Sterol analogues with diamide side chains interfere with the intracellular localization of viral glycoproteins
The need to develop novel antiviral agents encouraged us to assess the antiviral activity of synthetic sterol analogues with a diamide side chains. Cytotoxicity and antiviral activity of a family of azasterol previously synthesized was evaluated against herpes simplex virus 1 (HSV-1) (KOS and B2006)...
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todo:paper_0006291X_v427_n1_p107_Davola2023-10-03T14:04:01Z Sterol analogues with diamide side chains interfere with the intracellular localization of viral glycoproteins Dávola, M.E. Alonso, F. Cabrera, G.M. Ramírez, J.A. Barquero, A.A. Antiviral Azasterol Glycoprotein transport HSV-1 Ugi reaction VSV azacosterol diamide glycoprotein D n [(tert butylcarbamoyl)methyl] n (2 chlorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (2 ethyl 6 methylphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (2 fluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (3 trifluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (3,4 dichlorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 fluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 methoxyphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 methylphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide unclassified drug virus glycoprotein animal cell antiviral activity article chemical reaction drug synthesis fluorescence analysis Herpes simplex virus 1 nonhuman priority journal protein localization virogenesis virus inhibition Antiviral Agents Diamide Herpesvirus 1, Human Humans Intracellular Space Sterols Viral Envelope Proteins Virus Replication Human herpesvirus 1 Vesicular stomatitis virus The need to develop novel antiviral agents encouraged us to assess the antiviral activity of synthetic sterol analogues with a diamide side chains. Cytotoxicity and antiviral activity of a family of azasterol previously synthesized was evaluated against herpes simplex virus 1 (HSV-1) (KOS and B2006) and vesicular stomatitis virus (VSV). This family of compounds was extended by the synthesis of novel analogs using an Ugi multicomponent reaction and their ability to inhibit viral multiplication was also evaluated. The results show that some of the compounds tested exert an antiviral activity. Besides, the effect of the azasterols on the intracellular localization of viral glycoproteins was examined. Strikingly, alteration on the glycoprotein D (gD) of HSV-1 fluorescence pattern was observed with both the antiherpetic compounds and the inactive azasterols. © 2012 Elsevier Inc. Fil:Cabrera, G.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Ramírez, J.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Barquero, A.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_0006291X_v427_n1_p107_Davola |
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Universidad de Buenos Aires |
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I-28 |
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R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Antiviral Azasterol Glycoprotein transport HSV-1 Ugi reaction VSV azacosterol diamide glycoprotein D n [(tert butylcarbamoyl)methyl] n (2 chlorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (2 ethyl 6 methylphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (2 fluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (3 trifluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (3,4 dichlorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 fluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 methoxyphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 methylphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide unclassified drug virus glycoprotein animal cell antiviral activity article chemical reaction drug synthesis fluorescence analysis Herpes simplex virus 1 nonhuman priority journal protein localization virogenesis virus inhibition Antiviral Agents Diamide Herpesvirus 1, Human Humans Intracellular Space Sterols Viral Envelope Proteins Virus Replication Human herpesvirus 1 Vesicular stomatitis virus |
| spellingShingle |
Antiviral Azasterol Glycoprotein transport HSV-1 Ugi reaction VSV azacosterol diamide glycoprotein D n [(tert butylcarbamoyl)methyl] n (2 chlorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (2 ethyl 6 methylphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (2 fluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (3 trifluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (3,4 dichlorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 fluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 methoxyphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 methylphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide unclassified drug virus glycoprotein animal cell antiviral activity article chemical reaction drug synthesis fluorescence analysis Herpes simplex virus 1 nonhuman priority journal protein localization virogenesis virus inhibition Antiviral Agents Diamide Herpesvirus 1, Human Humans Intracellular Space Sterols Viral Envelope Proteins Virus Replication Human herpesvirus 1 Vesicular stomatitis virus Dávola, M.E. Alonso, F. Cabrera, G.M. Ramírez, J.A. Barquero, A.A. Sterol analogues with diamide side chains interfere with the intracellular localization of viral glycoproteins |
| topic_facet |
Antiviral Azasterol Glycoprotein transport HSV-1 Ugi reaction VSV azacosterol diamide glycoprotein D n [(tert butylcarbamoyl)methyl] n (2 chlorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (2 ethyl 6 methylphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (2 fluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (3 trifluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (3,4 dichlorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 fluorophenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 methoxyphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide n [(tert butylcarbamoyl)methyl] n (4 methylphenyl) 3beta hydroxyandrost 5 ene 17beta carboxamide unclassified drug virus glycoprotein animal cell antiviral activity article chemical reaction drug synthesis fluorescence analysis Herpes simplex virus 1 nonhuman priority journal protein localization virogenesis virus inhibition Antiviral Agents Diamide Herpesvirus 1, Human Humans Intracellular Space Sterols Viral Envelope Proteins Virus Replication Human herpesvirus 1 Vesicular stomatitis virus |
| description |
The need to develop novel antiviral agents encouraged us to assess the antiviral activity of synthetic sterol analogues with a diamide side chains. Cytotoxicity and antiviral activity of a family of azasterol previously synthesized was evaluated against herpes simplex virus 1 (HSV-1) (KOS and B2006) and vesicular stomatitis virus (VSV). This family of compounds was extended by the synthesis of novel analogs using an Ugi multicomponent reaction and their ability to inhibit viral multiplication was also evaluated. The results show that some of the compounds tested exert an antiviral activity. Besides, the effect of the azasterols on the intracellular localization of viral glycoproteins was examined. Strikingly, alteration on the glycoprotein D (gD) of HSV-1 fluorescence pattern was observed with both the antiherpetic compounds and the inactive azasterols. © 2012 Elsevier Inc. |
| format |
JOUR |
| author |
Dávola, M.E. Alonso, F. Cabrera, G.M. Ramírez, J.A. Barquero, A.A. |
| author_facet |
Dávola, M.E. Alonso, F. Cabrera, G.M. Ramírez, J.A. Barquero, A.A. |
| author_sort |
Dávola, M.E. |
| title |
Sterol analogues with diamide side chains interfere with the intracellular localization of viral glycoproteins |
| title_short |
Sterol analogues with diamide side chains interfere with the intracellular localization of viral glycoproteins |
| title_full |
Sterol analogues with diamide side chains interfere with the intracellular localization of viral glycoproteins |
| title_fullStr |
Sterol analogues with diamide side chains interfere with the intracellular localization of viral glycoproteins |
| title_full_unstemmed |
Sterol analogues with diamide side chains interfere with the intracellular localization of viral glycoproteins |
| title_sort |
sterol analogues with diamide side chains interfere with the intracellular localization of viral glycoproteins |
| url |
http://hdl.handle.net/20.500.12110/paper_0006291X_v427_n1_p107_Davola |
| work_keys_str_mv |
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1807317752288903168 |