• Title/Summary/Keyword: Flavone

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Flavone from the Lycopersicon esculentum and their antioxidant capacity through GSH recovery effect (토마토(Lycopersicon esculentum)로부터 flavone 화합물의 분리 동정과 세포 내 GSH 회복능을 통한 항산화 활성 평가)

  • Jeon, Hyeong-Ju;Kim, Hyoung-Geun
    • Journal of Applied Biological Chemistry
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    • v.64 no.4
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    • pp.363-368
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    • 2021
  • The fruits of tomato (Lycopersicon esculentum) were extracted with 70% aqueous methanol (MeOH) and the concentrates were partitioned into ethyl acetate (EtOAc), n-butanol (n-BuOH), and water (H2O) fractions. The repeated silica gel (SiO2) and octadecyl silica gel column chromatographies for the EtOAc fraction, whose activity was confirmed, led to isolation of one flavone compound. Nuclear magnetic resornance, infrarad spectroscopy, and mass spectroscopy (MS) revealed the chemical structure of the isolated compound, 5,7,3'-trihydroxy-6,4',5'-trimethoxyflavone (1). LC-MS/MS analysis determined the content level of compounds 1 in the MeOH extract to be 4.02±0.12 ㎍/mg and in the TME-10 fraction to be 0.96±0.03 ㎍/mg. Through this study, the antioxidantive capacity was confirmed by demonstrating that the L. esculentum extract and their fractions showing an increase in glutathione mean and a decrease in glutathione heterogeneity uniformly raises the intracellular glutathione level.

Antiinflammatory Activity of Naturally Occurring Flavone and Flavonol Glycosides

  • Lee, Song-Jin;Son, Kun-Ho;Chang, Hyeun-Wook;Do, Jae-Chul;Jung, Keun-Young;Kang, Sam-Sik;Kim, Hyun-Pyo
    • Archives of Pharmacal Research
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    • v.16 no.1
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    • pp.25-28
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    • 1993
  • Our previous report demonstrated that certain flavonoid aglycones such as apigenin (flavone), quercetin, morin (flavonols), and biochanin A (isoflavone) showed in vivo antiinflammatory activity via topical and oral routes of adminstation. As a continual study, the various flavonoid glycosides have been evaluated in mouse ear edema assay using archidonic acid or croton-oil as a inflammagen. Flavonoids were orally administered (2 mg/mouse) and ear edema inhibition was measured. Significant antiinflammatory activities were found esepcially in flavone and flavonol glycosides (15-29% inhibition) although the flavonoid derivatives tested showed less antiinflammatory activity than hydrocortisone or indomethacin. Chalcone and flavanone derivatives were not significantly active. And in general, flavonol glycosides of kaempferol-type were found to have a higher oral antiinflammatory activity than that of flavonol glycosides of quercetin-type in mice.

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Bioconversion of Flavones During Fermentation in Milk Containing Scutellaria baicalensis Extract by Lactobacillus brevis

  • Xu, Chen;Ji, Geun-Eog
    • Journal of Microbiology and Biotechnology
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    • v.23 no.10
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    • pp.1422-1427
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    • 2013
  • Scutellaria baicalensis (SB), a traditional herb with high pharmacological value, contains more than 10% flavone by weight. To improve the biological activity of flavones in SB, we aimed to enhance the bioconversion of baicalin (BG) to baicalein (B) and wogonoside (WG) to wogonin (W) in SB during fermentation using beta-glucuronidase produced from Lactobacillus brevis RO1. After activation, L. brevis RO1 was cultured in milk containing SB root extract with various carbon or nitrogen sources at $37^{\circ}C$ for 72 h. During fermentation, the growth patterns of L. brevis RO1 and changes in the flavone content were assessed using thin-layer chromatography and high-performance liquid chromatography. After 72 h of fermentation, the concentrations of B and W in the control group increased by only 0.15 and 0.12 mM, respectively, whereas they increased by 0.57 and 0.24 mM in the fish peptone group. The production of B and W was enhanced by the addition of 0.4% fish peptone, which not only improved the growth of L. brevis RO1 (p < 0.001) but also enhanced the bioconversion of flavones. In conclusion, the bioconversion of flavones in SB may provide a potential application for the enhancement of the functional components in SB.

Studies on the flavonoids of the Hibiscus syriacus L. Complex (무궁화 품종내의 flavonoid 성분분포에 관한연구)

  • 유기역
    • Korean Journal of Plant Resources
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    • v.9 no.3
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    • pp.224-229
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    • 1996
  • Floral flavonoids of Hibiscus syriacus L. six complex with 68 formac all in all were examined. Thirteen flavonoids appeared on the two dimensional chromatogtams. Spot 5, however, occupied more than 50% in total flavonoid contents, and other spots were invariably minor pigments in all samples examined. Ten spots among 13 spots showed the characteristics of flavones, having color of purple to dark purple under UV light and yellow under ammonia gas, while spots reagents suggests that 10 purple spots are 4', 5-OH aglycone type. Four spots out of 10 purple spots were possible to be identified: spot 5, saponarin, spot 7, vitexin, spot 9, xylovitexin, and spot 11, rhamnosylvitexin, respectively. It was suggested that spot 13 might be apigenin-7-O-diglycoside.

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Isolation of Flavone-7-O-Glycosides from the Aerial Parts of Angelica keiskei and Anti-hyperlipidemic Effect (Angelica keiskei의 고지혈증 개선효과 및 2종의 플라본 7-O-배당체의 분리)

  • Park, Jong-Cheol;Cho, Young-Sook;Park, Seok-Kyu;Park, Jeong-Ro;Chun, Soon-Sil;Ok, Kwang-Dae;Choi, Jong-Won
    • Korean Journal of Pharmacognosy
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    • v.26 no.4
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    • pp.337-343
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    • 1995
  • Two flavone glycosides were isolated from the aerial part of Angelica keiskei Koidz and identified by means of spectral analysis as luteolin-$7-O-{\beta}-{_D}-glucoside$ and Iuteolin-7-O-rutinoside. Intraperitoneal administration of methanolic extract(100mg/kg) and $luteolin-7-O-{\beta}-{_D}-glucoside(5mg/kg)$ isolated from this plant produced a significant hypolipemic activity.

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Inhibitory Effects of Epigallocatechin Gallate on Apoptosis in Human Vascular Endothelial Cells (혈관내피세포의 세포사멸작용에 대한 (-)Epigallocatechin Gallate의 억제효과)

  • Choi, Yean-Jung;Choi, Jung-Suk;Lee, Se-Hee;Lee, Yong-Jin;Kang, Jung-Sook;Kang, Young-Hee
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.31 no.4
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    • pp.672-678
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    • 2002
  • Oxidative stress contributes to cellular injury following clinical and experimental ischemia/reperfusion scenarios. Oxidative injury can induce cellular and nuclear damages that result in apoptotic cell death. We tested the hypothesis that the catechin flavonoid of (-)epigallocatechin gallate, a green tea polyphenol, inhibits hydrogen peroxide ($H_2O$$_2$)-induced apoptosis in human umbilical vein endothelial cells. The effect of apigenin, a flavone found in citrus fruits, on apoptosis parameters was also examined. A 30 min pulse treatment with 0.25 mM $H_2O$$_2$ decreased endothelial cell viability within 24 hrs by > 30% ; this was associated with nuclear condensation and biochemical DNA damage consistent with programmed cell death. In the 0.25 mM $H_2O$$_2$apoptosis model, 50${\mu}{\textrm}{m}$ (-)epigallocatechin gallate markedly increased cell viability with a reduction in the nuclear condensation and DNA fragmentation. In contrast, equimicromolar apigenin increased cell loss with intense DNA laddering, positive nick-end labeling and Hoechst 33258 staining. Thus, polyphenolic (-)epigallocatechin gallate, but not apigenin flavone, qualify as an antioxidant in apoptosis models caused by oxidative stress. Further work is necessary for elucidating the anti-apoptotic mechanisms of polyphenolic catechins.

Characteristics of Flavonoids in Juice and Cluster Analysis of Satsuma Mandarin Germplasms (온주밀감 유전자원의 과즙 중 플라보노이드 특성 및 군집 분석)

  • Park, Young-Chul;Yang, Young-Tack;Kim, Jin-Yeong;Lee, Chang-Hoon;Kang, Sang-Hoon;Kang, Jong-Hoon
    • Korean Journal of Plant Resources
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    • v.28 no.1
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    • pp.16-25
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    • 2015
  • This research was conducted to analyze flavonoids in juice and to investigate correlation between 60 germplasms of satsuma mandarin (Citrus unshiu Marc.) on the basis of the result of flavonoid analysis. Juice of satsuma mandarin contained 6 flavonoids, 2 flavanones such as narirutin and hesperidin, 1 flavone such as rutin and 3 polymethoxylated flavones such as sinensetin, tangeretin and nobiletin. Hesperidin content ranged from 41 to 196 mg/L. Narirutin content ranged from 25 to 230 mg/L. The average of rutin content was 2.2 mg/L but it was not detected in some cultivars. Polymethoxylated flavone which is known as a citrus specific flavonoid, was detected in all germplasms in small quantities. Cluster analysis using R program (Version 3.1.1) was carried out with the results of the flavonoid analysis and harvesting time of satsuma mandarin germplasms. All germplasms were grouped as A, B1 or B2. But all 3 groups contained very early-ripening type, early-ripening type and commonly-ripening type cultivars. This showed there was no correlation between flavonoids in juce and their harvest time.

Characterization of Uridine-Diphosphate Dependent Flavonoid Glucosyltransferase from Oryza sativa

  • Hong, Byoung-Seok;Kim, Jeong-Ho;Kim, Na-Yeon;Kim, Bong-Gyu;Chong, You-Hoon;Ahn, Joong-Hoon
    • BMB Reports
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    • v.40 no.6
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    • pp.870-874
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    • 2007
  • We cloned a uridine-diphosphate dependent glycosyl-transferase RUGT-10 from Oryza sativa. The recombinant enzyme was expressed by glutathione-S transferase gene fusion system in Escherichia coli. RUGT10 showed different regioselectivity depending on the structures of substrates (e.g. flavanone, flavonol, and flavone). Apparently, flavanone such as naringenin and eriodictyol gave one 7-O-glucoside while flavone and flavonol gave more than two products with preferential glucosylation position of hydroxyl group at C-3 position.

Three-Dimensional Quantitative Structure Activity Relationship Studies on the Flavone Cytotoxicity and Binding to Tubulin

  • Kim, Ja-Hong;Sohn, Sung-Ho;Hong, Sun-Wan
    • Journal of Photoscience
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    • v.8 no.3_4
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    • pp.119-121
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    • 2001
  • Three-Dimensional Quantitative Structure-Activity Relationship(QSAR) has been investigated over 67 flavonoids to correlate and predict GI$\sub$50/ values. The partial least-squares(PLS) model was performed to calculate the activity of each derivatives, and this was compared with the actual value. The results of the cross-validated(${\gamma}$$^2$=0.997) values show that cytotoxic activities play an important role which is in good agreement with the observed GI$\sub$50/ values.

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Flavonoids of Crotalaria sessiliflora

  • Yoo, Hun-Sung;Lee, Ji-Suk;Kim, Chul-Young;Kim, Jin-Woong
    • Archives of Pharmacal Research
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    • v.27 no.5
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    • pp.544-546
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    • 2004
  • Phytochemical investigation of the whole plants of Grata/aria sessiliflora L. led to the isolation of four flavonoids. The structures of these compounds were identified as 2',4',5,7-tetrahydroxy-isoflavone (1), 2',4',7-trihydroxyisoflavone (2), 4',7-dihydroxyflavone (3), and isovitexin (4) using spectroscopic analysis. Among these, compounds 2, and 3 have not been reported from Crotalaria species, whereas compounds 1, and 4 were reported from this plant for the first time.