Comprehensive analysis of Phyteuma orbiculare L., a wild Alpine food plant

Abbet, Christian; Slacanin, Ivan; Hamburger, Matthias; Potterat, Olivier

doi:10.1016/j.foodchem.2012.08.018

Cited by 11 publications

(6 citation statements)

References 25 publications

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“…Malonylated flavonoid glycosides were also observed in the phenolic cluster, specifically present in B. laevifolia ( m / z 565.1213 [M + H] + ) and A. septentrionalis ( m / z 521.1296 [M + H] + ), in which both present a neutral loss of 248 Da corresponding to a hexose (162 Da) bonded to a malonyl (86 Da) group . The malonylated flavonoid glycoside at m / z 565.1213 [M + H] + has been previously described for Pyrus spp., , berry plants, , Ambrosia artemisiifolia , Fagonia cretica , and Phyteuma orbiculare ; however, to the best of our knowledge, the one at m / z 521.1296 [M + H] + (C 24 H 25 O 13 ) has not been reported to date. This study is the first evidence of this subclass of compounds in the family Malpighiaceae.…”

Section: Resultsmentioning

confidence: 89%

Can Statistical Evaluation Tools for Chromatographic Method Development Assist in the Natural Products Workflow? A Case Study on Selected Species of the Plant Family Malpighiaceae

et al. 2020

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Proper chromatographic methods may reduce the challenges inherent in analyzing natural product extracts, especially when utilizing hyphenated detection techniques involving mass spectrometry. As there are many variations one can introduce during chromatographic method development, this can become a daunting and time-consuming task. To reduce the number of runs and time needed, the use of instrumental automatization and commercial software to apply Quality by Design and statistical analysis automatically can be a valuable approach to investigate complex matrices. To evaluate this strategy in the natural products workflow, a mixture of nine species from the family Malpighiaceae was investigated. By this approach, the entire data collection and method development procedure (comprising screening, optimization, and robustness simulation) was accomplished in only 4 days, resulting in very low limits of detection and quantification. The analysis of the individual extracts also proved the efficiency of the use of a mixture of extracts for this workflow. Molecular networking and library searches were used to annotate a total of 61 compounds, including O-glycosylated flavonoids, C-glycosylated flavonoids, quinic/shikimic acid derivatives, sterols, and other phenols, which were efficiently separated by the method developed. These results support the potential of statistical tools for chromatographic method optimization as an efficient approach to reduce time and maximize resources, such as solvents, to get proper chromatographic conditions.

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Section: Resultsmentioning

confidence: 89%

Can Statistical Evaluation Tools for Chromatographic Method Development Assist in the Natural Products Workflow? A Case Study on Selected Species of the Plant Family Malpighiaceae

et al. 2020

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“…This could be related to their phylogenetic distance [ 4 ] and also to their significant morphologic differences [ 3 ]. On the other hand, PS also show a slightly different phenolic profile from PO, but not as high as with PP, which is consistent with their phylogenetic proximity [ 4 ] and their morphologic [ 3 ] and metabolic similarity [ 22 ]. Although in some studies PS and PO are defined as different species [ 1 , 3 ], their delimitation is not clear and some studies suggest that PO is a subspecies of PS, as well as PSC [ 5 ].…”

Section: Discussionmentioning

confidence: 53%

“…In the Campanuloideae subfamily, the most abundant phenolic compounds are the der.s of caffeic acid, mainly chlorogenic (esters with quinic acid) and p -coumaric acids [ 21 ]. Indeed, in some species of the genus Phyteuma , the most abundant phenolic compounds were identified as thansgenioside, chlorogenic acid, and luteolin derivatives [ 22 ]. Our results coincide with these studies and contribute to a more detailed phenolic profile of the genus as well since high amounts of quercetin and isorhamnetin derivatives were identified and quantified as well.…”

Section: Discussionmentioning

confidence: 99%

“…All compounds were identified based on literature, both anthocyanins [ 39 ] and other phenolic compounds [ 22 , 40 , 41 , 42 , 43 , 44 , 45 , 46 , 47 ]. They were quantified based on the corresponding external standards.…”

Section: Methodsmentioning

confidence: 99%

“…Particularly, very specific saponins—phyteumosides—have been identified in the genus [ 20 ], which differentiates it from other related genera as these compounds are scarce in the Campanulaceae family [ 21 ]. Since some phenolic compounds show antioxidative properties and are involved in health-promoting effects, some of them have already been described in a few Phyteuma flowers and leaf rosettes since they have been traditionally consumed in salads [ 22 ]. In those analyses, the phenolic profiles do not differ between flowers of P. spicatum, P. ovatum and P. orbiculare , but are clearly different in P. hemisphaericum .…”

Section: Introductionmentioning

confidence: 99%

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Color Variation and Secondary Metabolites’ Footprint in a Taxonomic Complex of Phyteuma sp. (Campanulaceae)

Grohar

Medič

Ivancic

et al. 2022

Plants

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In the genus Phyteuma, the taxonomic delimitation of some species is difficult since a high variability of morphological traits, such as flower color, is present, probably due to high levels of hybridization. Historic descriptions and the morphological traits used in the taxonomic keys are sometimes unclear and lead to misinterpretations. Here, a detailed analysis of flower color variability in different populations of sympatric P. spicatum, P. ovatum, and P. persicifolium constitutes a new approach to clarifying the taxonomic statuses. The numeric analysis of color, providing colorimetric variables, together with the detailed description of the metabolic profiles of populations with different flower colors, constitute a unique chemical fingerprint that identifies species and subspecies with clear markers. This study is the most complete metabolic research on genus Phyteuma, since we identified and quantified 44 phenolic compounds using HPLC-MS, comprising 14 phenolic acids, 23 flavonols and flavones, and, for the first time in the genus, 7 anthocyanins involved in flower color variability. This approach contributes to clarifying the differences between species, which is particularly relevant in taxonomic complexes such as the present, where morphology fails to clearly differentiate taxa at specific and intraspecific levels.

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Dereplication strategies in natural product research: How many tools and methodologies behind the same concept?

2015

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The development of new drugs will certainly benefit from an ever improving knowledge of the living beings chemistry. However, identification of drugable molecules within the immense biodiversity of forests, soils or oceans still requires considerable investments in technical equipments, time and human resources. An important part of this process is the quick identification of known substances in order to concentrate the efforts on the discovery of new ones. A range of "dereplication" procedures are currently emerging to meet this challenge as key strategies to improve the performance of natural product screening programs. Initially defined in 1990 as "a process of quickly identifying known chemotypes", dereplication is today a not so univocal concept and has evolved over the last years in different ways. The present review covers all dereplication-related sudies in natural product research from 1990 to 2014.Its writing brought to light five distinct dereplication workflows that can be characterized by the nature of starting materials, by the key analytical technique, and above all by the final objective. Dereplication can be used as an untargeted workflow for the rapid identification of the major compounds whatever their chemical class in a single sample or for the acceleration of bioactivity-guided fractionation procedures. In other cases dereplication is fully integrated in metabolomic studies for the untargeted chemical profiling of natural extract collections or for the targeted identification of a predetermined class of metabolites. Finally a quite distinct dereplication approach mainly based on gene-sequence analyses is frequently used for the taxonomic identification of microbial strains.

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Comprehensive analysis of Phyteuma orbiculare L., a wild Alpine food plant

Cited by 11 publications

References 25 publications

Can Statistical Evaluation Tools for Chromatographic Method Development Assist in the Natural Products Workflow? A Case Study on Selected Species of the Plant Family Malpighiaceae

Can Statistical Evaluation Tools for Chromatographic Method Development Assist in the Natural Products Workflow? A Case Study on Selected Species of the Plant Family Malpighiaceae

Color Variation and Secondary Metabolites’ Footprint in a Taxonomic Complex of Phyteuma sp. (Campanulaceae)

Dereplication strategies in natural product research: How many tools and methodologies behind the same concept?

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