• Title/Summary/Keyword: luteolin-7-glucoside

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Analysis of Major Constituents of an Ethanol Extract of Platycodon Grandiflorum Leaves and Protective Effects on Inflammation in Murine Macrophage and Human Lung Carcinoma Cells (도라지 잎 에탄올 추출물의 주요 성분 분석 및 마우스 대식세포와 인체 폐암세포에서 항염효과)

  • Jung Min Lee;Byeong Jun Bae;Jee-Lim Choi;Young-Shin Chung
    • The Korean Journal of Food And Nutrition
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    • v.37 no.2
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    • pp.110-122
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    • 2024
  • This study investigated major constituents and anti-inflammatory effects of an ethanol extract of Platycodon grandiflorum leaves. Through HPLC analysis, chlorogenic acid and luteolin-7-O-glucoside were identified as predominant constituents in the ethanol extract. Their anti-inflammatory effects were evaluated using murine macrophage (RAW 264.7 cells) and human lung carcinoma cells (NCI-H292 & A549). The ethanol extract significantly (p<0.01) inhibited the production of nitrite, interleukin-6 (IL-6), and prostaglandin E2 (PGE2) induced by lipopolysaccharide (LPS) in RAW 264.7 cells. Furthermore, the ethanol extract suppressed the expression of cyclooxygenase-2 (COX-2) and inducible NO synthase (iNOS) proteins in RAW 264.7 cells stimulated with LPS. In NCI-H292 and A549 cells, treatment with the ethanol extract significantly (p<0.05) decreased levels of pro-inflammatory cytokines IL-6 and IL-8 induced by IL-1β. The phosphorylation of ERK rather than JNK in the mitogen-activated protein kinase signaling pathway was observed to be a more important mediator in the down-regulation of pro-inflammatory cytokines in NCI-H292 cells. These findings suggest that the ethanol extract of Platycodon grandiflorum leaves containing luteolin-7-O-glucoside exhibits promising anti-inflammatory properties.

Development and Validation of an HPLC-PDA Method for Quantitation of Ten Marker Compounds from Eclipta prostrata (L.) and Evaluation of Their Protein Tyrosine Phosphatase 1B, α-Glucosidase, and Acetylcholinesterase Inhibitory Activities

  • Nguyen, Duc Hung;Le, Duc Dat;Ma, Eun Sook;Min, Byung Sun;Woo, Mi Hee
    • Natural Product Sciences
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    • v.26 no.4
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    • pp.326-333
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    • 2020
  • The aerial parts of Eclipta prostrata is used as a traditional medicine and vegetable. In traditional folk medicine, it is used for treatment of hemorrhages, hepatic, disease, renal injuries, hair loss, tooth mobility, and viper bites. In this study, ten compounds (1 - 10) were isolated from the aerial parts of E. prostrata. A reliable high performance liquid chromatography equipped with photometric diode array detector (HPLC-PDA) method was developed to simultaneously quantitate 10 marker compounds [chlorogenic acid (1), paratensein 7-O-��-ᴅ-glucoside (2), quercetin 7-O-��-ᴅ-glucoside (3), luteolin 7-O-��-ᴅ-glucoside (4), apigenin 7-O-��-ᴅ-glucoside (5), apigenin 4'-O-��-ᴅ-glucoside (6), apigenin (7), luteolin (8), wedelolactone (9), and paratensein (10)]. In addition, compounds 5 and 6 showed considerable inhibitory effects against protein-tyrosine phosphatase 1B (PTP1B) enzyme. Moreover, compounds 6 - 8, and 10 exhibited potent α-glucosidase inhibitory effects with IC50 values of 24.5 ± 1.9, 33.0 ± 0.5, 45.5 ± 0.1, and 23.8 ± 1.0 µM, respectively. All compounds (1 - 10) showed considerable acetylcholinesterase (AChE) inhibitory effects with IC50 ranging from 30.1 to 75.2 µM.

Phytochemical Constituents of the Root Bark from Albizzia julibrissin Durazz (자귀나무 뿌리껍질의 식물화학적 성분연구)

  • Go, Jae-Jong;Woo, Eun-Rhan;Moon, Young-Hee
    • Korean Journal of Pharmacognosy
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    • v.35 no.3 s.138
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    • pp.194-198
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    • 2004
  • Repeated column chromatography of an ethyl acetate extract of the root bark of Albizzia julibrissin Durazz afforded four compounds, euscaphic acid ester glucoside (1), luteolin-7 -O-neohesperidoside (2), (+)-medioresinol (3), (-)-syringaresinol (4). Their structures were determined by chemical and spectroscopic methods. Compounds 1-4 were isolated from this plant for the first time. Among these compounds, (+)-medioresinol (3) exhibited moderate cytotoxic activity against XF 498 and HCT 15 cell line.

Quantitative Determination of Five Phenolic Peroxynitrite-scavengers in Nine Korean Native Compositae herbs

  • Nugroho, Agung;Lim, Sang-Cheol;Karki, Subash;Choi, Jae Sue;Park, Hee-Juhn
    • Natural Product Sciences
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    • v.21 no.3
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    • pp.155-161
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    • 2015
  • Peroxynitrite (ONOO)-scavenging activities of nine Compositae herbs consisting of three Ixeris, two Youngia, two Cirsium and one of each Lactuca and Taraxacum species were evaluated. The contents of their ONOO scavengers in the extracts were also determined on a HPLC using seven standard compounds, chlorogenic acid (CGA), chicoric acid (CA), luteolin 7-glucoside (luteolin-7-glc), luteolin 7-glucuronide (luteolin-7-glcU), luteolin, linarin and pectolinarin. Five of those compounds exhibited potent ONOO-scavenging activities: IC50, CA (0.76 μM), CGA (1.34 μM), luteolin (0.81 μM), luteolin-7-glc (0.86 μM) and luteolin-7-glcU (3.13 μM). Both CA and luteolin-7-glc were highly contained in I. dentata (19.71 mg/g and 13.58 mg/g, respectively), I. dentata var. albiflora (17.58 mg/g and 23.83 mg/g, respectively) and I. sonchifolia (65.71 mg/g and 6.99 mg/g, respectively). Among the nine herbs, those three Ixeris species had very low IC50 values over the range of 0.48 - 1.74 μg/mL, suggesting that they could be potential therapeutic vegetables, particularly for preventing diabetic complications or obesity, which can be caused by an excess production of ONOO.

Isolation and Quantitative Analysis of BACE1 Inhibitory Compounds from Cirsium maackii Flower

  • Bhatarrai, Grishma;Seong, Su Hui;Jung, Hyun Ah;Choi, Jae Sue
    • Natural Product Sciences
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    • v.25 no.4
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    • pp.326-333
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    • 2019
  • The purpose of our study was to evaluate anti-AD potential of Cirsium maackii flowers. MeOH extract, CH2Cl2, EtOAc, and n-BuOH fraction of this flower notably inhibited BACE1 (IC50 = 76.47 ± 1.66, 22.98 ± 1.45, 8.65 ± 0.63, and 72.47 ± 3.04 ㎍/mL, respectively). β-amyrenone (49.70 mg) (1), lupeol acetate (1.43 g) (2), lupeol (1.22 g) (3), lupenone (23.70 mg) (4), β-sitosterol (1.01 g) (6), and β-sitosterol glucoside (13.00 mg) (7) from CH2Cl2, apigenin (100.20 mg) (8), luteolin (19.00 mg) (9), apigenin 7-O-glucuronide methyl ester (21.30 mg) (14), and tracheloside (53.70 mg) (5) from EtOAc, apigenin 5-O-glucoside (11.00 mg) (10), luteolin 5-O-glucoside (11.00 mg) (11) and apigenin 7-O-glucuronide (91.00 mg) (12) from n-BuOH, and luteolin 7-O-glucuronide (22.00 mg) (13) from H2O fraction were isolated. HPLC showed high levels of 8, 9 and 12 in MeOH extract (33.07 ± 0.07, 31. 44 ± 0.17 and 16.89 ± 0.33 mg/g, respectively), EtOAc (161.01 ± 1.78, 96.93 ± 0.34 and 73.38 ± 0.06 mg/g, respectively), and n-BuOH fraction (32.18 ± 0.33, 44.31 ± 0.32 and 105.94 ± 0.36 mg/g, respectively). Since, 3 and 9 are well-known BACE1 inhibitors, the anti-AD activity of C. maackii flower might be attributable to their presence.

Aldose Reductase Inhibition by Luteolin Derivatives from Parasenecio pseudotaimingasa

  • Kim, Hye-Min;Lee, Jeong-Min;Lee, Ki-Ho;Ahn, Young-Hee;Lee, Sang-Hyun
    • Natural Product Sciences
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    • v.17 no.4
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    • pp.367-371
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    • 2011
  • Effects of the extract and fractions from Parasenecio pseudotaimingasa on rat lens aldose reductase (AR) inhibition have been investigated. Among them, the n-BuOH fraction was exhibited good inhibitory potencies ($IC_{50}$ value 1.42 ${\mu}g/ml$). Phytochemical constituents were isolated from the n-BuOH fraction by open column chromatography. Their structures were elucidated as luteolin-7-O-rutinoside (1) and luteolin-7-Oglucoside (2) on the basis of spectroscopic analysis. Compounds 1 and 2 exhibited strong AR inhibitory activity, with $IC_{50}$ values of 2.37 and 1.05 ${\mu}M$, respectively. This is the first report on the isolation of compounds 1 and 2 from P. pseudotaimingasa. These results suggest that P. pseudotaimingasa could be a useful material in the development of a novel AR inhibitory agent against diabetic complications.

Flavonoidal constituent in Korean Lactuca dentata Makino (한국산 씀바귀의 Flavonoid 성분에 관한 연구)

  • Chung, Kang-Hyun;Yoon, Kwang-Ro;Kim, Jun-Pyong
    • Journal of the Korean Society of Food Culture
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    • v.9 no.2
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    • pp.131-136
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    • 1994
  • The ethylacetate extract of Lactuca dentata Makino showed 6 flavonoidal components as detected by ferric chloride solution. The flavonoidal constituent of Lactuca dentata Makino was isolated and purified by the series of column chromatography. The chemical structure of one of the flavonoidal component named as compound E was identified by UV, IR and NMR spectrometry. The melting point range of compound E was $249.5^{\circ}C-251^{\circ}C$. The UV and IR spectra of purified compound E, and its genin were measured with the various shifting agents. The results of UV analysis showed the free state of hydroxy group at 3rd and 4th carbon and binding of sugar at the 7th carbon of compound. The sugar bound to the compound E was identified as glucose by TLC. The IR spectrum showed the presense of hydroxy group, conjugated carbonyl group and aromatic group. The analysis of NMR spectrum was done to the purified compound and its derivatives. The chemical shifts against hydrogen atom, hydroxy group, and the moiety of luteolin were observed in the NMR spectrum along with their position and number as well as type of sugar bound. The isolated and purified compound was identified as $luteolin-7-0-{\beta}-D-glucoside$.

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Antioxidant Properties and Quantification of Phenolic Compounds from Safflower (Carthamus tinctorius L.) Seeds

  • Kim, Eun-Ok;Oh, Ji-Hae;Lee, Sung-Kwon;Lee, Jun-Young;Choi, Sang-Won
    • Food Science and Biotechnology
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    • v.16 no.1
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    • pp.71-77
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    • 2007
  • The antioxidant properties of twelve phenolic compounds, including matairesinol 4'-O-$\beta$-D-glucoside, 8'-hydroxyarctigenin 4'-O-$\beta$-D-glucoside, matairesinol, 8'-hydroxyarctigenin, N-feruloylserotonin 5-O-$\beta$-D-glucoside, N-(p-coumaroyl)-serotonin-5-O-$\beta$-D-glucoside, N-feruloylserotonin, N-(p-coumaroyl)serotonin, luteolin 7-O-$\beta$-D-glucoside, luteolin, acacetin 7-O-$\beta$-glucuronide, and acacetin, isolated from defatted safflower (Carthamus tinctorius L.) seeds were evaluated with regard to the DPPH, superoxide and hydroxyl radicals. Additionally, levels of phenolic compounds were determined by HPLC in two cultivars of safflower seeds. Among them, four serotonin derivatives showed potent DPPH ($IC_{50}=10.83-21.75\;{\mu}M$) and hydroxyl ($IC_{50}=75.93-374.63\;{\mu}M$) radical scavenging activities, and their activities were significantly stronger than that of ${\alpha}-tocopherol$. Four flavonoids ($IC_{50}=170.65-275.83\;{\mu}M$) and four lignans ($IC_{50}=114.22-406.10\;{\mu}M$) exhibited significant superoxide and hydroxyl radical scavenging activities, respectively, whereas these compounds contained less activity toward the DPPH and hydroxyl radicals than serotonin derivatives. The levels of serotonin derivatives, lignans and flavonoids in safflower seeds of two cultivars ranged from 49.30 to 260.40, 3.72 to 158.90, and 11.72 to 214.97 mg% (dry base), respectively. Of the two cultivars, 'Cheongsu' had somewthat higher concentrations of phenolic compounds than 'Uisan'. These results suggest that phenolic compounds in safflower seeds may playa role as protective phytochemical antioxidants against reactive oxygen-mediated pathological diseases.

Chemical Constituents of Lonicera maackii Leaves (괴불나무잎(Lonicera maackii)의 성분)

  • Kim, Seon Mi;Won, Yong Hoon;Jeong, Kai;Kim, Myong Jo;Chun, Wanjoo;Yang, Hee Jung;Kwon, Yongsoo
    • Korean Journal of Pharmacognosy
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    • v.47 no.2
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    • pp.117-121
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    • 2016
  • Two flavonoid glycosides and three secoiridoide glycosides were isolated from the leaves of Lonicera maackii. On the basis of spectral and physico-chemical data, the structures of isolated compounds were identified as hesperetin-7-O-glucoside (1), luteolin-7-O-${\beta}$-D-glucopyranoside (2), secologanin dimethylacetal (3), epi-vogeloside (4), and vogeloside (5), respectively. Hesperetin-7-O-glucoside (1) was isolated for the first time from this plant.

Influence of Some Flavonoids on N-Nitrosoproline Formation in vitro and in vivo (시험관 및 생체조건하에서 니트로소프로린 생성에 미치는 수종 플라보노이드 화합물의 영향)

  • Lee, Ji-Hyeon;Park, Jae-Sue
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.22 no.3
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    • pp.266-272
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    • 1993
  • Some compounds including flavonoids were tested as scavenger of nitrite which is believed to participate in the formation of N-nitroso compound. Many were found to be potent scavengers and the most potent ones were ascorbic arid, potassium thiocyanate, chlorogenic acid, catechin, morin, luteolin, luteolin-7-glucoside, and naringenin. To evaluate the influence of the above compounds on the endogenous formation of N-nitroso compound, the amount of nitrosoproline (NPRO) was examined by co-incubation of nitrite, proline, and test compounds at various concentrations. The analysis of NPRO by High Performance Liquid Chromatography (HPLC) was newly developed. Most compounds except ascorbic acid and chlorogenic acid were found to be no effects or activatory effects on NPRO formation. From the results obtained, it was suggested that most flavonoids which are contained in our customary diets were not associated with the inhibition of NPRO formation.

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