Navegando por Palavras-chave "Duguetia lanceolata"

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    Duguetia lanceolata St. -Hil (Annonaceae): composição química da fração alcaloídica e do óssencial e avaliação da atividade anti-Trypanosoma cruzi e antimicrobiana
    (Universidade Federal de São Paulo, 2018-04-03) Dantas, Erick Pereira [UNIFESP]; Sartorelli, Patricia [UNIFESP]; Universidade Federal de São Paulo (UNIFESP)
    The Annonaceae family is composed by 135 genus and 2500 species; 34 of these can be found in South America. Among these, 29 take place in Brazil, including the Duguetia genus with 50 of the 80 classified species. The specie selected for this study was Duguetia lanceolata, known popularly as "pindaiva" or "ateira-da-mata", occurs in the Brazil, in the Dense Ombrophilous Forest, Seasonal Semideciduos Forest, Riparian Forest, Padulosa Forest and Cerrado. The present work aims to evaluate the antiparasitic (Trypanossoma cruzi) and antifungal potential (Candida albicans, Cryptococcus neoformans and Saccharomyces cerevisiae) of alkaloids and other fixed and volatile metabolites isolated from the leaves of D. lanceolata. The crude extract was subjected to acid-base extraction yielding the alkaloid extract (EA). EA was subjected to column chromatography using flash silica yielding fifteen fractions. Fractions EA9 and EA10 were selected after confirmation of alkaloids in these fractions by Dragendorff. EA9 and EA10 were subjected to other chromatographic procedures as flash silica chromatography, Sephadex LH-20, HPLC and HPLC-MS. After these steps, it was possible to isolate 2 fixed compounds, glaucine (aporphic alkaloid) and litholide (lactone) and to separate and identify other 13 fixed compounds, 3 aporphinal alkaloids (glaucine, 7-hydroxydehydroglaucine, dehydroglacaine, norglaucine and boldine), 3 oxoaporfine alkaloids (liriodenine, oxoglaucine and lanuginosine), 2 pyrrolizidine alkaloids (ipanguline B2 and isoipanguline B2), 2 sesquiterpenes (capsidiol and β-caryophyllene), and 2 aromatic compounds (1,3,5-trimethoxybezene and one unknown). All these compounds were characterized and identified by uni- and bidimensional spectroscopic techniques, mass spectrometry and compared to the literature. Glaucine and loliolide were evaluated for antiparasitic potential and cytotoxicity. For the trypomastigotes the two substances presented similar activity > 150.0 μM. For the amastigotes the lololide presented activity of > 30.0 μM that is greater than that of the glaucina of 80.7 μM. As for cytotoxicity, the two were not considered cytotoxic due to values > 200.0 μM. The essential oil of the leaves of Duguetia lanceolata was analyzed for its chemical composition by CG-FID and CG-MS, as result 13 compounds were identified corresponding to 83.73% of the total oil composition with bisabolene (24.87%), germacrene-D (18 , 60%) and gurjuren α (12.08%) as major compounds. For the isolation of the major compounds, the essential oil was subjected to chromatographic procedure by silica normal phase column soaked with AgNO3, obtaining 12 fractions. The DLO 3 fraction was subjected to preparative thin layer chromatography, affording 5 subfractions. After analysis of the NMR ¹H and ¹³C spectrums of the fraction DLO3-4 and DLO-5. They are shown to be constituted by the epoxy-caryophyllene and β-bisabolene, respectively. The potential antimicrobial activity of the essential oil, fractions and subfractions were evaluated against Candida albicans, Cryptococcus neoformans and Saccharomyces cerevisiae strains. Crude oil showed antimycotic activity against Cryptococcus neoformans and Saccharomyces cerevisiae. The DLO 3 fraction demonstrated antifungal activity against Candida albicans and Cryptococcus neoformans. Although the subfractions DLO3-4 (ephoxi-caryophyllene) and DLO3-5 (β-bisabolene) have not demonstrated antimicrobial activity, in combination these subfractions showed antifungal activity against Candida albicans and Cryptococcus neoformans, thus suggesting potential synergism between the compounds. Keywords: Duguetia lanceolata, alkaloids, anti-Trypanosoma activity, antimicrobial activity, essential oil. Keyword: Duguetia lanceolata, alkaloids, anti-Trypanosoma activity, antimicrobial activity, essential oil.