Bioactive coumarins and HPLC-PDA-ESI-ToF-MS metabolic profiling of edible queule fruits (Gomortega keule), an endangered endemic Chilean species

Simirgiotis, Mario J.; Ramirez, Javier E.; Schmeda-Hirschmann, Guillermo; Kennelly, Edward J.

doi:10.1016/j.foodres.2013.07.022

Cited by 42 publications

(42 citation statements)

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“…Peaks 38, 40 and 49 were tentatively identified as hydroxydioxohenicosanoic acid (C 21 H 38 O 5 ), trioxohenicosanoic acid (C 21 H 36 O 5 ) and dihydroxydioxononadecanoic (C 19 H 34 O 6 ), which showed [M − H] − ions at m / z 369.2649, 367.2492 and 357.2285 respectively. Finally, peak 53, with an [M − H] − ion at m / z 295.1917, was tentatively identified as dihydroxyheptadecatrienoic acid (C 17 H 28 O 4 ) [ 28 ].…”

Section: Resultsmentioning

confidence: 99%

Metabolomic Analysis of Two Parmotrema Lichens: P. robustum (Degel.) Hale and P. andinum (Mull. Arg.) Hale Using UHPLC-ESI-OT-MS-MS

et al. 2017

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Lichens are symbiotic associations of fungi with microalgae and/or cyanobacteria. Lichens belonging to the Parmeliaceae family comprise 2700 species of lichens, including the Parmotrema genus which is composed of 300 species. The metabolites of this genus include depsides, depsidones, phenolics, polysaccharides, lipids, diphenylethers and dibenzofurans, which are responsible for the biological activities reported including antidiabetic, antihelmintic, anticancer, antioxidant, antibacterial, anti-inflammatory, antimitotic, antitumoral, antifungal, and antioxidant enzyme inhibitory. Due to scarce knowledge of metabolomic profiles of Parmotrema species (P. andinum and P. robustum), a full metabolome study based on ultra-high performance liquid chromatography- diode array detector-electrospray ionization-quadrupole-orbitrap-mass-spectrometry (UHPLC-DAD-ESI-Q-orbitrap MS) was performed for a comprehensive characterization of their substances. From the methanolic extracts of these species, a total of 54 metabolites were identified for the first time using this hyphenated technique, including thirty compounds in P. andinum, and thirty-seven in P. robustum. Moreover, two compounds were not identified as known compounds, and could be new structures, according to our data. This report shows that this technique is effective and accurate for rapid chemical identification of lichen substances and the compounds identified could serve as chemotaxonomic markers to differentiate these ruffle lichens.

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Section: Resultsmentioning

confidence: 99%

Metabolomic Analysis of Two Parmotrema Lichens: P. robustum (Degel.) Hale and P. andinum (Mull. Arg.) Hale Using UHPLC-ESI-OT-MS-MS

et al. 2017

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“…Several peaks were tentatively identified as the dietary antioxidant polyhydroxylated unsaturated fatty acids known as oxylipins [58,59], antioxidant fatty acids. Peak 4 with a [M-H] − ion at m/z 329.23367 was identified as trihydroxy-octadecenoic acid (C 18 H 33 O 5 − ), and peak 7 as its diene derivative (C 18 H 31 O 5 − ), as previously reported by some of us from Keule fruits [59]. Peak 13 with a pseudomolecular ion at m/z 361.20242 was identified as trihydroxyheneicosahexaenoic acid (C 21 H 29 O 5 − ).…”

Section: Resultsmentioning

confidence: 99%

“Haplopappus platylepis(Asteraceae) resin: an adhesive trap for pest control of crawling arthropods, with antimicrobial potential”

Macias-Marabolí

Schapheer

et al. 2018

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(which was not peer-reviewed) is the author/funder, who has granted bioRxiv a license to display the preprint in perpetuity.The copyright holder for this preprint . http://dx.doi.org/10.1101/328237 doi: bioRxiv preprint first posted online May. 22, 2018; Haplopappus platylepis resin for pest control 2 24. CC-BY 4.0 International license It is made available under a (which was not peer-reviewed) is the author/funder, who has granted bioRxiv a license to display the preprint in perpetuity. . CC-BY 4.0 International license It is made available under a (which was not peer-reviewed) is the author/funder, who has granted bioRxiv a license to display the preprint in perpetuity.The copyright holder for this preprint . http://dx.doi.org/10.1101/328237 doi: bioRxiv preprint first posted online May. 22, 2018; Haplopappus platylepis resin for pest control 4 49 Introduction 50Synthetic insecticides are controversial as they may represent a potential risk for human 51 health and non-target organisms, beside its contribution to air and soil pollution [1-3].52 Furthermore, controlling effects on pests can be rapidly ameliorated due to the evolution 53 of resistance on target organisms [4][5][6]. This is especially concerning in the case of 54 synanthropic arthropods related to vector-borne and zoonotic diseases inhabiting 55 household, food storage facilities and hospitals [7,8]. These pests are hard to control due 56 to their proximity to human-used spaces, restricting even more the use of various 57 chemical control methods [9,10].

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“…Several compounds were identified the important dietary antioxidant fatty acids known as oxylipins [26,27] (Figure 5).…”

Section: Fatty Acidsmentioning

confidence: 99%

Fast Isolation of Flavonoids from the Endemic Species Nolana ramosissima I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta

et al. 2020

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The infusion of the desertic plant Nolana ramosissima I.M. Johnst showed vascular smooth muscle relaxation in rat aorta and the presence of several phenolic compounds, which were detected by high resolution UHPLC-Orbitrap-HESI-MS. In addition, five flavonoids were rapidly isolated from a methanolic extract using high-performance counter-current chromatography (HPCCC). The N. ramosissima extract showed endothelium-independent relaxation effect in rat aorta. Sixty-one compounds were detected in the infusion, mainly glycosylated flavonoids, flavanones and several oxylipins, suggesting that a synergistic effect between the compounds in the extracts could be responsible for the relaxation activity. Vascular activity experiments were done in isolated organ bath. In rat aorta, a nitric oxide inhibitor did not prevent the relaxation effects of the extract; however, a selective guanylyl cyclase inhibitor partially blunted this effect. The compound 5,3 -dihydroxy-4 7-dimethoxyflavone presented higher relaxation effect than 100 µg/mL of N. ramosissima extract. The extract and the isolated metabolites from N. ramosissima can show relaxation effects on rat aorta by a mechanism that is independent of the endothelium.

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Bioactive coumarins and HPLC-PDA-ESI-ToF-MS metabolic profiling of edible queule fruits (Gomortega keule), an endangered endemic Chilean species

Cited by 42 publications

References 35 publications

Metabolomic Analysis of Two Parmotrema Lichens: P. robustum (Degel.) Hale and P. andinum (Mull. Arg.) Hale Using UHPLC-ESI-OT-MS-MS

Metabolomic Analysis of Two Parmotrema Lichens: P. robustum (Degel.) Hale and P. andinum (Mull. Arg.) Hale Using UHPLC-ESI-OT-MS-MS

“Haplopappus platylepis(Asteraceae) resin: an adhesive trap for pest control of crawling arthropods, with antimicrobial potential”

Fast Isolation of Flavonoids from the Endemic Species Nolana ramosissima I.M. Johnst and Its Endothelium-Independent Relaxation Effect in Rat Aorta

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