• 한국식품영양과학회지
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• 제33권9호
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• pp.1419-1425
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• 2004

본 연구는 이팝나무 잎의 용매분획물을 이용하여 DPPH 소거 작용, 환원력과 같은 항산화 활성과 tyrosinase 저해 활성을 실험한 결과 에틸 아세테이트 분획물에서 높은 항산화 및 tyrosinase 저해 활성을 나타내었다. 따라서 silica gel column chromatography와 MPLC를 이용하여 그 활성물질을 분리하였으며, 분리한 화합물은 $^1H$, $^{13}C$-NMR 및 2DNMR을 이용하여 luteolin-4'-O-glucoside로 구조동정을 하였다. 분리한 luteolin-4'-O-glucoside와 기존 항산화제와의 비교실험에서 DPPH 라디칼 소거 활성과 환원력은 시료의 농도가 증가함에 따라 활성이 증가하였다. 순수하게 분리한 luteolin-4'-O-glucoside를 이용하여 tyrosinase 저해 활성도 농도 의존적이었으며, $IC_{50}$ 값은 23.2 ${\mu}g/mL$로 나타났다. 그러므로 luteolin-4'-O-glucoside는 식품첨가물로 항산화제로서의 활용도 및 미백효과를 지니는 기능성 화장품원료로서 이용가치가 높을 것으로 생각된다.

• Nutrition Research and Practice
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• 제13권6호
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• pp.473-479
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• 2019

BACKGROUND/OBJECTIVES: Anti-inflammatory and antioxidative activities of luteolin and luteolin-7-O-glucoside were compared in galactosamine (GalN)/lipopolysaccharide (LPS)-induced hepatitic ICR mice. MATERIALS/METHODS: Male ICR mice (6 weeks old) were divided into 4 groups: normal control, GalN/LPS, luteolin, and luteolin-7-O-glucoside groups. The latter two groups were administered luteolin or luteolin-7-O-glucoside (50 mg/kg BW) daily by gavage for 3 weeks after which hepatitis was induced by intraperitoneal injection of GalN and LPS (1 g/kg BW and $10{\mu}g/kg\;BW$, respectively). RESULTS: GalN/LPS produced acute hepatic injury by a sharp increase in serum AST, ALT, and $TNF-{\alpha}$ levels, increases that were ameliorated in the experimental groups. In addition, markedly increased expressions of cyclooxygenase (COX)-2 and its transcription factors, nuclear factor $(NF)-{\kappa}B$ and activator protein (AP)-1, were also significantly attenuated in the experimental groups. Compared to luteolin-7-O-glucoside, luteolin more potently ameliorated the levels of inflammatory mediators. Phase II enzymes levels and NF-E2 p45-related factor (Nrf)-2 activation that were decreased by GalN/LPS were increased by luteolin and luteolin-7-O-glucoside administration. In addition, compared to luteolin, luteolin-7-O-glucoside acted as a more potent inducer of changes in phase II enzymes. Liver histopathology results were consistent with the mediator and enzyme results. CONCLUSION: Luteolin and luteolin-7-O-glucoside protect against GalN/LPS-induced hepatotoxicity through the regulation of inflammatory mediators and phase II enzymes.

• Archives of Pharmacal Research
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• 제25권3호
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• pp.313-319
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• 2002

A total of eight flavonoids (1-8), including a novel $quercetin-7-o-(6"-o-acetyl)-{\beta}-D-glucopyranoside$ (6) and seven known flavonoids, luteolin (1), quercetin (2), luteolin $7-o-{\beta}-D-glucopyranoside$ (3), $luteolin-7-o-(6"-Ο-acetyl)-{\beta}-D-glucopyranoside$ (4) quercetin $7-o-{\beta}-D-glucopyranoside$ (5), acacetin 7-o-{\beta}-D-glucuronide (7) and apigenin-6-C-{\beta}-D-glucopyrano $syl-8-C-{\beta}-D-glucopyranoside$ (8), have been isolated from the leaves of the safflower (Carthamus tinctorius L.) and identified on the basis of spectroscopic and chemical studies. The antioxidative activity of these flavonoids was evaluated against 2-deoxyribose degradation and rat liver microsomal lipid peroxidation induced by hydroxyl radicals generated via a Fenton-type reaction. Among these flavonoids, luteolin-acetyl-glucoside (4) and quercetin-acetyl-glucoside (6) showed potent antioxidative activities against 2-deoxyribose degradation and lipid peroxidation in rat liver microsomes. Luteolin (1), quercetin (2), and their corresponding glycosides (3 & 5) also exhibited strong antioxidative activity, while acacetin glucuronide (7) and apigenin-6,8-di-C-glucoside (8) were relatively less active.

• 생약학회지
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• 제36권4호통권143호
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• pp.282-290
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• 2005

The MeOH extract of the the leaves of Salix hallaisanensis (Salicaceae) was partitioned successively with $CHCl_3$, 20% MeOH, 40% MeOH and 60% MeOH solution. From the fractions obtained, 9 compounds were isolated, $diosmetin-7-O-{\beta}-d-glucoside$ (I), $diosmetin-7-O-{\beta}-D-glucosyl-(1{\rightarrow)6)-{\beta}-d-glucoside$ (II), $diosmetin-7-O-{\beta}-d-xylosyl-(1{\rightarrow}6)-{\beta}-D-glucoside$ (III), $quercetin-3-O-{\beta}-d-galactoside$ (hyperoside) (IV), $quercetin-3-O-{\alpha}-l-rhamnosyl-(1{\rightarrow}6)-{\beta}-D-glucoside(rutin)$ (V), luteolin (VI), $luteolin-7-O-{\beta}-d-glucoside$ (VII), $kaempferol-3-O-{\alpha}-l-rhamnosyl-(1{\rightarrow}6)-{\beta}-D-glucoside$ (VIII), and (+)-catechin (IX).

• 대한화장품학회지
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• 제33권3호
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• pp.139-144
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• 2007

선구 연구로부터 저자들은 쇠뜨기 추출물의 항산화 작용에 대한 결과를 이미 보고하였으며, 본 연구에서는 이들의 성분 분석과 elastase 저해활성에 관한 조사를 수행하였다. 쇠뜨기 추출물 중 ethylacetate 분획의 당 제거 반응 후 얻어진 aglycone 분획은 TLC 및 HPLC 실험에서 각각 4개의 띠와 피이크로 분리되었으며, 분리된 4가지 성분은 luteolin, quercetin, apigenin 및 kaempferol이었다. 그리고, 그들의 성분비는 각각 19.12%, 12.87%, 15.81%, 52.20%로 kaempferol의 함량이 가장 큰 것으로 나타났다. 쇠뜨기 추출물의 ethylacetate 분획의 TLC 크로마토그램은 7개의 띠로 분리되었고, HPLC 크로마토그램은 8개의 피이크를 보여주었다. TLC와 HPLC의 띠와 피이크를 확인한 결과, HPLC의 8개의 피이크는 용리순서로 kaempferol-3,7-O-diglucoside(조성비, 15.74%), luteolin-5-O-glucoside(galuteolin, 11.91), apigenin-5-O-glucoside(12.91), kaempferol-3-O-glucoside(astragalin, 27.94), quercetin-glycoside (10.81, 구조 미확인), kaempferol-glycoside(12.33, 구조 미확인), luteolin(3.72) 및 apigenin(4.62)으로 확인되었다. Aglycone 분획은 elastase 저해활성($IC_{50}$)이 9.8 ${\mu}g/mL$로 매우 큰 활성을 나타내었다. 이에 비해 ethylacete 분획(플라보노이드 배당체)은 elastase 저해 활성이 거의 없었다. 이상의 결과들은 이미 보고된 쇠뜨기 추출물의 항산화 작용과 더불어 쇠뜨기 성분에 대한 분석과 ethylacetate 분획의 당 제거 실험 후 얻어진 aglycone 분획의 큰 elastase 저해활성으로부터 주름개선 기능성 화장품원료로서 응용 가능성이 있음을 시사한다.

• 생약학회지
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• 제47권3호
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• pp.211-216
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• 2016

In the course of our continuing search for biologically active components from Korean medicinal plants, we isolated the main compound, luteolin 5-glucoside from aqueous fraction of Ajuga spectabilis. The structure was elucidated by the basis of $^1H$ and $^{13}C$ NMR and TOF ESI-MS data. Quantitative analysis of luteolin 5-glucoside was carried out on a XBridge C18 column ($S-5{\mu}m$, $4.6{\times}250mm$) with gradient elution composed of acetonitrile:water. The results exhibit that the average content of main compound in A. spectabilis were 0.048%. Oxidative stress plays a major role Alzheimer's disease (AD) and other neurodogenerative disease. AD is major health problem and there is currently no clinically accepted treatment to cure or stop its progression. Pretreatment with luteolin 5-glucoside markedly attenuated $H_2O_2$-induced cell viability loss in a dose-dependent manner. Luteolin 5-glucoside also inhibited the formation of intracellular reactive oxygen species in SH-SY5Y. The results suggest that luteolin 5-glucoside from A. spectabilis has protective effects against oxidative stress-induced cytotoxicity, which might be a potential therapeutic compound for treating and/or preventing neurodegenerative disease implicated with oxidative stress.

• Natural Product Sciences
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• 제26권4호
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• pp.289-294
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• 2020

Eclipta prostrata is an annual herb, belonging to Asteraceae family, and has been traditionally used to improve immunity and treat hepatitis and bacterial disease in Korea. In this study, a new coumestan glucoside (1) along with ten known compounds (2 - 11) was isolated from E. prostrata. The chemical structures of isolates were elucidated to be wedelolactone-9-O-β-D-glucopyranoside (1), wedelolactone (2), demethylwedelolactone (3), apigenin (4), apigenin-7-sulfate (5), luteolin (6), luteolin-7-sulfate (7), luteolin-7-O-β-D-glucopyranoside (8), pratensein-7-O-β-D-glucopyranoside (9), 3,4-di-O-caffeoylquinic acid (10) and 3,5-di-O-caffeoylquinic acid (11) based on the spectroscopic evidence.

• 생약학회지
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• 제26권4호
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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.

• Natural Product Sciences
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• 제21권1호
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• pp.42-48
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• 2015

Lactuca raddeana (Compositae) is used to treat obesity and complications due to diabetes. The five phenolic compounds including chlorogenic acid, chicoric acid, luteolin 7-O-glucoside, luteolin 7-O-glucuronide, luteolin were qualitatively identified by LC-ESI-MS analysis. The contents were quantitatively determined by HPLC, under the condition of a Capcell Pak C18 column ($5{\mu}m$, $250mm{\times}4.6mm\;i.d.$) and a gradient elution of 0.05% trifluoroacetic acid (TFA) and 0.05% TFA in $MeOH-H_2O$ (60 : 40). The contents of chicoric acid (100.99 mg/g extract) and luteolin 7-O-glucoside (101. 69 mg/g extract) were high, while those of other three phenolic substances were very low. The 3T3-L1 adipocyte cells treated with chicoric acid and luteolin 7-O-glucuronide significantly suppressed the accumulation of fat, suggesting they are effective against obesity. Since high level of peroxynitrite (ONOO) causes cardiovascular disease in obese patients, its scavenging activity was also studied.

• 생약학회지
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• 제31권3호
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• pp.340-344
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• 2000

Lonicerae Flos, the flower of Lonicera japonica Thunb., has been used as a diuretic, stomachic, antipyretic, analgesic and anti-inflammatory agent in Korea. In order to evaluate the quality of Lonicerae Flos, the method of isolation and quantitative determination of luteolin $7-O-{\beta}-D-glucoside$ as a reference standard compound has been developed. Different specimens of Lonicerae Flos were collected from twenty Korean markets and were analyzed with HPLC using the mobile phase of MeOH-4.5% acetic acid solution (16.5:83.5). The average content of luteolin $7-O-{\beta}-D-glucoside$ from Lonicerae Flos in Korean markets was $0.43{\pm}0.34%$.