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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paper:paper_09563202_v11_n1_p71_Wachsman2023-06-08T15:55:57Z Antiviral effect of brassinosteroids against herpes virus and arenaviruses Wachsman, Mónica Beatriz López, Elsa María Fernanda Ramirez, Javier Alberto Coto, Celia Esther 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. 2000 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09563202_v11_n1_p71_Wachsman 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, Mónica Beatriz López, Elsa María Fernanda Ramirez, Javier Alberto Coto, Celia Esther 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. |
author |
Wachsman, Mónica Beatriz López, Elsa María Fernanda Ramirez, Javier Alberto Coto, Celia Esther |
author_facet |
Wachsman, Mónica Beatriz López, Elsa María Fernanda Ramirez, Javier Alberto Coto, Celia Esther |
author_sort |
Wachsman, Mónica Beatriz |
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 |
publishDate |
2000 |
url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09563202_v11_n1_p71_Wachsman http://hdl.handle.net/20.500.12110/paper_09563202_v11_n1_p71_Wachsman |
work_keys_str_mv |
AT wachsmanmonicabeatriz antiviraleffectofbrassinosteroidsagainstherpesvirusandarenaviruses AT lopezelsamariafernanda antiviraleffectofbrassinosteroidsagainstherpesvirusandarenaviruses AT ramirezjavieralberto antiviraleffectofbrassinosteroidsagainstherpesvirusandarenaviruses AT cotoceliaesther antiviraleffectofbrassinosteroidsagainstherpesvirusandarenaviruses |
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1768542514867863552 |