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Synthesis of novel test compounds for antiviral chemotherapy of severe acute respiratory syndrome (SARS)

Identifieur interne : 000576 ( PascalFrancis/Corpus ); précédent : 000575; suivant : 000577

Synthesis of novel test compounds for antiviral chemotherapy of severe acute respiratory syndrome (SARS)

Auteurs : Andreas J. Kesel

Source :

RBID : Pascal:05-0492308

Descripteurs français

English descriptors

Abstract

This contribution reviews the synthesis of a range of experimental drugs designed for and aiming at antiviral chemotherapy of severe acute respiratory syndrome (SARS) coronavirus (SARS-CoV)-induced human disease conditions. The selection of 25 test materials includes eleven trioxa-adamantane-triols (TATs) [BN, IBNCA, ABNCA, VANBA, ethylVANBA, euBN, euVANBA, ansaBN, Ehrlich BN, [6]prismaneBN, nitrodiBN], trivially termed bananins, one trioxa-adamantan-ol (TAO) THYMOBA, one bis-bananin pi-bananin (piBN), one triazaadamantane delta-bananin (deltaBN), seven potential nucleic acid-binding drugs (XBQC, INDO, PivINDO, AZTRION, AZADO, AZOCYS, AZOGALL), one potential antiviral interferon-inducer and distant nucleoside analog diazon, one potential HIV protein Vif antagonist AZODIAZON, one folic acid-diazon condensate DIAZONOFOL, and one special nucleoside analog (fructoinosine/fructovir). Four of the eleven bananins (BN, IBNCA, VANBA, euBN) were already demonstrated to constitute effective inhibitors of SARS-CoV NSP10/nsp13 RNA/DNA helicase/NTPase protein ATPase enzymatic function. Bananin (BN) was an effective inhibitor of both SARS-CoV RNA/DNA helicase nucleic acid unwinding function and SARS-CoV (Coronaviridae, Coronavirus) RNA-viral replication in cell culture. In , at least one selected compound of the synthesized test materials represents an interesting drug candidate for treatment of SARS-CoV-induced human disease (SARS). Viewed in aspects of organic chemistry [6]prismaneBN and nitrodiBN are the first true hexaprismane derivatives synthesized, and all reported compounds are entirely new.

Notice en format standard (ISO 2709)

Pour connaître la documentation sur le format Inist Standard.

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A03   1    @0 Curr. med. chem.
A05       @2 12
A06       @2 18
A08 01  1  ENG  @1 Synthesis of novel test compounds for antiviral chemotherapy of severe acute respiratory syndrome (SARS)
A11 01  1    @1 KESEL (Andreas J.)
A14 01      @2 Chammiinsterstr. 47, 81827 München @3 DEU @Z 1 aut.
A20       @1 2095-2162
A21       @1 2005
A23 01      @0 ENG
A43 01      @1 INIST @2 22999 @5 354000132425740040
A44       @0 0000 @1 © 2005 INIST-CNRS. All rights reserved.
A45       @0 344 ref.
A47 01  1    @0 05-0492308
A60       @1 P
A61       @0 A
A64 01  1    @0 Current medicinal chemistry
A66 01      @0 NLD
C01 01    ENG  @0 This contribution reviews the synthesis of a range of experimental drugs designed for and aiming at antiviral chemotherapy of severe acute respiratory syndrome (SARS) coronavirus (SARS-CoV)-induced human disease conditions. The selection of 25 test materials includes eleven trioxa-adamantane-triols (TATs) [BN, IBNCA, ABNCA, VANBA, ethylVANBA, euBN, euVANBA, ansaBN, Ehrlich BN, [6]prismaneBN, nitrodiBN], trivially termed bananins, one trioxa-adamantan-ol (TAO) THYMOBA, one bis-bananin pi-bananin (piBN), one triazaadamantane delta-bananin (deltaBN), seven potential nucleic acid-binding drugs (XBQC, INDO, PivINDO, AZTRION, AZADO, AZOCYS, AZOGALL), one potential antiviral interferon-inducer and distant nucleoside analog diazon, one potential HIV protein Vif antagonist AZODIAZON, one folic acid-diazon condensate DIAZONOFOL, and one special nucleoside analog (fructoinosine/fructovir). Four of the eleven bananins (BN, IBNCA, VANBA, euBN) were already demonstrated to constitute effective inhibitors of SARS-CoV NSP10/nsp13 RNA/DNA helicase/NTPase protein ATPase enzymatic function. Bananin (BN) was an effective inhibitor of both SARS-CoV RNA/DNA helicase nucleic acid unwinding function and SARS-CoV (Coronaviridae, Coronavirus) RNA-viral replication in cell culture. In , at least one selected compound of the synthesized test materials represents an interesting drug candidate for treatment of SARS-CoV-induced human disease (SARS). Viewed in aspects of organic chemistry [6]prismaneBN and nitrodiBN are the first true hexaprismane derivatives synthesized, and all reported compounds are entirely new.
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C03 02  X  SPA  @0 Antiviral @5 02
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C03 03  X  SPA  @0 Quimioterapia @5 03
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C03 04  X  SPA  @0 Síndrome respiratorio agudo severo @2 NM @5 04
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C03 07  X  SPA  @0 Gravimetría @5 07
C03 08  X  FRE  @0 Spectrométrie UV @5 08
C03 08  X  ENG  @0 Ultraviolet spectrometry @5 08
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C03 11  X  SPA  @0 Correlación heteronuclear @5 11
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C03 20  X  FRE  @0 Prismane dérivé @2 NK @4 INC @5 78
C03 21  X  FRE  @0 Indolo[2,3-b]quinoxaline dérivé @2 NK @4 INC @5 79
C07 01  X  FRE  @0 Virose
C07 01  X  ENG  @0 Viral disease
C07 01  X  SPA  @0 Virosis
C07 02  X  FRE  @0 Infection
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N21       @1 346

Format Inist (serveur)

NO : PASCAL 05-0492308 INIST
ET : Synthesis of novel test compounds for antiviral chemotherapy of severe acute respiratory syndrome (SARS)
AU : KESEL (Andreas J.)
AF : Chammiinsterstr. 47, 81827 München/Allemagne (1 aut.)
DT : Publication en série; Niveau analytique
SO : Current medicinal chemistry; ISSN 0929-8673; Pays-Bas; Da. 2005; Vol. 12; No. 18; Pp. 2095-2162; Bibl. 344 ref.
LA : Anglais
EA : This contribution reviews the synthesis of a range of experimental drugs designed for and aiming at antiviral chemotherapy of severe acute respiratory syndrome (SARS) coronavirus (SARS-CoV)-induced human disease conditions. The selection of 25 test materials includes eleven trioxa-adamantane-triols (TATs) [BN, IBNCA, ABNCA, VANBA, ethylVANBA, euBN, euVANBA, ansaBN, Ehrlich BN, [6]prismaneBN, nitrodiBN], trivially termed bananins, one trioxa-adamantan-ol (TAO) THYMOBA, one bis-bananin pi-bananin (piBN), one triazaadamantane delta-bananin (deltaBN), seven potential nucleic acid-binding drugs (XBQC, INDO, PivINDO, AZTRION, AZADO, AZOCYS, AZOGALL), one potential antiviral interferon-inducer and distant nucleoside analog diazon, one potential HIV protein Vif antagonist AZODIAZON, one folic acid-diazon condensate DIAZONOFOL, and one special nucleoside analog (fructoinosine/fructovir). Four of the eleven bananins (BN, IBNCA, VANBA, euBN) were already demonstrated to constitute effective inhibitors of SARS-CoV NSP10/nsp13 RNA/DNA helicase/NTPase protein ATPase enzymatic function. Bananin (BN) was an effective inhibitor of both SARS-CoV RNA/DNA helicase nucleic acid unwinding function and SARS-CoV (Coronaviridae, Coronavirus) RNA-viral replication in cell culture. In , at least one selected compound of the synthesized test materials represents an interesting drug candidate for treatment of SARS-CoV-induced human disease (SARS). Viewed in aspects of organic chemistry [6]prismaneBN and nitrodiBN are the first true hexaprismane derivatives synthesized, and all reported compounds are entirely new.
CC : 002B02S05
FD : Synthèse chimique; Antiviral; Chimiothérapie; Syndrome respiratoire aigu sévère; Article synthèse; Relation structure activité; Gravimétrie; Spectrométrie UV; Spectrométrie IR; Spectrométrie RMN; Corrélation hétéronucléaire; Composé cage; Orthoester; Hétérocycle azote; Protéomique; Réplication; Virus syndrome respiratoire aigu sévère; Bananine; 2,8,9-Trioxaadamantane-3,5,7-triol dérivé; Prismane dérivé; Indolo[2,3-b]quinoxaline dérivé
FG : Virose; Infection; Coronavirus; Coronaviridae; Nidovirales; Virus; Appareil respiratoire pathologie
ED : Chemical synthesis; Antiviral; Chemotherapy; Severe acute respiratory syndrome; Review; Structure activity relation; Gravimetric analysis; Ultraviolet spectrometry; Infrared spectrometry; NMR spectrometry; Heteronuclear correlation; Cage compound; Orthoester; Nitrogen heterocycle; Proteomics; Replication; Severe acute respiratory syndrome virus
EG : Viral disease; Infection; Coronavirus; Coronaviridae; Nidovirales; Virus; Respiratory disease
SD : Síntesis química; Antiviral; Quimioterapia; Síndrome respiratorio agudo severo; Artículo síntesis; Relación estructura actividad; Gravimetría; Espectrometría UV; Espectrometría IR; Espectrometría RMN; Correlación heteronuclear; Compuesto jaula; Ortoester; Heterociclo nitrógeno; Proteómica; Replicación; Severe acute respiratory syndrome virus
LO : INIST-22999.354000132425740040
ID : 05-0492308

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Pascal:05-0492308

Le document en format XML

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<fC03 i1="06" i2="X" l="ENG">
<s0>Structure activity relation</s0>
<s5>06</s5>
</fC03>
<fC03 i1="06" i2="X" l="SPA">
<s0>Relación estructura actividad</s0>
<s5>06</s5>
</fC03>
<fC03 i1="07" i2="X" l="FRE">
<s0>Gravimétrie</s0>
<s5>07</s5>
</fC03>
<fC03 i1="07" i2="X" l="ENG">
<s0>Gravimetric analysis</s0>
<s5>07</s5>
</fC03>
<fC03 i1="07" i2="X" l="SPA">
<s0>Gravimetría</s0>
<s5>07</s5>
</fC03>
<fC03 i1="08" i2="X" l="FRE">
<s0>Spectrométrie UV</s0>
<s5>08</s5>
</fC03>
<fC03 i1="08" i2="X" l="ENG">
<s0>Ultraviolet spectrometry</s0>
<s5>08</s5>
</fC03>
<fC03 i1="08" i2="X" l="SPA">
<s0>Espectrometría UV</s0>
<s5>08</s5>
</fC03>
<fC03 i1="09" i2="X" l="FRE">
<s0>Spectrométrie IR</s0>
<s5>09</s5>
</fC03>
<fC03 i1="09" i2="X" l="ENG">
<s0>Infrared spectrometry</s0>
<s5>09</s5>
</fC03>
<fC03 i1="09" i2="X" l="SPA">
<s0>Espectrometría IR</s0>
<s5>09</s5>
</fC03>
<fC03 i1="10" i2="X" l="FRE">
<s0>Spectrométrie RMN</s0>
<s5>10</s5>
</fC03>
<fC03 i1="10" i2="X" l="ENG">
<s0>NMR spectrometry</s0>
<s5>10</s5>
</fC03>
<fC03 i1="10" i2="X" l="SPA">
<s0>Espectrometría RMN</s0>
<s5>10</s5>
</fC03>
<fC03 i1="11" i2="X" l="FRE">
<s0>Corrélation hétéronucléaire</s0>
<s5>11</s5>
</fC03>
<fC03 i1="11" i2="X" l="ENG">
<s0>Heteronuclear correlation</s0>
<s5>11</s5>
</fC03>
<fC03 i1="11" i2="X" l="SPA">
<s0>Correlación heteronuclear</s0>
<s5>11</s5>
</fC03>
<fC03 i1="12" i2="X" l="FRE">
<s0>Composé cage</s0>
<s5>12</s5>
</fC03>
<fC03 i1="12" i2="X" l="ENG">
<s0>Cage compound</s0>
<s5>12</s5>
</fC03>
<fC03 i1="12" i2="X" l="SPA">
<s0>Compuesto jaula</s0>
<s5>12</s5>
</fC03>
<fC03 i1="13" i2="X" l="FRE">
<s0>Orthoester</s0>
<s5>13</s5>
</fC03>
<fC03 i1="13" i2="X" l="ENG">
<s0>Orthoester</s0>
<s5>13</s5>
</fC03>
<fC03 i1="13" i2="X" l="SPA">
<s0>Ortoester</s0>
<s5>13</s5>
</fC03>
<fC03 i1="14" i2="X" l="FRE">
<s0>Hétérocycle azote</s0>
<s5>14</s5>
</fC03>
<fC03 i1="14" i2="X" l="ENG">
<s0>Nitrogen heterocycle</s0>
<s5>14</s5>
</fC03>
<fC03 i1="14" i2="X" l="SPA">
<s0>Heterociclo nitrógeno</s0>
<s5>14</s5>
</fC03>
<fC03 i1="15" i2="X" l="FRE">
<s0>Protéomique</s0>
<s5>15</s5>
</fC03>
<fC03 i1="15" i2="X" l="ENG">
<s0>Proteomics</s0>
<s5>15</s5>
</fC03>
<fC03 i1="15" i2="X" l="SPA">
<s0>Proteómica</s0>
<s5>15</s5>
</fC03>
<fC03 i1="16" i2="X" l="FRE">
<s0>Réplication</s0>
<s5>16</s5>
</fC03>
<fC03 i1="16" i2="X" l="ENG">
<s0>Replication</s0>
<s5>16</s5>
</fC03>
<fC03 i1="16" i2="X" l="SPA">
<s0>Replicación</s0>
<s5>16</s5>
</fC03>
<fC03 i1="17" i2="X" l="FRE">
<s0>Virus syndrome respiratoire aigu sévère</s0>
<s2>NW</s2>
<s5>17</s5>
</fC03>
<fC03 i1="17" i2="X" l="ENG">
<s0>Severe acute respiratory syndrome virus</s0>
<s2>NW</s2>
<s5>17</s5>
</fC03>
<fC03 i1="17" i2="X" l="SPA">
<s0>Severe acute respiratory syndrome virus</s0>
<s2>NW</s2>
<s5>17</s5>
</fC03>
<fC03 i1="18" i2="X" l="FRE">
<s0>Bananine</s0>
<s2>NK</s2>
<s4>INC</s4>
<s5>76</s5>
</fC03>
<fC03 i1="19" i2="X" l="FRE">
<s0>2,8,9-Trioxaadamantane-3,5,7-triol dérivé</s0>
<s2>NK</s2>
<s4>INC</s4>
<s5>77</s5>
</fC03>
<fC03 i1="20" i2="X" l="FRE">
<s0>Prismane dérivé</s0>
<s2>NK</s2>
<s4>INC</s4>
<s5>78</s5>
</fC03>
<fC03 i1="21" i2="X" l="FRE">
<s0>Indolo[2,3-b]quinoxaline dérivé</s0>
<s2>NK</s2>
<s4>INC</s4>
<s5>79</s5>
</fC03>
<fC07 i1="01" i2="X" l="FRE">
<s0>Virose</s0>
</fC07>
<fC07 i1="01" i2="X" l="ENG">
<s0>Viral disease</s0>
</fC07>
<fC07 i1="01" i2="X" l="SPA">
<s0>Virosis</s0>
</fC07>
<fC07 i1="02" i2="X" l="FRE">
<s0>Infection</s0>
</fC07>
<fC07 i1="02" i2="X" l="ENG">
<s0>Infection</s0>
</fC07>
<fC07 i1="02" i2="X" l="SPA">
<s0>Infección</s0>
</fC07>
<fC07 i1="03" i2="X" l="FRE">
<s0>Coronavirus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="03" i2="X" l="ENG">
<s0>Coronavirus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="03" i2="X" l="SPA">
<s0>Coronavirus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="04" i2="X" l="FRE">
<s0>Coronaviridae</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="04" i2="X" l="ENG">
<s0>Coronaviridae</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="04" i2="X" l="SPA">
<s0>Coronaviridae</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="05" i2="X" l="FRE">
<s0>Nidovirales</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="05" i2="X" l="ENG">
<s0>Nidovirales</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="05" i2="X" l="SPA">
<s0>Nidovirales</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="06" i2="X" l="FRE">
<s0>Virus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="06" i2="X" l="ENG">
<s0>Virus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="06" i2="X" l="SPA">
<s0>Virus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="07" i2="X" l="FRE">
<s0>Appareil respiratoire pathologie</s0>
<s5>53</s5>
</fC07>
<fC07 i1="07" i2="X" l="ENG">
<s0>Respiratory disease</s0>
<s5>53</s5>
</fC07>
<fC07 i1="07" i2="X" l="SPA">
<s0>Aparato respiratorio patología</s0>
<s5>53</s5>
</fC07>
<fN21>
<s1>346</s1>
</fN21>
</pA>
</standard>
<server>
<NO>PASCAL 05-0492308 INIST</NO>
<ET>Synthesis of novel test compounds for antiviral chemotherapy of severe acute respiratory syndrome (SARS)</ET>
<AU>KESEL (Andreas J.)</AU>
<AF>Chammiinsterstr. 47, 81827 München/Allemagne (1 aut.)</AF>
<DT>Publication en série; Niveau analytique</DT>
<SO>Current medicinal chemistry; ISSN 0929-8673; Pays-Bas; Da. 2005; Vol. 12; No. 18; Pp. 2095-2162; Bibl. 344 ref.</SO>
<LA>Anglais</LA>
<EA>This contribution reviews the synthesis of a range of experimental drugs designed for and aiming at antiviral chemotherapy of severe acute respiratory syndrome (SARS) coronavirus (SARS-CoV)-induced human disease conditions. The selection of 25 test materials includes eleven trioxa-adamantane-triols (TATs) [BN, IBNCA, ABNCA, VANBA, ethylVANBA, euBN, euVANBA, ansaBN, Ehrlich BN, [6]prismaneBN, nitrodiBN], trivially termed bananins, one trioxa-adamantan-ol (TAO) THYMOBA, one bis-bananin pi-bananin (piBN), one triazaadamantane delta-bananin (deltaBN), seven potential nucleic acid-binding drugs (XBQC, INDO, PivINDO, AZTRION, AZADO, AZOCYS, AZOGALL), one potential antiviral interferon-inducer and distant nucleoside analog diazon, one potential HIV protein Vif antagonist AZODIAZON, one folic acid-diazon condensate DIAZONOFOL, and one special nucleoside analog (fructoinosine/fructovir). Four of the eleven bananins (BN, IBNCA, VANBA, euBN) were already demonstrated to constitute effective inhibitors of SARS-CoV NSP10/nsp13 RNA/DNA helicase/NTPase protein ATPase enzymatic function. Bananin (BN) was an effective inhibitor of both SARS-CoV RNA/DNA helicase nucleic acid unwinding function and SARS-CoV (Coronaviridae, Coronavirus) RNA-viral replication in cell culture. In , at least one selected compound of the synthesized test materials represents an interesting drug candidate for treatment of SARS-CoV-induced human disease (SARS). Viewed in aspects of organic chemistry [6]prismaneBN and nitrodiBN are the first true hexaprismane derivatives synthesized, and all reported compounds are entirely new.</EA>
<CC>002B02S05</CC>
<FD>Synthèse chimique; Antiviral; Chimiothérapie; Syndrome respiratoire aigu sévère; Article synthèse; Relation structure activité; Gravimétrie; Spectrométrie UV; Spectrométrie IR; Spectrométrie RMN; Corrélation hétéronucléaire; Composé cage; Orthoester; Hétérocycle azote; Protéomique; Réplication; Virus syndrome respiratoire aigu sévère; Bananine; 2,8,9-Trioxaadamantane-3,5,7-triol dérivé; Prismane dérivé; Indolo[2,3-b]quinoxaline dérivé</FD>
<FG>Virose; Infection; Coronavirus; Coronaviridae; Nidovirales; Virus; Appareil respiratoire pathologie</FG>
<ED>Chemical synthesis; Antiviral; Chemotherapy; Severe acute respiratory syndrome; Review; Structure activity relation; Gravimetric analysis; Ultraviolet spectrometry; Infrared spectrometry; NMR spectrometry; Heteronuclear correlation; Cage compound; Orthoester; Nitrogen heterocycle; Proteomics; Replication; Severe acute respiratory syndrome virus</ED>
<EG>Viral disease; Infection; Coronavirus; Coronaviridae; Nidovirales; Virus; Respiratory disease</EG>
<SD>Síntesis química; Antiviral; Quimioterapia; Síndrome respiratorio agudo severo; Artículo síntesis; Relación estructura actividad; Gravimetría; Espectrometría UV; Espectrometría IR; Espectrometría RMN; Correlación heteronuclear; Compuesto jaula; Ortoester; Heterociclo nitrógeno; Proteómica; Replicación; Severe acute respiratory syndrome virus</SD>
<LO>INIST-22999.354000132425740040</LO>
<ID>05-0492308</ID>
</server>
</inist>
</record>

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