Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae
Ano de defesa: | 2017 |
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Autor(a) principal: | |
Orientador(a): | |
Banca de defesa: | , , |
Tipo de documento: | Dissertação |
Tipo de acesso: | Acesso aberto |
Idioma: | por |
Instituição de defesa: |
Universidade Federal Rural de Pernambuco
|
Programa de Pós-Graduação: |
Programa de Pós-Graduação em Química
|
Departamento: |
Departamento de Química
|
País: |
Brasil
|
Palavras-chave em Português: | |
Área do conhecimento CNPq: | |
Link de acesso: | http://www.tede2.ufrpe.br:8080/tede2/handle/tede2/7029 |
Resumo: | The fossil record of the first insects, dating to half of the Carboniferous Period, indicate that these were saprofagus and not herbivorous. The habit of feeding on green plants arose during the coevolution of insects and plants. In response to change in saprophic habit of insects, plants have developed chemical defenses against them by the accumulation of toxic compounds known as secondary metabolites. In an attempt to overcome plant chemical defense, insects developed strategies that allowed them to have a plant tissue diet. So far it is not completely elucidated how this process occurred, but there is evidence that insects have developed the ability to use the biotransformation mechanism to detoxify these plant defense substances. In order to contribute to the understanding of chemical specificity between insects and plants, the present work was directed to elucidate the possible biotransformations of secondary metabolites of Piper species by insects, considering that Piper leaves accumulate compounds as amides and phenylpropanoides, which have allelochemical properties. Leaves of the species Piper aduncum, P. marginatum, P. tuberculatum and P. caldense, which accumulate phenylpropanoids, amides / phenylpropanoids, amides and benzoic acids prenylated were added to the diet of lepidopteran species. The results obtained showed that the piplartin amide, abundant in leaves of P. tuberculatum and known due to its biological potential, including insecticidal activity, was biotransformation during the digestive process of the caterpillars Heraclides brasilienses and Gonodonta sp1 in the respective ester 3,4,5 trimethoxycinnamate. In relation to the phenylpropanoid dilapiol, a potent natural insecticide, found in abundance in P. aduncum, there was no biotransformation during the digestive process of lepidopteran larvae Quadrus u-lucida and Gonodonta fulvidens. As for the major phenylpropanoids Easarone, Z-asarone and dilapiol present in leaves of P. marginatum, no evidence of biotransformation was also found during its metabolism by the Q. u-lucida, H. brasilienses and ENI 1 caterpillars. The same was observed for 3-geranyl-geranyl-4-hydroxybenzoic acid, found in leaves of P. caldense, where no evidence of biotransformation was found during metabolism by the Gonodonta sp2 caterpillar. The results obtained contribute to increase the knowledge about the metabolism of compounds with insecticidal properties of Piper in insects, main object of the systematic study of our research group. |
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RAMOS, Clécio SouzaFREITAS FILHO, João Rufino deMORAES, Marcilio Martins deNASCIMENTO, André Augusto Pimentel Liesenhttp://lattes.cnpq.br/5252904704381167SILVA, Marcilio Wagner Fontes2017-07-31T12:59:34Z2017-02-24SILVA, Marcilio Wagner Fontes. Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae. 2017. 78 f. Dissertação (Programa de Pós-Graduação em Química) - Universidade Federal Rural de Pernambuco, Recife.http://www.tede2.ufrpe.br:8080/tede2/handle/tede2/7029The fossil record of the first insects, dating to half of the Carboniferous Period, indicate that these were saprofagus and not herbivorous. The habit of feeding on green plants arose during the coevolution of insects and plants. In response to change in saprophic habit of insects, plants have developed chemical defenses against them by the accumulation of toxic compounds known as secondary metabolites. In an attempt to overcome plant chemical defense, insects developed strategies that allowed them to have a plant tissue diet. So far it is not completely elucidated how this process occurred, but there is evidence that insects have developed the ability to use the biotransformation mechanism to detoxify these plant defense substances. In order to contribute to the understanding of chemical specificity between insects and plants, the present work was directed to elucidate the possible biotransformations of secondary metabolites of Piper species by insects, considering that Piper leaves accumulate compounds as amides and phenylpropanoides, which have allelochemical properties. Leaves of the species Piper aduncum, P. marginatum, P. tuberculatum and P. caldense, which accumulate phenylpropanoids, amides / phenylpropanoids, amides and benzoic acids prenylated were added to the diet of lepidopteran species. The results obtained showed that the piplartin amide, abundant in leaves of P. tuberculatum and known due to its biological potential, including insecticidal activity, was biotransformation during the digestive process of the caterpillars Heraclides brasilienses and Gonodonta sp1 in the respective ester 3,4,5 trimethoxycinnamate. In relation to the phenylpropanoid dilapiol, a potent natural insecticide, found in abundance in P. aduncum, there was no biotransformation during the digestive process of lepidopteran larvae Quadrus u-lucida and Gonodonta fulvidens. As for the major phenylpropanoids Easarone, Z-asarone and dilapiol present in leaves of P. marginatum, no evidence of biotransformation was also found during its metabolism by the Q. u-lucida, H. brasilienses and ENI 1 caterpillars. The same was observed for 3-geranyl-geranyl-4-hydroxybenzoic acid, found in leaves of P. caldense, where no evidence of biotransformation was found during metabolism by the Gonodonta sp2 caterpillar. The results obtained contribute to increase the knowledge about the metabolism of compounds with insecticidal properties of Piper in insects, main object of the systematic study of our research group.Os primeiros insetos no registro fóssil, datados da metade do período Carbonífero, indicam que estes eram saprófagos e não herbívoros. O hábito de se alimentar de plantas verdes surgiu durante a co-evolução de insetos e plantas. Em resposta à mudança no hábito saprófago dos insetos, plantas desenvolveram defesas químicas contra eles pela acumulação de compostos tóxicos conhecidos como metabólitos secundários. Na tentativa de superar a defesa química de plantas, os insetos desenvolveram estratégias que permitiram ter uma dieta de tecidos de plantas. Até o momento, não é completamente elucidado como este processo ocorre, mas há evidências de que os insetos desenvolveram a capacidade de usar o mecanismo de biotransformação para desintoxicar essas substâncias de defesa das plantas. No intuito de contribuir para o entendimento de especificidade química entre insetos e plantas, o presente trabalho foi direcionado para investigar as possíveis biotransformações de metabólitos secundários de espécies de Piper por insetos, considerando que folhas de Piper acumulam compostos como amidas e fenilpropanoides, que possuem propriedades aleloquímicas. As folhas das espécies de Piper aduncum, P. marginatum, P. tuberculatum e P. caldense, que contém fenilpropanoides, amidas/fenilpropanoides, amidas e ácidos benzoicos prenilados foram adicionadas a dieta de espécies de lepidópteros. Os resultados obtidos mostrou que a amida (E)-piplartina, abundante em folhas de P. tuberculatum e conhecida devido a seu potencial biológico, incluindo atividade inseticida, sofreu biotransformação durante o processo digestivo das lagartas Heraclides brasilienses e Gonodonta sp1, no respectivo (E)-3,4,5-trimetoxicinamato de metila. Em relação ao fenilpropanoide dilapiol, um potente inseticida natural, encontrado em abundância em P. aduncum, não houve biotransformação durante o processo digestivo das larvas de lepidópteras Quadrus u-lucida e Gonodonta fulvidens. No que se refere aos fenilpropanoides majoritários E-asarona, Z-asarona e apiol presentes nas folhas de P. marginatum, também não foram encontrados indícios de biotransformação durante seu metabolismo pelas lagartas Q. u-lucida, H. brasilienses e ENI 1. O mesmo foi observado em relação ao ácido 3-geranilgeranila-4-hidroxibenzoico, encontrado nas folhas de P. caldense, onde não foram encontradas evidências de biotransformação durante o metabolismo pela lagarta Gonodonta sp2. Os resultados obtidos contribuiram para ampliar o conhecimento sobre o metabolismo de compostos com propriedades inseticidas de Piper em insetos, principal objeto do estudo sistemático do nosso grupo de pesquisa.Submitted by Mario BC (mario@bc.ufrpe.br) on 2017-07-31T12:59:34Z No. of bitstreams: 1 Marcilio Wagner Fontes Silva.pdf: 3581343 bytes, checksum: 7797bd8054b105e56b0b7ff8b8877197 (MD5)Made available in DSpace on 2017-07-31T12:59:34Z (GMT). No. of bitstreams: 1 Marcilio Wagner Fontes Silva.pdf: 3581343 bytes, checksum: 7797bd8054b105e56b0b7ff8b8877197 (MD5) Previous issue date: 2017-02-24application/pdfporUniversidade Federal Rural de PernambucoPrograma de Pós-Graduação em QuímicaUFRPEBrasilDepartamento de QuímicaBiotransformaçãoMetabolismoPiperInsetoLepidópteroCIENCIAS EXATAS E DA TERRA::QUIMICAInterações mediadas quimicamente entre Lepidoptera e espécies de Piperaceaeinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesis143564836222510089860060060038064160554570910301571700325303117195info:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações da UFRPEinstname:Universidade Federal Rural de Pernambuco (UFRPE)instacron:UFRPELICENSElicense.txtlicense.txttext/plain; charset=utf-82165http://www.tede2.ufrpe.br:8080/tede2/bitstream/tede2/7029/1/license.txtbd3efa91386c1718a7f26a329fdcb468MD51ORIGINALMarcilio Wagner Fontes Silva.pdfMarcilio Wagner Fontes Silva.pdfapplication/pdf3581343http://www.tede2.ufrpe.br:8080/tede2/bitstream/tede2/7029/2/Marcilio+Wagner+Fontes+Silva.pdf7797bd8054b105e56b0b7ff8b8877197MD52tede2/70292017-07-31 09:59:34.516oai:tede2:tede2/7029Tk9UQTogQ09MT1FVRSBBUVVJIEEgU1VBIFBSw5NQUklBIExJQ0VOw4dBCkVzdGEgbGljZW7Dp2EgZGUgZXhlbXBsbyDDqSBmb3JuZWNpZGEgYXBlbmFzIHBhcmEgZmlucyBpbmZvcm1hdGl2b3MuCgpMSUNFTsOHQSBERSBESVNUUklCVUnDh8ODTyBOw4NPLUVYQ0xVU0lWQQoKQ29tIGEgYXByZXNlbnRhw6fDo28gZGVzdGEgbGljZW7Dp2EsIHZvY8OqIChvIGF1dG9yIChlcykgb3UgbyB0aXR1bGFyIGRvcyBkaXJlaXRvcyBkZSBhdXRvcikgY29uY2VkZSDDoCBVbml2ZXJzaWRhZGUgClhYWCAoU2lnbGEgZGEgVW5pdmVyc2lkYWRlKSBvIGRpcmVpdG8gbsOjby1leGNsdXNpdm8gZGUgcmVwcm9kdXppciwgIHRyYWR1emlyIChjb25mb3JtZSBkZWZpbmlkbyBhYmFpeG8pLCBlL291IApkaXN0cmlidWlyIGEgc3VhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbyAoaW5jbHVpbmRvIG8gcmVzdW1vKSBwb3IgdG9kbyBvIG11bmRvIG5vIGZvcm1hdG8gaW1wcmVzc28gZSBlbGV0csO0bmljbyBlIAplbSBxdWFscXVlciBtZWlvLCBpbmNsdWluZG8gb3MgZm9ybWF0b3Mgw6F1ZGlvIG91IHbDrWRlby4KClZvY8OqIGNvbmNvcmRhIHF1ZSBhIFNpZ2xhIGRlIFVuaXZlcnNpZGFkZSBwb2RlLCBzZW0gYWx0ZXJhciBvIGNvbnRlw7pkbywgdHJhbnNwb3IgYSBzdWEgdGVzZSBvdSBkaXNzZXJ0YcOnw6NvIApwYXJhIHF1YWxxdWVyIG1laW8gb3UgZm9ybWF0byBwYXJhIGZpbnMgZGUgcHJlc2VydmHDp8Ojby4KClZvY8OqIHRhbWLDqW0gY29uY29yZGEgcXVlIGEgU2lnbGEgZGUgVW5pdmVyc2lkYWRlIHBvZGUgbWFudGVyIG1haXMgZGUgdW1hIGPDs3BpYSBhIHN1YSB0ZXNlIG91IApkaXNzZXJ0YcOnw6NvIHBhcmEgZmlucyBkZSBzZWd1cmFuw6dhLCBiYWNrLXVwIGUgcHJlc2VydmHDp8Ojby4KClZvY8OqIGRlY2xhcmEgcXVlIGEgc3VhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbyDDqSBvcmlnaW5hbCBlIHF1ZSB2b2PDqiB0ZW0gbyBwb2RlciBkZSBjb25jZWRlciBvcyBkaXJlaXRvcyBjb250aWRvcyAKbmVzdGEgbGljZW7Dp2EuIFZvY8OqIHRhbWLDqW0gZGVjbGFyYSBxdWUgbyBkZXDDs3NpdG8gZGEgc3VhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbyBuw6NvLCBxdWUgc2VqYSBkZSBzZXUgCmNvbmhlY2ltZW50bywgaW5mcmluZ2UgZGlyZWl0b3MgYXV0b3JhaXMgZGUgbmluZ3XDqW0uCgpDYXNvIGEgc3VhIHRlc2Ugb3UgZGlzc2VydGHDp8OjbyBjb250ZW5oYSBtYXRlcmlhbCBxdWUgdm9jw6ogbsOjbyBwb3NzdWkgYSB0aXR1bGFyaWRhZGUgZG9zIGRpcmVpdG9zIGF1dG9yYWlzLCB2b2PDqiAKZGVjbGFyYSBxdWUgb2J0ZXZlIGEgcGVybWlzc8OjbyBpcnJlc3RyaXRhIGRvIGRldGVudG9yIGRvcyBkaXJlaXRvcyBhdXRvcmFpcyBwYXJhIGNvbmNlZGVyIMOgIFNpZ2xhIGRlIFVuaXZlcnNpZGFkZSAKb3MgZGlyZWl0b3MgYXByZXNlbnRhZG9zIG5lc3RhIGxpY2Vuw6dhLCBlIHF1ZSBlc3NlIG1hdGVyaWFsIGRlIHByb3ByaWVkYWRlIGRlIHRlcmNlaXJvcyBlc3TDoSBjbGFyYW1lbnRlIAppZGVudGlmaWNhZG8gZSByZWNvbmhlY2lkbyBubyB0ZXh0byBvdSBubyBjb250ZcO6ZG8gZGEgdGVzZSBvdSBkaXNzZXJ0YcOnw6NvIG9yYSBkZXBvc2l0YWRhLgoKQ0FTTyBBIFRFU0UgT1UgRElTU0VSVEHDh8ODTyBPUkEgREVQT1NJVEFEQSBURU5IQSBTSURPIFJFU1VMVEFETyBERSBVTSBQQVRST0PDjU5JTyBPVSAKQVBPSU8gREUgVU1BIEFHw4pOQ0lBIERFIEZPTUVOVE8gT1UgT1VUUk8gT1JHQU5JU01PIFFVRSBOw4NPIFNFSkEgQSBTSUdMQSBERSAKVU5JVkVSU0lEQURFLCBWT0PDiiBERUNMQVJBIFFVRSBSRVNQRUlUT1UgVE9ET1MgRSBRVUFJU1FVRVIgRElSRUlUT1MgREUgUkVWSVPDg08gQ09NTyAKVEFNQsOJTSBBUyBERU1BSVMgT0JSSUdBw4fDlUVTIEVYSUdJREFTIFBPUiBDT05UUkFUTyBPVSBBQ09SRE8uCgpBIFNpZ2xhIGRlIFVuaXZlcnNpZGFkZSBzZSBjb21wcm9tZXRlIGEgaWRlbnRpZmljYXIgY2xhcmFtZW50ZSBvIHNldSBub21lIChzKSBvdSBvKHMpIG5vbWUocykgZG8ocykgCmRldGVudG9yKGVzKSBkb3MgZGlyZWl0b3MgYXV0b3JhaXMgZGEgdGVzZSBvdSBkaXNzZXJ0YcOnw6NvLCBlIG7Do28gZmFyw6EgcXVhbHF1ZXIgYWx0ZXJhw6fDo28sIGFsw6ltIGRhcXVlbGFzIApjb25jZWRpZGFzIHBvciBlc3RhIGxpY2Vuw6dhLgo=Biblioteca Digital de Teses e Dissertaçõeshttp://www.tede2.ufrpe.br:8080/tede/PUBhttp://www.tede2.ufrpe.br:8080/oai/requestbdtd@ufrpe.br ||bdtd@ufrpe.bropendoar:2017-07-31T12:59:34Biblioteca Digital de Teses e Dissertações da UFRPE - Universidade Federal Rural de Pernambuco (UFRPE)false |
dc.title.por.fl_str_mv |
Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae |
title |
Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae |
spellingShingle |
Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae SILVA, Marcilio Wagner Fontes Biotransformação Metabolismo Piper Inseto Lepidóptero CIENCIAS EXATAS E DA TERRA::QUIMICA |
title_short |
Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae |
title_full |
Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae |
title_fullStr |
Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae |
title_full_unstemmed |
Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae |
title_sort |
Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae |
author |
SILVA, Marcilio Wagner Fontes |
author_facet |
SILVA, Marcilio Wagner Fontes |
author_role |
author |
dc.contributor.advisor1.fl_str_mv |
RAMOS, Clécio Souza |
dc.contributor.referee1.fl_str_mv |
FREITAS FILHO, João Rufino de |
dc.contributor.referee2.fl_str_mv |
MORAES, Marcilio Martins de |
dc.contributor.referee3.fl_str_mv |
NASCIMENTO, André Augusto Pimentel Liesen |
dc.contributor.authorLattes.fl_str_mv |
http://lattes.cnpq.br/5252904704381167 |
dc.contributor.author.fl_str_mv |
SILVA, Marcilio Wagner Fontes |
contributor_str_mv |
RAMOS, Clécio Souza FREITAS FILHO, João Rufino de MORAES, Marcilio Martins de NASCIMENTO, André Augusto Pimentel Liesen |
dc.subject.por.fl_str_mv |
Biotransformação Metabolismo Piper Inseto Lepidóptero |
topic |
Biotransformação Metabolismo Piper Inseto Lepidóptero CIENCIAS EXATAS E DA TERRA::QUIMICA |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA |
description |
The fossil record of the first insects, dating to half of the Carboniferous Period, indicate that these were saprofagus and not herbivorous. The habit of feeding on green plants arose during the coevolution of insects and plants. In response to change in saprophic habit of insects, plants have developed chemical defenses against them by the accumulation of toxic compounds known as secondary metabolites. In an attempt to overcome plant chemical defense, insects developed strategies that allowed them to have a plant tissue diet. So far it is not completely elucidated how this process occurred, but there is evidence that insects have developed the ability to use the biotransformation mechanism to detoxify these plant defense substances. In order to contribute to the understanding of chemical specificity between insects and plants, the present work was directed to elucidate the possible biotransformations of secondary metabolites of Piper species by insects, considering that Piper leaves accumulate compounds as amides and phenylpropanoides, which have allelochemical properties. Leaves of the species Piper aduncum, P. marginatum, P. tuberculatum and P. caldense, which accumulate phenylpropanoids, amides / phenylpropanoids, amides and benzoic acids prenylated were added to the diet of lepidopteran species. The results obtained showed that the piplartin amide, abundant in leaves of P. tuberculatum and known due to its biological potential, including insecticidal activity, was biotransformation during the digestive process of the caterpillars Heraclides brasilienses and Gonodonta sp1 in the respective ester 3,4,5 trimethoxycinnamate. In relation to the phenylpropanoid dilapiol, a potent natural insecticide, found in abundance in P. aduncum, there was no biotransformation during the digestive process of lepidopteran larvae Quadrus u-lucida and Gonodonta fulvidens. As for the major phenylpropanoids Easarone, Z-asarone and dilapiol present in leaves of P. marginatum, no evidence of biotransformation was also found during its metabolism by the Q. u-lucida, H. brasilienses and ENI 1 caterpillars. The same was observed for 3-geranyl-geranyl-4-hydroxybenzoic acid, found in leaves of P. caldense, where no evidence of biotransformation was found during metabolism by the Gonodonta sp2 caterpillar. The results obtained contribute to increase the knowledge about the metabolism of compounds with insecticidal properties of Piper in insects, main object of the systematic study of our research group. |
publishDate |
2017 |
dc.date.accessioned.fl_str_mv |
2017-07-31T12:59:34Z |
dc.date.issued.fl_str_mv |
2017-02-24 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
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info:eu-repo/semantics/masterThesis |
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dc.identifier.citation.fl_str_mv |
SILVA, Marcilio Wagner Fontes. Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae. 2017. 78 f. Dissertação (Programa de Pós-Graduação em Química) - Universidade Federal Rural de Pernambuco, Recife. |
dc.identifier.uri.fl_str_mv |
http://www.tede2.ufrpe.br:8080/tede2/handle/tede2/7029 |
identifier_str_mv |
SILVA, Marcilio Wagner Fontes. Interações mediadas quimicamente entre Lepidoptera e espécies de Piperaceae. 2017. 78 f. Dissertação (Programa de Pós-Graduação em Química) - Universidade Federal Rural de Pernambuco, Recife. |
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http://www.tede2.ufrpe.br:8080/tede2/handle/tede2/7029 |
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