Patuletin-3-O-Rutinoside from the Aerial Parts of Echinacea angustifolia

Lin, Luxiang; Qiu, Shaofu; Lindenmaier, Michael; He, Xiaoxiao; Featherstone, Terence; Cordell, Geoffrey A.

doi:10.1076/phbi.40.2.92.5839

Cited by 11 publications

(6 citation statements)

References 4 publications

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“…Flavonoids, including quercetin, kaempferol, isorhamnetin and their glycosides (European Scientific Co-operative on Phytotherapy 2003), and also anthocyanins, are present in the aerial parts of E. purpurea (0.48%) (Wichtl 2004). The major flavonoid of the aerial parts of E. angustifolia has been identified as patuletin-3-rutinoside (Lin et al 2002), and not rutin as previously reported (Bauer 1998). Free phenolic acids, including p-coumaric, p-hydroxybenzoic and protocatechuic acids, have been isolated from the aerial parts of E. angustifolia and E. purpurea (Glowniak et al 1996).…”

Section: Other Constituentssupporting

confidence: 67%

Echinaceaspecies (Echinacea angustifolia(DC.) Hell.,Echinacea pallida(Nutt.) Nutt.,Echinacea purpurea(L.) Moench): a review of their chemistry, pharmacology and clinical properties

Barnes

Anderson²,

Gibbons

et al. 2005

Journal of Pharmacy and Pharmacology

356

310

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This paper reviews the chemistry, pharmacology and clinical properties of Echinacea species used medicinally. The Echinacea species Echinacea angustifolia, Echinacea pallida and Echinacea purpurea have a long history of medicinal use for a variety of conditions, particularly infections, and today echinacea products are among the best-selling herbal preparations in several developed countries. Modern interest in echinacea is focused on its immunomodulatory effects, particularly in the prevention and treatment of upper respiratory tract infections. The chemistry of Echinacea species is well documented, and several groups of constituents, including alkamides and caffeic acid derivatives, are considered important for activity. There are, however, differences in the constituent profile of the three species. Commercial echinacea samples and marketed echinacea products may contain one or more of the three species, and analysis of samples of raw material and products has shown that some do not meet recognized standards for pharmaceutical quality. Evidence from preclinical studies supports some of the traditional and modern uses for echinacea, particularly the reputed immunostimulant (or immunomodulatory) properties. Several, but not all, clinical trials of echinacea preparations have reported effects superior to those of placebo in the prevention and treatment of upper respiratory tract infections. However, evidence of efficacy is not definitive as studies have included different patient groups and tested various different preparations and dosage regimens of echinacea. On the basis of the available limited safety data, echinacea appears to be well tolerated. However, further investigation and surveillance are required to establish the safety profiles of different echinacea preparations. Safety issues include the possibility of allergic reactions, the use of echinacea by patients with autoimmune diseases and the potential for echinacea preparations to interact with conventional medicines.

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Section: Other Constituentssupporting

confidence: 67%

Echinaceaspecies (Echinacea angustifolia(DC.) Hell.,Echinacea pallida(Nutt.) Nutt.,Echinacea purpurea(L.) Moench): a review of their chemistry, pharmacology and clinical properties

Barnes

Anderson²,

Gibbons

et al. 2005

Journal of Pharmacy and Pharmacology

356

310

View full text Add to dashboard Cite

show abstract

“…The [M + H] + / [M − H] − ions at m/z 757/755, [A + H] + / [A − H] − ions at m/z 303/301, and PI fragment ions at 611 (loss of the third glycosyl, a rhamnosyl, from the glycoside) and 465 (loss of the secondary glycosyl, a rhamnosyl, from the produced fragment) (Table 1) suggested the peak was quercetin-dirhamnosylhexoside. Its UV data ( λ max 256, 266 sh, and 354 nm) and retention time ( t R 19.27 min) strongly suggested that the glycoside was located at the 3-position of the aglycone (30, 31). This flavonoid was finally identified as quercetin 3- O -2″,6″-dirhamnosylglucoside since this compound has been previously reported in G. biloba leaves (1–3) and is the only detected flavonoid that matches the listed retention time and UV and mass spectrometric data of peak 7.…”

Section: Resultsmentioning

confidence: 99%

“…Patuletin 3- O -rutinoside was isolated from Echinacea angustifolia leaves and identified by NMR analysis (31). Patuletin was obtained from the acid hydrolysis of patuletin 3- O -rutinoside in this laboratory.…”

Section: Methodsmentioning

confidence: 99%

Chromatographic Profiles and Identification of New Phenolic Components of Ginkgo biloba Leaves and Selected Products

Lin

Chen

Özcan

et al. 2008

J. Agric. Food Chem.

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Ginkgo biloba leaves and their extracts are one of the most widely used herbal products and/or dietary supplements in the world. A systematic study of the phenolic compounds is necessary to establish quality parameters. A modified LC-DAD-ESI/MS method was used to obtain chromatographic profiles for the flavonoids and terpene lactones of Ginkgo biloba leaves. The method was used to identify 45 glycosylated flavonols and flavones, 3 flavonol aglycones, catechin, 10 biflavones, a dihydroxybenzoic acid, and 4 terpene lactones in an aqueous methanol extract of the leaves. The extracted G. biloba leaf products contained the same flavonoids as the raw leaves except for the lack of biflavones. The detected glycosylated flavonol contents were equal to or more than 0.0008% of the dry plant material. This is the first report of the presence of more than 20 of these flavonoids in G. biloba.

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“…Several other features were annotated by using only the HRMS discrimination power since their intensity was not able to trigger the dependent data acquisition, such as niazicinin A, a phenolic glucoside; vismione D, a molecule with antiprotozoal activity; the flavone ovaliflavanone; patuletin 3-(4’’-acetylrhamnoside)-7-(2’’’-acetylrhamnoside), a flavone from the aerial parts of Echinacea angustifolia [ 33 ]; aldosecologanin, a iridoid glycoside isolated from Lonicera japonica [ 34 ]; rhamnazin 3-rhamninoside, a flavonoid glycoside with anti-fungal and antibacterial activity [ 35 ]; and purpureaside C, a phenolic glycoside with an antimicrobial effect [ 36 ].…”

Section: Discussionmentioning

confidence: 99%

HPLC-HRMS Global Metabolomics Approach for the Diagnosis of “Olive Quick Decline Syndrome” Markers in Olive Trees Leaves

et al. 2021

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Olive quick decline syndrome (OQDS) is a multifactorial disease affecting olive plants. The onset of this economically devastating disease has been associated with a Gram-negative plant pathogen called Xylella fastidiosa (Xf). Liquid chromatography separation coupled to high-resolution mass spectrometry detection is one the most widely applied technologies in metabolomics, as it provides a blend of rapid, sensitive, and selective qualitative and quantitative analyses with the ability to identify metabolites. The purpose of this work is the development of a global metabolomics mass spectrometry assay able to identify OQDS molecular markers that could discriminate between healthy (HP) and infected (OP) olive tree leaves. Results obtained via multivariate analysis through an HPLC-ESI HRMS platform (LTQ-Orbitrap from Thermo Scientific) show a clear separation between HP and OP samples. Among the differentially expressed metabolites, 18 different organic compounds highly expressed in the OP group were annotated; results obtained by this metabolomic approach could be used as a fast and reliable method for the biochemical characterization of OQDS and to develop targeted MS approaches for OQDS detection by foliage analysis.

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Patuletin-3-O-Rutinoside from the Aerial Parts of Echinacea angustifolia

Cited by 11 publications

References 4 publications

Echinaceaspecies (Echinacea angustifolia(DC.) Hell.,Echinacea pallida(Nutt.) Nutt.,Echinacea purpurea(L.) Moench): a review of their chemistry, pharmacology and clinical properties

Echinaceaspecies (Echinacea angustifolia(DC.) Hell.,Echinacea pallida(Nutt.) Nutt.,Echinacea purpurea(L.) Moench): a review of their chemistry, pharmacology and clinical properties

Chromatographic Profiles and Identification of New Phenolic Components of Ginkgo biloba Leaves and Selected Products

HPLC-HRMS Global Metabolomics Approach for the Diagnosis of “Olive Quick Decline Syndrome” Markers in Olive Trees Leaves

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