Clearing up the photochemistry of resveratrol: Effect of the solvent

Autores
Gaspar Tosato, Maira; Vicendo, Patricia; Thomas, Andrés Héctor; Lorente, Carolina
Año de publicación
2018
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Polyphenolic substances synthesized by plants are generally involved in protection against UV radiation and the attack of pathogenic microorganisms. Resveratrol (3,5,4′-trihydroxystilbene, RSV) is synthesized in its trans-form (trans-RSV) in plants under stress conditions like infections or UV exposure and has attracted attention as an antioxidant agent. Trans-RSV was irradiated with both UV-A (λMAX = 365 nm) and UV-B (λMAX = 300 nm) radiation in aqueous and ethanolic solutions at room temperature. The reactions were followed by UV–Vis spectrophotometry, HPLC with UV and fluorescence detection, and UPLC coupled to mass spectrometry detection. In both solvents the irradiation caused the fast isomerization of trans-RSV to cis-RSV. In ethanolic solutions, a strong fluorescent compound, identified as resveratrone (RSVT) was detected independently on the irradiation wavelength. In aqueous solutions, RSVT was not detected in both irradiation conditions. However, in aqueous/ethanol mixtures the amount RSVT was found to be proportional to the amount of ethanol in the solution. Under UV-B irradiation, both in ethanolic or water solutions other products were detected. Our results demonstrated that RSV is photosensitive and its photochemistry depends on the solvent nature and on the irradiation wavelength.
Fil: Gaspar Tosato, Maira. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Vicendo, Patricia. Université Toulouse III - Paul Sabatier; Francia
Fil: Thomas, Andrés Héctor. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Lorente, Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Materia
PHOTOCHEMISTRY
PHOTOPRODUCTS
RESVERATROL
UV RADIATION
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/100478
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/100478
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Clearing up the photochemistry of resveratrol: Effect of the solventGaspar Tosato, MairaVicendo, PatriciaThomas, Andrés HéctorLorente, CarolinaPHOTOCHEMISTRYPHOTOPRODUCTSRESVERATROLUV RADIATIONhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Polyphenolic substances synthesized by plants are generally involved in protection against UV radiation and the attack of pathogenic microorganisms. Resveratrol (3,5,4′-trihydroxystilbene, RSV) is synthesized in its trans-form (trans-RSV) in plants under stress conditions like infections or UV exposure and has attracted attention as an antioxidant agent. Trans-RSV was irradiated with both UV-A (λMAX = 365 nm) and UV-B (λMAX = 300 nm) radiation in aqueous and ethanolic solutions at room temperature. The reactions were followed by UV–Vis spectrophotometry, HPLC with UV and fluorescence detection, and UPLC coupled to mass spectrometry detection. In both solvents the irradiation caused the fast isomerization of trans-RSV to cis-RSV. In ethanolic solutions, a strong fluorescent compound, identified as resveratrone (RSVT) was detected independently on the irradiation wavelength. In aqueous solutions, RSVT was not detected in both irradiation conditions. However, in aqueous/ethanol mixtures the amount RSVT was found to be proportional to the amount of ethanol in the solution. Under UV-B irradiation, both in ethanolic or water solutions other products were detected. Our results demonstrated that RSV is photosensitive and its photochemistry depends on the solvent nature and on the irradiation wavelength.Fil: Gaspar Tosato, Maira. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaFil: Vicendo, Patricia. Université Toulouse III - Paul Sabatier; FranciaFil: Thomas, Andrés Héctor. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaFil: Lorente, Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; ArgentinaElsevier Science Sa2018-12info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/100478Gaspar Tosato, Maira; Vicendo, Patricia; Thomas, Andrés Héctor; Lorente, Carolina; Clearing up the photochemistry of resveratrol: Effect of the solvent; Elsevier Science Sa; Journal of Photochemistry and Photobiology A: Chemistry; 367; 12-2018; 327-3311010-6030CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S1010603018307755info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotochem.2018.08.050info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-nd/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-10T13:01:00Zoai:ri.conicet.gov.ar:11336/100478instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-10 13:01:00.527CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Clearing up the photochemistry of resveratrol: Effect of the solvent
title Clearing up the photochemistry of resveratrol: Effect of the solvent
spellingShingle Clearing up the photochemistry of resveratrol: Effect of the solvent
Gaspar Tosato, Maira
PHOTOCHEMISTRY
PHOTOPRODUCTS
RESVERATROL
UV RADIATION
title_short Clearing up the photochemistry of resveratrol: Effect of the solvent
title_full Clearing up the photochemistry of resveratrol: Effect of the solvent
title_fullStr Clearing up the photochemistry of resveratrol: Effect of the solvent
title_full_unstemmed Clearing up the photochemistry of resveratrol: Effect of the solvent
title_sort Clearing up the photochemistry of resveratrol: Effect of the solvent
dc.creator.none.fl_str_mv Gaspar Tosato, Maira
Vicendo, Patricia
Thomas, Andrés Héctor
Lorente, Carolina
author Gaspar Tosato, Maira
author_facet Gaspar Tosato, Maira
Vicendo, Patricia
Thomas, Andrés Héctor
Lorente, Carolina
author_role author
author2 Vicendo, Patricia
Thomas, Andrés Héctor
Lorente, Carolina
author2_role author
author
author
dc.subject.none.fl_str_mv PHOTOCHEMISTRY
PHOTOPRODUCTS
RESVERATROL
UV RADIATION
topic PHOTOCHEMISTRY
PHOTOPRODUCTS
RESVERATROL
UV RADIATION
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Polyphenolic substances synthesized by plants are generally involved in protection against UV radiation and the attack of pathogenic microorganisms. Resveratrol (3,5,4′-trihydroxystilbene, RSV) is synthesized in its trans-form (trans-RSV) in plants under stress conditions like infections or UV exposure and has attracted attention as an antioxidant agent. Trans-RSV was irradiated with both UV-A (λMAX = 365 nm) and UV-B (λMAX = 300 nm) radiation in aqueous and ethanolic solutions at room temperature. The reactions were followed by UV–Vis spectrophotometry, HPLC with UV and fluorescence detection, and UPLC coupled to mass spectrometry detection. In both solvents the irradiation caused the fast isomerization of trans-RSV to cis-RSV. In ethanolic solutions, a strong fluorescent compound, identified as resveratrone (RSVT) was detected independently on the irradiation wavelength. In aqueous solutions, RSVT was not detected in both irradiation conditions. However, in aqueous/ethanol mixtures the amount RSVT was found to be proportional to the amount of ethanol in the solution. Under UV-B irradiation, both in ethanolic or water solutions other products were detected. Our results demonstrated that RSV is photosensitive and its photochemistry depends on the solvent nature and on the irradiation wavelength.
Fil: Gaspar Tosato, Maira. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Vicendo, Patricia. Université Toulouse III - Paul Sabatier; Francia
Fil: Thomas, Andrés Héctor. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
Fil: Lorente, Carolina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas; Argentina
description Polyphenolic substances synthesized by plants are generally involved in protection against UV radiation and the attack of pathogenic microorganisms. Resveratrol (3,5,4′-trihydroxystilbene, RSV) is synthesized in its trans-form (trans-RSV) in plants under stress conditions like infections or UV exposure and has attracted attention as an antioxidant agent. Trans-RSV was irradiated with both UV-A (λMAX = 365 nm) and UV-B (λMAX = 300 nm) radiation in aqueous and ethanolic solutions at room temperature. The reactions were followed by UV–Vis spectrophotometry, HPLC with UV and fluorescence detection, and UPLC coupled to mass spectrometry detection. In both solvents the irradiation caused the fast isomerization of trans-RSV to cis-RSV. In ethanolic solutions, a strong fluorescent compound, identified as resveratrone (RSVT) was detected independently on the irradiation wavelength. In aqueous solutions, RSVT was not detected in both irradiation conditions. However, in aqueous/ethanol mixtures the amount RSVT was found to be proportional to the amount of ethanol in the solution. Under UV-B irradiation, both in ethanolic or water solutions other products were detected. Our results demonstrated that RSV is photosensitive and its photochemistry depends on the solvent nature and on the irradiation wavelength.
publishDate 2018
dc.date.none.fl_str_mv 2018-12
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/100478
Gaspar Tosato, Maira; Vicendo, Patricia; Thomas, Andrés Héctor; Lorente, Carolina; Clearing up the photochemistry of resveratrol: Effect of the solvent; Elsevier Science Sa; Journal of Photochemistry and Photobiology A: Chemistry; 367; 12-2018; 327-331
1010-6030
CONICET Digital
CONICET
url http://hdl.handle.net/11336/100478
identifier_str_mv Gaspar Tosato, Maira; Vicendo, Patricia; Thomas, Andrés Héctor; Lorente, Carolina; Clearing up the photochemistry of resveratrol: Effect of the solvent; Elsevier Science Sa; Journal of Photochemistry and Photobiology A: Chemistry; 367; 12-2018; 327-331
1010-6030
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/abs/pii/S1010603018307755
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotochem.2018.08.050
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-nd/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science Sa
publisher.none.fl_str_mv Elsevier Science Sa
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 12.48226

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