Sesquiterpenes and diterpenes from Ambrosia arborescens.
Six compounds, eudesm-11(13)-en-4beta,9beta-diol, 15R,16-dihydroxy-3-oxoisopimar-9(11)-ene, 15S,16-dihydroxy-3-oxoisopimar-9(11)-ene, 1alpha-hydroxy-7-oxo-iso-anhydrooplopanone, 10alpha-hydroxy-11,13-dihydro-5-epi-psilostachyin, and 4beta-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.
De Leo
Marinella
M
Dipartimento di Scienze Farmaceutiche, Università di Pisa, Pisa, Italy.
Saltos
Mariela Beatriz Vera
MB
Puente
Blanca Fabiola Naranjo
BF
De Tommasi
Nunziatina
N
Braca
Alessandra
A
D031164:Ambrosia / Q000737:chemistry*; D002942:Circular Dichroism; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification*; D021241:Spectrometry, Mass, Electrospray Ionization
D004224:Diterpenes; D012717:Sesquiterpenes