• Title/Summary/Keyword: Lignans

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Two New Lignans from Lindera obtusiloba Blume

  • Kwon, Hak-Cheol;Choi, Sang-Un;Lee, Jung-Ock;Bae, Ki-Hwan;Zee, Ok-Pyo;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • v.22 no.4
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    • pp.417-422
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    • 1999
  • Two new furanolignans (3, 5), together with three known lignans (1, 2, 4,), were isolated from the stem of Lindera obtusiloba (Lauraceae). The structures of the compounds were determined as actifolin (1), pluviatilol (2), 5,6-dihydroxymatairesinol (3), (+)-syringaresinol (4), and $(+)-9^{l}$-O-trans-feruloyl-5,51-dimethoxylariciresinol (5) on the basis of physicochemical and spectroscopic evidences. Compounds 1, 2, 3, and 5 showed cytotoxicity against a small panel of human tumor cell lines with values of $3.40{\sim}19.27 {\mu}g/ml$.

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Lignans from the Flower Buds of Magnolia fargesii

  • Lee, Jun;Yang, Min-Suk;Nam, Sang-Hae;Shon, Mi-Yae;Hwang, Seon-Woo;Park, Ki-Hun
    • Bulletin of the Korean Chemical Society
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    • v.26 no.6
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    • pp.913-915
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    • 2005
  • The three new lignans 1-3 were isolated from the methanol extracts of the flower buds of Magnolia fargesii. They were elucidated as (7S,8R)-1-(3,4-dimethoxyphenyl)-2-O-(2-methoxy-4-omegahydroxypropylphenyl) propane-1,3-diol, (7S,8S)-1-(4-hydroxy-3-methoxyphenyl)-2-O-(6-hydroxy-2-methoxy-4-omegahydroxypropylphenyl) propane-1,3-diol, and [tetrahydro-4-hydroxy-2-(3,4,5-trimethoxyphenyl)furan-3-yl]methyl 3,4-dimethoxy benzoate by spectral analysis.

Quantitative Determination of Lignans from Schizandra chinensis by HPLC (HPLC에 의한 오미자 리그난 성분의 정량분석)

  • Koo, Dong-Chil;Suh, Won-Se;Baek, So-Yoon;Shim, Sang-Hee
    • Korean Journal of Pharmacognosy
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    • v.42 no.3
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    • pp.233-239
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    • 2011
  • A reversed phase HPLC method was established for quantitative determination of lignans including schizandrin (1), gomisin A (2), deoxyschizandrin (3), gomisin N (4), and wuweizisu C (5) from Schizandra chinensis using a binary gradient of acetonitrile and water as a mobile phase with UV detection at 254nm. In result, contents of schizandrin (1), gomisin A (2), deoxyschizandrin (3), gomisin N (4), and wuweizisu C (5) in Schizandra chinensis from Moonkyung were 8.41${\pm}$0.30, 3.01${\pm}$0.13, 1.06${\pm}$0.05, 7.69${\pm}$0.30, and 1.68${\pm}$0.06 mg/g, respectively.

Lignans from Lonicerae caulis

  • Yean, Min-Hye;Kim, Ju-Sun;Lee, Je-Hyun;Kang, Sam-Sik
    • Natural Product Sciences
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    • v.16 no.1
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    • pp.15-19
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    • 2010
  • A new 2,7'-cyclolignan named lonicerinol (1) along with eight known lignans, (-)-epipinoresinol (2), (-)-pinoresinol (3), $9{\alpha}$-hydroxypinoresinol (4), 7R,8S-dihydrodehydrodiconiferyl alcohol (5), ($\pm$)-neo-olivil (6), (+)-isolariciresinol (7), 3-methoxy-8,4'-oxyneoligna-3',4,7,9,9'-pentol (8), and (-)-pinoresinol 4-O-glucoside (9), were isolated from the caulis of Lonicera japonica THUNB. (Caprifoliaceae). All of these constituents except for (-)-pinoresinol (3) and $9{\alpha}$-hydroxypinoresinol (4) are reported for the first time from the genus Lonicera. The structures and absolute configurations of these compounds were determined on the basis of spectroscopic analysis, including CD and 1D- and 2D-NMR techniques and chemical methods.

Inhibitory Lignans against NFAT Transcription Factor from Acanthopanax koreanum

  • Cai, Xing-Fu;Lee, Im-Seon;Dat, Nguyen-Tien;Guanghai-Shen;Kang, Jong-Seong;Kim, Dong-Hyun;Kim, Young-Ho
    • Archives of Pharmacal Research
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    • v.27 no.7
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    • pp.738-741
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    • 2004
  • Three lignans isolated from the roots of A. koreanum (Araliaceae), namely eleutheroside E(1), tortoside A(2), and hemiariensin(4), were evaluated for their ability to inhibit NFAT transcription factor. Of these compounds, compound 4, possessing a diarylbutane skeleton, exhibited potent inhibitory activity against NFAT transcription factor (($IC_{50}$ : 36.3${\pm}2.5{\mu}\textrm{M}$). However, the activities of 1 (($IC_{50}$:>500 11M) and 2 (($IC_{50}$: 136.1 ${\pm}9.4\mu\textrm{M}$), which possess bisaryldioxabicy-clooctane skeletons, were lower. As the lignan derivatives of the same skeletons, hinokinin (5) and (-)-yatein (6) with diarylbutane skeletons and(+)-syringaresinol (3) with a bisaryldioxabicy-clooctane skeleton were also studied for their inhibitory effects on NFAT transcription factor.

Qualities and Lignans Contents of Saururus chinensis Baill. Rhizome by Storage Methods (삼백초 근경의 저장방법에 따른 품질과 Lignans 함량 변화)

  • Kim In-Jae;Kim Min-Ja;Nam Sang-Young;Yun Tae;Kim Hong-Sig;Jong Seung-Keun
    • Food Science and Preservation
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    • v.13 no.3
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    • pp.279-284
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    • 2006
  • This study was carried out to investigate the qualities of Saururus chinensis Baill. rhizomes and it content of active ingredient accenting to the storage methods. As the storage period increased the rates of weight loss, rotten rhizomes and the number of sprouts increased. Refrigerator storage resulted in the lowest weight reduction and sprouts rates, while storage in soil-filled box in a store-house was most effective in reducing spoilage rate. Five lignans from rhizome were determined by HPLC Retention time ranged $18{\sim}36$ minutes and showed saucernetin sauchinone, manassantin A, saucerneol D, and manassantin B in that order. Regardless of storage methods, the lignan content was lower after 120 days than after 30 days of storage, and increased manassantin B, manassantin A, saucernetin sauchinone, and saucerneol D in that order.

Inhibition of Phospholipase $C{\Upsilon}1$ and Cancer Cell Proliferation by Lignans and Flavans from Machilus thunbergii

  • Lee, Ji-Suk;Kim, Jin-Woong;Yu, Young-Uck;Kim , Young-Choong
    • Archives of Pharmacal Research
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    • v.27 no.10
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    • pp.1043-1047
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    • 2004
  • Thirteen compounds were isolated from the $CH_2Cl_2$ fraction of Machilus thunbergii as phospholipase $C{\Upsilon}1\;(PLC{\Upsilon}1)$ inhibitors. These compounds were identified as nine lignans, two neolignans, and two flavans by spectroscopic analysis. Of these, 5,7-di-O-methyl-3',4'-methylenated (-)-epicatechin (12) and 5,7,3'-tri-O-methyl (-)-epicatechin (13) have not been reported previously in this plant. In addition, seven compounds, machilin A (1), (-)-sesamin (3), machilin G (5), (+)-galbacin (9), licarin A (10), (-)-acuminatin (11) and compound 12 showed dose-dependent potent inhibitory activities against $PLC{\Upsilon}1$ in vitro with $IC_{50}$ values ranging from 8.8 to 26.0 ${\mu}M$. These lignans, neolignans, and flavans are presented as a new class of $PLC{\Upsilon}1$ inhibitors. The brief study of the structure activity relationship of these compounds suggested that the benzene ring with the methylene dioxy group is responsible for the expression of inhibitory activities against $PLC{\Upsilon}1$. Moreover, it is suggested that inhibition of $PLC{\Upsilon}1$ may be an important mechanism for an antiproliferative effect on the human cancer cells. Therefore, these inhibitors may be utilized as cancer chemotherapeutic and chemopreventive agents.