• Title/Summary/Keyword: lignan

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Whitening Activity of Phenolic Compounds from Rhizome of Phragmites communis

  • Choi, Sun Eun;Yoon, Jung-Hye;Park, Kwan Hee;Kim, Kyoung Young;Song, Yu Jin;Jin, Hye Young;Lee, Min Won
    • Natural Product Sciences
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    • v.20 no.4
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    • pp.269-273
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    • 2014
  • Activity guided phytochemical examination of the rhizome of Phragmites communis has led to the isolation of two phenolic acids and two lignans. Structures of these compounds were elucidated as methyl gallate (1), ${\rho}$ -hydroxy cinnamic acid (2), (+) -lyoniresinol (3), (+)-lyoniresinol-9'-O-${\beta}$-D-glucopyranoside (4) by comparisons with previously reported spectral data. To investigate the melanogenesis inhibitory effects of these compounds, the melanin level and tyrosinase activity were examined in B16F10 melanoma cell. Each compound inhibited both tyrosinase activity and melanin synthesis compared with positive control, kojic acid and arbutin. These results suggest that the phenolic compounds from Phragmites communis might be developed as a potent skin whitenting cosmeceuticals.

Antioxidant Compounds Isolated from the Roots of Phlomis umbrosa Turcz.

  • Nguyen, Duc Hung;Le, Duc Dat;Zhao, Bing Tian;Ma, Eun Sook;Min, Byung Sun;Woo, Mi Hee
    • Natural Product Sciences
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    • v.24 no.2
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    • pp.119-124
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    • 2018
  • Two triterpenoids, arjunolic acid (1), belleric acid (2), five phenylethanoids, martynoside (3), orobanchoside (4), 3,4-dihydroxyphenethylalcohol-6-O-caffeoyl-${\beta}$-$\text\tiny{D}$-glucoside (5), leucosceptoside B (6), lunariifolioside (7), four phenolic acids, ferulic acid (8), syringic acid (9), vanillic acid (10), 4-hydroxybenzoic acid (11), and one lignan, (+)-syringaresinol-${\beta}$-$\text\tiny{D}$-glucoside (12), were isolated from the roots of P. umbrosa. All isolated compounds were explored for their antioxidant potential in the DPPH and ABTS assays. In DPPH assay, compound 5 showed high antioxidant capacity. Compounds 3, 4, 6, and 7 displayed considerable antioxidant activities. In addition, compounds 5-7 exhibited potential antioxidant capacities in the ABTS assay.

Lignan contents in Acanthopanax senticosus by HPLC (고속액체크로마토그래피를 이용한 가시오갈피의 리그난 함량)

  • Kim, Hye-Min;Cho, Seon-Haeng;Kook, Soon-Ja;Lee, Sang-Hyun
    • Korean Journal of Agricultural Science
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    • v.38 no.3
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    • pp.479-484
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    • 2011
  • A reverse-phase system of HPLC using a linear gradient of acetonitrile and deionized water was developed for the quantification lignans, eleutherosides B and E, in Acanthopanax senticosus. The HPLC system consisted of linear gradient of acetonitrile and deionized water, and UV/VIS detection was set at 210 nm. Both eleutherosides B and E contents in different parts of A. senticosus were determined. As a result, the contents of eleutherosides B and E were measured in the leaves (trace amounts and 0.029 mg/g, respectively), stems (0.107 and 1.015 mg/g, respectively), roots (0.026 and 0.390 mg/g, respectively), and fruits (0.022 and 0.043 mg/g, respectively). Moreover, eleutherosides B and E in the water extract were found 0.011 and 0.171 mg/g, respectively.

Anti-Helicobacter pylori Activity of Compounds Isolated from Fraxinus mandshurica Bark

  • Akter, Kazi-Marjahan;Kim, Hye-Jin;Park, Woo Sung;Khalil, Atif Ali Khan;Ahn, Mi-Jeong
    • Natural Product Sciences
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    • v.26 no.2
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    • pp.158-164
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    • 2020
  • Helicobacter pylori is a well-known pathogen that is responsible for gastric disorders. Overcoming of the antibiotic-resistance is a main barrier to treat H. pylori infection. In our search for anti-H. pylori compounds from natural resources, bioactivity-guided isolation on the ethyl acetate fraction of Fraxinus mandshurica bark that had shown anti-H. pylori activity gave twelve compounds (1 - 12) of six coumarins, three phenylethanoids, two secoiridoids, and a lignan using silica gel column chromatography, Sephadex-LH 20, and recrystallization. The chemical structures were identified by spectroscopic data analysis, including 1D, 2D NMR, and mass spectrometry. Among them, compounds 2, 10, and 11 showed moderate growth inhibitory activity against three strains of H. pylori, compared with positive controls of quercetin and metronidazole. Compounds 5, 6, 8, and 12 exhibited the inhibitory activity against strains 26695 or 43504. This is the first report on the anti-H. pylori activity of this plant and the isolated compounds.

Evaluation of the Mutagenic Properties of Two Lignans from Acanthopanax koreanum Nakai

  • Hong, Chang-Eui;Lyu, Su-Yun
    • Toxicological Research
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    • v.29 no.4
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    • pp.279-283
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    • 2013
  • Acanthopanax koreanum Nakai, a well known traditional herb grown in Jeju Island, South of Korea, has been used as a tonic and sedative agent, as well as in the treatment of diabetes and immune diseases. Mutagenicity of two lignans, syringaresinol and tortoside A isolated from A. koreanum, was assessed using Salmonella/microsome (Ames) test. Tester strains used were Salmonella typhimurium TA98, TA100, TA1535, and Escherichia coli WP2uvrA. The mutagenic activity was determined both in the absence or presence of S9 mixture. As a result, tortoside A did not cause any increase in the number of $his^+$ revertants in S. typhimurium and E. coli WP2uvrA strains in the presence or absence of S9 mix, compared to the controls. Similarly, low concentrations of syringaresinol (750 and 1,500 ${\mu}g$/plate) did not show any mutagenic properties in all bacterial strains, in the presence or absence of S9 mixture. However, in the high concentration of syringaresinol (3,000 ${\mu}g$/plate), the number of revertants were increased in TA1535 strains, in the absence of S9 metabolic activation. Therefore, in vivo experiments such as comet assay are needed to further determine the genotoxic/carciogenic potential of syringaresinol isolated from A. koreanum.

Contents of Quercetin Glycoside and Lignans According to the Cultivated Years and Plant Parts in Saururus chinensis Baill (삼백초 생육년수 및 부위에 따른 유효성분 함량)

  • Kim, Min-Ja;Nam, Sang-Young;Yun, Tae;Kim, Hong-Sig;Hong, Seong-Su;Hwang, Bang-Yeon;Kim, In-Jae
    • Korean Journal of Pharmacognosy
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    • v.37 no.1 s.144
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    • pp.42-47
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    • 2006
  • The contents of quercetin glyciside in Saururus chinensis Baill was higher in the 2nd year, 1st year and 3rd year in leaves, and in the 1st year, 3rd year and 2nd year in stems in that orders. Content of lignans in the rhizome was not significantly different cultivated years. The total phenolics, quercetin glycoside and EDA of plant parts were higher in order of flower, leaf and chopping sample. The total phenolics and EDA of stem were much lower than parts and quercetin glycoside was not detected.

Quantitative Analysis of the Ten Phytochmicals in Acer tegmentosum Maxim by UPLC-MS/MS (UPLC-MS/MS를 이용한 산천목 중 10종 성분의 함량 분석)

  • Hwang, Youn-Hwan;Li, Wei;Yang, Hye Jin;Ma, Jin Yeul
    • Korean Journal of Pharmacognosy
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    • v.49 no.1
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    • pp.70-75
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    • 2018
  • Acer tegmentosum Maxim (ATM) has been used to treat hepatic disorders in traditional oriental medicine. However, there is little information about phytochemical constituents for quality control of ATM. In this study, we developed and established a simultaneous analytical method of the 10 marker compounds (three coumarins, 3 flavonoids, 1 lignan, 3 phenolics) in ATM using ultra-performance liquid chromatography-mass spectrometry (UPLC-MS/MS). Chromatographic separation of ten target analytes was achieved with a Waters Acquity UPLC BEH $C_{18}$ analytical column ($2.1{\times}100mm$, $1.7{\mu}m$), using a mobile phase of 0.1% (v/v) formic acid in water and acetonitrile with gradient elution. Identifications and quantitation of all analytes were performed using a Q-Exactive UPLC-MS/MS system. Correlation coefficients of the calibration curve for all analytes were ${\geq}0.9986$. The values of limits of detection and quantification of all analytes were 0.5-10.0 and 5.0-50.0 ng/mL, respectively. The established UPLC-MS/MS method successfully identified all target analytes in ATM, and the phytochemicals were 0.01-67.98 mg/g in its lyophilized water extract.

Inhibitory Effect of Lignans from the Rhizomes of Coptis japonica var. dissecta on Tumor Necrosis Factor-${\alpha}$ Production in Lipopolysaccharide-stimulated RAW264.7 Cells

  • Cho, Jae-Youl;Park, Ji-Soo;Yoo, Eun-Sook;Kazuko Yoshikawa;Baik, Kyong-Up;Lee, Jong-Soo;Park, Myung-Hwan
    • Archives of Pharmacal Research
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    • v.21 no.1
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    • pp.12-16
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    • 1998
  • The inhibitory effect of 10 lignan constituents isolated from the rhizomes of Coptis japonica var. dissects on tumor necrosis factor (TNF)-${\alpha}$ production in lipopolysaccharide (LPS)-stimulated macrophage cell line (RAW264.7 cells) has been studied. Among them, pinoresinol, woorenoside-V and lariciresinol glycoside showed significant inhibitory activities in the range from 37% to 55% at the concentration of $25{\mu}g/ml.$ The results are first report that the lignans isolated from Coptis japonica inhibit TNF- ${\alpha}$${\alpha}$

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Phytochemical Studies on Rehmanniae Radix (지황 (地黃)의 성분연구)

  • Lee, So-Young;Yean, Min-Hye;Kim, Ju-Sun;Lee, Je-Hyun;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.42 no.2
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    • pp.127-137
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    • 2011
  • Twenty-four compounds were isolated from the 70% ethanolic extract of Rehmanniae Radix (Scrophulariaceae) cultivated in Ubo-myeon, Gunwi-gun, Gyeongbuk province, Korea and their structures were identified as four iridoids [6-O-(4''-O-${\alpha}$-L-rhamnopyranosyl) vanilloyl ajugol (17), ajugol (18), aucubin (19), and catalpol (20)], three phenethyl alcohol glycosides [decaffeoyl acteoside (15), isoacteoside (16), and acteoside (21)], five sugar derivatives [ethyl ${\beta}$-D-fructofuranoside (7), eleutheroside C (14), mannitol (22), raffinose (23), and stachyose (24)], two terpenoids [remophilanetriol (4) and glutinolic acid (11)], a lignan, paulownin (2), and eight others [${\beta}$-sitosterol (1), daucosterol (6), monopalmitin (3), pinellic acid (9), uracil (5), adenosine (12), jio-cerebroside (10), aeginetic acid 5-O-${\beta}$-D-quinovoside (8), aeginetoyl ajugol 5''-O-${\beta}$-D-quinovoside (13)]. The chemical structures of these compounds were identified on the basis of spectroscopic methods and comparison with literature values. Among these compounds, paulownin (2), monopalmitin (3), uracil (5), daucosterol (6), ethyl ${\beta}$-D-fructo-furanoside (7), and eleutheroside C (14) were isolated from this plant for the first time.

Sesquiterpene-Neolignans from the Stem Bark of Magnolia obovata and Their Cytotoxic Activity

  • Youn, Ui-Joung;Chen, Quan Cheng;Lee, Ik-Soo;Kim, Hong-Jin;Hung, Tran Manh;Na, Min-Kyun;Lee, Jong-Pill;Min, Byung-Sun;Bae, Ki-Hwan
    • Natural Product Sciences
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    • v.14 no.1
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    • pp.51-55
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    • 2008
  • Three sesquiterpene-lignans, eudeshonokiol B (1), eudesobovatol B (2), and clovanemagnolol (3), were isolated from the stem bark of Magnolia obovata, together with magnolol (4), honokiol (5), and obovatol (6) on the basis of spectroscopic and physicochemical analyses including 2D NMR and Mass. Compounds 1 - 3 were belongs to a unique class of natural products made up of a sesquiterpene and biphenyl-type neolignan via an ether bond. All the isolated compounds were tested in vitro for their cytotoxic activity against the HeLa, A549, and HCTll6 cancer cell lines. Compounds 1 - 6 showed the cytotoxic activity against tested cancer cell lines, with $IC_{50}$ values ranging from 7.1 to 14.4 ${\mu}g/mL$.