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Shouzhuo Yao - One of the best experts on this subject based on the ideXlab platform.
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rapid determination of protopine allocryptopine sanguinarine and Chelerythrine in fruits of macleaya cordata by microwave assisted solvent extraction and hplc esi ms
Phytochemical Analysis, 2006Co-Authors: Xubiao Luo, Bo Chen, Shouzhuo YaoAbstract:An isocratic high-performance liquid chromatographic method coupled with electrospray mass spectrometry was developed to determine protopine, allocryptopine, sanguinarine and Chelerythrine in fruits of Macleaya cordata. The sample was extracted with hydrochloric acid aqueous solution using microwave-assisted extraction method. The extracts were separated on a C8 reversed-phase HPLC column with acetonitrile:acetate buffer as mobile phase, and full elution of all analytes was realized isocratically within 10 min. The abundance of pseudomolecule ions was recorded using selected ion recording at m/z 354.4, 370.1, 332.5, 348.5 and 338.5 for protopine, allocryptopine, sanguinarine, Chelerythrine and the internal standard, jatrorrhizine, respectively. Internal standard curves were used for the quantification of protopine, allocryptopine, sanguinarine and Chelerythrine, which showed a linear range of 0.745-74.5, 0.610-61.0, 0.525-105 and 0.375-75 microg/mL, respectively, with correlation coefficients of 0.9995, 0.9992, 0.9993 and 0.9989, and limits of detection of 3.73, 3.05, 1.60 and 1.11 ng/mL, respectively.
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a simple and sensitive method of nonaqueous capillary electrophoresis with laser induced native fluorescence detection for the analysis of Chelerythrine and sanguinarine in chinese herbal medicines
Talanta, 2006Co-Authors: Qian Liu, Xubiao Luo, Yingju Liu, Manli Guo, Shouzhuo YaoAbstract:Abstract Laser-induced fluorescence (LIF) is a highly sensitive detection method for capillary electrophoresis (CE). However, it usually requires analyte to be derivatized, unless the wavelength of native fluorescence of analyte matches the laser's. That limits its application in drug analysis. In this work, we introduced a rapid, simple and sensitive method of nonaqueous capillary electrophoresis with laser-induced native fluorescence (NACE–LIF) detection for the analysis of Chelerythrine and sanguinarine for the first time. As these two alkaloids have some native fluorescence, they were directly detected using a commercially available Ar + laser without troublesome fluorescent derivatization. The fluorescence was enhanced by nonaqueous media. Compared with previously reported UV detection method, lower limit of detection (LOD) is achieved thanks to the high sensitivity of LIF detection (2.0 ng/mL for Chelerythrine and 6.3 ng/mL for sanguinarine). Moreover, with NACE, the baseline separation of these alkaloids is finished within 3.5 min. This method is successfully applied to determine the contents of Chelerythrine and sanguinarine in Macleaya cordata (Willd.) R. Br. and Chelidonium majus L.
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Rapid determination of protopine, allocryptopine, sanguinarine and Chelerythrine in fruits of Macleaya cordata by microwave-assisted solvent extraction and HPLC-ESI/MS.
Phytochemical Analysis, 2006Co-Authors: Xubiao Luo, Bo Chen, Shouzhuo YaoAbstract:An isocratic high-performance liquid chromatographic method coupled with electrospray mass spectrometry was developed to determine protopine, allocryptopine, sanguinarine and Chelerythrine in fruits of Macleaya cordata. The sample was extracted with hydrochloric acid aqueous solution using microwave-assisted extraction method. The extracts were separated on a C8 reversed-phase HPLC column with acetonitrile:acetate buffer as mobile phase, and full elution of all analytes was realized isocratically within 10 min. The abundance of pseudomolecule ions was recorded using selected ion recording at m/z 354.4, 370.1, 332.5, 348.5 and 338.5 for protopine, allocryptopine, sanguinarine, Chelerythrine and the internal standard, jatrorrhizine, respectively. Internal standard curves were used for the quantification of protopine, allocryptopine, sanguinarine and Chelerythrine, which showed a linear range of 0.745–74.5, 0.610–61.0, 0.525–105 and 0.375–75 µg/mL, respectively, with correlation coefficients of 0.9995, 0.9992, 0.9993 and 0.9989, and limits of detection of 3.73, 3.05, 1.60 and 1.11 ng/mL, respectively. Copyright © 2006 John Wiley & Sons, Ltd.
Xubiao Luo - One of the best experts on this subject based on the ideXlab platform.
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rapid determination of protopine allocryptopine sanguinarine and Chelerythrine in fruits of macleaya cordata by microwave assisted solvent extraction and hplc esi ms
Phytochemical Analysis, 2006Co-Authors: Xubiao Luo, Bo Chen, Shouzhuo YaoAbstract:An isocratic high-performance liquid chromatographic method coupled with electrospray mass spectrometry was developed to determine protopine, allocryptopine, sanguinarine and Chelerythrine in fruits of Macleaya cordata. The sample was extracted with hydrochloric acid aqueous solution using microwave-assisted extraction method. The extracts were separated on a C8 reversed-phase HPLC column with acetonitrile:acetate buffer as mobile phase, and full elution of all analytes was realized isocratically within 10 min. The abundance of pseudomolecule ions was recorded using selected ion recording at m/z 354.4, 370.1, 332.5, 348.5 and 338.5 for protopine, allocryptopine, sanguinarine, Chelerythrine and the internal standard, jatrorrhizine, respectively. Internal standard curves were used for the quantification of protopine, allocryptopine, sanguinarine and Chelerythrine, which showed a linear range of 0.745-74.5, 0.610-61.0, 0.525-105 and 0.375-75 microg/mL, respectively, with correlation coefficients of 0.9995, 0.9992, 0.9993 and 0.9989, and limits of detection of 3.73, 3.05, 1.60 and 1.11 ng/mL, respectively.
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a simple and sensitive method of nonaqueous capillary electrophoresis with laser induced native fluorescence detection for the analysis of Chelerythrine and sanguinarine in chinese herbal medicines
Talanta, 2006Co-Authors: Qian Liu, Xubiao Luo, Yingju Liu, Manli Guo, Shouzhuo YaoAbstract:Abstract Laser-induced fluorescence (LIF) is a highly sensitive detection method for capillary electrophoresis (CE). However, it usually requires analyte to be derivatized, unless the wavelength of native fluorescence of analyte matches the laser's. That limits its application in drug analysis. In this work, we introduced a rapid, simple and sensitive method of nonaqueous capillary electrophoresis with laser-induced native fluorescence (NACE–LIF) detection for the analysis of Chelerythrine and sanguinarine for the first time. As these two alkaloids have some native fluorescence, they were directly detected using a commercially available Ar + laser without troublesome fluorescent derivatization. The fluorescence was enhanced by nonaqueous media. Compared with previously reported UV detection method, lower limit of detection (LOD) is achieved thanks to the high sensitivity of LIF detection (2.0 ng/mL for Chelerythrine and 6.3 ng/mL for sanguinarine). Moreover, with NACE, the baseline separation of these alkaloids is finished within 3.5 min. This method is successfully applied to determine the contents of Chelerythrine and sanguinarine in Macleaya cordata (Willd.) R. Br. and Chelidonium majus L.
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Rapid determination of protopine, allocryptopine, sanguinarine and Chelerythrine in fruits of Macleaya cordata by microwave-assisted solvent extraction and HPLC-ESI/MS.
Phytochemical Analysis, 2006Co-Authors: Xubiao Luo, Bo Chen, Shouzhuo YaoAbstract:An isocratic high-performance liquid chromatographic method coupled with electrospray mass spectrometry was developed to determine protopine, allocryptopine, sanguinarine and Chelerythrine in fruits of Macleaya cordata. The sample was extracted with hydrochloric acid aqueous solution using microwave-assisted extraction method. The extracts were separated on a C8 reversed-phase HPLC column with acetonitrile:acetate buffer as mobile phase, and full elution of all analytes was realized isocratically within 10 min. The abundance of pseudomolecule ions was recorded using selected ion recording at m/z 354.4, 370.1, 332.5, 348.5 and 338.5 for protopine, allocryptopine, sanguinarine, Chelerythrine and the internal standard, jatrorrhizine, respectively. Internal standard curves were used for the quantification of protopine, allocryptopine, sanguinarine and Chelerythrine, which showed a linear range of 0.745–74.5, 0.610–61.0, 0.525–105 and 0.375–75 µg/mL, respectively, with correlation coefficients of 0.9995, 0.9992, 0.9993 and 0.9989, and limits of detection of 3.73, 3.05, 1.60 and 1.11 ng/mL, respectively. Copyright © 2006 John Wiley & Sons, Ltd.
Iftikhar Ali - One of the best experts on this subject based on the ideXlab platform.
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efficient extraction and purification of benzo c phenanthridine alkaloids from macleaya cordata willd r br by combination of ultrahigh pressure extraction and ph zone refining counter current chromatography with anti breast cancer activity in vitro
Phytochemical Analysis, 2021Co-Authors: Li Cui, Iftikhar Ali, Hongwei Zhao, Daijie WangAbstract:Introduction Macleaya cordata (Willd) R. Br. (Papaveraceae family) is a well-known traditional Chinese medicine used to treat muscle pain, inflamed wounds, and bee bites. Benzo[c]phenanthridine alkaloids are the main active ingredients in M. cordata. In this work, sanguinarine and Chelerythrine were efficiently extracted and purified by ultrahigh-pressure extraction (UHPE) technique and pH-zone-refining counter-current chromatography (PZRCCC) from M. cordata. Objective To develop an efficient UHPE method followed by an efficient separation technique using PZRCCC for benzo[c]phenanthridine alkaloids from the study plant species, and to evaluate the study samples for anti-breast cancer activity. Methodology The optimal extraction conditions were optimised as extraction pressure 200 MPa, extraction solvent 95% ethanol, solid-liquid ratio 1:30 (g/mL) and extraction time 2 min. A two-phase n-hexane/ethyl acetate/i-propanol/water (1:3:1.5:4.5, v/v) solvent system was optimised with 10 mmol triethylamine in the upper phase and 10 mmol trifluoroacetic acid in lower phase in PZRCCC. The sample loading was optimised as 2.50 g. Moreover, the samples were evaluated for anti-breast cancer activity later on. Results The 2.50 g sample loading yielded 0.45 g of sanguinarine and 0.59 g Chelerythrine in one-step separation using PZRCCC. The anti-breast cancer activities of sanguinarine and Chelerythrine were found stronger than positive control (vincristine 5.04 μg/mL) with half-maximal inhibitory concentration values of 0.96 and 3.00 μg/mL, respectively. Conclusion This study showed that the established methods were efficient in extraction (UHPE) and separation (PZRCCC) of the sanguinarine and Chelerythrine from M. cordata.
Jitka Ulrichova - One of the best experts on this subject based on the ideXlab platform.
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Chelerythrine and dihydroChelerythrine induce g1 phase arrest and bimodal cell death in human leukemia hl 60 cells
Toxicology in Vitro, 2008Co-Authors: Jiři Vrba, Petr Doležel, Jaroslav Vicar, Martin Modrianský, Jitka UlrichovaAbstract:Abstract A quaternary benzo[c]phenanthridine alkaloid Chelerythrine displays a wide range of biological activities including cytotoxicity to normal and cancer cells. In contrast, less is known about the biological activity of dihydroChelerythrine, a product of Chelerythrine reduction. We examined the cytotoxicity of Chelerythrine and dihydroChelerythrine in human promyelocytic leukemia HL-60 cells. After 4 h of treatment, Chelerythrine induced a dose-dependent decrease in the cell viability with IC50 of 2.6 μM as shown by MTT reduction assay. DihydroChelerythrine appeared to be less cytotoxic since the viability of cells exposed to 20 μM dihydroChelerythrine for 24 h was reduced only to 53%. Decrease in the viability induced by both alkaloids was accompanied by apoptotic events including the dissipation of mitochondrial membrane potential, activation of caspase-9 and -3, and appearance of cells with sub-G1 DNA. Moreover, Chelerythrine, but not dihydroChelerythrine, elevated the activity of caspase-8. A dose-dependent induction of apoptosis and necrosis by Chelerythrine and dihydroChelerythrine was confirmed by annexin V/propidium iodide dual staining flow cytometry. Besides, both alkaloids were found to induce accumulation of HL-60 cells in G1 phase of the cell cycle. We conclude that both Chelerythrine and dihydroChelerythrine affect cell cycle distribution, activate mitochondrial apoptotic pathway, and induce apoptosis and necrosis in HL-60 cells.
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quaternary benzo c phenanthridines sanguinarine and Chelerythrine a review of investigations from chemical and biological studies
Heterocycles, 2006Co-Authors: Vilím Šimánek, Jitka Ulrichova, Jaroslav Vicar, Zdenek Dvorak, Vlastimil Kuban, Borivoj Klejdus, Jan HlavacAbstract:Sanguinarine and Chelerythrine are intensively studied biologically active alkaloids for their potentially useful medicinal properties, such as antimicrobial, antiinflammatory, and antitumoral activities. This article aims to review critically recent literature published on the chemical behavior, synthesis, analytical methods and biotransformation of both alkaloids.
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quaternary benzo c phenathridine alkaloids sanguinarine and Chelerythrine do not affect transcriptional activity of aryl hydrocarbon receptor analyses in rat hepatoma cell line h4iie luc
Food and Chemical Toxicology, 2006Co-Authors: Zdeněk Dvořák, Iva Sovadinova, Luděk Blaha, John P Giesy, Jitka UlrichovaAbstract:Abstract Quaternary benzo[c]phenanthridine alkaloids (QBAs) sanguinarine and Chelerythrine exert a plethora of biological activities. Nevertheless, the specific cellular target for these alkaloids within the cell was not identified as far. Several literary data indicate that biological effects of QBAs could be associated with aryl hydrocarbon receptor (AhR) signaling pathway, including cytochrome P450 CYP1A, however, available information are controversial. In this work we analyzed the effects of sanguinarine and Chelerythrine on AhR activity in rat hepatoma cells HII4E. luc stably transfected with dioxin responsive element fused to luciferase gene (DRE-LUC). Studied QBAs were tested in submicromolar concentration range (0.0001–1 μM) and in incubation times 6, 24 and 48 h. Transcriptional activity of AhR was monitored by chemiluminiscence measurement of luciferase catalytic activity. Sanguinarine and Chelerythrine did not activated AhR in any time or dose tested. Chelerythrine (1 μM) but not sanguinarine caused moderate inhibition of AhR activation by 10 picomolar dioxin (exponential phase of receptor activation). In contrast, AhR activation by 2.5 nM dioxin (saturated receptor) was not affected by either alkaloid tested. In conclusion, the findings presented here favor rather for inactivity or modest inhibitory effect of QBAs on AhR signaling pathways in vitro than for the activation of the receptor. Regarding the concentrations of QBAs occurring in vivo , the use of products containing sanguinarine and/or Chelerythrine has low toxicological potential in terms of the interactions with AhR signaling pathways.
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capillary electrophoretic determination of sanguinarine and Chelerythrine in plant extracts and pharmaceutical preparations
Journal of Chromatography A, 2000Co-Authors: Juraj Sevcik, Jitka Ulrichova, Jaroslav Vicar, Ivo Valka, Karel Lemr, Vilím ŠimánekAbstract:Abstract Capillary electrophoresis was employed to determine the principal quaternary benzo[ c ]phenanthridine alkaloids, sanguinarine and Chelerythrine, in two plant extracts and one oral hygiene product. Phosphate–Tris buffer of pH 2.5 was used as a background electrolyte, limits of detection were 3 μmol l −1 (sanguinarine) and 2.4 μmol l −1 (Chelerythrine) using UV detection at 270 nm. The method, which correlated well with HPLC, is suitable for serial determination of sanguinarine and Chelerythrine in plant products and pharmaceuticals.
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Sanguinarine and Chelerythrine as inhibitors of aromatic amino acid decarboxylase.
Journal of enzyme inhibition, 1996Co-Authors: Jaroslav Dršata, Jitka Ulrichova, Daniela WalterováAbstract:Quaternary benzo[c]phenanthridine alkaloids sanguinarine, Chelerythrine and their dihydroderivatives were tested as inhibitors of aromatic amino acid decarboxylase (EC 4.1, 1.28, AAD) from rat liver. Sanguinarine and Chelerythrine exhibited strong inhibition of AAD with Ki 1.2 x 10(-4) M and 5.8 x 10(-4) M, respectively, while no inhibitory effect was observed for their dihydroderivatives. The inhibition was found to be irreversible. The enzyme-inhibitor interaction apparently stabilized AAD against thermal inactivation. Pyridoxal-5'-phosphate partially decreased but did not reverse the inhibition. Dithiothreitol prevented the inhibitory effect of sanguinarine and Chelerythrine which indicates that the interaction with thiol groups essential for AAD activity is included in the inhibition mechanism.
Daijie Wang - One of the best experts on this subject based on the ideXlab platform.
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efficient extraction and purification of benzo c phenanthridine alkaloids from macleaya cordata willd r br by combination of ultrahigh pressure extraction and ph zone refining counter current chromatography with anti breast cancer activity in vitro
Phytochemical Analysis, 2021Co-Authors: Li Cui, Iftikhar Ali, Hongwei Zhao, Daijie WangAbstract:Introduction Macleaya cordata (Willd) R. Br. (Papaveraceae family) is a well-known traditional Chinese medicine used to treat muscle pain, inflamed wounds, and bee bites. Benzo[c]phenanthridine alkaloids are the main active ingredients in M. cordata. In this work, sanguinarine and Chelerythrine were efficiently extracted and purified by ultrahigh-pressure extraction (UHPE) technique and pH-zone-refining counter-current chromatography (PZRCCC) from M. cordata. Objective To develop an efficient UHPE method followed by an efficient separation technique using PZRCCC for benzo[c]phenanthridine alkaloids from the study plant species, and to evaluate the study samples for anti-breast cancer activity. Methodology The optimal extraction conditions were optimised as extraction pressure 200 MPa, extraction solvent 95% ethanol, solid-liquid ratio 1:30 (g/mL) and extraction time 2 min. A two-phase n-hexane/ethyl acetate/i-propanol/water (1:3:1.5:4.5, v/v) solvent system was optimised with 10 mmol triethylamine in the upper phase and 10 mmol trifluoroacetic acid in lower phase in PZRCCC. The sample loading was optimised as 2.50 g. Moreover, the samples were evaluated for anti-breast cancer activity later on. Results The 2.50 g sample loading yielded 0.45 g of sanguinarine and 0.59 g Chelerythrine in one-step separation using PZRCCC. The anti-breast cancer activities of sanguinarine and Chelerythrine were found stronger than positive control (vincristine 5.04 μg/mL) with half-maximal inhibitory concentration values of 0.96 and 3.00 μg/mL, respectively. Conclusion This study showed that the established methods were efficient in extraction (UHPE) and separation (PZRCCC) of the sanguinarine and Chelerythrine from M. cordata.