Synthesis and Evaluation of Nematicidal Activity of Compounds Derived from Norbornadiene
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Outros Autores: | , , , , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532020000901805 |
Resumo: | Nematode is a major problem in agriculture, the effective way to control this pest is through chemical control, but the efficient molecules present in the market have great toxicity to mammals and birds. Thus, there is a constant demand for the development of new nematicide molecules. This study describes the synthesis of 21 novel esters derived from norbornadiene and evaluation of their potential activity against Meloidogyne javanica. The esters 5-25 presented 50% mortality of the nematodes. The acid 3 and the ester 4 caused 96 and 93% mortality of the nematodes, respectively. The lethal concentration to kill 50% of the nematodes (LD50) were determined as being 11.8 µg mL-1 for the acid 3 and 99.4 µg mL-1 for the ester 4. According to the results obtained it is believed that polarity seems to be a key factor for the higher activity of compound 3 compared to structurally similar ester derivatives. |
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Synthesis and Evaluation of Nematicidal Activity of Compounds Derived from NorbornadieneMeloidogyne javanicaDiels-Alderbicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acidbut-2-ynedioic acidNematode is a major problem in agriculture, the effective way to control this pest is through chemical control, but the efficient molecules present in the market have great toxicity to mammals and birds. Thus, there is a constant demand for the development of new nematicide molecules. This study describes the synthesis of 21 novel esters derived from norbornadiene and evaluation of their potential activity against Meloidogyne javanica. The esters 5-25 presented 50% mortality of the nematodes. The acid 3 and the ester 4 caused 96 and 93% mortality of the nematodes, respectively. The lethal concentration to kill 50% of the nematodes (LD50) were determined as being 11.8 µg mL-1 for the acid 3 and 99.4 µg mL-1 for the ester 4. According to the results obtained it is believed that polarity seems to be a key factor for the higher activity of compound 3 compared to structurally similar ester derivatives.Sociedade Brasileira de Química2020-09-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532020000901805Journal of the Brazilian Chemical Society v.31 n.9 2020reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20200067info:eu-repo/semantics/openAccessGomes,Anni C. S.Demuner,Antonio J.Alvarenga,Elson S.Gondim,João P. E.Fonseca,Andressa R.Buonicontro,Dalila S.Pilau,Eduardo J.Silva,Evandroeng2020-08-17T00:00:00Zoai:scielo:S0103-50532020000901805Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2020-08-17T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Synthesis and Evaluation of Nematicidal Activity of Compounds Derived from Norbornadiene |
title |
Synthesis and Evaluation of Nematicidal Activity of Compounds Derived from Norbornadiene |
spellingShingle |
Synthesis and Evaluation of Nematicidal Activity of Compounds Derived from Norbornadiene Gomes,Anni C. S. Meloidogyne javanica Diels-Alder bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid but-2-ynedioic acid |
title_short |
Synthesis and Evaluation of Nematicidal Activity of Compounds Derived from Norbornadiene |
title_full |
Synthesis and Evaluation of Nematicidal Activity of Compounds Derived from Norbornadiene |
title_fullStr |
Synthesis and Evaluation of Nematicidal Activity of Compounds Derived from Norbornadiene |
title_full_unstemmed |
Synthesis and Evaluation of Nematicidal Activity of Compounds Derived from Norbornadiene |
title_sort |
Synthesis and Evaluation of Nematicidal Activity of Compounds Derived from Norbornadiene |
author |
Gomes,Anni C. S. |
author_facet |
Gomes,Anni C. S. Demuner,Antonio J. Alvarenga,Elson S. Gondim,João P. E. Fonseca,Andressa R. Buonicontro,Dalila S. Pilau,Eduardo J. Silva,Evandro |
author_role |
author |
author2 |
Demuner,Antonio J. Alvarenga,Elson S. Gondim,João P. E. Fonseca,Andressa R. Buonicontro,Dalila S. Pilau,Eduardo J. Silva,Evandro |
author2_role |
author author author author author author author |
dc.contributor.author.fl_str_mv |
Gomes,Anni C. S. Demuner,Antonio J. Alvarenga,Elson S. Gondim,João P. E. Fonseca,Andressa R. Buonicontro,Dalila S. Pilau,Eduardo J. Silva,Evandro |
dc.subject.por.fl_str_mv |
Meloidogyne javanica Diels-Alder bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid but-2-ynedioic acid |
topic |
Meloidogyne javanica Diels-Alder bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid but-2-ynedioic acid |
description |
Nematode is a major problem in agriculture, the effective way to control this pest is through chemical control, but the efficient molecules present in the market have great toxicity to mammals and birds. Thus, there is a constant demand for the development of new nematicide molecules. This study describes the synthesis of 21 novel esters derived from norbornadiene and evaluation of their potential activity against Meloidogyne javanica. The esters 5-25 presented 50% mortality of the nematodes. The acid 3 and the ester 4 caused 96 and 93% mortality of the nematodes, respectively. The lethal concentration to kill 50% of the nematodes (LD50) were determined as being 11.8 µg mL-1 for the acid 3 and 99.4 µg mL-1 for the ester 4. According to the results obtained it is believed that polarity seems to be a key factor for the higher activity of compound 3 compared to structurally similar ester derivatives. |
publishDate |
2020 |
dc.date.none.fl_str_mv |
2020-09-01 |
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=S0103-50532020000901805 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532020000901805 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.21577/0103-5053.20200067 |
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 |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.31 n.9 2020 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318183422623744 |