Anthrone and oxanthrone C,O-diglycosides from Picramnia teapensis

Abstract

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.