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ContribuiÃÃo ao Estudo QuÃmico de EspÃcies do Estado do CearÃ: Heliotropium indicum Linn, Heliotropium polyphyllum Lehm e Ganoderma lucidum / Chemical contribution to the study of the State of Cearà Species: Heliotropium indicum Linn, Heliotropium polyphyllum Lehm and Ganoderma lucidumJoÃo Samy Nery de Souza 09 May 2009 (has links)
FundaÃÃo de Amparo à Pesquisa do Estado do Cearà / CoordenaÃÃo de AperfeiÃoamento de Pessoal de NÃvel Superior / Este trabalho relata o estudo fitoquÃmico de duas espÃcies do gÃnero Heliotropium: H. indicum Linn e H. polyphyllum Lehm e do macrofungo Ganoderma lucidum, coletados no Estado do CearÃ. A anÃlise dos Ãleos essenciais das partes aÃreas das espÃcies de Heliotropium, por diferentes tÃcnicas de extraÃÃo, permitiu a identificaÃÃo de diferentes metabÃlitos secundÃrios, desde hidrocarbonetos, terpenÃides, Ãlcoois atà sesquiterpenÃides. No Ãleo essencial das raÃzes OEHI, foram identificados 17 constituintes quÃmicos, sendo o fitol (49,10%) o composto majoritÃrio. A investigaÃÃo fitoquÃmica do extrato etanÃlico das raÃzes de H. indicum resultou no isolamento, entre outros compostos, um alcalÃide pirrolizidÃnico denominado helindicina (HI-2). O estudo fitoquÃmico do extrato etanÃlico das partes aÃreas de H. polyphyllum permitiu o isolamento do alcalÃide licopsamina (HP-1). A anÃlise cromatogrÃfica dos constituintes fixos do extrato etanÃlico de Ganoderma lucidum permitiu o isolamento dos esterÃides ergostanos: ergosta-7,22,-dien-3-ona, ergosta-22-en-3,4,8-triol, ergosta-1,4,8(14),22-tetraen-3-ona e a mistura de ergosta-5,9,22-trien-3-ol e ergosta-5,22-dien-3-ol. Uma sÃrie de derivados do esterÃide ergosta-7,22-dien-3-ona foi desenvolvida a partir da modificaÃÃo no carbono C-3 com obtenÃÃo de Ãlcoois, Ãsteres (formil e acetil) e oxima. A determinaÃÃo estrutural dos contituintes nÃo volÃteis e derivados foi realizada atravÃs de mÃtodos espectroscÃpicos EM, IV e RMN 1H e 13C, incluindo sequencias de pulso uni e bi-dimensionais. A identificaÃÃo dos constituintes volÃteis foi desenvolvida por cromatografia gasosa acoplada à espectrometria de massas (CG/EM) para anÃlise qualitativa, enquanto (CG/DIC) para anÃlise quantitativa e ainda comparaÃÃo com dados descritos na literatura. / This work reports the phytochemistry study of two species of the genus Heliotropium: H. indicum Linn and H. polyphyllum Lehm, and of the macrofungal Ganoderma lucidum, collected in the State of CearÃ. The analysis of the essential oils from aerial partsâ of the species of Heliotropium, for different extraction techniques, allowed the identification of different secondary metabolic, from hydrocarbons, terpenoids, alcohols even sesquiterpenoids. For the essential oil from roots OEHI all 17 constituents chemicalents were identified and the fitol (49,10%) were the major compound. The phytochemistry investigation from etanolic extract of the roots of H. indicum resulted in the isolation, among others compounds, one pirrolizidine alkaloid that has been named as helindicine (HI-2). The phytochemistry study from extract etanolic for aerial partsâ of H. polyphyllum allowed the isolation of the alkaloid licopsamine (HP-1). The chromatographic analysis of the fixed constituints from etanolic extract of Ganoderma lucidum allowed the isolation of the steroids ergostane: ergosta-7,22,-dien-3-one, ergosta-22-en-3,4,8-triol, ergosta-1,4,8(14),22-tetraen-3-one, and the mixture of ergosta-5,9,22-trien-3-ol and ergosta-5,22-dien-3-ol. A series of derived from steroid ergosta-7,22-dien-3-one was developed starting from the modification in the carbon C-3 with obtaining of alcohols, steres (formil and acetil) and oxima. The structural determination of all natural products, and derived was performed by mean of spectroscopic techniques such MS, IR, 1H and 13C NMR, including uni and bi-dimensional pulse sequences. The identification of the volatile constitution was performed by GC/MS for the qualitative analysis while GC/FID was used for the quantitative analysis, and still comparison to data published in the literature was also used for identification wherever the case.
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