>Pentacyclic compound</s0>
<s5>12</s5>
</fC03>
<fC03 i1="10" i2="X" l="SPA">
<s0>Compuesto pentacíclico</s0>
<s5>12</s5>
</fC03>
<fC03 i1="11" i2="X" l="FRE">
<s0>Enone</s0>
<s5>13</s5>
</fC03>
<fC03 i1="11" i2="X" l="ENG">
<s0>Enone</s0>
<s5>13</s5>
</fC03>
<fC03 i1="11" i2="X" l="SPA">
<s0>Enona</s0>
<s5>13</s5>
</fC03>
<fC03 i1="12" i2="X" l="FRE">
<s0>Glycosylamine</s0>
<s5>14</s5>
</fC03>
<fC03 i1="12" i2="X" l="ENG">
<s0>Glycosylamine</s0>
<s5>14</s5>
</fC03>
<fC03 i1="12" i2="X" l="SPA">
<s0>Glicosilamina</s0>
<s5>14</s5>
</fC03>
<fC03 i1="13" i2="X" l="FRE">
<s0>Glycopeptide</s0>
<s5>15</s5>
</fC03>
<fC03 i1="13" i2="X" l="ENG">
<s0>Glycopeptide</s0>
<s5>15</s5>
</fC03>
<fC03 i1="13" i2="X" l="SPA">
<s0>Glicopéptido</s0>
<s5>15</s5>
</fC03>
<fC03 i1="14" i2="X" l="FRE">
<s0>Antiviral</s0>
<s5>17</s5>
</fC03>
<fC03 i1="14" i2="X" l="ENG">
<s0>Antiviral</s0>
<s5>17</s5>
</fC03>
<fC03 i1="14" i2="X" l="SPA">
<s0>Antiviral</s0>
<s5>17</s5>
</fC03>
<fC03 i1="15" i2="X" l="FRE">
<s0>Coronavirus</s0>
<s2>NW</s2>
<s5>18</s5>
</fC03>
<fC03 i1="15" i2="X" l="ENG">
<s0>Coronavirus</s0>
<s2>NW</s2>
<s5>18</s5>
</fC03>
<fC03 i1="15" i2="X" l="SPA">
<s0>Coronavirus</s0>
<s2>NW</s2>
<s5>18</s5>
</fC03>
<fC03 i1="16" i2="X" l="FRE">
<s0>Syndrome respiratoire aigu sévère</s0>
<s2>NM</s2>
<s5>19</s5>
</fC03>
<fC03 i1="16" i2="X" l="ENG">
<s0>Severe acute respiratory syndrome</s0>
<s2>NM</s2>
<s5>19</s5>
</fC03>
<fC03 i1="16" i2="X" l="SPA">
<s0>Síndrome respiratorio agudo severo</s0>
<s2>NM</s2>
<s5>19</s5>
</fC03>
<fC03 i1="17" i2="X" l="FRE">
<s0>In vitro</s0>
<s5>20</s5>
</fC03>
<fC03 i1="17" i2="X" l="ENG">
<s0>In vitro</s0>
<s5>20</s5>
</fC03>
<fC03 i1="17" i2="X" l="SPA">
<s0>In vitro</s0>
<s5>20</s5>
</fC03>
<fC07 i1="01" i2="X" l="FRE">
<s0>Coronaviridae</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="01" i2="X" l="ENG">
<s0>Coronaviridae</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="01" i2="X" l="SPA">
<s0>Coronaviridae</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="02" i2="X" l="FRE">
<s0>Nidovirales</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="02" i2="X" l="ENG">
<s0>Nidovirales</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="02" i2="X" l="SPA">
<s0>Nidovirales</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="03" i2="X" l="FRE">
<s0>Virus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="03" i2="X" l="ENG">
<s0>Virus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="03" i2="X" l="SPA">
<s0>Virus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="04" i2="X" l="FRE">
<s0>Virose</s0>
</fC07>
<fC07 i1="04" i2="X" l="ENG">
<s0>Viral disease</s0>
</fC07>
<fC07 i1="04" i2="X" l="SPA">
<s0>Virosis</s0>
</fC07>
<fC07 i1="05" i2="X" l="FRE">
<s0>Infection</s0>
</fC07>
<fC07 i1="05" i2="X" l="ENG">
<s0>Infection</s0>
</fC07>
<fC07 i1="05" i2="X" l="SPA">
<s0>Infección</s0>
</fC07>
<fN21>
<s1>164</s1>
</fN21>
<fN44 i1="01">
<s1>PSI</s1>
</fN44>
<fN82>
<s1>PSI</s1>
</fN82>
</pA>
</standard>
<server>
<NO>PASCAL 05-0238636 INIST</NO>
<ET>Antiviral activity of glycyrrhizic acid derivatives against SARS-coronavirus</ET>
<AU>HOEVER (Gerold); BALTINA (Lidia); MICHAELIS (Martin); KONDRATENKO (Rimma); BALTINA (Lia); TOLSTIKOV (Genrich A.); DOERR (Hans W.); CINATL (Jindrich JR)</AU>
<AF>Institute of Medical Virology, Johann Wolfgang Goethe University Frankfurt, Paul-Ehrlich-Strasse 40/60596 Frankfurt/Allemagne (1 aut., 3 aut., 7 aut., 8 aut.); Institute of Organic Chemistry, Ufa Research Centre of Russian Academy of Sciences, Prospect Oktyabrya, 71/450054, Ufa/Russie (2 aut., 4 aut., 5 aut., 6 aut.)</AF>
<DT>Publication en série; Niveau analytique</DT>
<SO>Journal of medicinal chemistry : (Print); ISSN 0022-2623; Coden JMCMAR; Etats-Unis; Da. 2005; Vol. 48; No. 4; Pp. 1256-1259; Bibl. 29 ref.</SO>
<LA>Anglais</LA>
<EA>Glycyrrhizin (GL) was shown to inhibit SARS-coronavirus (SARS-CoV) replication in vitro. Here the anti-SARS-CoV activity of 15 GL derivatives was tested. The introduction of 2-acetamido-β-D-glucopyranosylamine into the glycoside chain of GL resulted in 10-fold increased anti-SARS-CoV activity compared to GL. Amides of GL and conjugates of GL with two amino acid residues and a free 30-COOH function presented up to 70-fold increased activity against SARS-CoV but also increased cytotoxicity resulting in decreased selectivity index.</EA>
<CC>002B02S05</CC>
<FD>Relation structure activité; Synthèse chimique; Glycyrrhizique acide; Saponine; Oléanane dérivé; Acide uronique; Glycoside; Triterpène; Terpénoïde; Composé pentacyclique; Enone; Glycosylamine; Glycopeptide; Antiviral; Coronavirus; Syndrome respiratoire aigu sévère; In vitro</FD>
<FG>Coronaviridae; Nidovirales; Virus; Virose; Infection</FG>
<ED>Structure activity relation; Chemical synthesis; Glycyrrhizic acid; Saponin; Oleanane derivatives; Uronic acid; Glycoside; Triterpene; Terpenoid; Pentacyclic compound; Enone; Glycosylamine; Glycopeptide; Antiviral; Coronavirus; Severe acute respiratory syndrome; In vitro</ED>
<EG>Coronaviridae; Nidovirales; Virus; Viral disease; Infection</EG>
<SD>Relación estructura actividad; Síntesis química; Glicirrícico ácido; Saponina; Oleanano derivado; Acido urónico; Glicósido; Triterpeno; Terpenoide; Compuesto pentacíclico; Enona; Glicosilamina; Glicopéptido; Antiviral; Coronavirus; Síndrome respiratorio agudo severo; In vitro</SD>
<LO>INIST-9165.354000127045660370</LO>
<ID>05-0238636</ID>
</server>
</inist>
</record>

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