UPLC-PDA-Q Exactive Orbitrap-MS profiling of the lipophilic compounds product isolated from Eucalyptus viminalis plants

The lipophilic compounds product (LCP), which was isolated and purified from Eucalyptus viminalis plants, has shown earlier broad antimicrobial and anti-inflammatory activities. To study secondary compounds responsible for the pharmacological activities, chemical composition of the LCP was studied with application of ultra-performance liquid chromatography combined with photodiode array detector and high-resolution Q Exactive Orbitrap mass spectrometer (UPLC-PDA-HRMS/MS). There were found thirty two compounds: twenty phloroglucinol derivatives (isopentyl diformyl phloroglucinol, macrocarpals, sideroxylonals, etc.), eight ursane type triterpenoids (loxanic acid, dehydroursolic acid lactone, dehydroursolic acid lactone acetate, two isomers of p-coumaroyl-dehydroursolic acid lactone and two isomers of feruloyl-dehydroursolic acid lactone), sequiterpenoid (S)-β-macrocarpene and three unknown phenolics. The major compounds of the LCP were pharmacologically active macrocarpals A and B, dehydroursolic acid lactone and its derivatives. It is supposed that previously discovered antimicrobial and anti-inflammatory activities of the LCP is due to the high contents of these secondary compounds.</p

Metabolite Composition of Paper Birch Buds after Eleven Growing Seasons of Exposure to Elevated CO2 and O-3

Research Highlights: Long-term exposure of paper birch to elevated carbon dioxide (CO2) and ozone (O-3) modified metabolite content of over-wintering buds, but no evidence of reduced freezing tolerance was found.Background and Objectives: Atmospheric change may affect the metabolite composition of over-wintering buds and, in turn, impact growth onset and stress tolerance of perennial plant species in spring. Materials and Methods: Low molecular weight compounds of paper birch (Betula papyrifera) buds, including lipophilic, polar and phenolic compounds were analyzed, and freezing tolerance (FT) of the buds was determined prior to bud break after 11 growing seasons exposure of saplings to elevated concentrations of CO2 (target concentration 560 mu L L-1) and O-3 (target concentration 1.5 x ambient) at the Aspen FACE (Free-Air CO2 and O-3 Enrichment) facility. Results: The contents of lipophilic and phenolic compounds (but not polar compounds) were affected by elevated CO2 and elevated O-3 in an interactive manner. Elevated O-3 reduced the content of lipids and increased that of phenolic compounds under ambient CO2 by reallocating carbon from biosynthesis of terpenoids to that of phenolic acids. In comparison, elevated CO2 had only a minor effect on lipophilic and polar compounds, but it increased the content of phenolic compounds under ambient O-3 by increasing the content of phenolic acids, while the content of flavonols was reduced. Conclusions: Based on the freezing test and metabolite data, there was no evidence of altered FT in the over-wintering buds. The impacts of the alterations of bud metabolite contents on the growth and defense responses of birches during early growth in spring need to be uncovered in future experiments.</div

The regulating effect of light on the content of flavan-3-ols and derivatives of hydroxybenzoic acids in the callus culture of the tea plant, Camellia sinensis L

The objective was the study of the regulating effect of light on the composition and contents of phenolic compounds in the callus culture of the tea plant (Camellia sinensis) grown for 28 days in the light (16-h photoperiod) or in the dark. For the analyses of phenolic compounds, an ultra-performance liquid chromatography in combination with a photodiode array detector and a high-resolution Q Exactive Orbitrap mass spectrometry (UPLC-PDA-HRMS/MS) was used. Nineteen phenolic compounds were characterized. The main phenolic compounds were flavan-3-ols (mono- and oligomers of flavan-3-ols) and derivatives of hydroxybenzoic acids (mono- and digalloyl glucoses, hexosides of 2,5- and 2,3-dihydroxybenzoic and salicylic acids). It was shown that the growth of the tea callus in the light or in the dark does not affect the composition of phenolic compounds, but differently affects the content of flavan-3-ols and derivatives of hydroxybenzoic acids. In the callus grown in the light, the content of flavan-3-ols was about 2-fold higher than in the dark. On the contrary, the content of derivatives of hydroxybenzoic acids in the light was at average 3-fold lower. The regulating role of light in the biosynthesis of phenolic compounds, as well as light control of the distribution of carbon flux between the branches of the shikimate pathway, which are associated with the biosynthesis of flavan-3-ols and hydroxybenzoic acids, are discussed.</p

Systemic induced resistance: a risk-spreading strategy in clonal plant networks?

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Metabolite Composition of Paper Birch Buds after Eleven Growing Seasons of Exposure to Elevated CO2 and O3

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Comparative Metabolomics of Ligulate and Tubular Flowers of Two Cultivars of <i>Calendula officinalis</i> L.

Calendula officinalis L. is a well-known plant widely used in traditional medicine due to the presence of various biologically active compounds. The main raw material for the production of medicinal preparations is the inflorescence, which consists of ligulate and tubular flowers. However, the characteristics of the metabolome of these flowers are not fully understood. This study identified and compared the levels of major metabolites in the ligulate and tubular flowers of two C. officinalis cultivars, ‘Golden Sea’ (GS) and ‘Paradise Garden’ (PG). The metabolome was analysed using ultra-performance liquid chromatography with photodiode array detection and a Q Exactive Orbitrap high-resolution mass spectrometer. It was found that the tubular flowers of both PG and GS cultivars had higher levels of lipids, phenolamides and caffeoylquinic acids and lower levels of triterpenoid glycosides than the ligulate flowers. It was also shown that the inflorescences of the GS, which had a 35% higher proportion of tubular flowers, contained 30% more phenolic compounds and 50% more lipids than the PG. Thus, the results obtained extend our understanding of the features in the metabolomes of ligulate and tubular flowers and suggest that the quality of inflorescences of C. officinalis cultivars, as a source of medicinal preparations, is strongly influenced by the proportion of ligulate and tubular flowers