Antiviral effect of brassinosteroids against herpes virus and arenaviruses

A natural brassinosteroid and a series of synthetic derivatives were found to be good inhibitors of herpes simplex virus type 1 (HSV-1) and arenavirus replication in cell culture. The synthetic compounds tested were analogues of the 24(S) ethylbrassinone. Compounds (22R,23R,24S)-2α, 3α,5α,22,23-pent...

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Autores principales: Wachsman, M.B., López, E.M.F., Ramirez, J.A., Galagovsky, L.R., Coto, C.E.
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_09563202_v11_n1_p71_Wachsman
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spelling todo:paper_09563202_v11_n1_p71_Wachsman2023-10-03T15:51:52Z Antiviral effect of brassinosteroids against herpes virus and arenaviruses Wachsman, M.B. López, E.M.F. Ramirez, J.A. Galagovsky, L.R. Coto, C.E. Arenaviruses Brassinosteroids Herpes simplex virus type 1 Junin virus aciclovir antivirus agent brassinosteroid animal cell antiviral activity Arenavirus article controlled study drug cytotoxicity Herpes simplex virus 1 Herpes virus Junin virus nonhuman priority journal Vero cell virogenesis virus replication A natural brassinosteroid and a series of synthetic derivatives were found to be good inhibitors of herpes simplex virus type 1 (HSV-1) and arenavirus replication in cell culture. The synthetic compounds tested were analogues of the 24(S) ethylbrassinone. Compounds (22R,23R,24S)-2α, 3α,5α,22,23-pentahydroxy-stigmastan-6-one and (22R,23R,24S)-3β-bromo-5α,22,23-trihydroxy stigm-astan-6-one were cytotoxic at concentrations of 20-40 μM. (22S,23S,24S)-2α,3α,22,23-tetrahydroxy-5α,stigmastan-6-one, (22R,23R,24S)-3β-acetoxy-22,23-dihydroxy-5α-cholestan-6-one, (22S,23S,24S)-3β-bromo-22,23-dihydroxy-5α-chol-estan-6-one and (22S,23S,24S)-3β-bromo-5α,22,23-trihydroxy-stigmastan-6-one were the most active of the series against HSV-1, with selectivity index (SI) values (CC50/EC50) ranging from 10.6 to 16.5. The majority of the compounds were potent inhibitors of arenaviruses, (22S,23S,24S)-3β-bromo-5α,22,23-trihydroxy-stig-mastan-6-one being the most active, with SI values of 307.8 and 692.5 for Tacaribe and Junin viruses, respectively. The antiviral activity of brassinosteroid derivatives was not because of direct inactivation; time-of-addition experiments suggested that a late step in HSV-1 multiplication was affected, whereas arenaviruses remained susceptible to the compounds throughout the replicative cycle. Fil:Wachsman, M.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:López, E.M.F. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Ramirez, J.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Coto, C.E. 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_09563202_v11_n1_p71_Wachsman
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Arenaviruses
Brassinosteroids
Herpes simplex virus type 1
Junin virus
aciclovir
antivirus agent
brassinosteroid
animal cell
antiviral activity
Arenavirus
article
controlled study
drug cytotoxicity
Herpes simplex virus 1
Herpes virus
Junin virus
nonhuman
priority journal
Vero cell
virogenesis
virus replication
spellingShingle Arenaviruses
Brassinosteroids
Herpes simplex virus type 1
Junin virus
aciclovir
antivirus agent
brassinosteroid
animal cell
antiviral activity
Arenavirus
article
controlled study
drug cytotoxicity
Herpes simplex virus 1
Herpes virus
Junin virus
nonhuman
priority journal
Vero cell
virogenesis
virus replication
Wachsman, M.B.
López, E.M.F.
Ramirez, J.A.
Galagovsky, L.R.
Coto, C.E.
Antiviral effect of brassinosteroids against herpes virus and arenaviruses
topic_facet Arenaviruses
Brassinosteroids
Herpes simplex virus type 1
Junin virus
aciclovir
antivirus agent
brassinosteroid
animal cell
antiviral activity
Arenavirus
article
controlled study
drug cytotoxicity
Herpes simplex virus 1
Herpes virus
Junin virus
nonhuman
priority journal
Vero cell
virogenesis
virus replication
description A natural brassinosteroid and a series of synthetic derivatives were found to be good inhibitors of herpes simplex virus type 1 (HSV-1) and arenavirus replication in cell culture. The synthetic compounds tested were analogues of the 24(S) ethylbrassinone. Compounds (22R,23R,24S)-2α, 3α,5α,22,23-pentahydroxy-stigmastan-6-one and (22R,23R,24S)-3β-bromo-5α,22,23-trihydroxy stigm-astan-6-one were cytotoxic at concentrations of 20-40 μM. (22S,23S,24S)-2α,3α,22,23-tetrahydroxy-5α,stigmastan-6-one, (22R,23R,24S)-3β-acetoxy-22,23-dihydroxy-5α-cholestan-6-one, (22S,23S,24S)-3β-bromo-22,23-dihydroxy-5α-chol-estan-6-one and (22S,23S,24S)-3β-bromo-5α,22,23-trihydroxy-stigmastan-6-one were the most active of the series against HSV-1, with selectivity index (SI) values (CC50/EC50) ranging from 10.6 to 16.5. The majority of the compounds were potent inhibitors of arenaviruses, (22S,23S,24S)-3β-bromo-5α,22,23-trihydroxy-stig-mastan-6-one being the most active, with SI values of 307.8 and 692.5 for Tacaribe and Junin viruses, respectively. The antiviral activity of brassinosteroid derivatives was not because of direct inactivation; time-of-addition experiments suggested that a late step in HSV-1 multiplication was affected, whereas arenaviruses remained susceptible to the compounds throughout the replicative cycle.
format JOUR
author Wachsman, M.B.
López, E.M.F.
Ramirez, J.A.
Galagovsky, L.R.
Coto, C.E.
author_facet Wachsman, M.B.
López, E.M.F.
Ramirez, J.A.
Galagovsky, L.R.
Coto, C.E.
author_sort Wachsman, M.B.
title Antiviral effect of brassinosteroids against herpes virus and arenaviruses
title_short Antiviral effect of brassinosteroids against herpes virus and arenaviruses
title_full Antiviral effect of brassinosteroids against herpes virus and arenaviruses
title_fullStr Antiviral effect of brassinosteroids against herpes virus and arenaviruses
title_full_unstemmed Antiviral effect of brassinosteroids against herpes virus and arenaviruses
title_sort antiviral effect of brassinosteroids against herpes virus and arenaviruses
url http://hdl.handle.net/20.500.12110/paper_09563202_v11_n1_p71_Wachsman
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AT galagovskylr antiviraleffectofbrassinosteroidsagainstherpesvirusandarenaviruses
AT cotoce antiviraleffectofbrassinosteroidsagainstherpesvirusandarenaviruses
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