Iridoids of the bark of Syringa vulgaris

Куркин, В. А.; Zapesochnaya, G. G.; Grinenko, N. A.

doi:10.1007/bf00601302

Cited by 4 publications

(3 citation statements)

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“…The phytochemical analysis of S. vulgaris bark, fruit, flower and leaf infusions and ethanolic extracts was performed using a HPLC-DAD-MS/MS method, which allowed for the identification or partial identification of 64 compounds (Table 1 and Figure 1 ) from the following groups: phenylethanoids (compounds 27 , 31 , 36 , 39 , and 42 ), rare phenylethanoids esterified with an oleoside 11-methyl ester (compounds 43 , 49 , 50 , and 61 ), flavonoids (compounds 32 , 33 , and 35 ), other phenolic compounds ( 1 – 3 , 5 – 14 , 17 , 18 , and 24 ), lignans (compounds 21 and 37 ), iridoids (compounds 34 and 41 ), secoiridoids (compounds 4 , 15 , 16 , 20 , 26 , 28 - 30 , 38 , 40 , 44 – 46 , 48 , 51 – 57 , 60 , 62 , and 63 ), together with eight unknown compounds. Compounds 1 , 2 , 5 , 7 , 14 – 16 , 27 – 29 , 34 , 36 , 38 , 41 , 43 – 46 , 48 – 50 , 52 – 54 , 61 were previously isolated as pure compounds from S. vulgaris leaves, flowers, and bark (Kurkin et al, 1989 , 1990 ; Damtoft et al, 1995 ; Kikuchi et al, 2010 ; Dudek et al, 2017 ). However, this is a first comprehensive phytochemical analysis of a broad range of compounds from different parts of the plant.…”

Section: Resultsmentioning

confidence: 99%

Effects of Phytochemically Characterized Extracts From Syringa vulgaris and Isolated Secoiridoids on Mediators of Inflammation in a Human Neutrophil Model

et al. 2018

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Aim of the study: The aim of the present study was to investigate the effects of phytochemically characterized extracts connected with the traditional use (infusions and ethanolic extracts) of different parts of Syringa vulgaris (common lilac) on the pro-inflammatory functions of neutrophils. Active compounds were isolated from the most promising extract(s) using bioassay-guided fractionation, and their activity and molecular mechanisms of action were determined.Methods: The extracts were characterized using a HPLC-DAD- MSn method. The effects on ROS, MMP-9, TNF-α, IL-8, and MCP-1 production by neutrophils were measured using luminol-dependent chemiluminescence and enzyme-linked immunosorbent assay (ELISA) methods. The effects on p38MAPK, ERK1/2, JNK phosphorylation, and NF-kB p65 translocation were determined using western blots.Results: The major compounds detected in the extracts and infusions belong to structural groups, including caffeic acid derivatives, flavonoids, and iridoids. All extracts and infusions were able to significantly reduce ROS and IL-8 production. Bioassay-guided fractionation led to the isolation of the following secoiridoids: 2″-epiframeroside, oleonuezhenide, oleuropein, ligstroside, neooleuropein, hydroxyframoside, and framoside. Neooleuropein appeared to be the most active compound in the inhibition of cytokine production by attenuating the MAP kinase pathways.Conclusion: The present study demonstrated that common lilac, which is a traditionally used medicinal plant in Europe, is a valuable source of active compounds, especially neooleuropein.

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Section: Resultsmentioning

confidence: 99%

Effects of Phytochemically Characterized Extracts From Syringa vulgaris and Isolated Secoiridoids on Mediators of Inflammation in a Human Neutrophil Model

et al. 2018

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“…Acteoside ( 27 ) and echinacoside ( 17 ) have previously been described in lilac flower (Birkofer et al ., ), while forsythiaside ( 30 / 32 ) has been described in lilac bark (Kurkin et al ., ). In addition, other phenylpropanoid were identified for the first time in S .…”

Section: Resultsmentioning

confidence: 99%

“…Based on these works the main phenolics in Syringa species are phenylpropanoids and iridoid-glycosides, such as acteoside (syn. verbascoside) and oleuropein (Bi et al, 2011;Birkofer et al, 1968;Kurkin et al, 1989Kurkin et al, , 1990Su et al, 2015).…”

Section: Introductionmentioning

confidence: 99%

Characterization of antioxidant phenolics in Syringa vulgaris L. flowers and fruits by HPLC‐DAD‐ESI‐MS

Tóth

Barabás

Tóth

et al. 2015

Biomedical Chromatography

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In this study the polyphenolic composition of lilac flowers and fruits was determined for the first time. For the identification of compounds, accurate molecular masses and formulas, acquired by LC and ESI-TOF-MS and fragmentation pattern given by LC-ESI/MS/MS analyses, were used. Our chromatographic system in conjunction with tandem MS was found to be valuable in the rapid separation and determination of the multiple constituents in methanolic extracts of lilac flowers and fruits. Altogether 34 phenolics, comprising 18 secoiridoids, seven phenylpropanoids, four flavonoids and five low-molecular-weight phenols, were identified. As marker compounds two secoiridoids (oleuropein and nuzhenide), two phenylpropanoids (acteoside and echinacoside) and rutin were quantified by validated methods. As a result of quantitative analysis, it was confirmed that flowers contain significant amounts of phenylpropanoids (acteoside, 2.48%; echinacoside, 0.75%) and oleuropein (0.95%), while in fruits secoiridoid oleuropein (1.09%) and nuzhenide (0.42%) are the major secondary metabolites. The radical scavenging activities of the extracts and the constituents were investigated by DPPH (2,2-diphenyl-1-picrylhydrazyl) and ABTS [2,2'-azino-bis-(3-ethylbenzothiazoline-6-sulfonic acid)] assays. Both extracts show remarkable antioxidant activities. Our results clearly show that lilac flowers and fruits are inexpensive, readily available natural sources of phenolic compounds with pharmacological and cosmetic applications. Copyright © 2015 John Wiley & Sons, Ltd.

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Syringa vulgaris

Lim¹

2014

Edible Medicinal and Non Medicinal Plants

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Iridoids of the bark of Syringa vulgaris

Cited by 4 publications

References 5 publications

Effects of Phytochemically Characterized Extracts From Syringa vulgaris and Isolated Secoiridoids on Mediators of Inflammation in a Human Neutrophil Model

Effects of Phytochemically Characterized Extracts From Syringa vulgaris and Isolated Secoiridoids on Mediators of Inflammation in a Human Neutrophil Model

Characterization of antioxidant phenolics in Syringa vulgaris L. flowers and fruits by HPLC‐DAD‐ESI‐MS

Syringa vulgaris

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