• 제목/요약/키워드: Lignan compounds

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Isolation of Melanin Biosynthesis Inhibitory Compounds from the Flowers of Magnolia denudata (신이(辛夷)로부터 멜라닌 생성 억제물질의 분리)

  • Xu, Guang-Hua;Kim, Jeong-Ah;Park, Sung-Hee;Son, Ae-Ryang;Chang, Tae-Soo;Chang, Hyun-Wook;Chung, See-Ryun;Lee, Seung-Ho
    • Korean Journal of Pharmacognosy
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    • v.35 no.2 s.137
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    • pp.152-156
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    • 2004
  • The bioassay-guided fractionation of the MeOH extract of the flowers of Magnolia denudata led us to the isolation of six compounds identified as fargesin(1), kobusin(2), aschantin(3), magnolin(4), rel-[7s,8s,8's]-3,4,3',4'-tetra- methoxy-9,7'- dihydroxy-8,8',7.O.9'-lignan(5) and oplodiol(6), respectively. Among the isolated compounds, fargesin(1) showed most potent inhibitory effect on the melanin polymer biosynthesis in cultured B-16 mouse melanoma cell lines$(IC_{50},\;45.7\;{\mu}M)$.

Phenolic Constituents of Boehmeria pannosa and α-Glucosidase Inhibitory Activity (왕모시풀의 페놀성 성분 및 항당뇨 활성)

  • Ryu, Se Hwan;Kim, Seon Beom;Yeon, Sang Won;Turk, Ayman;Jo, Yang Hee;Hwang, Bang Yeon;Ahn, Mi-Jeong;Lee, Mi Kyeong
    • Korean Journal of Pharmacognosy
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    • v.50 no.4
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    • pp.239-244
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    • 2019
  • Boehmeria pannosa (Urticaceae) is a perennial herb widely distributed in Korea. In this study, investigation on the constituents of B. pannosa was conducted by chromatographic techniques and spectroscopic analysis. As a result, nine compounds including eight phenolic compounds, 3-hydroxy-1-(4-hydroxyphenyl)propan-1-one (1), β-hydroxypropiovanillone (2), C-veratroylglycol (3), 3-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-propan-1-one (4) 2,3-dihydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl) -1-propanone (5), p-coumaric acid (6), 4-hydroxybenzoic acid (7), vanillic acid (8) and one lignan, (-)-(7R,8S)-dihydrodehydrodiconiferyl alcohol (9) were isolated from the EtOAc-soluble fraction of B. pannosa. Among them, compounds 5, 6 and 9 inhibited α-glucosidase inhibitory activity more than 50% at the concentration of 100 μM.

Varietal and Yearly Differences of Lignan Contents in Fruits of Collected Lines of Schizandra chinensis Baillon (오미자 수집종별 리그난 함량의 연차간 차이)

  • Kim, Kwan-Su;Park, Chun-Gun;Bang, Jin-Ki
    • Korean Journal of Medicinal Crop Science
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    • v.11 no.1
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    • pp.71-75
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    • 2003
  • To know the varietal difference and yearly changes of lignan contents in the fruits of collected lines of Schizandra chinensis Baillon, three lignan compounds, schizandrin, gomisin A, and gomisin N, were quantitatively analyzed using High Performance liquid Chromatography. The average contents of schizandrin, gomisin A, and gomisin N, showed 0.78%, 0.25%, and 0.63% in the 6-year-old fruits of 24 lines harvested in 1996, and 0.72%, 0.22%, and 0.63% in the 7-year-old ones of 59 lines harvested in 1997. There were the wide range of coefficient of variation (CV) values, the significant differences by the lines and harvest years, and the significant interaction between line and year for lignan contents. Schizandrin contents during 3 years, $1995{\sim}1997$, showed relatively higher amounts more than 0.9% in Chungju 143, Chungju 453, and Chungju 532. Among 23 lines analyzed from 1995 to 1997, Chungju 542, Chungju 547, and Chungju 580 contained continuously higher amounts more than 0.8% of schizandrin and had lower CV values of lignan contents by the harvest years than the other lines. There were a highly significant and negative correlation between fruit weight and lignan contents, and a positive correlation among contents of schizandrin, gomisin A, gomisin N, and total lignan.

Studies on the Extractives of Abies koreana Wilson - Concerned with Lignans - (구상나무의 추출성분에 대한 연구 - 리그난에 관하여 -)

  • Kim, Yun-Geun
    • Journal of the Korean Wood Science and Technology
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    • v.25 no.4
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    • pp.1-9
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    • 1997
  • The Abies koreana Wilson has been unique species of Korea and has not been clearly investigated about lignans of extractives. This studies have been carried out from the isolation and determination of lignans from alcoholic extractives in its xylem. Six lignans were isolated and their structures were determined by spectroscopic methods. They were two new compounds, (+)-koreslactol and (-)koreanol and four known compounds, lariciresinol p-coumarate, (+)-todolactol C, (-)-${\alpha}$-intermedianol, and (+)-pinoresinol.

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Lignan Glycosides of Vaccinium oldhami Miquel (정금나무의 Lignan Glycoside 성분)

  • Kim, Seong-Jin;Lee, Jeong-Joo;Lee, Sa-Im;Park, Hee-Wook;Lee, Jae-Hyeok;Park, Jeong-Suk;Kim, Sung-Hoon;Baek, Nam-In;Kwon, Young-Ee;Yang, Jae-Heon;Chae, Byeong-Suk;Lim, Jong-Pil;Shin, Tae-Yong;Jeon, Hoon;Eun, Jae-Soon;Kim, Dae-Keun
    • Korean Journal of Pharmacognosy
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    • v.38 no.3 s.150
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    • pp.296-298
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    • 2007
  • Two lignan glycoside compounds were isolated from the twigs of Vaccinium oldhami (Ericaceae) through repeated column chromatography. Their chemical structures were elucidated as lyoniside and ssioriside, respectively, by spectroscopic analysis.

NF-${\kappa}B$ Inhibitory Activities of Phenolic and Lignan Components from the Stems of Acanthopanax divaricatus var. albeofructus

  • Sun, Ya Nan;Li, Wei;Song, Seok Bean;Yan, Xi Tao;Yang, Seo Young;Kim, Young Ho
    • Natural Product Sciences
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    • v.20 no.4
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    • pp.232-236
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    • 2014
  • Acanthopanax divaricatus var. albeofructus (ADA) is commonly ingested as a traditional medicine or as a component of a health drink in Korea. In this phytochemical study, nine phenolics (1 - 9) and three lignans (10 - 12) were isolated from the MeOH extract of the stems of ADA. Chemical structures were elucidated by comparing spectroscopic data with reported values. Nuclear factor kappa B ($NF-{\kappa}B$) inhibitory activity of the isolated compounds was evaluated using an $NF-{\kappa}B$ luciferase assay in HepG2 cells. Among them, compounds 1, 3 - 8, and 11 showed significant inhibitory effects on $TNF{\alpha}$-induced $NF-{\kappa}B$ transcriptional activity in a dosedependent manner, with $IC_{50}$ values ranging from 13.25 to $37.36{\mu}M$. Further studies on potential anti-inflammatory effects and the benefits of phenolic and lignan components from ADA are warranted.

Inhibitory Constituents of LPS-induced Nitric Oxide Production from Arctium lappa

  • Park, So-Young;Hong, Seong-Su;Han, Xiang-Hua;Ro, Jai-Seup;Hwang, Bang-Yeon
    • Natural Product Sciences
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    • v.11 no.2
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    • pp.85-88
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    • 2005
  • The methanolic extract from the seeds of Arctium lappa was found to inhibit the LPS-induced nitric oxide (NO) production in murine macrophage RAW264.7 cells. Bioassay-guided fractionation of a methylene chloride soluble fraction led to the isolation of three lignan compounds, arctiin (1), arctigenin (2), and lappaol B (3). Their structures were elucidated by UV, IR, MS, and NMR data, as well as by comparison with those of the literatures. Arctigenin (2) and lappaol B (3) had an iNOS inhibitory activity with $IC_{50}$ values of 12.5 and $25.9\;{\mu}M$, respectively.

11-Methoxyviburtinal, A New Iridoid from Valeriana jatamansi

  • Chen Ye-Gao;Yu Li-Li;Huang Rong;Lv Yu-Ping;Gui Shi-Hong
    • Archives of Pharmacal Research
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    • v.28 no.10
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    • pp.1161-1163
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    • 2005
  • Five compounds of iridoids, lignan and phenylpropanoid glycosides were isolated from the roots of Valeriana jatamansi by column chromatography. Their structures were elucidated as 11-methoxyviburtinal (1), baldrinal (2), prinsepiol-4-O-${\beta}$-D-glucoside (3), coniferin (4), and hexacosanic acid (5) by spectroscopic analysis. 11-Methoxyviburtinal was a new compound, and others were isolated from the plant for the first time.

Aporphine Alkaloids and their Reversal Activity of Multidrug Resistance (MDR) from the Stems and Rhizomes of Sinomenium acutum

  • Min, Yong-Deuk;Choi, Sang-Un;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • v.29 no.8
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    • pp.627-632
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    • 2006
  • Chromatographic separation of the MeOH extract from the stems and rhizomes of Sinomemium acutum led to the isolation of nine alkaloids and a lignan. Their structures were determined to be dauriporphine (1), bianfugecine (2), dauriporphinoline (3), menisporphine (4), (-)-syringaresinol (5), N-feruloyltyramine (6), acutumine (7), dauricumine (8), sinomenine (9), and magnoflorine (10) by spectroscopic means. These compounds were examined for their P-gp mediated MDR reversal activity in human cancer cells. Compound 1 showed the most potent P-gp MDR inhibition activity with an $ED_{50}$ value $0.03\;{\mu}g/mL$ and $0.00010\;{\mu}g/mL$ in the MESSA/DX5 and HCT15 cells, respectively.

Anti-oxidative Activities of Phenolic Compounds from barks of Pinus densiflora Siebold et Zuccarini

  • Kwon, Joo-Hee;Kwon, Yong-Min;Choi, Sun-Eun;Park, Kwan-Hee;Lee, Min-Won
    • Natural Product Sciences
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    • v.16 no.1
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    • pp.10-14
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    • 2010
  • Phytochemical examination of the barks of Pinus densiflora Siebold et Zuccarini has led to the isolation of one phenylpropanoid, one lignan, one flavonoid, one flavan 3-ol and two procyanidins : 4-O-$\beta$-D-glucopyranosyl-p-coumaric acid (1), 2,3-dihydro-2-(4-methoxy)-7-hydroxy-3-hydroxymethyl-5-(3-hydroxy propyl)-benzofuran 3-O-$\alpha$-D-glucopyranoside (2), taxifolin 3'-O-$\beta$-D-glucopyranoside (3), (+)-catechin (4), procyanidin B1 (5) and epicatechin-($4{\beta}$-8)-catechin-($4{\alpha}$-8)-catechin (6). Among them, Compound 4, 5 and 6 showed potent anti-oxidative activities and these anti-oxidative activities were significantly different compared with ascorbic acid as positive control.