• Korean Journal of Pharmacognosy
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• v.31 no.3
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• pp.345-350
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• 2000

From the heartwood of Rhus verniciflua, four known flavonoids (1-4) were isolated along with an unknown one (5). Compounds 1-4 were identified to be garbanzol, sulfuretin, fisetin and fustin by NMR data. NMR data of 1-4 were fully assigned by the aids of 2D-NMR spectra. Among these compounds, only sulfuretin had significant cytotoxic and antioxidant ability at high concentrations. In addition, it seems likely that the 5-hydroxy-lacking flavonoids could not influence on the activity of laccase with cofactor of cupric cation, which catalyzes oxidative coupling reaction, in this plant.

• Korean Journal of Pharmacognosy
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• v.41 no.1
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• pp.21-25
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• 2010

The MeOH extract of Rhus verniciflua heartwood inhibited lipid accumulation in 3T3-L1 adipocytes. Chromatographic methods including of silica gel, RP-18 and high-pressure liquid chromatography isolated sulfuretin and fisetin from the extract as active constituents. The isolated compounds, especially sulfuretin, strongly inhibited lipid accumulation in adipocytes. The treatment of sulfuretin and fisetin led to decreased expression of peroxisome proliferator-activated receptor-gamma ($PPAR{\gamma}$), as an important transcription factor in fat cell differentiation, which was equal to the decrease in the quercetin positive control. The presence of a hydroxyl group (C-5) in quercetin compared to fisetin, and the presence of C-2 double bonds in fisetin compared with fustin increased the inhibitory effect of lipid accumulation.

• Proceedings of the PSK Conference
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• 2001.10a
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• pp.274.1-274.1
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• 2001

• Archives of Pharmacal Research
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• v.26 no.6
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• pp.458-462
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• 2003

The antioxidant activity of the stem bark from Albizzia julibrissin was evaluated for its potential to scavenge 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals, to inhibit the generation of the hydroxyl radical ($\cdot OH$), total reactive oxygen species (ROS) and to scavenge authentic peroxynitrites ($ONOO^{-}$). The methanol extract of A. julibrissin exhibited strong antioxidant activity in the tested model systems. Therefore, it was further fractionated using several solvents. The antioxidant activity of the individual fractions were in the order of ethyl acetate (EtOAc) ＞ n-butanol (n-BuOH) ＞ dichloromethane ($CH_2 CI-2$) ＞ and water ($H_2O$). The ethyl acetate soluble fraction, which exhibited strong antioxidant activity, was further purified by repeated silicagel, Sephadex LH-20 and RP-18 gel column chromatography. Sulfuretin (1) and 3 ,4 ,7-trihydroxyflavone (2) were isolated as the active principles. Compounds 1 and 2 exhibited good activity in all tested model systems. Compound 1 exhibited five times more inhibitory activity on the total ROS than Trolox. Compound 2 showed six times stronger DPPH radical scavenging activity than L-ascorbic acid. These results show the possible antioxidant activity of the A. julibrissin crude extract and its major constituents.

• Korean Journal of Food Science and Technology
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• v.31 no.6
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• pp.1654-1660
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• 1999

The free phenolic acid fraction of the chloroform extract from 75% ethanol extract of Rhus verniciflua STOKES (RCF) showed stronger antioxidative activity than BHT, BHA and ${\delta}-tocopherol$ at the same concentration. RCF components were isolated and identified by silica gel column chromatography, thin layer chromatography, mass spectrometer and $^1H-NMR\;and\;^{13}C-NMR$. The antioxidative activity was confirmed by electron donating activity, Rancimat method and thiobarbituric acid test in liposome system. RCF-11 could be further separated into three fractions. The antioxidative active compounds were purified and identified as gallic acid, butin and butein. The RCF-13 was purified and identified as sulfuretin.

• Natural Product Sciences
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• v.25 no.4
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• pp.348-353
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• 2019

Soluble epoxide hydrolases (sEH) are enzymes present in all living organisms, metabolize epoxy fatty acids to 1,2-diols. sEH in the metabolism of polyunsaturated fatty acids plays a key role in inflammation. In addition, the endogenous lipid mediators in cardiovascular disease are also broken down to diols by the action of sEH that enhanced cardiovascular protection. In this study, sEH inhibitory guided fractionation led to the isolation of five phenolic compounds trans-resveratrol (1), trans-piceatannol (2), sulfuretin (3), (+)-balanophonin (4), and cassigarol E (5) from the ethanol extract of the seeds of Passiflora edulis Sims cultivated in Vietnam. The chemical structures of isolated compounds were determined by the interpretation of NMR spectral data, mass spectra, and comparison with data from the literature. The soluble epoxide hydrolase (sEH) inhibitory activity of isolated compounds was evaluated. Among them, trans-piceatannol (2) showed the most potent inhibitory activity on sEH with an IC₅₀ value of 3.4 μM. This study marks the first time that sulfuretin (3) was isolated from Passiflora edulis as well as (+)-balanophonin (4), and cassigarol E (5) were isolated from Passiflora genus.

• Journal of the Korean Society of Food Science and Nutrition
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• v.44 no.1
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• pp.97-103
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• 2015

This study investigated changes in phenolic contents of different parts of Rhus verniciflua Stokes (RV) according to extraction conditions. Bark and xylem parts of RV were extracted at 80, 100, 120, 140, and $160^{\circ}C$ for 1, 3, and 5 h, respectively. Major phenolic compounds (gallic acid, protocatechuic acid, fustin, fisetin, sulfuretin, and butein) of RV were analyzed. The gallic acid, fisetin, sulfuretin, and butein contents significantly increased as extraction temperature increased. Protocatechuic acid and fustin contents increased as increasing extraction temperature to $120^{\circ}C$ and decreased afterward. The gallic acid, protocatechuic acid, and butein contents of bark were higher than those of xylem extracts. The optimal extraction conditions of gallic acid, protocatechuic acid, fustin, fisetin, sulfuretin, and butein were $160^{\circ}C/3h$ (380.22 mg%), $120^{\circ}C/1h$ (9.25 mg%), $100^{\circ}C/3h$ (206.97 mg%), $140^{\circ}C/5h$ (93.84 mg%), $140^{\circ}C/5h$ (16.07 mg%) and $160^{\circ}C/5h$ (1.49 mg%), respectively. These results suggest that the optimum extraction temperature and time considering RV extraction yield and cost are $140^{\circ}C$ and 3 h, respectively.

• Natural Product Sciences
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• v.10 no.2
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• pp.74-79
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• 2004

Dietary flavonoids are currently receiving considerable attention in developing novel cancer-preventive approaches because of their potential capacities to actively induce apoptosis of cancer cells. In our previous report, a flavonoid fraction, which consisted mainly of protocatechuic acid, fustin, fisetin, sulfuretin, and butein and named RCMF (RVS chloroform-methanol fraction), was prepared from a crude acetone extract of Rhus verniciflua Stokes (RVS) that is traditionally used as food additive and herbal medicine. In this study, we evaluated the effects of the RCMF on cell proliferation and apoptosis using SV40-transformed tumorigenic hepatocytes, BNL SV A.8. Tritium uptake assay showing the proliferative capacity of the cells was strongly suppressed in the presence of RCMF. This anti-proliferative effect was further confirmed through trypan blue exclusion. RCMF-mediated suppression of cell growth was verified to be apoptotic, based on the increase in DNA fragmentation, low fluorescence intensity in nuclei after propidium iodide staining, and the appearance of DNA laddering. Collectively, this study demonstrated that RCMF can be approached as a potential agent that is capable of significantly inhibiting cell growth of hepatic cancer cells.

• Korean Journal of Food Science and Technology
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• v.47 no.2
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• pp.158-163
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• 2015

Fustin comprised >98 and 73.0-86.7% of the total flavonoid content in the bark, and the stems and lignum of Rhus verniciflua, respectively. The butein, fisetin, and sulfuretin content varied between 0.31-2.17, 0.27-3.32, and 0.15-0.80 mg/g on a dry weight basis, respectively, in different parts of Rhus verniciflua. The urushiol content was 5.09-6.29, 55.05-56.30, and 0.38-0.39 mg/100 g on a dry weight basis in the stems, bark, and lignum, respectively. This showed that the bark of the tree had the highest urushiol content. C15:3 (pentadecatrienyl catechol), C15:1 (pentadecenyl catechol), and C15:2 (pentadecadienyl catechol) comprised 63, 33-35, and 2-3% of urushiol congeners in the tree bark, respectively.

• Natural Product Sciences
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• v.10 no.6
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• pp.296-301
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• 2004

Previously, a flavonoid fraction, which consisted mainly of protocatechuic acid, fustin, fisetin, sulfuretin, and butein, here named RCMF $({\underline{R}}VS\;{\underline{c}}hloroform-{\underline{m}}ethanol\;{\underline{f}}raction)$, was prepared from a crude acetone extract of Rhus verniciflua Stokes (RVS) which is traditionally used as a food additive and as an herbal medicine. In this study, we evaluated the effects of RCMF on the antioxidant defense system using embryonic normal hepatic cell line (BNL CL.2) and its SV40-mediated transformed cell line (BNL SV A.8). This study demonstrates that RCMF selectively stimulated the antioxidant defense system of normal cells, as BNL CL.2 cells proved to be more sensitive to RCMF-mediated increases of superoxide dismutase, catalase, glutathione, and glutathione reductase than BNL SV A.8 cells. In particular, RCMF caused a significant increase in the malonaldehyde content of BNL SV A.8 cells, which is believed to be closely associated with cytotoxicity of RCMF and RCMF-mediated growth inhibition. Collectively, our findings suggest that the flavonoid fraction, RCMF, selectively stimulates the antioxidant defense system in normal rather than hepatic tumor cells.