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  • About
  • The Global ETD Search service is a free service for researchers to find electronic theses and dissertations. This service is provided by the Networked Digital Library of Theses and Dissertations.
    Our metadata is collected from universities around the world. If you manage a university/consortium/country archive and want to be added, details can be found on the NDLTD website.
1

Estudo de investigaÃÃo quÃmica da espÃcie Lippia rigida Schauer (Verbenaceae). / Study of chemical research of the species Lippia rigida Schauer (Verbenaceae)

Francisco Carlos de Oliveira 26 January 2012 (has links)
FundaÃÃo Cearense de Apoio ao Desenvolvimento Cientifico e TecnolÃgico / CoordenaÃÃo de AperfeiÃoamento de Pessoal de NÃvel Superior / Este trabalho descreve o estudo de investigaÃÃo quÃmica da espÃcie Lippia rigida Schauer (Verbenaceae), coletada no municÃpio de MuncugÃ, Bahia. A anÃlise cromatogrÃfica do extrato etanÃlico das folhas de L. rigida permitiu o isolamento e caracterizaÃÃo de 3 flavonÃides do tipo flavanonas: sakuranetina, pinocembrina e 2 flavanonois: 7-metil-aromadendrina e taxifolina; 1 flavona: genkwanina; 3 flavonois: ramnocitrina, canferol e quercetina. Na determinaÃÃo estrutural dos metabÃlicos secundÃrios isolados, utilizou-se tÃcnicas espectroscÃpicas como Infravermelho (IV) e RessonÃncia MagnÃtica Nuclear de hidrogÃnio (RMN 1H) e de carbono-13 (RMN 13C), incluindo tÃcnicas bidimensionais (COSY, HMBC e HSQC), alÃm de espectrometria de massa (EM) e comparaÃÃo com os dados da literatura. Embora todos os compostos isolados sejam conhecidos na literatura, o isolamento de flavonÃides para a espÃcie L. rigida corrobora com a dispersÃo quimiotaxonÃmica desta classe para o gÃnero Lippia. AlÃm disso, os compostos 7-metil-aromadendrina, ramnocitrina, genkwanina e canferol estÃo sendo relatados pela primeira vez para o gÃnero, alÃm do mais os flavonoides 7-metil-aromadendrina e ramnocitrina estÃo sendo relatados pela primeira vez para a famÃlia Verbenaceae. O Ãleo essencial das folhas de Lippia rigida foi obtido por hidrodestilaÃÃo e analisado em CG-EM e CG-DIC. Os componentes majoritÃrios do Ãleo essencial foram α-humuleno (42,3%) e β-cariofileno (13, 0%). O Ãleo foi submetido ensaio de atividade larvicida frente a larvas no estÃgio III do mosquito Aedes aegypti com e apresentou CL50 de 138, 97 Â 1,2 μg/mL. Ensaio de atividade de citotoxicidade frente a linhagens de cÃlulas MDA-MB435, HCT-8 e SF-295, apresentou IC% 83,79, 86,80 e 79,41, respectivamente. A atividade de inibiÃÃo da enzima acetilcolinesterase revelou com halo de inibiÃÃo de 9 mm similar ao controle fisostigmina. / This paper describes the study of chemical research of the species Lippia rigida Schauer (Verbenaceae), collected in the municipality of MuncugÃ, Bahia. Chromatographic analysis of the ethanol extract from leaves of L. rigid allowed the isolation and characterization of flavonoid-type flavanones 3 sakuranetin, pinocembrin and naringenin 2 flavanonois 7-methyl aromadendrin and taxifolin, 1 flavone genkwanin, 3 flavonois ramnocitrin, kaempferol and quercetin. In the structural determination of secondary metabolites isolated, we used spectroscopic techniques such as infrared (IR) and hydrogen nuclear magnetic resonance (1H NMR) and carbon-13 (13C NMR), including two-dimensional techniques (COSY, HMBC and HSQC), and mass spectrometry (MS) and comparison with literature data. Although all the compounds are known in the literature, the isolation of flavonoids for the species L. rigida chemotaxonomy corroborates dispersal of this class to the genus Lippia. Moreover, the compound 7-methyl-aromadendrin, ramnocitrina, genkwanina and kaempferol are being reported for the first time for the genus, besides the more flavonoids 7-methyl-aromadendrin ramnocitrina and are being reported for the first time for the family Verbenaceae. The essential oil of Lippia rigida leaves was obtained by hydrodistillation and analyzed in GC-MS and GC-FID. The major components of the essential oil were α-humulene (42.3%) and β-caryophyllene (13,0%). The oil was subjected testing larvicidal activity against larvae in stage III of the mosquito Aedes aegypti and presented with LC50 of 138.97 Â 1.2 mg/mL. Assay of cytotoxicity activity against cell lines MDA-MB435, HCT-8 and SF-295, IC% showed 83.79, 86.80 and 79.41, respectively. The activity of inhibiting the enzyme acetylcholinesterase inhibition zone revealed with 9 mm similar to control physostigmine.

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