The flavonoid fraction from the seeds of Carrichtera annua was studied using high-performance liquid chromatography simultaneously coupled to a photodiode array detector (LC/UV-DAD) and a mass spectrometer equipped with an electrospray source (LC/ESI-MS). Collision-induced dissociation (CID) mass spectral data obtained off-line by nanospray (nano-ESI) analysis provided a wealth of complementary structural information, which was consistent with structures established by NMR or led to the proposal of base structures of the flavonol O-glycosides present in the Carrichtera annua seed extract. The flavonoid fraction was found to contain 12 structurally related flavonol O-glycosides. Eleven flavonoids, of which several were new compounds, were acylated with one or more benzoyl, feruloyl or sinapoyl groups. These acyl groups gave rise to characteristic product ions in the [M + H](+) and [M + Na](+) CID spectra as well as to radicalar acid-related product ions at high-energy collisional activation. In addition to the characterization of the acyl substituents, the mass spectral data allowed the identification of the aglycone, the determination of the base structure and the differentiation of several positional isomers.

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The study of the anthraquinones of Asphodelus fistulosus and A. microcarpus resulted in the isolation of chrysophanol, aloe-emodin, anhydrorugulosin, three others bianthraquinones (the cleavage products of which are either 1 ,8 -dehydroxyanthraquinone or chrysophanol) and chrysophanol-8 -mono-β-ᴅ-glucoside. The obtained results revealed a qualitative difference in the anthraquinone content of the different parts (leaves, seeds and tubers).