Mutagenicity of Flavonoids Assayed by Bacterial Reverse Mutation (Ames) Test

Detalhes bibliográficos
Autor(a) principal: Resende, Flavia Aparecida [UNESP]
Data de Publicação: 2012
Outros Autores: Vilegas, Wagner [UNESP], Santos, Lourdes Campaner dos [UNESP], Varanda, Eliana Aparecida [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.3390/molecules17055255
http://hdl.handle.net/11449/26323
Resumo: The mutagenicity of ten flavonoids was assayed by the Ames test, in Salmonella typhimurium strains TA98, TA100 and TA102, with the aim of establishing hydroxylation pattern-mutagenicity relationship profiles. The compounds assessed were: quercetin, kaempferol, luteolin, fisetin, chrysin, galangin, flavone, 3-hydroxyflavone, 5-hydroxyflavone and 7-hydroxyflavone. In the Ames assay, quercetin acted directly and its mutagenicity increased with metabolic activation. In the presence of S9 mix, kaempferol and galangin were mutagenic in the TA98 strain and kaempferol showed signs of mutagenicity in the other strains. The absence of hydroxyl groups, as in flavone, only signs of mutagenicity were shown in strain TA102, after metabolization and, among monohydroxylated flavones (3-hydroxyflavone, 5-hydroxyflavone and 7-hydroxyflavone), the presence of hydroxyl groups only resulted in minor changes. Luteolin and fisetin also showed signs of mutagenicity in strain TA102. Finally, chrysin, which has only two hydroxy groups, at the 5-OH and 7-OH positions, also did not induce mutagenic activity in any of the bacterial strains used, under either activation condition. All the flavonoids were tested at concentrations varying from 2.6 to 30.7 nmol/plate for galangin and 12.1 to 225.0 nmol/plate for other flavonoids. In light of the above, it is necessary to clarify the conditions and the mechanisms that mediate the biological effects of flavonoids before treating them as therapeutical agents, since some compounds can be biotransformed into more genotoxic products; as is the case for galangin, kaempferol and quercetin.
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spelling Mutagenicity of Flavonoids Assayed by Bacterial Reverse Mutation (Ames) TestmutagenicityAmes testflavonoidsThe mutagenicity of ten flavonoids was assayed by the Ames test, in Salmonella typhimurium strains TA98, TA100 and TA102, with the aim of establishing hydroxylation pattern-mutagenicity relationship profiles. The compounds assessed were: quercetin, kaempferol, luteolin, fisetin, chrysin, galangin, flavone, 3-hydroxyflavone, 5-hydroxyflavone and 7-hydroxyflavone. In the Ames assay, quercetin acted directly and its mutagenicity increased with metabolic activation. In the presence of S9 mix, kaempferol and galangin were mutagenic in the TA98 strain and kaempferol showed signs of mutagenicity in the other strains. The absence of hydroxyl groups, as in flavone, only signs of mutagenicity were shown in strain TA102, after metabolization and, among monohydroxylated flavones (3-hydroxyflavone, 5-hydroxyflavone and 7-hydroxyflavone), the presence of hydroxyl groups only resulted in minor changes. Luteolin and fisetin also showed signs of mutagenicity in strain TA102. Finally, chrysin, which has only two hydroxy groups, at the 5-OH and 7-OH positions, also did not induce mutagenic activity in any of the bacterial strains used, under either activation condition. All the flavonoids were tested at concentrations varying from 2.6 to 30.7 nmol/plate for galangin and 12.1 to 225.0 nmol/plate for other flavonoids. In light of the above, it is necessary to clarify the conditions and the mechanisms that mediate the biological effects of flavonoids before treating them as therapeutical agents, since some compounds can be biotransformed into more genotoxic products; as is the case for galangin, kaempferol and quercetin.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)UNESP São Paulo State Univ, Dept Biol Sci, Fac Pharmaceut Sci Araraquara, BR-14801902 Araraquara, SP, BrazilUNESP São Paulo State Univ, BR-11350000 Sao Vicente, SP, BrazilUNESP São Paulo State Univ, Dept Organ Chem, Inst Chem, BR-14800900 Araraquara, SP, BrazilUNESP São Paulo State Univ, Dept Biol Sci, Fac Pharmaceut Sci Araraquara, BR-14801902 Araraquara, SP, BrazilUNESP São Paulo State Univ, BR-11350000 Sao Vicente, SP, BrazilUNESP São Paulo State Univ, Dept Organ Chem, Inst Chem, BR-14800900 Araraquara, SP, BrazilMdpi AgUniversidade Estadual Paulista (Unesp)Resende, Flavia Aparecida [UNESP]Vilegas, Wagner [UNESP]Santos, Lourdes Campaner dos [UNESP]Varanda, Eliana Aparecida [UNESP]2014-05-20T14:21:08Z2014-05-20T14:21:08Z2012-05-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article5255-5268application/pdfhttp://dx.doi.org/10.3390/molecules17055255Molecules. Basel: Mdpi Ag, v. 17, n. 5, p. 5255-5268, 2012.1420-3049http://hdl.handle.net/11449/2632310.3390/molecules17055255WOS:000304587600040WOS000304587600040.pdf792787722432683735382536406029770000-0003-3032-2556Web of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengMolecules3.0980,855info:eu-repo/semantics/openAccess2023-12-07T06:19:53Zoai:repositorio.unesp.br:11449/26323Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462023-12-07T06:19:53Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Mutagenicity of Flavonoids Assayed by Bacterial Reverse Mutation (Ames) Test
title Mutagenicity of Flavonoids Assayed by Bacterial Reverse Mutation (Ames) Test
spellingShingle Mutagenicity of Flavonoids Assayed by Bacterial Reverse Mutation (Ames) Test
Resende, Flavia Aparecida [UNESP]
mutagenicity
Ames test
flavonoids
title_short Mutagenicity of Flavonoids Assayed by Bacterial Reverse Mutation (Ames) Test
title_full Mutagenicity of Flavonoids Assayed by Bacterial Reverse Mutation (Ames) Test
title_fullStr Mutagenicity of Flavonoids Assayed by Bacterial Reverse Mutation (Ames) Test
title_full_unstemmed Mutagenicity of Flavonoids Assayed by Bacterial Reverse Mutation (Ames) Test
title_sort Mutagenicity of Flavonoids Assayed by Bacterial Reverse Mutation (Ames) Test
author Resende, Flavia Aparecida [UNESP]
author_facet Resende, Flavia Aparecida [UNESP]
Vilegas, Wagner [UNESP]
Santos, Lourdes Campaner dos [UNESP]
Varanda, Eliana Aparecida [UNESP]
author_role author
author2 Vilegas, Wagner [UNESP]
Santos, Lourdes Campaner dos [UNESP]
Varanda, Eliana Aparecida [UNESP]
author2_role author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Resende, Flavia Aparecida [UNESP]
Vilegas, Wagner [UNESP]
Santos, Lourdes Campaner dos [UNESP]
Varanda, Eliana Aparecida [UNESP]
dc.subject.por.fl_str_mv mutagenicity
Ames test
flavonoids
topic mutagenicity
Ames test
flavonoids
description The mutagenicity of ten flavonoids was assayed by the Ames test, in Salmonella typhimurium strains TA98, TA100 and TA102, with the aim of establishing hydroxylation pattern-mutagenicity relationship profiles. The compounds assessed were: quercetin, kaempferol, luteolin, fisetin, chrysin, galangin, flavone, 3-hydroxyflavone, 5-hydroxyflavone and 7-hydroxyflavone. In the Ames assay, quercetin acted directly and its mutagenicity increased with metabolic activation. In the presence of S9 mix, kaempferol and galangin were mutagenic in the TA98 strain and kaempferol showed signs of mutagenicity in the other strains. The absence of hydroxyl groups, as in flavone, only signs of mutagenicity were shown in strain TA102, after metabolization and, among monohydroxylated flavones (3-hydroxyflavone, 5-hydroxyflavone and 7-hydroxyflavone), the presence of hydroxyl groups only resulted in minor changes. Luteolin and fisetin also showed signs of mutagenicity in strain TA102. Finally, chrysin, which has only two hydroxy groups, at the 5-OH and 7-OH positions, also did not induce mutagenic activity in any of the bacterial strains used, under either activation condition. All the flavonoids were tested at concentrations varying from 2.6 to 30.7 nmol/plate for galangin and 12.1 to 225.0 nmol/plate for other flavonoids. In light of the above, it is necessary to clarify the conditions and the mechanisms that mediate the biological effects of flavonoids before treating them as therapeutical agents, since some compounds can be biotransformed into more genotoxic products; as is the case for galangin, kaempferol and quercetin.
publishDate 2012
dc.date.none.fl_str_mv 2012-05-01
2014-05-20T14:21:08Z
2014-05-20T14:21:08Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.3390/molecules17055255
Molecules. Basel: Mdpi Ag, v. 17, n. 5, p. 5255-5268, 2012.
1420-3049
http://hdl.handle.net/11449/26323
10.3390/molecules17055255
WOS:000304587600040
WOS000304587600040.pdf
7927877224326837
3538253640602977
0000-0003-3032-2556
url http://dx.doi.org/10.3390/molecules17055255
http://hdl.handle.net/11449/26323
identifier_str_mv Molecules. Basel: Mdpi Ag, v. 17, n. 5, p. 5255-5268, 2012.
1420-3049
10.3390/molecules17055255
WOS:000304587600040
WOS000304587600040.pdf
7927877224326837
3538253640602977
0000-0003-3032-2556
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Molecules
3.098
0,855
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 5255-5268
application/pdf
dc.publisher.none.fl_str_mv Mdpi Ag
publisher.none.fl_str_mv Mdpi Ag
dc.source.none.fl_str_mv Web of Science
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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