5,6,2′,3′,6′-Pentamethoxyflavone (1), together with 3′,5′-dihydroxy-4′-methoxyflavone (2), 2′-methoxyflavone, 3′-methoxyflavone, 3′,4′-dimethoxyflavone, 2′,5′-methoxyflavone, 3′-hydroxy-4′,5′-dimethoxyflavone, 3′,4′,5′-trimethoxyflavone, and 3′-hydroxy-4′,5′-methylenedioxyflavone were found in the leaf exudate of the oxlip, Primula elatior (Primulaceae). The structures of flavones 1 and 2 were substantiated by 2D NMR spectroscopy.
HuckWC, HuberCG, OnganiaK-H, BonnGK. (2000) Isolation and characterization of methoxylated flavones in the flowers of Primula veris by liquid chromatography and mass spectrometry. Journal of ChromatographyA, 870, 453–462.
2.
HuckCW, HuberCG, LagojaIM, OnganiaK-H, ScherzH, BonnGK, PoppM. (1999) Isolation and structural elucidation of 3′,4′,5′-trimethoxyflavone from the flowers of Primula veris. Planta Medica, 65, 494.
3.
StecherG, HuckCW, StögglWM, BonnGK. (2003) Phytoanalysis: a challenge in phytomics. Trends in Analytical Chemistry, 22, 1–14.
4.
BudzianowskiJ, MorozowskaM, WesołowskaM. (2005) Lipophilic flavones of Primula veris L. from field cultivation and in vitro cultures. Phytochemistry, 66, 1033–1039.
5.
WollenweberE, SchnepfE. (1970) Vergleichende Untersuchungen über die flavonoiden Exkrete von “Mehl”- und “Öl”-Drüsen bei Primeln und die Feinstruktur der Drüsenzellen. Zeitschrift fur Pflanzenphysiologie, 62, 216–227.
6.
WollenweberE. (1974) Die Verbreitung spezifischer Flavone in der Gattung Primula. Biochemie und Physiologie der Pflanzen, 166, 419–424.
7.
HenekaB, RimplerH, AnkliA, SticherO, GibbonsS, HeinrichM. (2005) A furanocoumarin and polymethoxylated flavonoids from the Yucatec Mayan plant Casimiroa tetrameria. Phytochemistry, 66, 649–652.
8.
TanakaT, IinumaM, MizunoM. (1986) Spectral properties of 2′-oxygenated flavones. Chemical and Pharmaceutical Bulletin, 34, 1667–1671.