Separation of flavonoids by reversed-phase high-performance liquid chromatography

Casteele, Karel Vande; Geiger, Hans; Sumere, C. F. Van

doi:10.1016/s0021-9673(01)84009-7

Cited by 123 publications

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“…Polysaccharides and a number of flavonol glycosides of the kaempferol and quercetin type are supposed to contribute to the antiphlogistic effects of this medicinal plant [1][2][3]. In the past, analysis offlavonoids was performed mainly by HPLC [4][5][6] but in recent years CE has also become more and more attractive as complementary method to HPLC. Up to now a number of CE techniques have been applied to the analysis of this class of compounds, including CZE, isotachophoresis and MEKC [7][8][9][10].…”

Section: Introductionmentioning

confidence: 99%

Analysis of flavonols ofSedum telephium L. leaves by capillary electrophoresis and HPLC-mass spectrometry

et al. 1999

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SummaryFlavonol glycosides of Sedum telephium L. were analysed by MEKC. Baseline separation was achieved within 14 min using a fused silica capillary and a borate/ phosphate buffer solution (35 mM, pH 5.8) containing 35 mM SDS and 4 % MeOH. The applied voltage was 25 kV and the thermostating temperature was kept constant at 40 ~ Injection was performed via the pressure mode for 3 s, the detection wavelength was 205 nm. The optimized MEKC method was used for the quantitative determination of flavonol glycosides in extracts of S. telephium leaves.Analysis was also performed by HPLC-MS using an electrospray ionization (ESI) interface. The good agreement between the quantitative CE results and those obtained by LC clearly demonstrated the applicability of the methods presented.

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Section: Introductionmentioning

confidence: 99%

Analysis of flavonols ofSedum telephium L. leaves by capillary electrophoresis and HPLC-mass spectrometry

et al. 1999

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“…), and one new flavonoid, quercetin-3-O-(2-acetyl-a-l-arabinofuranoside (3), together with ten known flavonoids compounds, eriodictyol (4), aromadendrin (5), trans-dihydroquercetin (6), cisdihydroquercetin (7), kaempferol (8), kaempferol-3-O-a-l-arabinofuranoside (9), quercetin (10), quercetin-3-O-a-l-arabinofuranoside or avicularin (11), quercetin 3'-methyl ether, 3-O-a-l-arabinofuranoside (12), and maesopsin (13), were isolated from the bark of Berchemia floribunda. Their structures were determined by various NMR techniques and chemical studies.…”

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confidence: 99%

“…Compounds 3 -13 were tested for their cytotoxic activity against human leukemia cells. Among them, kaempferol (8) and maesopsin (13) showed significant inhibitory activities against human leukemia cells CCRF-CEM and its multidrugresistant sub-line, CEM/ADR5000, with IC 50 values of 14.0, 5.3, 10.2, and 12.3 mm, respectively.…”

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confidence: 99%

“…Further purification of these fractions by successive column chromatography (Sephadex LH-20 and RP-18 silica-gel columns) afforded three new compounds, 1 -3, in addition to ten known flavonoids, 4 -13. The latter were identified as eriodictyol (4) [2], aromadendrin (5) [3], trans-dihydroquercetin (6) [4], cis-dihydroquercetin (7) [5], kaempferol (8) [6], kaempferol-3-O-a-l-arabinofuranoside (9) [6], quercetin (10) [6], quercetin-3-O-a-larabinofuranoside or avicularin (11) [7], quercetin 3'-methyl ether, 3-O-a-l-arabinofuranoside (12) [8], maesopsin (13) [9], by comparing their mass and NMR spectral data with those reported in the corresponding literature.…”

mentioning

confidence: 99%

“…N A N A Kaempferol (8) 14000 AE 1700 10200 AE 500 0.74 Kaempferol-3-O-a-l-arabinofuranoside (9) N A N A Quercetin (10) N A N A Quercetin-3-O-a-l-arabinofuranoside or avicularin (11) NA NA Quercetin 3'-methyl ether, 3-O-a-l-arabinofuranoside NA NA Maesopsin (13) 5300 Conclusions. -In the present investigation, the multidrug resistance-conferring gene MDR1 did not or minimally influence resistance to two compounds isolated from Berchemia floribunda, while high degrees of resistance were found to natural products used in standard tumour chemotherapy such as doxorubicin [16], vincristine, or paclitaxel.…”

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confidence: 99%

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Cytotoxic and New Tetralone Derivatives fromBerchemia floribunda (Wall.)Brongn.

Wang

Cao

Efferth

et al. 2006

C&B

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Two new a-tetralone ( ¼ 3,4-dihydronaphthalen-1(2H)-one) derivatives, berchemiaside A and B (1 and 2, resp.), and one new flavonoid, quercetin-3-O-(2-acetyl-a-l-arabinofuranoside (3), together with ten known flavonoids compounds, eriodictyol (4), aromadendrin (5), trans-dihydroquercetin (6), cisdihydroquercetin (7), kaempferol (8), kaempferol-3-O-a-l-arabinofuranoside (9), quercetin (10), quercetin-3-O-a-l-arabinofuranoside or avicularin (11), quercetin 3'-methyl ether, 3-O-a-l-arabinofuranoside (12), and maesopsin (13), were isolated from the bark of Berchemia floribunda. Their structures were determined by various NMR techniques and chemical studies. Compounds 3 -13 were tested for their cytotoxic activity against human leukemia cells. Among them, kaempferol (8) and maesopsin (13) showed significant inhibitory activities against human leukemia cells CCRF-CEM and its multidrugresistant sub-line, CEM/ADR5000, with IC 50 values of 14.0, 5.3, 10.2, and 12.3 mm, respectively.Introduction. -Berchemia floribunda (Wall.) Brongn., which is widely distributed in China, was used for treatment of rheumatic arthritis, jaundice and contusions, and strains and dysmenorrhoea [1]. No work has been previously performed on the chemical constituents and biological activity. The AcOEt extract showed activity against human leukemia cells CCRF-CEM. So we undertook the study of bioactive constituents. From the AcOEt fraction of EtOH extracts of B. floribunda, two new atetralone ( ¼ 3,4-dihydronaphthalen-1(2H)-one) derivatives, 1 and 2, and one new flavonoid, 3, together with ten known flavonoid compounds, 4 -13, were obtained. Compounds 3 -13 were examined for their biological activities against human leukemia cells CCRF-CEM and its multidrug-resistant sub-line, CEM/ADR5000. This paper mainly reports the isolation and structure elucidation of the new compounds, and the cytotoxicity of the tested compounds.

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Separation of Flavones by Capillary Electrophoresis: The Influence of pKa on Electrophoretic Mobility

Markham¹,

McGhie²

1996

Phytochem. Anal.

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In order to evaluate the influence of pKa on electrophoretic mobility (EM), two novel series of synthetic flavonoids comprising eight monohydroxyflavones and four tri‐O‐methylluteolins were studied. In this way the effect of varying molecular size on EM was eliminated in each series. A linear relationship between EM and pKa is demonstrated for both series, with the parallel slope for the luteolins being at lower average EM due to their larger molecular size relative to the monohydroxyflavones. In an extension of these studies, the EM of a series of dihydroxyflavones was also determined. It is shown that the relative EM of a dihydroxyflavone is determined primarily by the pKa of its most acidic hydroxyl group, unless complexation with borate in the electrophoresis buffer occurs. A rationalization of the differences in EM values between the mono‐ and di‐hydroxy series has provided an insight into the relative importance of effects such as molecular size, pKa and borate complexing on EM.

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Separation of flavonoids by reversed-phase high-performance liquid chromatography

Cited by 123 publications

References 32 publications

Analysis of flavonols ofSedum telephium L. leaves by capillary electrophoresis and HPLC-mass spectrometry

Analysis of flavonols ofSedum telephium L. leaves by capillary electrophoresis and HPLC-mass spectrometry

Cytotoxic and New Tetralone Derivatives fromBerchemia floribunda (Wall.)Brongn.

Separation of Flavones by Capillary Electrophoresis: The Influence of pKa on Electrophoretic Mobility

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