Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)

Detalhes bibliográficos
Autor(a) principal: Camara,Claudio A. G. da
Data de Publicação: 2022
Outros Autores: Doboszewski,Bogdan, Melo,João P. R. de, Nazarenko,Alexander Y., Santos,Rodrigo B. dos, Moraes,Marcilio M.
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=S0103-50532022000200196
Resumo: Plutella xylostella cause considerable harm to the production of broccoli, Chinese cabbage, cabbage and cauliflower. The control of P. xylostella is mainly performed using commercial insecticides, which have even led to the emergence of resistant populations. Two easily available natural products found in different plants essential oil, thymol and eugenol, stand up as possible novel agents to control this pest. In this work a series of alkylated and acylated derivatives of eugenol and thymol were synthesized and screened for antifeedant, larvicidal and ovicidal activities against P. xylostella. The results of biological activities assays suggest that the novel 1,1’-[1,8-octanediylbis(oxy)]-bis(4-allyl-2-methoxy-benzene) (5) was the most toxic in the larvicidal test. Compounds 1-butoxy-2-isopropyl-5-methyl-benzene (8) and hexanedioic acid 1,6-bis(2-isopropyl-5-methyl-phenyl)-ester (10) were the most toxic in the ovicidal assay. The compound 8 presented the most antifeedant activity. Most of the compounds obtained were more active than commercially available insecticidal deltamethrin and azadirachtin.
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spelling Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)antifeedanteugenolinsecticidallarvicidalPlutella xylostellathymolPlutella xylostella cause considerable harm to the production of broccoli, Chinese cabbage, cabbage and cauliflower. The control of P. xylostella is mainly performed using commercial insecticides, which have even led to the emergence of resistant populations. Two easily available natural products found in different plants essential oil, thymol and eugenol, stand up as possible novel agents to control this pest. In this work a series of alkylated and acylated derivatives of eugenol and thymol were synthesized and screened for antifeedant, larvicidal and ovicidal activities against P. xylostella. The results of biological activities assays suggest that the novel 1,1’-[1,8-octanediylbis(oxy)]-bis(4-allyl-2-methoxy-benzene) (5) was the most toxic in the larvicidal test. Compounds 1-butoxy-2-isopropyl-5-methyl-benzene (8) and hexanedioic acid 1,6-bis(2-isopropyl-5-methyl-phenyl)-ester (10) were the most toxic in the ovicidal assay. The compound 8 presented the most antifeedant activity. Most of the compounds obtained were more active than commercially available insecticidal deltamethrin and azadirachtin.Sociedade Brasileira de Química2022-02-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532022000200196Journal of the Brazilian Chemical Society v.33 n.2 2022reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20210137info:eu-repo/semantics/openAccessCamara,Claudio A. G. daDoboszewski,BogdanMelo,João P. R. deNazarenko,Alexander Y.Santos,Rodrigo B. dosMoraes,Marcilio M.eng2022-01-21T00:00:00Zoai:scielo:S0103-50532022000200196Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2022-01-21T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)
title Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)
spellingShingle Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)
Camara,Claudio A. G. da
antifeedant
eugenol
insecticidal
larvicidal
Plutella xylostella
thymol
title_short Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)
title_full Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)
title_fullStr Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)
title_full_unstemmed Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)
title_sort Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)
author Camara,Claudio A. G. da
author_facet Camara,Claudio A. G. da
Doboszewski,Bogdan
Melo,João P. R. de
Nazarenko,Alexander Y.
Santos,Rodrigo B. dos
Moraes,Marcilio M.
author_role author
author2 Doboszewski,Bogdan
Melo,João P. R. de
Nazarenko,Alexander Y.
Santos,Rodrigo B. dos
Moraes,Marcilio M.
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Camara,Claudio A. G. da
Doboszewski,Bogdan
Melo,João P. R. de
Nazarenko,Alexander Y.
Santos,Rodrigo B. dos
Moraes,Marcilio M.
dc.subject.por.fl_str_mv antifeedant
eugenol
insecticidal
larvicidal
Plutella xylostella
thymol
topic antifeedant
eugenol
insecticidal
larvicidal
Plutella xylostella
thymol
description Plutella xylostella cause considerable harm to the production of broccoli, Chinese cabbage, cabbage and cauliflower. The control of P. xylostella is mainly performed using commercial insecticides, which have even led to the emergence of resistant populations. Two easily available natural products found in different plants essential oil, thymol and eugenol, stand up as possible novel agents to control this pest. In this work a series of alkylated and acylated derivatives of eugenol and thymol were synthesized and screened for antifeedant, larvicidal and ovicidal activities against P. xylostella. The results of biological activities assays suggest that the novel 1,1’-[1,8-octanediylbis(oxy)]-bis(4-allyl-2-methoxy-benzene) (5) was the most toxic in the larvicidal test. Compounds 1-butoxy-2-isopropyl-5-methyl-benzene (8) and hexanedioic acid 1,6-bis(2-isopropyl-5-methyl-phenyl)-ester (10) were the most toxic in the ovicidal assay. The compound 8 presented the most antifeedant activity. Most of the compounds obtained were more active than commercially available insecticidal deltamethrin and azadirachtin.
publishDate 2022
dc.date.none.fl_str_mv 2022-02-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
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dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532022000200196
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532022000200196
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20210137
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
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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.33 n.2 2022
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
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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)
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