Bioactivity and molecular properties of Phenoxyacetic Acids Derived from Eugenol and Guaiacol compared to the herbicide 2,4-D

Detalhes bibliográficos
Autor(a) principal: ALVES,THAMMYRES A.
Data de Publicação: 2021
Outros Autores: 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.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Anais da Academia Brasileira de Ciências (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652021000701404
Resumo: Abstract 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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spelling Bioactivity and molecular properties of Phenoxyacetic Acids Derived from Eugenol and Guaiacol compared to the herbicide 2,4-DEugenoxyacetic acidguaiacoxiacetic acidnatural phenolssemisynthetic herbicides24-DAbstract 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.Academia Brasileira de Ciências2021-01-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652021000701404Anais da Academia Brasileira de Ciências v.93 n.4 2021reponame:Anais da Academia Brasileira de Ciências (Online)instname:Academia Brasileira de Ciências (ABC)instacron:ABC10.1590/0001-3765202120191368info: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.eng2021-10-19T00:00:00Zoai:scielo:S0001-37652021000701404Revistahttp://www.scielo.br/aabchttps://old.scielo.br/oai/scielo-oai.php||aabc@abc.org.br1678-26900001-3765opendoar:2021-10-19T00:00Anais da Academia Brasileira de Ciências (Online) - Academia Brasileira de Ciências (ABC)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
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
topic Eugenoxyacetic acid
guaiacoxiacetic acid
natural phenols
semisynthetic herbicides
2
4-D
description Abstract 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 2021-01-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652021000701404
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652021000701404
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/0001-3765202120191368
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Academia Brasileira de Ciências
publisher.none.fl_str_mv Academia Brasileira de Ciências
dc.source.none.fl_str_mv Anais da Academia Brasileira de Ciências v.93 n.4 2021
reponame:Anais da Academia Brasileira de Ciências (Online)
instname:Academia Brasileira de Ciências (ABC)
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