• 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.

• Journal of Applied Biological Chemistry
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• 제65권3호
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• pp.231-237
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• 2022

Biorenovation은 미생물의 효소 작용을 통해 기존의 화합물을 새로운 화합물로 전환시키는 방법이다. 본 연구에서는 biorenovation을 Luteolin에 적용하여 Luteolin-7-O-glucoside (L7G)를 합성하였으며 L7G의 미백 기능성을 평가하고자 α-MSH로 유도된 B16F10 mouse melanoma 세포에서 실험을 진행하였다. L7G는 Luteolin의 높은 세포독성을 개선하였으며 세포 독성이 나타나지 않는 농도에서 melanin 합성 및 tyrosinase 생성을 유의하게 억제하였다. 또한 western blot을 통해 멜라닌의 합성 인자들의 발현을 조사한 결과 tyrosinase와 MITF의 발현이 효과적으로 억제되는 것을 확인하였다. 결론적으로 우리는 L7G가 멜라닌의 합성을 억제함으로써 피부 미백에 긍정적인 영향을 나타낼 수 있음을 확인하였으며 이러한 결과를 근거로 L7G가 미백 기능성 원료로써 활용 가능함을 제안한다.

• 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.

• 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.

• BMB Reports
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• 제46권12호
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• pp.611-616
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• 2013

Luteolin-7-O-glucoside (LUT7G), a flavone subclass of flavonoids, has been found to increase anti-oxidant and anti-inflammatory activity, as well as cytotoxic effects. However, the mechanism of how LUT7G induces apoptosis and regulates cell cycles remains poorly understood. In this study, we examined the effects of LUT7G on the growth inhibition of tumors, cell cycle arrest, induction of ROS generation, and the involved signaling pathway in human hepatocarcinoma HepG2 cells. The proliferation of HepG2 cells was decreased by LUT7G in a dose-dependent manner. The growth inhibition was due primarily to the G2/M phase arrest and ROS generation. Moreover, the phosphorylation of JNK was increased by LUT7G. These results suggest that the anti-proliferative effect of LUT7G on HepG2 is associated with G2/M phase cell cycle arrest by JNK activation.

• 한국식품영양학회지
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• 제34권2호
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• pp.233-241
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• 2021

The purpose of this study was to investigate the contents of apigenin and luteolin in vegetables mainly distributed and consumed in Korea. In this study, the contents of apigenin, apigenin-7-O-glucoside, luteolin, and luteolin-7-O-glucoside in vegetables were surveyed by using liquid chromatography coupled to mass spectrometry (LC-MS/MS). According to the analysis of 27 items (91 samples) in vegetables, the content of total apigenin (the sum of apigenin and apigenin-7-O-glucoside) was quantified in 8 out of the 27 items in vegetables, followed by pepper leaves, parsley, celery, chamnamul, foremost mugwort, and perilla leaves. The content of total luteolin (the sum of luteolin and luteolin-7-O-glucoside) was found in 11 of the 27 items in vegetables, followed by pepper leaves, dandelion, celery, red lettuce, foremost mugwort, and perilla leaves. Celery was divided into stalks and leaves for comparing the contents of apigenin and luteolin. Celery showed higher contents of apigenin and luteolin in leaves than in stalks.

• 생약학회지
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• 제38권3호통권150호
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• pp.277-280
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• 2007

In our continuing effort to investigate compounds having anti-inflammatory activity from natural products, Ailanthus altissima was examined. Among six compounds isolated from Ailanthus altissima, Luteolin-7-O-glucoside (L7G) along with ethanol extract of Ailnathus altissima (EAa) were chosen to determine their inhibitory activity on secretory recombinant phospholipase $A_2s$ enzyme activity in vitro. As a results, EAa inhibited human recombinant $sPLA_2-V$ ($IC_{50}$ of about 100 ${\mu}g/ml$) and $cPLA_2$, ($IC_{50}$ of about 59 ${\mu}g/ml$), while L7G showed strong inhibitory effect on $sPLA_2-A$, V and $cPLA_2$ with an $IC_{50}$ value of approximately 40 ${\mu}M$, respectively.

• 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 $0.43{\pm}0.34%$.

• 한국자원식물학회지
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• 제25권5호
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• pp.640-646
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• 2012

This research was attempted to determine the composition of flavone glycosides (luteolin 7-O-glucoside, luteolin 7-O-glucuronide, linarin) in addition to luteolin simultaneously in aerial part of Youngia japonica (Compositae) by high-performance liquid chromatography. The MeOH extract was further fractionated into the three parts, $CHCl_3$ fraction, EtOAc fraction and BuOH fraction, to investigate the contents of the four flavones in the three fractions. The content of luteolin 7-O-glucuronide (10.07 mg/g) was highest in the MeOH extract among those of the flavones. These four compounds were observed to be less than 1.0 mg/g in $CHCl_3$- and EtOAc fractions but relatively high in BuOH fraction.

• 한국식품저장유통학회:학술대회논문집
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• 한국식품저장유통학회 2003년도 춘계총회 및 제22차 학술발표회
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• pp.22-39
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• 2003

Biological activity of phenolic compounds in seeds and leaves of safflower (Carthamu tinctorius L.) were evaluated using several in vitro and in vivo assays. Six phenolic constituents were isolated from the seeds and identified as N-feruloylserotonia, N- (p-coumaroyl)serotonin, matairesinol, 8′-hydroxyarctigenin, acacetin 7-O-$\beta$-D-glucoside (tilianine) and acacetin. Six phenolic compounds exhibited considerable antioxidative activity, and especially two serotonins showed potent DPPH radical scavenging activity and antiperoxidative activity against rat liver microsomal lipid peroxidation induced by the hydroxyl radical generated via a Fenton-type reaction. Additionally, six phenolic compounds possessed comparable cytotoxicity against three cancer cells, Hela cell, MCF-7 and HepG2 cell, and particularly acacetin and its glycosides had the most potent cytotoxicity. Moreover, we found that feeding safflower seeds attenuated bone loss, and lowered levels of plasma and liver lipids in ovariectomized rats. Serotonins, lignans and flavones stimulated proliferation of the osteoblast-like cells in a dose-dependent manner (10$^{-15}$ ~10$^{-6}$ M), as potently as E$_2$ (17$\beta$-estradiol). Particularly, serotonins were mainly responsible for bone-protecting and lipid lowering effects in ovariectomized rats. Meanwhile, eight flavonoids, including a novel quercetin-7-O-(6"-O-acetyl)-$\beta$-D-glucopyranoside and seven kown flavonoids, luteolin quercetin, luteolin 7-O-$\beta$-D-glucopyranoside, luteolin-7-O-(6"-O-acetyl)-$\beta$-D-gluco-pyranoside, quercetin 7-O- -glucopyranoside, acacetin 7-O-$\beta$-D-glucuronide and apigenin-6-C-$\beta$-D-glucopyranosyl-8-C-$\beta$-D-glucopyranoside were first isolated and identified from safflower leaf. Among these flavonoids, luteolin-acetyl-glucoside and $\beta$quercetin- acetyl-glucoside showed potent antioxidative activities against 2-deoxyribose degradation and lipid peroxidation in rat liver microsomes. Luteolin, quercetin and their corresponding glycosides also exhibited strong antioxidative activity, while acacetin glucuronide and apigenin-6, 8-di-C-glucoside were relatively less active. Finally, changes in phenolic compositions were also determined by HPLC in the safflower seed and leaf during growth stages and roasting process to produce standardized supplement powerds. These results suggest that phenolic compounds in the roasted safflower seed and leaf may be useful as potential sources of therapeutic agents against several pathological disorders such as carcinogenesis, atherosclerosis and osteoporosis.