30 research outputs found

    Anthrone and oxanthrone C,O-diglycosides from Picramnia teapensis

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    Two C,O-diglycosylated compounds, the anthrone picramnioside F, and the oxanthrone mayoside C, were isolated from the stem bark of Picramnia teapensis, along with the previously reported anthraquinones, 1-O-b-d- and 8-O-b-d-glucopyranosyl emodin. The compounds were separated by recycling-HPLC, and their structures were determined on the basis of spectroscopic analysis. CD measurements were used to establish the absolute con®guration of the anthrone and oxanthrone. The antifungal activity of 1- O-b-d- and 8-O-b-d-glucopyranosyl emodin against Leucoagaricus gongilophorus was shown to be similar to that of the lignan sesamin. # 2000 Elsevier Science Ltd. All rights reserved.Se aislaron dos compuestos C,O-diglicosilados, la antrona picramniosida F y la oxantrona mayósida C, de la corteza del tallo de Picramnia teapensis, junto con las antraquinonas previamente informadas, 1-O-b-d- y 8-O-b-d-glucopiranosil emodina. Los compuestos se separaron mediante reciclaje-HPLC y sus estructuras se determinaron sobre la base del análisis espectroscópico. Se usaron medidas de CD para establecer la configuración absoluta de la antrona y la oxantrona. Se demostró que la actividad antifúngica de 1-O-b-d- y 8-O-b-d-glucopiranosil emodina contra Leucoagaricus gongilophorus es similar a la del lignano sesamina. # 2000 Elsevier Science Ltd. Todos los derechos reservados.Universidad Nacional, Costa RicaEscuela de Químic

    Synthetic amides toxic to the leaf-cutting ant Atta sexdens rubropilosa L. and its symbiotic fungus

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    1 Nine synthetic amides similar to natural N-piperidine-3-(4,5-methylenedioxyphenyl)-2-(E)-propenainide and N-pyrrolidine-3-(4,5-methylenedyoxiphenyl)2-(E)-propenamide were synthesized and identified by their spectroscopic data.2 the toxicity of these synthetic amides to the Atta sexdens rubropilosa workers and the antifungal activity against Leticoagaricus gongylophorus, the symbiotic fungus of the leaf-cutting ants, were determined.3 Workers ants that were fed daily on an artificial diet to which these compounds were added had a higher mortality rate than the controls for N-pyrrolidine-3(3',4'-methylenedioxyphenyl)-2-(E)-propenamide and N-benzyl-3-(3',4'-methylenedioxyphenyl)-2-(E)-propenamide at a concentration of 100 mu g/mL.4 the completely inhibition (100%) of the fungal growth was observed with N-piperldine-3-(3',4'-methylenedioxyphenyl)-2-(E)-propenamide and N,N-diethyl-3-(3',4'-methylenedioxyphenyl)-2-(E)-propenamide at concentrations of 50 and 100 mu g/mL and N-pirrolidine-3-(3',4'-methylenedioxyphenyl)-2-(E)-propenamide at a concentration of 100 mu g/mL.5 the possibility of controlling these insects in the future using synthetic piperamides that can simultaneously target both organisms is discussed
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