Six compounds, eudesm-11(13)-en-4 beta,9 beta-diol, 15R,16-dihydroxy-3-oxoisopimar-9(11)-ene, 15S,16-dihydroxy-3-oxoisopimar-9(11)-ene, 1 alpha-hydroxy-7-oxo-iso-anhydrooplopanone, 10 alpha-hydroxy-11,13-dihydro-5-epi-psilostachyin, and 4 beta-hydroxypseudoguaian-12,6-olide 4-O-beta-D-glucopyranoside, together with 12 known sesquiterpenes, were isolated from the leaves of Ambrosia arborescens. Structures were elucidated by 1D and 2D NMR spectroscopy including 1D-TOCSY, DQF-COSY, 2D-ROESY, HSQC, and HMBC experiments, as well as by ESI mass spectrometry. The absolute configuration of the 15,16-diol moiety in 15R,16-dihydroxy-3-oxoisopimar-9(11)-ene and 15S,16-dihydroxy-3-oxoisopimar-9(11)-ene was determined using Snatzke's method. All compounds were evaluated for antiproliferative activity.
Sesquiterpenes and diterpenes from Ambrosia arborescens.
DE TOMMASI, Nunziatina;
2010-01-01
Abstract
Six compounds, eudesm-11(13)-en-4 beta,9 beta-diol, 15R,16-dihydroxy-3-oxoisopimar-9(11)-ene, 15S,16-dihydroxy-3-oxoisopimar-9(11)-ene, 1 alpha-hydroxy-7-oxo-iso-anhydrooplopanone, 10 alpha-hydroxy-11,13-dihydro-5-epi-psilostachyin, and 4 beta-hydroxypseudoguaian-12,6-olide 4-O-beta-D-glucopyranoside, together with 12 known sesquiterpenes, were isolated from the leaves of Ambrosia arborescens. Structures were elucidated by 1D and 2D NMR spectroscopy including 1D-TOCSY, DQF-COSY, 2D-ROESY, HSQC, and HMBC experiments, as well as by ESI mass spectrometry. The absolute configuration of the 15,16-diol moiety in 15R,16-dihydroxy-3-oxoisopimar-9(11)-ene and 15S,16-dihydroxy-3-oxoisopimar-9(11)-ene was determined using Snatzke's method. All compounds were evaluated for antiproliferative activity.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
