Novel Insecticides from Alkylated and Acylated Derivatives of Thymol and Eugenol for the Control of Plutella xylostella (Lepidoptera: Plutellidae)
Autor(a) principal: | |
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Data de Publicação: | 2022 |
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=S0103-50532022000200196 |
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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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 |
status_str |
publishedVersion |
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 |
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.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 |
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 |
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1750318184798355456 |