• Title/Summary/Keyword: caffeic acid $4-{\beta}-glucoside$

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Compounds of the Stem of Clematis trichotoma (할미질빵 줄기의 성분)

  • Ham, Seock-Bin;Kim, Yang-Il;Kwon, Yong-Soo;Kim, Chang-Min
    • Korean Journal of Pharmacognosy
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    • v.30 no.3
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    • pp.301-305
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    • 1999
  • Eight compounds were isolated from the BuOH extract of the stem of Clematis trichotoma (Ranunculaceae). On the basis of spectroscopic evidences, the structures of these compounds were established as rutin, kaempferol 3-O-neohesperidoside, adenosine, adenin, hirustrin, caffeic acid $4-{\beta}-glucoside$, 3-methoxyarbutin and uridine.

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Antioxidant Caffeic acid Derivatives from Leaves of Parthenocissus tricuspidata

  • Saleem, Muhammad;Kim, Hyoung-Ja;Jin, Changbae;Lee, Yong-Sup
    • Archives of Pharmacal Research
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    • v.27 no.3
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    • pp.300-304
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    • 2004
  • Five caffeic acid derivatives; methyl ester of caffeoylglycolic acid (1), dimethyl ester of caffeoyltartaric acid (2), dimethyl ester of caffeoyltartronic acid (3), monomethyl ester of caffeoyltartronic acid (4), methyl ester of caffeic acid (5), and some other secondary metabolites including; quercetin, quercetin 3-O-$\beta$-D-glucuronide methyl ester, kaempferol, 3,5,7,4'-O-tetramethylkaempferol, $\beta$-sitosterol glucoside, 2$\alpha$-hydroxyursolic acid and 2,24-dihydroxyursolic acid, have been isolated and characterized. All the isolated compounds were characterized with the help of NMR spectroscopy and mass spectrometry. Structure of compound 3 was also confirmed by a single X-ray crystallographic technique. Isolates were evaluated for anti-oxidant activities and most of the tested compounds were found to be potent in DPPH free radical scavenging ($IC_{50}{\;}={\;}4.56-14.17{\;}{\mu\textrm{g}}/mL$) and superoxide anion scavenging ($IC_{50}{\;}={\;}0.58-7.39{\;}{\mu\textrm{g}}/mL$) assays.

The Chemical Constituents of the Stem Barks of Fraxinus rhynchophylla (물푸레나무(Fraxinus rhynchophylla) 수피의 추출성분)

  • Yang, Eun-Ju;Lee, Dong-Geun;Lee, Jong-Won;Kim, Yae-Sil;Lim, Sun-Ha;Song, Kyung-Sik
    • Applied Biological Chemistry
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    • v.50 no.4
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    • pp.348-351
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    • 2007
  • The stem barks of Fraxinus rhynchophylla was extracted with 95% EtOH, and the concentrated extract was successively partitioned with $CH_2Cl_2$, n-BuOH, and $H_2O$ in order to investigate the major phytochemicals. From the $CH_2Cl_2$ soluble fraction, a sterol (1) was isolated through the repeated silica gel column chromatographies. Three additional compounds (2-4) were isolated from the n-BuOH soluble fraction through silica gel, RP-18, and Sephadex LH-20 column chromatographies. Their chemical structures were elucidated as daucosterol $(1;{\beta}-sitosterol-3-O-{\beta}-D-glucopyranoside)$, caffeic acid (2), 6,8-dihydroxy-7-methoxycoumarin (3), and coniferaldehyde glucoside (4) by comparing their spectral data with those in the literatures. All isolates (1-4) were the first to be isolated from F. rhynchophylla.

Phytochemical Constituents of Bistorta manshuriensis

  • Chang, Sang-Wook;Kim, Ki-Hyun;Lee, Il-Kyun;Choi, Sang-Un;Ryu, Shi-Yong;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.15 no.4
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    • pp.234-240
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    • 2009
  • Phytochemical investigation of the MeOH extract of the aerial parts of Bistorta manshuriensis resulted in the isolation of two cerebrosides, two lactams, six phenolic compounds and seven flavonoids. Their chemical structures were characterized by spectroscopic methods to be pinelloside (1), soyacerebroside I (2), pterolactam (3), 5-hydroxypyrrolidine-2-one (4), vanillic acid (5), caffeic acid methyl ester (6), protocatechuic acid (7), caffeic acid (8), 3,5-di-O-caffeoyl quinic acid methyl ester (9), chlorogenic acid methyl ester (10), avicularin (11), afzelin (12), quercetin (13), isoorientin (14), quercetin 3-O-${\beta}$-D-glucoside (15), quercitrin (16), and luteolin (17). The isolated compounds (1 - 4, 7, 12, 14) were isolated for the first time from this plant source and the compounds 1 - 4, 9 and 10 were first reported from the genus Bistorta. Compound 17 exhibited moderate cytotoxicity and compound 6 exhibited weak cytotoxicity against four human cancer cell lines in vitro using an SRB bioassay.

Phytochemical Constituents from Salvia plebeia

  • Lee, Ghang Tai;Duan, Chao Hui;Lee, Jung-Noh;Lee, Kwang-Sik;Hong, Jin-Tae;Lee, Kun-Kook
    • Natural Product Sciences
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    • v.16 no.4
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    • pp.207-210
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    • 2010
  • Phytochemical investigation of Salvia plebeia resulted in the isolation of nine compounds. Their structures were determined to be 6-methoxynaringenin (1), 6-methoxynaringenin-7-O-$\beta$-D-glucoside (2), hispidulin (3), homoplantaginin (4), nepetin (5), nepitrin (6), 6-hydroxyluteolin (7), caffeic acid (8) and rosmarinic acid (9) by spectroscopic analyses. 6-Methoxynaringenin (1), 6-hydroxyluteolin (7) and rosmarinic acid (9) were isolated from this plant for the first time.

Antioxidative Activity and Component Analysis of Prunella vulgaris L. Extract/Fractions (하고초 추출물의 항산화 활성 및 성분 분석)

  • Suh, Ji Young;Seong, Joon Seob;Yun, Mid Eum;Lee, Ye Seul;Ha, Ji Hoon;Park, Dong Soon;Park, Soo Nam
    • Journal of the Korean Applied Science and Technology
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    • v.33 no.4
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    • pp.647-657
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    • 2016
  • In this study, the antioxidative effects and active component analysis of 50% ethanol extract, ethyl acetate fraction and aglycone fraction obtained from Prunella vulgaris L. were investigated. The free radical scavenging activities ($FSC_{50}$) was investigated at 50% ethanol extract ($15.25{\mu}g/mL$), ethyl acetate fraction ($8.68{\mu}g/mL$), and aglycone fraction ($8.25{\mu}g/mL$) respectively. Reactive oxygen species (ROS) scavenging activities ($OSC_{50}$) in $Fe^{3+}-EDTA/H_2O_2$ system using the luminol-dependent chemiluminescence assay was investigated at 50% ethanol extract ($4.68{\mu}g/mL$), ethyl acetate fraction ($1.00{\mu}g/mL$), and aglycone fraction($1.02{\mu}g/mL$) respectively. In the cellular protective effect against $^1O_2$ induced cellular damage of human erythrocytes, extract/fractions of P. vulgaris L. were increased in a concentration dependent manner($1{\sim}25{\mu}g/mL$). Especially, ${\tau}_{50}$ of aglycone fraction at concentrations of $25{\mu}g/mL$ showed the most protective effects at 337.9 min. It's showed nine times higher (+)-${\alpha}$-tocopherol (${\tau}_{50}=38.7min$) as typical antioxidant in the $^1O_2$-induced photohemolysis of human erythrocytes. TLC and HPLC were used to analyse active components in the ethyl acetate fraction and aglycone fraction of P. vulgaris L. In ethyl acetate fraction, caffeic acid, rosmarinic acid, quercetin 3-${\beta}$-D-glucoside, rutin, kaempferol-3-O-rutinoside, astragalin (kaempferol-3-O-glucoside) were identified. In aglycone fraction, caffeic acid, rosmarinic acid, quercetin, kaempferol were identified. These results indicated that extract/fraction of P. vulgaris L. is may be used in cosmetics industry as natural antioxidants by quenching and/or scavenging $^1O_2$ and other ROS, and protecting cellular membranes.

Cytotoxic Compounds from the Roots of Pulsatilla koreana

  • Cuong, To Dao;Hung, Tran Manh;Lee, Mi-Kyoung;Thao, Nguyen Thi Phuong;Jang, Han-Su;Min, Byung-Sun
    • Natural Product Sciences
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    • v.15 no.4
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    • pp.250-255
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    • 2009
  • Seven compounds including hederagenin 3-[(O-${\alpha}$-L-rhamnopyranosyl-($1{\rightarrow}2$)-${\alpha}$-L-arabinopyranosyl) (1), $3{\beta}$-[(O-${\alpha}$-L-rhamnopyranosyl-($1{\rightarrow}2$)-${\alpha}$-L-arabinopyranosyl)oxy]olean-12-en-28-oic acid (2), caffeic acid methyl ester (3), ferulic acid (4), orebiusin A (5), latifonicinin C (6) and 5-(hydroxymethyl)-2-furfuraldehyde (7) were isolated from the ethyl acetate fraction of the roots of Pulsatilla koreana. Their chemical structures were established based on physicochemical and spectroscopic data analyses. All isolates were investigated for their cytotoxic activity against cancer cell lines. Among them, compound 1 showed inhibitory activity against A549, COLO 205, and L1210 cancer cell lines with $IC_{50}$ values of 15.8, 36.5, and 22.8 ${\mu}g$/mL, respectively.

A Major Antioxidative Components and Comparison of Antioxidative Activities in Black Soybean (검정콩의 주요 항산화 원인물질 및 항산화 효과의 비교)

  • Kim, Sun-Hee;Kwon, Tai-Wan;Lee, Young-Soon;Choung, Myoung-Gun;Moon, Gap-Soon
    • Korean Journal of Food Science and Technology
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    • v.37 no.1
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    • pp.73-77
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    • 2005
  • Contents of isoflavone, phenolic acids, tocopherol, and anthocyanin in black soybean (Glycine max) were measured by HPLC. To compare antioxidative activities of main black soybean components, antioxidative effects of the same levels of commercial standard components were measured by Trolox equivalent antioxidant capacity assay (TEAC). Most effective component was gentisic acid followed by anthocyanin, p-coumaric acid, ferulic acid, genistein, syringic acid, and daidzein. TEAC assay results revealed genistein in isoflavone, gentisic acid in phenolic acids, p-tocopherol in tocopherol, and anthocyanin showed highest antioxidative and synergistic acitivities, with anthocyanin showing strongest synergy effect.

Bioactive Constituents from the n-Butanolic Fraction of Aruncus dioicus var. kamtschaticus

  • Vo, Quoc Hung;Nguyen, Phi Hung;Zhao, Bing Tian;Thi, Yen Nguyen;Nguyen, Duc Hung;Kim, Won Il;Seo, U Min;Min, Byung Sun;Woo, Mi Hee
    • Natural Product Sciences
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    • v.20 no.4
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    • pp.274-280
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    • 2014
  • Six compounds were isolated from the n-BuOH fraction of the aerial parts of Aruncus dioicus var. kamtschaticus including: sambunigrin (1), prunasin (2), aruncide A (3), aruncide C (4), 1-O-caffeoyl-${\beta}$-D-glucopyranose (5), and caffeic acid (6). Their structures were confirmed by comparing the spectral data with those reported in the literature. The isolated compounds (1 - 6) were then examined for their cytotoxic effects towards MCF-7, HL-60, and HeLa cancer cell lines, as well as their DPPH radical scavenging activity. The results indicated that compound 4 possessed the strongest inhibitory effect toward HeLa cell line with $IC_{50}$ value of $5.38{\pm}0.92{\mu}M$. Compound 3 possessed selective cytotoxic activity on HL-60 cells with $IC_{50}$ value of $6.27{\pm}0.17{\mu}M$, compound 5 was found as the best in inhibiting proliferation with $IC_{50}$ value of $2.25{\pm}0.09{\mu}M$, and the other compounds showed significant inhibition with $IC_{50}$ values ranging from 6.10 to $11.27{\mu}M$. Compound 5 also displayed the strongest cytotoxic effect toward MCF-7 cell line ($IC_{50}$ $4.32{\pm}0.15{\mu}M$). Both 5 and 6 demonstrated strong radical scavenging activity ($IC_{50}$ $6.87{\pm}0.03$ and $4.33{\pm}0.22{\mu}M$, respectively). Compounds 1 and 5 were isolated for the first time from this plant.