Apigenin-7-O-β-d-glycoside isolation from the highly copper-tolerant plant Elsholtzia splendens

Peng, Hongxia; Zhang, Xuehong; Xu, Jinzhong

doi:10.1631/jzus.b1500242

Cited by 21 publications

(7 citation statements)

References 11 publications

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“…The ESI -MS mass spectra were measured on a Waters/Micromass (Manchester, UK) ZQ mass spectrometer. The obtained data were comparable to the published values (Giang & Son, 2004;Gohari et al, 2011;Peng et al, 2016). The UV spectra were recorded on a UV/VIS Perkin Elmer Lambda 35 spectrophotometer in MeOH, and also after addition of specific reagents (NaOAc/H 3 BO 3 , AlCl 3 , AlCl 3 /HCl, NaOMe, NaOAc), according to Mabry and co-workers (Mabry et al, 1970).…”

Section: Introductionsupporting

confidence: 84%

“…The applied protocol described above allowed for isolation of luteolin 7-glucoside (1) and apigenin 7-glucoside (2). The chemical structure of the compounds was determined on the basis of 1 H 13 C NMR, ESI-MS and UV-spectroscopy analysis (Table 2) and by comparison with the data from the literature (Giang et al, 2004;Mabry et al, 1970;Gohari et al, 2011, Asgharia et al, 2015Peng et al, 2016). For comparison, in further studies, extract containing the flavonoid fraction was applied.…”

Section: Chemical Analysismentioning

confidence: 99%

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The effect of luteolin 7-glucoside, apigenin 7-glucoside and Succisa pratensis extracts on NF-κB activation and α-amylase activity in HepG2 cells

2020

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The chemical composition of Succisa pratensis is not well known. The existing data indicate a substantial content of flavonoids, which include luteolin and apigenin 7-glucosides. The aim of this study was to elaborate the isolation protocol of these flavonoids from flowers and leaves of S. pratensis, to carry out their characterization, as well as evaluate the effect of S. pratensis extracts on activation of transcription factor NF-κB and α-amylase activity. The extraction protocol applied in this study allowed isolation and characterization of flavonoid fraction of S. pratensis. Their identity was confirmed by NMR spectra analysis, UV spectroscopy and electrospray ionization-tandem MS evaluation. Treatment of pancreatic α-amylase with S. pratensis extract inhibited this enzyme’s activity to an extent comparable to that of isolated luteolin and apigenin 7-glucosides. Incubation of HepG2 cells for 24 h with S. pratensis extracts or isolated flavonoids resulted in moderate reduction in NF-κB transcription factor activation evaluated in terms of translocation of its active subunits from cytosol into nucleus and subsequently diminished expression of the COX-2 gene. Expression of NF-κB was also reduced. The most significantly diminished NF-κB activation and expression, as well as COX-2 expression, was found to result from treatment with isolated flavonoids and ethyl acetate extract of S. pratensis leaves. These results indicate that S. pratensis flavonoids may modulate the metabolic and signaling pathways whose deregulation is related to pathogenesis of liver cancer. Further studies are required to confirm these observations and assess the chemopreventive and/or therapeutic potential of the S. pratensis herb.

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Section: Introductionsupporting

confidence: 84%

Section: Chemical Analysismentioning

confidence: 99%

The effect of luteolin 7-glucoside, apigenin 7-glucoside and Succisa pratensis extracts on NF-κB activation and α-amylase activity in HepG2 cells

2020

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“…1), were isolated as yellow powders, which gave strongly UV absorbing bands on TLC at 254 nm and turned to yellow with vanillin spray reagent. Their spectroscopic data agreed with published data (Kokotkiewicz et al 2012;Peng et al 2016). (Table 2).…”

Section: Structure Characterization Of Acaricidal Compoundssupporting

confidence: 90%

“…Two compounds, apigenin-7-O-β-D-glycoside (molecular formula C 21 H 20 O 10 ) (Gulluce et al 2015;Peng et al 2016) and isorhoifolin (apigenin 7-O-rutinoside, 4',5,7-trihydroxyflavone 7-O-rutinoside; molecular formula C 27 H 30 O 14 ) (Kokotkiewicz et al 2012) (Fig. 1), were isolated as yellow powders, which gave strongly UV absorbing bands on TLC at 254 nm and turned to yellow with vanillin spray reagent.…”

Section: Structure Characterization Of Acaricidal Compoundsmentioning

confidence: 99%

Isolation and characterization of two acaricidal compounds from Calpurnia aurea subsp. aurea (Fabaceae) leaf extract

et al. 2018

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The menace caused by ticks and tick-borne diseases is a major limitation to the livestock industry in Africa. The high costs and non-availability of synthetic, chemical acaricides to resource-limited farmers, resistance of ticks to available acaricides and residue problems in meat and milk consumed by humans further complicate matters. The use of plant extracts as a possible source of new acaricides has received much interest in the last decade. In our endeavour to discover natural acaricidal compounds, tick toxicant bioassays were conducted and the chloroform fraction of Calpurnia aurea ethanol leaf extract had good acaricidal activity. Further purification of the fraction revealed two flavonoids, isolated from C. aurea for the first time. These flavonoids were characterized as apigenin-7-O-β-D-glycoside and isorhoifolin by means of NMR spectroscopic and mass spectrometry analysis. Isorhoifolin was the most potent compound (LC = 0.65 mg/ml), was not cytotoxic and should be further investigated for its potential as an acaricidal agent.

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“…EI/MS spectrum showed molecular ion peaks [M] + at m/z 354 and a prominent fragment ion at m/z 190.7. From the previous physical, spectral data, co-chromatography with chlorogenic acid standard and by comparing the obtained data with those reported for chlorogenic acid [24] From the previous physical, spectral data, co-chromatography with apigenin-7glucoside standard and by comparing the obtained data with those reported for apigenin-7-glucoside [27], compound E6 was identified as apigenin-7glucoside.…”

Section: Identification Of the Compoundsmentioning

confidence: 80%

Sansevieria: An evaluation of cytotoxic activity in reference to metabolomic and molecular docking studies

et al. 2020

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Sansevieria trifasciata Prain. and Sansevieria suffruticosa N.E.Br. were selected to evaluate their cytotoxic activity against colon (CACO2), lung (A-549) and liver (HepG-2) carcinoma cell lines. Results indicated that S. suffruticosa N.E.Br. showed a significant cytotoxic effect on CACO2 with IC50= 30.9 ± 0.72 μg/ml. Evaluating the phenolic and flavonoid contents, S. suffruticosa N.E.Br. has higher total phenolic and flavonoid contents than S. trifasciata Prain. The phenolic content was estimated using HPLC detecting the presence of apigenin-7-glucoside and cinnamic acid only in S. suffruticosa N.E.Br. with p-hydroxybenzoic acid and p-coumaric acid being the major compounds. While, catechin and kaempferol are the major compounds detected in S. trifasciata Prain. Phytochemical investigation of ethyl acetate fractions of both species results in isolation of chlorogenic acid, kaempferol, quercetin, and catechin from S. trifasciata Prain. and apigenin-7-glucoside and rutin from S. suffruticosa N.E.Br. Isolated compounds are identified using recent spectroscopic methods. All compounds are isolated for the first time from these species. Metabolomic profiling indicates the presence of phenolic acids, flavonoids and saponins in the alcoholic extracts of the two species. In addition, molecular docking study was done for further investigation of the possible targets involved in the cytotoxicity of the alcoholic extracts of the two Sansevieria species. The ability of some phenolic compounds to interact with EGFR cancer target site rationalizes the cytotoxic activity of S. suffruticosa N.E.Br. alcoholic extract as proven by their docking pattern and docking score.

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Apigenin-7-O-β-d-glycoside isolation from the highly copper-tolerant plant Elsholtzia splendens

Cited by 21 publications

References 11 publications

The effect of luteolin 7-glucoside, apigenin 7-glucoside and Succisa pratensis extracts on NF-κB activation and α-amylase activity in HepG2 cells

The effect of luteolin 7-glucoside, apigenin 7-glucoside and Succisa pratensis extracts on NF-κB activation and α-amylase activity in HepG2 cells

Isolation and characterization of two acaricidal compounds from Calpurnia aurea subsp. aurea (Fabaceae) leaf extract

Sansevieria: An evaluation of cytotoxic activity in reference to metabolomic and molecular docking studies

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