• Title/Summary/Keyword: methyl gallate

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Isolation of Phenolic Glucosides from the Stems of Acer tegmentosum Max (산겨릅나무 줄기에서 페놀성 글루코사이드의 분리)

  • Hur, Jong-Moon;Yang, Eun-Ju;Choi, Sun-Ha;Song, Kyung-Sik
    • Applied Biological Chemistry
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    • v.49 no.2
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    • pp.149-152
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    • 2006
  • The chemical constituents of Acer tegmentosum Max which belongs to Aceraceae has never been reported. The stems of A. tegmentosum were extracted with MeOH and then successively partitioned with $CH_2Cl_2$, n-BuOH, and $H_2O$ in order to investigate the major phytochemicals. Two compounds were isolated from the n-BuOH fraction through silica gel and RP-18 column chromatographies. Their chemical structures were elucidated as methyl gallate $4-O-{\beta}-D-glucoside$ and salidroside by comparing their spectral data with those in the literature.

Effect of Methyl Gallate on 1-Nitropyrene-Induced Keratinocyte Toxicity in a Human and Canine Skin Model

  • Lee, Woo Jin;Kim, Min Jeong;Choi, Hyun-Wook;Lee, Jeong Jae;Jung, Sung Keun
    • Journal of Microbiology and Biotechnology
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    • v.32 no.7
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    • pp.869-876
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    • 2022
  • The skin, which is the largest organ of the human body, is in direct contact with pollutants in the surrounding atmosphere. Meanwhile, 1-nitropyrene (1-NP), the most abundant nitro-polycyclic aromatic hydrocarbon found in particulate matter, is known to have carcinogenic effects; however, studies on its toxicity in human and canine skin are still needed. In this study, we investigated 1-NP-induced apoptosis and inflammatory pathways in HaCaT cells. In addition, we also measured the cytoprotective effect of methyl gallate (MG), which is widely distributed in medicinal and edible plants and is well known for its anti-inflammatory and antioxidant properties. MG inhibited 1-NP-induced cell death and apoptosis pathways, including the cleavage of PARP and activation of caspase-3, -7, and -9. MG also suppressed 1-NP-induced COX-2 expression and phosphorylation of mitogen-activated protein kinases (MAPKs) and MAPK kinases (MAPKKs). Our findings suggest that 1-NP induces skin toxicity in human and canine through apoptosis and inflammatory responses, and moreover, that this can be prevented by treatment with MG.

Anticancer Activity of Methyl Gallate in RC-58T/h/SA#4 Primary Human Prostate Cancer Cells (인체 전립선 암세포에서 Methyl Gallate의 항암효과)

  • Kwon, Soon Jae;Lee, Ju Hye;Kim, Jae Yong;Moon, Kwang Deog;Yee, Sung Tae;Seo, Kwon Il
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.43 no.3
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    • pp.367-373
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    • 2014
  • In this study, we investigated the anticancer activity of methyl gallate (MG), which is the major biologically active component of Galla Rhois, in RC-58T/h/SA#4 human prostate cancer cells. MG inhibited cell proliferation in a dose-dependent manner. Cell death induced by MG increased the population of cells in sub-G1 phase, formation of apoptotic bodies, nuclear condensation, and DNA fragmentation. Apoptosis induced by MG was associated with activation of initiator caspases-8 and -9 as well as effector caspase-3. Endocrine disruptors such as dioxin and bisphenol A increased growth of RC-58T/h/SA#4 cells in charcoal-treated FBS (cFBS) medium. Cell proliferation was highest upon treatment with 1 nM and $0.1{\mu}M$ dioxin and bisphenol A, respectively. MG also dose-dependently inhibited cell proliferation in RC-58T/h/SA#4 cells treated with endocrine disruptors. These results indicate that MG exerts anticancer effects on RC-58T/h/SA#4 primary human prostate cancer cells.

Free Radical Scavengers from the Fruits of Paeonia suffruticosa

  • Lee, Sa-Im;Yang, Jae-Heon;Baek, Nam-In;Kim, Sung-Hoon;Cho, Chong-Hyeon;Park, Byung-Hyun;Chae, Byeong-Suk;Kim, Dae-Keun
    • Natural Product Sciences
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    • v.14 no.3
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    • pp.202-205
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    • 2008
  • The antioxidant activity of Paeonia suffruticosa (Paeoniaceae) was determined by measuring the radical scavenging effect on DPPH (1,1-diphenyl-2-picrylhydrazyl). The methanolic extract of P. suffruticosa showed the strong antioxidant activity. The antioxidant activity of ethyl acetate soluble fraction was stronger than that of the others ($IC_{50}$, $1.2\;{\mu}g/mL$), and the fraction was subjected to purification by repeated silica gel and Sephadex LH-20 column chromatography. Suffruticosol A, suffruticosol B, methyl gallate, and gallic acid, were isolated from the ethyl acetate soluble fraction. Their structures were elucidated by physico-chemical and spectroscopic studies.

Phenolic Compounds from Orostachys japonicus having Anti-HIV-1 Protease Activity

  • Park, Ju-Gwon;Park, Jong-Cheol;Hur, Jong-Moon;Park, Sung-Jong;Choi, Da-Rae;Shin, Dong-Young;Park, Ky-Young;Cho, Hyun-Wook;Kim, Moon-Sung
    • Natural Product Sciences
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    • v.6 no.3
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    • pp.117-121
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    • 2000
  • The water extract of the aerial parts of Orostachys japonicus A. Berger showed the inhibitory activity against HIV-1 protease. From the same parts of O. Japanicus, 4-hydroxybenzoic acid, 3,4-dihydroxybenzoic acid, gallic acid and methyl gallate, together with flavonoids, kaempferol, quercetin, kaempferol $3-O-{\beta}-D-glucoside$, kaempferol $3-O-{\beta}-D-galactoside$ and quercetin $3-O-{\beta}-D-glucoside$ were isolated and characterized by spectral data.

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오가피 및 작약으로부터 혈소판 응집 억제작용 물질의 개발에 관한 연구

  • 윤혜숙;강삼식
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1992.05a
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    • pp.20-20
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    • 1992
  • 혈관내에서의 비정상적인 혈소판의 활성화는 혈소판 응괴 또는 혈전 형성을 초래함으로서 동맥경화증, 심근 경색증, 혈전중등의 허혈성 질환의 발현에 직접 또는 간접적인 원인으로서 주목되고 있다. 본 연구자 등은 천연물로부터 혈소판 응집억제작용 물질의 개발을 목표로 하여 한약 또는 민간약의 형태로서 관련질환에 사용되어온 식물생약 약 40종을 검색하였으며 이들중 혈소판 응집억제작용을 갖는 식물로부터 작용 물질의 분리를 계속하여 오고있다. 본 실험에서는 작약을 메타놀로 추출하고 작용을 추적하면서 용매로 분획하였으며, 작용분획인 Et0Ac fr.으로부터 methyl gallate를 분리하였다. Methyl gallate는 오가피로부터 작용성분으로서 이미 분리 보고된 protocatechuic acid 및 artifact인 ethyl protocatechuate와 구조적으로 매우 유사하여 이들 analogs 수종에 대하여 작용을 비교 검색하였다.

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Phenolic Compounds from Phyllanthus ussuriensis (여우주머니의 Phenol성 화합물)

  • 함인혜;왕도미나;조은선;조형권;황완균
    • YAKHAK HOEJI
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    • v.45 no.3
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    • pp.237-244
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    • 2001
  • The herbaceous species of phyllanthus in this genus are used as hyperglycemic, diuretic, and malaria agent in the world. For the phytochemical studies and the investigation of medicinal resources in the Phyllanthus species, Phyllanthus ussuriensis (Euphorbiaceae) were used and the studies of constituents in this plant were carried out. From the aqueous fraction of methanolic extract, one flavonoid (quercetin-3-O-rutinoside), two gallotannins (gallic acid, methyl gallate), and two ellagitannins (corilagin, geraniin) were isolated through fractionation and repeated column chromatography using Amberlite XAD-4, ODS gel, and sephadex LH-20. The structures of these compounds were identified on the basis of spectroscopic evidences.

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Anti-inflammatory effect and contents from the aerial part and root of the various Taraxacum spp. distributed in Korea (국산 5종 포공영(蒲公英)의 항염 효과 및 성분 함량 비교 연구)

  • Lee, Mi-Hwa;Song, Sun-Ho;Ham, In-Hye;Bu, Young-Min;Kim, Ho-Cheol;Choi, Ho-Young
    • The Korea Journal of Herbology
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    • v.25 no.4
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    • pp.77-84
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    • 2010
  • Objectives : Taraxaci Herba et Radix (THR) is widely used as a food and medicinal herb in Korea. It has been used for treatment of virus inflammatory disease, liver diseases and gastritis. So far, anti-inflammatory effects and constituents of various species in THR has not been studied for comparison. The aim of this study is to compare the anti-inflammatory effects of the aerial part and root from various THR. Also, we have compared the contents of its known constituents with each. Methods : In this study, we estimated anti-inflammatory effect and compared their constituent by HPLC. For the determination of anti-inflammatory effects, we investigated NO and $PGE_2$ production by ELISA. The expressions of iNOS was determined by western blotting in LPS-induced RAW 264.7 macrophage cells. And, standard compounds which are methyl gallate, gallic acid, syringic acid and esculetin of THR were analyzed by HPLC using a $C_{18}$ column. Results : Methanol extracts of THR decreased NO and $PGE_2$ production. The expressions of iNOS protein were also decreased in methanol extracts of THR. As a result, HPLC analysis showed that they showed similar patterns. Methyl gallate and esculetin showed the highest content. Methyl gallate was included over 10% content in each aerial part and root of THR. Conclusions : These results indicate that most of THR distributed in Korea might represent therapeutic agent for treatment of inflammatory diseases.

Comparison of Hydroxyl Radical, Peroxyl Radical, and Peroxynitrite Scavenging Capacity of Extracts and Active Components from Selected Medicinal Plants

  • Kwon, Do-Young;Kim, Sun-Ju;Lee, Ju-Won;Kim, Young-Chul
    • Toxicological Research
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    • v.26 no.4
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    • pp.321-327
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    • 2010
  • The ability of 80% ethanol extracts from five medicinal plants, Aralia continentalis, Paeonia suffruticosa, Magnolia denudata, Anemarrhena asphodeloides, and Schizonepeta tenuifolia, to neutralize hydroxyl radical, peroxyl radical and peroxynitrite was examined using the total oxyradical scavenging capacity (TOSC) assay. Peroxyl radical was generated from thermal homolysis of 2,2'-azobis(2-methylpropionamidine) dihydrochloride (ABAP); hydroxyl radical by an iron-ascorbate Fenton reaction; peroxynitrite by spontaneous decomposition of 3-morpholinosydnonimine N-ethylcarbamide (SIN-1). The oxidants generated react with $\alpha$-keto-$\gamma$-methiolbutyric acid (KMBA) to yield ethylene, and the TOSC of the substances tested is quantified from their ability to inhibit ethylene formation. Extracts from P. suffruticosa, M. denudata, and S. tenuifolia were determined to be potent peroxyl radical scavenging agents with a specific TOSC (sTOSC) being at least six-fold greater than that of glutathione (GSH). These three plants also showed sTOSCs toward peroxynitrite markedly greater than sTOSC of GSH, however, only P. suffruticosa revealed a significant hydroxyl radical scavenging capacity. Seven major active constituents isolated from P. suffruticosa, quercetin, (+)-catechin, methyl gallate, gallic acid, benzoic acid, benzoyl paeoniflorin and paeoniflorin, were determined for their antioxidant potential toward peroxynitrite, peroxyl and hydroxyl radicals. Quercetin, (+)-catechin, methyl gallate, and gallic acid exhibited sTOSCs 40~85 times greater than sTOSC of GSH. These four components also showed a peroxynitrite scavenging capacity higher than at least 10-fold of GSH. For antioxidant activity against hydroxyl radical, methyl gallate was greatest followed by gallic acid and quercetin. Further studies need to be conducted to substantiate the significance of scavenging a specific oxidant in the prevention of cellular injury and disease states caused by the reactive free radical species.

Quantitative Determination of the Triterpenoids and Total Tannin in Korean Rubus species by HPLC

  • Kim, Min-Young;Tapondjou, Leon Azefack;Park, Hee-Juhn
    • Natural Product Sciences
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    • v.20 no.4
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    • pp.290-295
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    • 2014
  • The triterpenoids contained in four Rubus species (Rosaceae) were quantitatively analyzed using HPLC to select plants with large quantities of niga-ichigoside $F_1$. Unripe fruits, ripe fruits, and leaves were extracted to estimate the quantity of niga-ichigoside $F_1$, together with Rubus-specific $19{\alpha}$-hydroxyursane-type triterpenoids, euscaphic acid, tormentic acid, and kaji-ichigoside $F_1$, and a dimeric triterpenoid coreanoside $F_1$. Niga-ichigoside $F_1$ was most abundant in the leaves of R. crataegifolius (23.4 mg/g dry weight). The amount of triterpenoid in the black, ripe fruits of R. coreanus was lower than the unripe fruits of the same plant. On the other hand, the ripe fruits of three plants, R. crataegifolius, R. parvifolius and R. pungens var. oldhami, which are reddish, contained higher or similar level of triterpenoids than their unripe fruits. In addition, the concentration of niga-ichigoside $F_1$ in the ripe fruit of R. crataegifolius was 20.5 mg/g, suggesting that the fruits could be used as a functional food. Methyl gallate and ellagic acid were used as quantitative indices of total tannin. Methyl gallate levels were higher in ripe fruits than unripe fruits in R. crataegifolius, R. pungens var. oldhami, and R. parvifolius. In R. crataegifolius, the quantity of methyl gallate was 30.5 mg/g in ripe fruit, but 1.19 mg/g in unripe fruit.