Busca de compostos inseticidas: estudo de espécies do gênero Trichilia (Meliaceae)

Detalhes bibliográficos
Autor(a) principal: Matos, Andréia Pereira
Data de Publicação: 2006
Tipo de documento: Tese
Idioma: por
Título da fonte: Repositório Institucional da UFSCAR
Texto Completo: https://repositorio.ufscar.br/handle/ufscar/6083
Resumo: This work describes the results of the search for insecticidal compounds from the Meliaceae family. The samples assayed against fall armyworm Spodoptera frugiperda were the hexane, methanol and hydromethanol extracts of twigs, leaves, seeds, aril and exocarp of T. catigua; twigs, leaves, fruits, seeds, aril and exocarp of T. claussenii and twigs, leaves and fruits of T. elegans. The hexane and methanol extracts of leaves, hexane of twigs and methanol of fruits from T. claussenii showed to possess the higher insecticidal activity against S. frugiperda. Nevertheless, the hexane and methanol extracts of fruits from T. elegans showed the highest rate of larval mortality (100 %). The hydromethanol extract of T. elegans showed moderate insecticidal activity and also showed growth inhibition and antifeedant activities. The active extracts were fractionated and the chemical study led to isolation of 20 compounds, including limonoids, triterpenes, coumarins, steroids and one sesquiterpene. From the hexane extract of leaves from T. claussenii were isolated the steroids β-sitosterol, stigmasterol, campesterol and sitostenone; the triterpenoids α-amyrin, β-amyrin, lupeol, lupenone, in addition to the cycloartane triterpene 24-methylen-26- hydroxycicloartan-3-on and sesquiterpene criptomeridiol. From the methanol extract of leaves of T. claussenii were isolated the steroids 24-methylen-3 β,4 β,22 α- trihydroxy-colesterol and 3- β-O- β-D-glucopyranosilsitosterol. From the methanol extract of fruits from T. elegans were isolated the coumarins 6,7- dimethoxycoumarin, 6-methoxy-7-hydroxycoumarin e 7-hydroxycoumarin. The same coumarins and the steroids were also isolated from the hexane extract of fruits from T. elegans. The limonoids cedrelone and 11 β-methoxycedrelone were isolated from the hexane extract of aril from T. catigua. Limonoids methylangolensate together with the photogedunin epimeric mixture were isolated from the methanol extract of aril from T. catigua. This is first report of the isolation of limonoids from T. catigua. Triterpens isolated from Cedrela fissilis and limonoids isolated from Cipadessa fruticosa (Meliaceae) were tested against S. frugiperda. Among them odoratol showed the best results (insecticidal activity, growth inhibition and antifeedant). Febrifugin A showed the highest rate of mortality of total cycle (at 50 mg kg-1) of 73.3%.
id SCAR_c642fd9c2d46c3be3d9f4c1aa7268937
oai_identifier_str oai:repositorio.ufscar.br:ufscar/6083
network_acronym_str SCAR
network_name_str Repositório Institucional da UFSCAR
repository_id_str 4322
spelling Matos, Andréia PereiraFernandes, João Batistahttp://genos.cnpq.br:12010/dwlattes/owa/prc_imp_cv_int?f_cod=K4787151T1http://lattes.cnpq.br/615520294008769674c28e41-e1bd-4f35-8d1e-5f0950983f092016-06-02T20:34:05Z2007-08-012016-06-02T20:34:05Z2006-05-15MATOS, Andréia Pereira. Search of insecticidal compounds - study of species from the genus Trichilia (Meliaceae). 2006. 194 f. Tese (Doutorado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2006.https://repositorio.ufscar.br/handle/ufscar/6083This work describes the results of the search for insecticidal compounds from the Meliaceae family. The samples assayed against fall armyworm Spodoptera frugiperda were the hexane, methanol and hydromethanol extracts of twigs, leaves, seeds, aril and exocarp of T. catigua; twigs, leaves, fruits, seeds, aril and exocarp of T. claussenii and twigs, leaves and fruits of T. elegans. The hexane and methanol extracts of leaves, hexane of twigs and methanol of fruits from T. claussenii showed to possess the higher insecticidal activity against S. frugiperda. Nevertheless, the hexane and methanol extracts of fruits from T. elegans showed the highest rate of larval mortality (100 %). The hydromethanol extract of T. elegans showed moderate insecticidal activity and also showed growth inhibition and antifeedant activities. The active extracts were fractionated and the chemical study led to isolation of 20 compounds, including limonoids, triterpenes, coumarins, steroids and one sesquiterpene. From the hexane extract of leaves from T. claussenii were isolated the steroids β-sitosterol, stigmasterol, campesterol and sitostenone; the triterpenoids α-amyrin, β-amyrin, lupeol, lupenone, in addition to the cycloartane triterpene 24-methylen-26- hydroxycicloartan-3-on and sesquiterpene criptomeridiol. From the methanol extract of leaves of T. claussenii were isolated the steroids 24-methylen-3 β,4 β,22 α- trihydroxy-colesterol and 3- β-O- β-D-glucopyranosilsitosterol. From the methanol extract of fruits from T. elegans were isolated the coumarins 6,7- dimethoxycoumarin, 6-methoxy-7-hydroxycoumarin e 7-hydroxycoumarin. The same coumarins and the steroids were also isolated from the hexane extract of fruits from T. elegans. The limonoids cedrelone and 11 β-methoxycedrelone were isolated from the hexane extract of aril from T. catigua. Limonoids methylangolensate together with the photogedunin epimeric mixture were isolated from the methanol extract of aril from T. catigua. This is first report of the isolation of limonoids from T. catigua. Triterpens isolated from Cedrela fissilis and limonoids isolated from Cipadessa fruticosa (Meliaceae) were tested against S. frugiperda. Among them odoratol showed the best results (insecticidal activity, growth inhibition and antifeedant). Febrifugin A showed the highest rate of mortality of total cycle (at 50 mg kg-1) of 73.3%.Este trabalho apresenta os resultados obtidos dos ensaios biológicos dos extratos hexânico, metanólico e hidrometanólico de ramos, folhas, sementes, arilo e exocarpo de T. catigua; ramos, folhas, frutos, sementes, arilo e exocarpo de T. claussenii e ramos, folhas e sementes de T. elegans sobre à lagarta-do-cartucho do milho Spodoptera frugiperda. Os extratos hexânico e metanólico de folhas, hexânico de ramos e metanólico de frutos de T. claussenii apresentaram alta atividade inseticida frente a S. frugiperda. No entanto, os extratos hexânico e metanólico de frutos de T. elegans causaram a mais alta taxa de mortalidade larval (100 %), já o extrato hidrometanólico apresentou atividade inseticida moderada e mostrou-se inibidor de crescimento e da alimentação. Os extratos ativos foram fracionados e o estudo químico levou ao isolamento de 20 metabólitos, incluindo limonóides, triterpenos, cumarinas, esteróides e um sesquiterpeno. Do extrato hexânico de folhas de T. claussenii foram isolados os esteróides β-sitosterol, estigmasterol, campesterol, sitostenona e os triterpenóides α-amirina, β-amirina, lupeol, lupenona, além do triterpeno do tipo cicloartano 24-metileno-26-hidroxicicloartan-3-ona e do sesquiterpeno criptomeridiol. Do extrato metanólico de folhas de T. claussenii foram isolados somente os esteróides 24-metileno-3 β,4 β,22 α-triidroxi-colesterol e - β-O- β-Dglucopiranosil sitosterol. Ao se fracionar o extrato metanólico de frutos de T. elegans foram isoladas as cumarinas 6,7-dimetoxicumarina, 6-metoxi-7- hidroxicumarina e 7-hidroxicumarina. As mesmas cumarinas e os esteróides foram novamente isolados do extrato hexânico de frutos de T. elegans. Os limonóides cedrelona e 11β-metoxicedrelona foram isolados do extrato hexânico do arilo de T. catigua. Além destes limonóides, o angolensato de metila e a mistura epimérica de fotogedunina foram isolados do extrato metanólico do arilo de T. catigua. Este é o primeiro relato do isolamento de limonóides de T. catigua. Triterpenóides isolados de Cedrela fissilis e limonóides isolados de Cipadessa fruticosa (Meliaceae) foram ensaiados frente a S. frugiperda. Dentre os triterpenóides testados, o odoratol apresentou os melhores resultados (atividade inseticida, inibidor de crescimento e inibidor de alimentação). A febrifugina A causou a mais alta taxa de mortalidade do ciclo total (a 50 mg kg-1) de 73,3%.application/pdfporUniversidade Federal de São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarBRProdutos naturaisTrichiliaInseticidas vegetaisSpodoptera frugiperdaMeliaceaeCIENCIAS EXATAS E DA TERRA::QUIMICABusca de compostos inseticidas: estudo de espécies do gênero Trichilia (Meliaceae)Search of insecticidal compounds: study of species from the genus Trichilia (Meliaceae)info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesis-1-1f08d89b4-2b31-4e90-9be7-b86a7c15645cinfo:eu-repo/semantics/openAccessreponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARORIGINALTeseAPM.pdfapplication/pdf3545061https://repositorio.ufscar.br/bitstream/ufscar/6083/1/TeseAPM.pdf5ef30df4bdf3fc845cd85984795b7e0cMD51THUMBNAILTeseAPM.pdf.jpgTeseAPM.pdf.jpgIM Thumbnailimage/jpeg8434https://repositorio.ufscar.br/bitstream/ufscar/6083/2/TeseAPM.pdf.jpg6b899f644e95c81095713e3e94d3a017MD52ufscar/60832023-09-18 18:31:10.57oai:repositorio.ufscar.br:ufscar/6083Repositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestopendoar:43222023-09-18T18:31:10Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false
dc.title.por.fl_str_mv Busca de compostos inseticidas: estudo de espécies do gênero Trichilia (Meliaceae)
dc.title.alternative.eng.fl_str_mv Search of insecticidal compounds: study of species from the genus Trichilia (Meliaceae)
title Busca de compostos inseticidas: estudo de espécies do gênero Trichilia (Meliaceae)
spellingShingle Busca de compostos inseticidas: estudo de espécies do gênero Trichilia (Meliaceae)
Matos, Andréia Pereira
Produtos naturais
Trichilia
Inseticidas vegetais
Spodoptera frugiperda
Meliaceae
CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Busca de compostos inseticidas: estudo de espécies do gênero Trichilia (Meliaceae)
title_full Busca de compostos inseticidas: estudo de espécies do gênero Trichilia (Meliaceae)
title_fullStr Busca de compostos inseticidas: estudo de espécies do gênero Trichilia (Meliaceae)
title_full_unstemmed Busca de compostos inseticidas: estudo de espécies do gênero Trichilia (Meliaceae)
title_sort Busca de compostos inseticidas: estudo de espécies do gênero Trichilia (Meliaceae)
author Matos, Andréia Pereira
author_facet Matos, Andréia Pereira
author_role author
dc.contributor.authorlattes.por.fl_str_mv http://lattes.cnpq.br/6155202940087696
dc.contributor.author.fl_str_mv Matos, Andréia Pereira
dc.contributor.advisor1.fl_str_mv Fernandes, João Batista
dc.contributor.advisor1Lattes.fl_str_mv http://genos.cnpq.br:12010/dwlattes/owa/prc_imp_cv_int?f_cod=K4787151T1
dc.contributor.authorID.fl_str_mv 74c28e41-e1bd-4f35-8d1e-5f0950983f09
contributor_str_mv Fernandes, João Batista
dc.subject.por.fl_str_mv Produtos naturais
Trichilia
Inseticidas vegetais
Spodoptera frugiperda
Meliaceae
topic Produtos naturais
Trichilia
Inseticidas vegetais
Spodoptera frugiperda
Meliaceae
CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.cnpq.fl_str_mv CIENCIAS EXATAS E DA TERRA::QUIMICA
description This work describes the results of the search for insecticidal compounds from the Meliaceae family. The samples assayed against fall armyworm Spodoptera frugiperda were the hexane, methanol and hydromethanol extracts of twigs, leaves, seeds, aril and exocarp of T. catigua; twigs, leaves, fruits, seeds, aril and exocarp of T. claussenii and twigs, leaves and fruits of T. elegans. The hexane and methanol extracts of leaves, hexane of twigs and methanol of fruits from T. claussenii showed to possess the higher insecticidal activity against S. frugiperda. Nevertheless, the hexane and methanol extracts of fruits from T. elegans showed the highest rate of larval mortality (100 %). The hydromethanol extract of T. elegans showed moderate insecticidal activity and also showed growth inhibition and antifeedant activities. The active extracts were fractionated and the chemical study led to isolation of 20 compounds, including limonoids, triterpenes, coumarins, steroids and one sesquiterpene. From the hexane extract of leaves from T. claussenii were isolated the steroids β-sitosterol, stigmasterol, campesterol and sitostenone; the triterpenoids α-amyrin, β-amyrin, lupeol, lupenone, in addition to the cycloartane triterpene 24-methylen-26- hydroxycicloartan-3-on and sesquiterpene criptomeridiol. From the methanol extract of leaves of T. claussenii were isolated the steroids 24-methylen-3 β,4 β,22 α- trihydroxy-colesterol and 3- β-O- β-D-glucopyranosilsitosterol. From the methanol extract of fruits from T. elegans were isolated the coumarins 6,7- dimethoxycoumarin, 6-methoxy-7-hydroxycoumarin e 7-hydroxycoumarin. The same coumarins and the steroids were also isolated from the hexane extract of fruits from T. elegans. The limonoids cedrelone and 11 β-methoxycedrelone were isolated from the hexane extract of aril from T. catigua. Limonoids methylangolensate together with the photogedunin epimeric mixture were isolated from the methanol extract of aril from T. catigua. This is first report of the isolation of limonoids from T. catigua. Triterpens isolated from Cedrela fissilis and limonoids isolated from Cipadessa fruticosa (Meliaceae) were tested against S. frugiperda. Among them odoratol showed the best results (insecticidal activity, growth inhibition and antifeedant). Febrifugin A showed the highest rate of mortality of total cycle (at 50 mg kg-1) of 73.3%.
publishDate 2006
dc.date.issued.fl_str_mv 2006-05-15
dc.date.available.fl_str_mv 2007-08-01
2016-06-02T20:34:05Z
dc.date.accessioned.fl_str_mv 2016-06-02T20:34:05Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/doctoralThesis
format doctoralThesis
status_str publishedVersion
dc.identifier.citation.fl_str_mv MATOS, Andréia Pereira. Search of insecticidal compounds - study of species from the genus Trichilia (Meliaceae). 2006. 194 f. Tese (Doutorado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2006.
dc.identifier.uri.fl_str_mv https://repositorio.ufscar.br/handle/ufscar/6083
identifier_str_mv MATOS, Andréia Pereira. Search of insecticidal compounds - study of species from the genus Trichilia (Meliaceae). 2006. 194 f. Tese (Doutorado em Ciências Exatas e da Terra) - Universidade Federal de São Carlos, São Carlos, 2006.
url https://repositorio.ufscar.br/handle/ufscar/6083
dc.language.iso.fl_str_mv por
language por
dc.relation.confidence.fl_str_mv -1
-1
dc.relation.authority.fl_str_mv f08d89b4-2b31-4e90-9be7-b86a7c15645c
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Universidade Federal de São Carlos
dc.publisher.program.fl_str_mv Programa de Pós-Graduação em Química - PPGQ
dc.publisher.initials.fl_str_mv UFSCar
dc.publisher.country.fl_str_mv BR
publisher.none.fl_str_mv Universidade Federal de São Carlos
dc.source.none.fl_str_mv reponame:Repositório Institucional da UFSCAR
instname:Universidade Federal de São Carlos (UFSCAR)
instacron:UFSCAR
instname_str Universidade Federal de São Carlos (UFSCAR)
instacron_str UFSCAR
institution UFSCAR
reponame_str Repositório Institucional da UFSCAR
collection Repositório Institucional da UFSCAR
bitstream.url.fl_str_mv https://repositorio.ufscar.br/bitstream/ufscar/6083/1/TeseAPM.pdf
https://repositorio.ufscar.br/bitstream/ufscar/6083/2/TeseAPM.pdf.jpg
bitstream.checksum.fl_str_mv 5ef30df4bdf3fc845cd85984795b7e0c
6b899f644e95c81095713e3e94d3a017
bitstream.checksumAlgorithm.fl_str_mv MD5
MD5
repository.name.fl_str_mv Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)
repository.mail.fl_str_mv
_version_ 1802136291254468608