| Summary: | Orientador : Prof. Dr. Paulo H. G. Zarbin === Tese (doutorado) - Universidade Federal do Paraná, Setor de Ciências Exatas, Programa de Pós-Graduação em Química. Defesa: Curitiba, 2015 === Inclui referências : f. 107-112 === Resumo: A cultura da Erva mate vem ganhando destaque na regiao sul do Brasil, e a mariposa da erva mate, Thelosia camina, e considerada uma das principais pragas dessa cultura. O desfolhamento provocado por esse Lepidoptero ocorre na fase de maior crescimento da planta, comprometendo seriamente a producao. O feromonio natural foi extraido das glandulas feromonais de femeas via extracao por solvente, entre a ultima hora da escotofase e primeira hora da fotofase. A atividade eletroantenografica dos compostos em antenas de machos foi testada em CG-EAD, sendo observada a presenca de tres possiveis componentes feromonais majoritarios e outros seis componentes minoritarios sendo esses possiveis isomeros dos componentes majoritarios, alem outros dois componentes de menor resposta bioativa. A estrutura quimica dos compostos foi estudada por Indice de Kovats e atraves das analises de seus respectivos perfis cromatograficos, espectros de massas (CG-EM) e de infravermelho (CG-IV), assim como por analise de produtos de microderivatizacoes com 4-metil-1,2,4-triazolina-3,5-diona (MTAD). As informacoes espectroscopicas e cromatograficas obtidas indicaram que os compostos majoritarios referem-se a aldeidos, alcoois e esteres todos com cadeia principal de 18 carbonos e duas ligacoes duplas conjugadas com isomeria Z,Z. As respectivas estruturas identificadas foram: o (13Z,15Z)- octadeca-13,15-dienal (1a), o (13Z,15Z)-octadeca-13,15-dien-1-ol (2a), e o acetato de (13Z,15Z)-octadeca-13,15-dien-1-ila (3a). Todos os compostos identificados foram sintetizados e caracterizados pelas tecnicas anteriormente citadas juntamente com a espectroscopia de ressonancia magnetica nuclear de 1H e 13C. === Abstrct: The Poplar crop has gaining attention in the southern region of Brazil, and the poplar moth Thelosia camina, is considered the major pest of this culture. The defoliation caused by this Lepidoptera occurs on the higher phase of plant grown, affecting seriously the production. The natural pheromone was extracted from female pheromonal glands by the use of solvent extraction, between the last hour of scotophase and first hours of photophase. The electroantennographic activity of these compounds in male antennae was tested in GC-EAD assays, and it was observed the presence of three possible pheromonal major components, and six minor components, these possible isomers of the major components, and two components of minor bioactive response. The chemical structure of the compounds was studied by analyzing their chromatographic profiles, mass (GC-MS) and infrared spectra (GC-FTIR), as well as by analysis of microderivatizations products with 4- methyl-1,2,4-triazolina-3,5-dione (MTAD). The spectroscopic and chromatographic information obtained indicated that the compounds refer to aldehydes, alcohols and esters having 18 carbon atoms in the main chain and two conjugated double bonds with Z isomerism. The structures were identified as: (13Z,15Z)-octadeca-13,15-dienal (1a), o (13Z,15Z)-octadeca- 13,15-dien-1-ol (2a) and (13Z,15Z)-octadeca-13,15-dien-1-yl acetate (3a). All synthesized compounds were identified and characterized by the aforementioned techniques along with 1H - 13C nuclear magnetic resonance spectroscopy.
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