Cargando…

Quercetin and quercetin 3-O-glycosides from Bauhinia longifolia (Bong.) Steud. show anti-Mayaro virus activity

BACKGROUND: The arthropod-borne Mayaro virus (MAYV) causes ‘Mayaro fever’, a disease of medical significance, primarily affecting individuals in permanent contact with forested areas in tropical South America. Recently, MAYV has attracted attention due to its likely urbanization. Currently, there ar...

Descripción completa

Detalles Bibliográficos
Autores principales: dos Santos, Alda E, Kuster, Ricardo M, Yamamoto, Kristie A, Salles, Tiago S, Campos, Renata, de Meneses, Marcelo DF, Soares, Márcia R, Ferreira, Davis
Formato: Online Artículo Texto
Lenguaje:English
Publicado: BioMed Central 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3973022/
https://www.ncbi.nlm.nih.gov/pubmed/24678592
http://dx.doi.org/10.1186/1756-3305-7-130
_version_ 1782309660954460160
author dos Santos, Alda E
Kuster, Ricardo M
Yamamoto, Kristie A
Salles, Tiago S
Campos, Renata
de Meneses, Marcelo DF
Soares, Márcia R
Ferreira, Davis
author_facet dos Santos, Alda E
Kuster, Ricardo M
Yamamoto, Kristie A
Salles, Tiago S
Campos, Renata
de Meneses, Marcelo DF
Soares, Márcia R
Ferreira, Davis
author_sort dos Santos, Alda E
collection PubMed
description BACKGROUND: The arthropod-borne Mayaro virus (MAYV) causes ‘Mayaro fever’, a disease of medical significance, primarily affecting individuals in permanent contact with forested areas in tropical South America. Recently, MAYV has attracted attention due to its likely urbanization. Currently, there are no licensed drugs against most mosquito-transmitted viruses. Here, we investigated the in vitro anti-MAYV activity of the flavonoids quercetin and its derivatives from the Brazilian shrub Bauhinia longifolia (Bong.) Steud. METHODS: Flavonoids were purified by chromatographic fractionation from leaf extracts of B. longifolia and chemically identified as quercetin and quercetin glycosides using spectroscopic techniques. Cytotoxicity of purified flavonoids and of EtOAc- and n-BuOH-containing flavonoid mixtures was measured by the dye-uptake assay while their antiviral activity was evaluated by a virus yield inhibition assay. RESULTS: The following flavonoids were purified from B. longifolia leaves: non-glycosylated quercetin and its glycosides guaijaverin, quercitrin, isoquercitrin, and hyperin. EtOAc and n-BuOH fractions containing these flavonoids demonstrated the highest antiviral activity of all tested substances, while quercetin had the highest antiviral activity amongst purified flavonoids. Quercetin, EtOAc, or n-BuOH fractions inhibited MAYV production by more than 90% at 25 μg/mL, displaying a stronger antiviral effect than the licensed antiviral ribavirin. A mixture of the isomers isoquercitrin and hyperin had a modest antiviral effect (IC(90) = 104.9), while guaijaverin and quercitrin did not show significant antiviral activity. CONCLUSIONS: B. longifolia is a good source of flavonoids with anti-Mayaro virus activity. This is the first report of the activity of quercetin and its derivatives against an alphavirus.
format Online
Article
Text
id pubmed-3973022
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher BioMed Central
record_format MEDLINE/PubMed
spelling pubmed-39730222014-04-11 Quercetin and quercetin 3-O-glycosides from Bauhinia longifolia (Bong.) Steud. show anti-Mayaro virus activity dos Santos, Alda E Kuster, Ricardo M Yamamoto, Kristie A Salles, Tiago S Campos, Renata de Meneses, Marcelo DF Soares, Márcia R Ferreira, Davis Parasit Vectors Research BACKGROUND: The arthropod-borne Mayaro virus (MAYV) causes ‘Mayaro fever’, a disease of medical significance, primarily affecting individuals in permanent contact with forested areas in tropical South America. Recently, MAYV has attracted attention due to its likely urbanization. Currently, there are no licensed drugs against most mosquito-transmitted viruses. Here, we investigated the in vitro anti-MAYV activity of the flavonoids quercetin and its derivatives from the Brazilian shrub Bauhinia longifolia (Bong.) Steud. METHODS: Flavonoids were purified by chromatographic fractionation from leaf extracts of B. longifolia and chemically identified as quercetin and quercetin glycosides using spectroscopic techniques. Cytotoxicity of purified flavonoids and of EtOAc- and n-BuOH-containing flavonoid mixtures was measured by the dye-uptake assay while their antiviral activity was evaluated by a virus yield inhibition assay. RESULTS: The following flavonoids were purified from B. longifolia leaves: non-glycosylated quercetin and its glycosides guaijaverin, quercitrin, isoquercitrin, and hyperin. EtOAc and n-BuOH fractions containing these flavonoids demonstrated the highest antiviral activity of all tested substances, while quercetin had the highest antiviral activity amongst purified flavonoids. Quercetin, EtOAc, or n-BuOH fractions inhibited MAYV production by more than 90% at 25 μg/mL, displaying a stronger antiviral effect than the licensed antiviral ribavirin. A mixture of the isomers isoquercitrin and hyperin had a modest antiviral effect (IC(90) = 104.9), while guaijaverin and quercitrin did not show significant antiviral activity. CONCLUSIONS: B. longifolia is a good source of flavonoids with anti-Mayaro virus activity. This is the first report of the activity of quercetin and its derivatives against an alphavirus. BioMed Central 2014-03-28 /pmc/articles/PMC3973022/ /pubmed/24678592 http://dx.doi.org/10.1186/1756-3305-7-130 Text en Copyright © 2014 dos Santos et al.; licensee BioMed Central Ltd. http://creativecommons.org/licenses/by/2.0 This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly credited. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated.
spellingShingle Research
dos Santos, Alda E
Kuster, Ricardo M
Yamamoto, Kristie A
Salles, Tiago S
Campos, Renata
de Meneses, Marcelo DF
Soares, Márcia R
Ferreira, Davis
Quercetin and quercetin 3-O-glycosides from Bauhinia longifolia (Bong.) Steud. show anti-Mayaro virus activity
title Quercetin and quercetin 3-O-glycosides from Bauhinia longifolia (Bong.) Steud. show anti-Mayaro virus activity
title_full Quercetin and quercetin 3-O-glycosides from Bauhinia longifolia (Bong.) Steud. show anti-Mayaro virus activity
title_fullStr Quercetin and quercetin 3-O-glycosides from Bauhinia longifolia (Bong.) Steud. show anti-Mayaro virus activity
title_full_unstemmed Quercetin and quercetin 3-O-glycosides from Bauhinia longifolia (Bong.) Steud. show anti-Mayaro virus activity
title_short Quercetin and quercetin 3-O-glycosides from Bauhinia longifolia (Bong.) Steud. show anti-Mayaro virus activity
title_sort quercetin and quercetin 3-o-glycosides from bauhinia longifolia (bong.) steud. show anti-mayaro virus activity
topic Research
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3973022/
https://www.ncbi.nlm.nih.gov/pubmed/24678592
http://dx.doi.org/10.1186/1756-3305-7-130
work_keys_str_mv AT dossantosaldae quercetinandquercetin3oglycosidesfrombauhinialongifoliabongsteudshowantimayarovirusactivity
AT kusterricardom quercetinandquercetin3oglycosidesfrombauhinialongifoliabongsteudshowantimayarovirusactivity
AT yamamotokristiea quercetinandquercetin3oglycosidesfrombauhinialongifoliabongsteudshowantimayarovirusactivity
AT sallestiagos quercetinandquercetin3oglycosidesfrombauhinialongifoliabongsteudshowantimayarovirusactivity
AT camposrenata quercetinandquercetin3oglycosidesfrombauhinialongifoliabongsteudshowantimayarovirusactivity
AT demenesesmarcelodf quercetinandquercetin3oglycosidesfrombauhinialongifoliabongsteudshowantimayarovirusactivity
AT soaresmarciar quercetinandquercetin3oglycosidesfrombauhinialongifoliabongsteudshowantimayarovirusactivity
AT ferreiradavis quercetinandquercetin3oglycosidesfrombauhinialongifoliabongsteudshowantimayarovirusactivity