Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones

Autores
Comini, Laura Raquel; Núñez Montoya, Susana Carolina; Sarmiento Martín; Cabrera, Jose Luis; Argüello, Gustavo Alejandro
Año de publicación
2007
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Some photophysical, photochemical and photobiological properties of nine anthraquinones (AQs) isolated from a phototoxic plant, Heterophyllaea pustulata, were studied. The photosensitized generation of superoxide anion radical (O2−) and singlet molecular oxygen (1O2) by three of the nine AQs, namely heterophylline, pustuline and 5,5′-bisoranjidiol was evaluated. Whereas the O2− production (Type I photosensitization mechanism) was examined in vitro using human leukocyte suspensions and measuring the reduction of NBT, the 1O2 generation (Type II photosensitization mechanism) was studied in an organic solvent through the measurement of the quantum yield of 1O2 (ϕΔ). It was established that these three AQs possess photosensitizing properties as do the other AQ derivatives present in this vegetable species, soranjidiol, soranjidiol 1-methyl ether, rubiadin, rubiadin 1-methyl ether, damnacanthal and damnacanthol, acting both by Type I and Type II mechanisms. Furthermore, nordamnacanthal, a species synthesized in the laboratory from one of the natural AQs, showed the highest production of 1O2. The ability of natural AQs to deactivate the 1O2 generated during the photosensitization process as well as their fluorescence (as competitive mechanisms to the generation of ROS) was studied.
Fil: Comini, Laura Raquel. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina
Fil: Núñez Montoya, Susana Carolina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina
Fil: Sarmiento Martín. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Fisicoquímica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Cabrera, Jose Luis. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina
Fil: Argüello, Gustavo Alejandro. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Fisicoquímica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Materia
Anthraquinones
Photosensitization
Ros
Quenching
Rate Constants
Heterophyllaea Pustulata
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/31387
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/31387
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinonesComini, Laura RaquelNúñez Montoya, Susana CarolinaSarmiento MartínCabrera, Jose LuisArgüello, Gustavo AlejandroAnthraquinonesPhotosensitizationRosQuenchingRate ConstantsHeterophyllaea Pustulatahttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Some photophysical, photochemical and photobiological properties of nine anthraquinones (AQs) isolated from a phototoxic plant, Heterophyllaea pustulata, were studied. The photosensitized generation of superoxide anion radical (O2−) and singlet molecular oxygen (1O2) by three of the nine AQs, namely heterophylline, pustuline and 5,5′-bisoranjidiol was evaluated. Whereas the O2− production (Type I photosensitization mechanism) was examined in vitro using human leukocyte suspensions and measuring the reduction of NBT, the 1O2 generation (Type II photosensitization mechanism) was studied in an organic solvent through the measurement of the quantum yield of 1O2 (ϕΔ). It was established that these three AQs possess photosensitizing properties as do the other AQ derivatives present in this vegetable species, soranjidiol, soranjidiol 1-methyl ether, rubiadin, rubiadin 1-methyl ether, damnacanthal and damnacanthol, acting both by Type I and Type II mechanisms. Furthermore, nordamnacanthal, a species synthesized in the laboratory from one of the natural AQs, showed the highest production of 1O2. The ability of natural AQs to deactivate the 1O2 generated during the photosensitization process as well as their fluorescence (as competitive mechanisms to the generation of ROS) was studied.Fil: Comini, Laura Raquel. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; ArgentinaFil: Núñez Montoya, Susana Carolina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; ArgentinaFil: Sarmiento Martín. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Fisicoquímica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaFil: Cabrera, Jose Luis. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; ArgentinaFil: Argüello, Gustavo Alejandro. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Fisicoquímica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; ArgentinaElsevier Science Sa2007-05info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/31387Argüello, Gustavo Alejandro; Cabrera, Jose Luis; Sarmiento Martín; Núñez Montoya, Susana Carolina; Comini, Laura Raquel; Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones; Elsevier Science Sa; Journal of Photochemistry and Photobiology A: Chemistry; 188; 2-3; 5-2007; 185-1911010-6030CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S1010603006006393info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotochem.2006.12.011info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-03T09:53:16Zoai:ri.conicet.gov.ar:11336/31387instacron: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:34982025-09-03 09:53:17.15CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones
title Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones
spellingShingle Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones
Comini, Laura Raquel
Anthraquinones
Photosensitization
Ros
Quenching
Rate Constants
Heterophyllaea Pustulata
title_short Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones
title_full Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones
title_fullStr Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones
title_full_unstemmed Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones
title_sort Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones
dc.creator.none.fl_str_mv Comini, Laura Raquel
Núñez Montoya, Susana Carolina
Sarmiento Martín
Cabrera, Jose Luis
Argüello, Gustavo Alejandro
author Comini, Laura Raquel
author_facet Comini, Laura Raquel
Núñez Montoya, Susana Carolina
Sarmiento Martín
Cabrera, Jose Luis
Argüello, Gustavo Alejandro
author_role author
author2 Núñez Montoya, Susana Carolina
Sarmiento Martín
Cabrera, Jose Luis
Argüello, Gustavo Alejandro
author2_role author
author
author
author
dc.subject.none.fl_str_mv Anthraquinones
Photosensitization
Ros
Quenching
Rate Constants
Heterophyllaea Pustulata
topic Anthraquinones
Photosensitization
Ros
Quenching
Rate Constants
Heterophyllaea Pustulata
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Some photophysical, photochemical and photobiological properties of nine anthraquinones (AQs) isolated from a phototoxic plant, Heterophyllaea pustulata, were studied. The photosensitized generation of superoxide anion radical (O2−) and singlet molecular oxygen (1O2) by three of the nine AQs, namely heterophylline, pustuline and 5,5′-bisoranjidiol was evaluated. Whereas the O2− production (Type I photosensitization mechanism) was examined in vitro using human leukocyte suspensions and measuring the reduction of NBT, the 1O2 generation (Type II photosensitization mechanism) was studied in an organic solvent through the measurement of the quantum yield of 1O2 (ϕΔ). It was established that these three AQs possess photosensitizing properties as do the other AQ derivatives present in this vegetable species, soranjidiol, soranjidiol 1-methyl ether, rubiadin, rubiadin 1-methyl ether, damnacanthal and damnacanthol, acting both by Type I and Type II mechanisms. Furthermore, nordamnacanthal, a species synthesized in the laboratory from one of the natural AQs, showed the highest production of 1O2. The ability of natural AQs to deactivate the 1O2 generated during the photosensitization process as well as their fluorescence (as competitive mechanisms to the generation of ROS) was studied.
Fil: Comini, Laura Raquel. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina
Fil: Núñez Montoya, Susana Carolina. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina
Fil: Sarmiento Martín. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Fisicoquímica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
Fil: Cabrera, Jose Luis. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Farmacia; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto Multidisciplinario de Biología Vegetal. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas Físicas y Naturales. Instituto Multidisciplinario de Biología Vegetal; Argentina
Fil: Argüello, Gustavo Alejandro. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Fisicoquímica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina
description Some photophysical, photochemical and photobiological properties of nine anthraquinones (AQs) isolated from a phototoxic plant, Heterophyllaea pustulata, were studied. The photosensitized generation of superoxide anion radical (O2−) and singlet molecular oxygen (1O2) by three of the nine AQs, namely heterophylline, pustuline and 5,5′-bisoranjidiol was evaluated. Whereas the O2− production (Type I photosensitization mechanism) was examined in vitro using human leukocyte suspensions and measuring the reduction of NBT, the 1O2 generation (Type II photosensitization mechanism) was studied in an organic solvent through the measurement of the quantum yield of 1O2 (ϕΔ). It was established that these three AQs possess photosensitizing properties as do the other AQ derivatives present in this vegetable species, soranjidiol, soranjidiol 1-methyl ether, rubiadin, rubiadin 1-methyl ether, damnacanthal and damnacanthol, acting both by Type I and Type II mechanisms. Furthermore, nordamnacanthal, a species synthesized in the laboratory from one of the natural AQs, showed the highest production of 1O2. The ability of natural AQs to deactivate the 1O2 generated during the photosensitization process as well as their fluorescence (as competitive mechanisms to the generation of ROS) was studied.
publishDate 2007
dc.date.none.fl_str_mv 2007-05
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/11336/31387
Argüello, Gustavo Alejandro; Cabrera, Jose Luis; Sarmiento Martín; Núñez Montoya, Susana Carolina; Comini, Laura Raquel; Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones; Elsevier Science Sa; Journal of Photochemistry and Photobiology A: Chemistry; 188; 2-3; 5-2007; 185-191
1010-6030
CONICET Digital
CONICET
url http://hdl.handle.net/11336/31387
identifier_str_mv Argüello, Gustavo Alejandro; Cabrera, Jose Luis; Sarmiento Martín; Núñez Montoya, Susana Carolina; Comini, Laura Raquel; Characterizing some photophysical, photochemical and photobiological properties of photosensitizing anthraquinones; Elsevier Science Sa; Journal of Photochemistry and Photobiology A: Chemistry; 188; 2-3; 5-2007; 185-191
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/http://www.sciencedirect.com/science/article/pii/S1010603006006393
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.jphotochem.2006.12.011
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
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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