Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D
Autor(a) principal: | |
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Data de Publicação: | 2021 |
Outros Autores: | , , , , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UFLA |
Texto Completo: | http://repositorio.ufla.br/jspui/handle/1/49693 |
Resumo: | Herbicides are agrochemicals applied in the control of weeds. With the frequent and repetitive use of these substances, serious problems have been reported. Compounds of natural origin and their derivatives are attractive options to obtain new compounds with herbicidal properties. By aiming to develop compounds with potentiated herbicidal activity, phenoxyacetic acids were synthesized from eugenol and guaiacol. The synthesized compounds were characterized and the herbicidal potential of phenoxyacetic acids and precursors was evaluated through bioassays regarding the germination and initial development of Lactuca sativa and Sorghum bicolor seedlings, with the induction of DNA damage. The induction of changes in the mitotic cycle of meristematic cells of roots of L. sativa was also analyzed. At the concentration of 3 mmol L-1, phenols and their respective phenoxyacetic acids presented phytotoxic and cytotoxic activities in L. sativa and S. bicolor. Eugenol and guaiacol also presented genotoxic action in L. sativa. The toxic effect of eugenoxyacetic acid was more pronounced in L. sativa than in S. bicolor, similar to the commercial 2,4-D herbicide. Molecular properties of the phenols and their derivatives phenoxyacetic acids were compared with the ones obtained for the herbicide 2,4-D, where it was found a correlation between their molecular properties and bioactivity. |
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Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-DEugenoxyacetic acidGuaiacoxiacetic acidNatural phenolsSemisynthetic herbicides2,4-D herbicideHerbicides are agrochemicals applied in the control of weeds. With the frequent and repetitive use of these substances, serious problems have been reported. Compounds of natural origin and their derivatives are attractive options to obtain new compounds with herbicidal properties. By aiming to develop compounds with potentiated herbicidal activity, phenoxyacetic acids were synthesized from eugenol and guaiacol. The synthesized compounds were characterized and the herbicidal potential of phenoxyacetic acids and precursors was evaluated through bioassays regarding the germination and initial development of Lactuca sativa and Sorghum bicolor seedlings, with the induction of DNA damage. The induction of changes in the mitotic cycle of meristematic cells of roots of L. sativa was also analyzed. At the concentration of 3 mmol L-1, phenols and their respective phenoxyacetic acids presented phytotoxic and cytotoxic activities in L. sativa and S. bicolor. Eugenol and guaiacol also presented genotoxic action in L. sativa. The toxic effect of eugenoxyacetic acid was more pronounced in L. sativa than in S. bicolor, similar to the commercial 2,4-D herbicide. Molecular properties of the phenols and their derivatives phenoxyacetic acids were compared with the ones obtained for the herbicide 2,4-D, where it was found a correlation between their molecular properties and bioactivity.Academia Brasileira de Ciências (ABC)2022-04-07T15:38:40Z2022-04-07T15:38:40Z2021info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfALVES, T. A. et al. Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D. Anais da Academia Brasileira de Ciências, [S.l.], v. 93, n. 4, p. 1-18, 2021. DOI: 10.1590/0001-3765202120191368.http://repositorio.ufla.br/jspui/handle/1/49693Anais da Academia Brasileira de Ciências (AABC)reponame:Repositório Institucional da UFLAinstname:Universidade Federal de Lavras (UFLA)instacron:UFLAAttribution 4.0 Internationalhttp://creativecommons.org/licenses/by/4.0/info:eu-repo/semantics/openAccessAlves, Thammyres A.Pinheiro, Patrícia F.Praça-Fontes, Milene M.Andrade-Vieira, Larissa F.Lourenço, Maicon P.Lage, Mateus R.Alves, Thayllon A.Cruz, Franceli A.Carneiro, José W. M.Ferreira, AdésioSoares, Taís C. B.eng2022-04-07T15:38:40Zoai:localhost:1/49693Repositório InstitucionalPUBhttp://repositorio.ufla.br/oai/requestnivaldo@ufla.br || repositorio.biblioteca@ufla.bropendoar:2022-04-07T15:38:40Repositório Institucional da UFLA - Universidade Federal de Lavras (UFLA)false |
dc.title.none.fl_str_mv |
Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D |
title |
Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D |
spellingShingle |
Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D Alves, Thammyres A. Eugenoxyacetic acid Guaiacoxiacetic acid Natural phenols Semisynthetic herbicides 2,4-D herbicide |
title_short |
Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D |
title_full |
Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D |
title_fullStr |
Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D |
title_full_unstemmed |
Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D |
title_sort |
Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D |
author |
Alves, Thammyres A. |
author_facet |
Alves, Thammyres A. Pinheiro, Patrícia F. Praça-Fontes, Milene M. Andrade-Vieira, Larissa F. Lourenço, Maicon P. Lage, Mateus R. Alves, Thayllon A. Cruz, Franceli A. Carneiro, José W. M. Ferreira, Adésio Soares, Taís C. B. |
author_role |
author |
author2 |
Pinheiro, Patrícia F. Praça-Fontes, Milene M. Andrade-Vieira, Larissa F. Lourenço, Maicon P. Lage, Mateus R. Alves, Thayllon A. Cruz, Franceli A. Carneiro, José W. M. Ferreira, Adésio Soares, Taís C. B. |
author2_role |
author author author author author author author author author author |
dc.contributor.author.fl_str_mv |
Alves, Thammyres A. Pinheiro, Patrícia F. Praça-Fontes, Milene M. Andrade-Vieira, Larissa F. Lourenço, Maicon P. Lage, Mateus R. Alves, Thayllon A. Cruz, Franceli A. Carneiro, José W. M. Ferreira, Adésio Soares, Taís C. B. |
dc.subject.por.fl_str_mv |
Eugenoxyacetic acid Guaiacoxiacetic acid Natural phenols Semisynthetic herbicides 2,4-D herbicide |
topic |
Eugenoxyacetic acid Guaiacoxiacetic acid Natural phenols Semisynthetic herbicides 2,4-D herbicide |
description |
Herbicides are agrochemicals applied in the control of weeds. With the frequent and repetitive use of these substances, serious problems have been reported. Compounds of natural origin and their derivatives are attractive options to obtain new compounds with herbicidal properties. By aiming to develop compounds with potentiated herbicidal activity, phenoxyacetic acids were synthesized from eugenol and guaiacol. The synthesized compounds were characterized and the herbicidal potential of phenoxyacetic acids and precursors was evaluated through bioassays regarding the germination and initial development of Lactuca sativa and Sorghum bicolor seedlings, with the induction of DNA damage. The induction of changes in the mitotic cycle of meristematic cells of roots of L. sativa was also analyzed. At the concentration of 3 mmol L-1, phenols and their respective phenoxyacetic acids presented phytotoxic and cytotoxic activities in L. sativa and S. bicolor. Eugenol and guaiacol also presented genotoxic action in L. sativa. The toxic effect of eugenoxyacetic acid was more pronounced in L. sativa than in S. bicolor, similar to the commercial 2,4-D herbicide. Molecular properties of the phenols and their derivatives phenoxyacetic acids were compared with the ones obtained for the herbicide 2,4-D, where it was found a correlation between their molecular properties and bioactivity. |
publishDate |
2021 |
dc.date.none.fl_str_mv |
2021 2022-04-07T15:38:40Z 2022-04-07T15:38:40Z |
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 |
ALVES, T. A. et al. Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D. Anais da Academia Brasileira de Ciências, [S.l.], v. 93, n. 4, p. 1-18, 2021. DOI: 10.1590/0001-3765202120191368. http://repositorio.ufla.br/jspui/handle/1/49693 |
identifier_str_mv |
ALVES, T. A. et al. Bioactivity and molecular properties of phenoxyacetic acids derived from eugenol and guaiacol compared to the herbicide 2,4-D. Anais da Academia Brasileira de Ciências, [S.l.], v. 93, n. 4, p. 1-18, 2021. DOI: 10.1590/0001-3765202120191368. |
url |
http://repositorio.ufla.br/jspui/handle/1/49693 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.rights.driver.fl_str_mv |
Attribution 4.0 International http://creativecommons.org/licenses/by/4.0/ info:eu-repo/semantics/openAccess |
rights_invalid_str_mv |
Attribution 4.0 International http://creativecommons.org/licenses/by/4.0/ |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
Academia Brasileira de Ciências (ABC) |
publisher.none.fl_str_mv |
Academia Brasileira de Ciências (ABC) |
dc.source.none.fl_str_mv |
Anais da Academia Brasileira de Ciências (AABC) reponame:Repositório Institucional da UFLA instname:Universidade Federal de Lavras (UFLA) instacron:UFLA |
instname_str |
Universidade Federal de Lavras (UFLA) |
instacron_str |
UFLA |
institution |
UFLA |
reponame_str |
Repositório Institucional da UFLA |
collection |
Repositório Institucional da UFLA |
repository.name.fl_str_mv |
Repositório Institucional da UFLA - Universidade Federal de Lavras (UFLA) |
repository.mail.fl_str_mv |
nivaldo@ufla.br || repositorio.biblioteca@ufla.br |
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1807835221575335936 |