Spinacetin, A New Caffeoylglycoside, and Other Phenolic Compounds from Gnaphalium uliginosum

Оленников, Д. Н.; Чирикова, Н. К.; Кащенко, Н. И.

doi:10.1007/s10600-015-1498-y

Cited by 13 publications

(11 citation statements)

References 18 publications

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“…Due to the very large area of the Siberian territory, there are various ecological regions located there, resulting in variation in the chemical profiles of plants. Phenolic compounds are the early chemical markers reflecting plant relationships with the environment, and similar changes in the phenolic profile have already been demonstrated for some cultivated plants [59] and wild species [28,38,60,61,62]. These changes had to be taken into consideration due to their direct impact on bioactivity [63].…”

Section: Resultsmentioning

confidence: 93%

Caffeoylquinic Acids and Flavonoids of Fringed Sagewort (Artemisia frigida Willd.): HPLC-DAD-ESI-QQQ-MS Profile, HPLC-DAD Quantification, in Vitro Digestion Stability, and Antioxidant Capacity

et al. 2019

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Fringed sagewort (Artemisia frigida Willd., Compositae family) is a well-known medicinal plant in Asian medical systems. Fifty-nine hydroxycinnamates and flavonoids have been found in A. frigida herbs of Siberian origin by high-performance liquid chromatography with diode array and electrospray triple quadrupole mass detection (HPLC-DAD-ESI-QQQ-MS). Their structures were determined after mass fragmentation analysis as caffeoylquinic acids, flavone O-/C-glycosides, flavones, and flavonol aglycones. Most of the discovered components were described in A. frigida for the first time. It was shown that flavonoids with different types of substitution have chemotaxonomic significance for species of Artemisia subsection Frigidae (section Absinthium). After HPLC-DAD quantification of 16 major phenolics in 21 Siberian populations of A. frigida and subsequent principal component analysis, we found substantial variation in the selected compounds, suggesting the existence of two geographical groups of A. frigida. The antioxidant activity of A. frigida herbal tea was determined using 2,2-diphenyl-1-picrylhydrazyl free radical (DPPH•) and hydrophilic/lipophilic oxygen radical absorbance capacity (ORAC) assays and DPPH•-HPLC profiling, revealing it to be high. The effect of digestive media on the phenolic profile and antioxidant capacity of A. frigida herbal tea was assessed under simulated gastrointestinal digestion. We found a minor reduction in caffeoylquinic acid content and ORAC values, but remaining levels were satisfactory for antioxidant protection. These results suggest that A. frigida and its food derivate herbal tea could be recommended as new plant antioxidants rich in phenolics.

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Section: Resultsmentioning

confidence: 93%

Caffeoylquinic Acids and Flavonoids of Fringed Sagewort (Artemisia frigida Willd.): HPLC-DAD-ESI-QQQ-MS Profile, HPLC-DAD Quantification, in Vitro Digestion Stability, and Antioxidant Capacity

et al. 2019

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“…The cold climate of the northern territories promotes the accumulation of compounds such as acetylated iridoids, phenylethanoid glycosides, caffeoylquinic acids, and acylated flavone glycosides in G. bifida plants, while warm climates result in high concentrations of the non-acetylated iridoid glycosides and non-acylated flavone glucuronides. This early comparative data regarding the chemical composition of plants collected from the various regions of Siberia demonstrate greater storage ability in the northern plant populations for flavonoids [53,56,96], simple phenolics [97], ellagitannins [98], iridoids [99], caffeoylquinic acids [100], sesquiterpenes [101], and coumarins [102].…”

Section: Two Siberian Chemotypes Of G Bifidamentioning

confidence: 78%

“…Owing to the high content of the phenolic compounds in G. bifida plant material and dry extracts (Table S2), especially compounds with expressed antioxidant potential, such as phenylethanoid glucosides [50], caffeoylquinic acids [100], and flavone glycosides [95], we studied the antioxidative properties of GBME from eight Siberian populations. Six assays were chosen for investigation, including cavenging capacity against free radicals of 2,2-diphenyl-1-picrylhydrazyl radical (DPPH), 2,2 -azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) cation radical (ABTS), and superoxide radical, as well as ferric reducing antioxidant power, oxygen radical absorbance capacity, and carotene bleaching assay.…”

Section: Bioactivity Of G Bifida Extracts: Acute Toxicity and Antioxmentioning

confidence: 99%

“…The plant material was dried in the ventilated heat oven at 40 • C within 3-4 days and stored at 3-4 • C before analysis. The reference compounds were purchased from ChemFaces (Wuhan, Hubei, PRC), Extrasynthese (Lyon, France), MedKoo Biosciences Inc. (Morrisville, NC, USA), Sigma-Aldrich (St. Louis, MO, USA), Toronto Research Chemicals (North York, ON, Canada), VILAR Corp. (Moscow, Russia), or isolated early from the various plants in our laboratory [55,57,100,105,106] (Table S3)…”

Section: Plant Materials and Chemicalsmentioning

confidence: 99%

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Synanthropic Plants as an Underestimated Source of Bioactive Phytochemicals: A Case of Galeopsis bifida (Lamiaceae)

Оленников

2020

Plants

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Hemp nettle (Galeopsis bifida Boenn.) is a synanthropic species of the Lamiaceae family that is widely distributed across Europe, Asia, and Siberia. Galeopsis bifida is deeply embedded in the ethnomedical tradition of Asian healers; however, this plant is still poorly characterized, both chemically and pharmacologically. To study Siberian populations of G. bifida, we used high-performance liquid chromatography with photodiode array and electrospray triple quadrupole mass detection for metabolic profiling. Ninety compounds were identified, including iridoid glycosides, phenylethanoid glycosides, hydroxycinnamates, and flavone glycosides, most of which were identified in G. bifida for the first time, while some phenolics were found to have potential chemotaxonomic significance in the Lamiaceae family and Galeopsis genus. An unequal quantitative distribution of the selected metabolites was observed within separate organs of the G. bifida plant, characterized by high accumulation of most compounds within the aerial part of the plant (leaves, flowers). Analysis of the content of specific chosen compounds within the leaves of different populations of G. bifida from Eastern Siberia revealed the existence of two chemical types based on metabolic specifics: the southern type accumulates flavone glucuronides, while the northern type tends to accumulate high levels of phenylpropanoids and acylated flavone glucosides. The first study of the bioactivity of G. bifida extract demonstrated that the herb has low toxicity in acute experiments and expresses antioxidant potential against free radicals in the form of DPPH˙, ABTS˙+, and superoxide radical, as well as high ferric reducing antioxidant power, oxygen radical absorbance capacity, and protective action in the carotene bleaching assay. In general, our results suggest the herb of G. bifida as a new, prospective synanthropic plant for medical application.

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“…This peak was tentatively identified as qurcetagetin-7-O-(6′′-caffeoylglucoside), which was confirmed using the UNIFI local library and was first detected in Coreopsis species. However, this compound has been found in Asteraceae plants, such as Gnaphalium uliginosum and Tagetes maxima [ 48 , 49 ]. Peak 35 ( t R 8.74 min) produced a molecular ion at m/z 299.0555 [M – H] − (calculated for C 16 H 11 O 6 − , 299.0561).…”

Section: Resultsmentioning

confidence: 99%

Metabolite Profiling and Dipeptidyl Peptidase IV Inhibitory Activity of Coreopsis Cultivars in Different Mutations

Kim

Paudel

Han

et al. 2021

Plants

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Coreopsis species have been developed to produce cultivars of various floral colors and sizes and are also used in traditional medicine. To identify and evaluate mutant cultivars of C. rosea and C. verticillata, their phytochemical profiles were systematically characterized using ultra-performance liquid chromatography time-of-flight mass spectrometry, and their anti-diabetic effects were evaluated using the dipeptidyl peptidase (DPP)-IV inhibitor screening assay. Forty compounds were tentatively identified. This study is the first to provide comprehensive chemical information on the anti-diabetic effect of C. rosea and C. verticillata. All 32 methanol extracts of Coreopsis cultivars inhibited DPP-IV activity in a concentration-dependent manner (IC50 values: 34.01–158.83 μg/mL). Thirteen compounds presented as potential markers for distinction among the 32 Coreopsis cultivars via principal component analysis and orthogonal partial least squares discriminant analysis. Therefore, these bio-chemometric models can be useful in distinguishing cultivars as potential dietary supplements for functional plants.

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Spinacetin, A New Caffeoylglycoside, and Other Phenolic Compounds from Gnaphalium uliginosum

Cited by 13 publications

References 18 publications

Caffeoylquinic Acids and Flavonoids of Fringed Sagewort (Artemisia frigida Willd.): HPLC-DAD-ESI-QQQ-MS Profile, HPLC-DAD Quantification, in Vitro Digestion Stability, and Antioxidant Capacity

Caffeoylquinic Acids and Flavonoids of Fringed Sagewort (Artemisia frigida Willd.): HPLC-DAD-ESI-QQQ-MS Profile, HPLC-DAD Quantification, in Vitro Digestion Stability, and Antioxidant Capacity

Synanthropic Plants as an Underestimated Source of Bioactive Phytochemicals: A Case of Galeopsis bifida (Lamiaceae)

Metabolite Profiling and Dipeptidyl Peptidase IV Inhibitory Activity of Coreopsis Cultivars in Different Mutations

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