• Title/Summary/Keyword: Lignans

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Cytotoxicity of Lignans from Lindera erytherocarpa Makino

  • Lee, Sang-Myung;Baek, Seung-Hwa;Lee, Choong-Hwan;Lee, Hyang-Burm;Kho, Yung-Hee
    • Natural Product Sciences
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    • v.8 no.3
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    • pp.100-102
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    • 2002
  • Three lignans were isolated from a methanol extract of Lindera erytherocarpa Makino (Lauraceae) are evaluated in vitro cytotoxicity using three cancer cell line assay. The compounds were identified as methyllinderone (1), linderone (2), and kanakugiol (3) by spectroscopic methods. Amongst the compounds, methyllinderone (1) showed significant cytotoxicity against mouse melanoma (B16-FlO), human acetabulum fibrosarcoma (HT1080), and choronic myelogenous leukemia (K562) cancer cell lines with $ED_{50}$ values of 2.2, 2.5, 8.3 ${\mu}g/ml$, respectively.

Lignans from the Fruit of Magnolia denudata (백목련 과실의 Lignan 성분)

  • Yang, Seok-Won;Park, Sae-Rom;Lee, Hyun-Jin;Yang, Jae-Heon;Chae, Byeong-Suk;Kim, Hee-Ja;Kim, Dae-Keun
    • Korean Journal of Pharmacognosy
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    • v.40 no.4
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    • pp.315-318
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    • 2009
  • Three lignans were isolated from the fruit of Magnolia denudata (Magnoliaceae) through repeated column chromatography. Their chemical structures were elucidated as sesamin, kobusin and eudesmin, respectively, by spectroscopic analysis. These compounds were isolated for the first time from the fruit of Magnolia denudata.

Potent inhibition of Lipopolysaccharide-Inducible Nitric Oxide Synthase Expression by Dibenzylbutyrolactone Lignans through Inhibition of I-kB Phosphorylation and of p65 Nuclear Translocation in Macrophages

  • Cho, Min-Kyung;Park, Jung-Won;Jang, Young-Pyo;Kim, Young-Choong;Kim, Sang-Geon
    • Proceedings of the Korean Society of Toxicology Conference
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    • 2001.05a
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    • pp.139-139
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    • 2001
  • Arctigenin and demethyltraxillagenin, dibenzylbutyrolactone lignans, are phenylpropanoid plant metabolites with antioxidative and anti-inflammatory activities. The effects of arctigenin and demethyltraxillagenin on the nuclear factor-kB (NF-kB)-mediated inducible nitric oxide synthase (iNOS) gene expression were studied in Raw264.7 cells.(omitted)

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Tyrosinase Inhibitory Activities of Safrole from Myristica fragrans Houtt.

  • Cho, Soo Jeong;Kwon, Hyun Sook
    • Journal of Applied Biological Chemistry
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    • v.58 no.4
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    • pp.295-301
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    • 2015
  • Five phenylpropanoids (1-5), a benzofuran neolignan (6), two 8-O-4'-neolignans (7-8), and five tetrahydrofuran lignans (9-13) were isolated from a methanol extract of Myristica fragrans seeds. The structures of 1-13 were determined by $^1H$- and $^{13}C$-NMR spectroscopic data analyses and a comparison with the literature data. Compound 3 was isolated for the first time from this plant. All the isolated compounds were evaluated for their inhibitory activity against tyrosinase. Among them, safrole (1) showed significant inhibitions against both the monophenolase ($IC_{50}=32.11{\mu}M$) and diphenolase ($IC_{50}=27.32{\mu}M$) activities of tyrosinase. The kinetic analysis shows that safrole (1) is competitive inhibitors for both monophenolase and diphenolase. The apparent inhibition constant ($K_i$) for safrole (1) binding with free enzyme was determined to be 16.05 and $13.66{\mu}M$ for monophenolase and diphenolase, respectively.

Cytotoxic Terpenes and Lignans from the Roots of Ainsliaea acerifolia

  • Choi Sang-Zin;Yang Min-Cheol;Choi Sang-Un;Lee Kang-Ro
    • Archives of Pharmacal Research
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    • v.29 no.3
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    • pp.203-208
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    • 2006
  • The chromatographic separation of the MeOH extract of the roots of Ainsliaea acerifolia (Compositae) led to the isolation of six known terpenes and two known lignans. Their structures were identified by spectroscopic methods as mokko lactone (1), betulonic acid (2), betulinic acid (3), zaluzanin C (4), $1{\beta}-hydroperoxygermacra-4(15)$, 5, 10(14)-triene (5), pluviatilol (6), (+)-syringaresinol (7), and glucozaluzanin C (8). Compounds $1{\sim}4$ and 8 showed non-specific significant cytotoxicity against five human tumor cell lines with $ED_{50}$ values ranging from $0.36{\sim}5.54{\mu}g/mL$.

Taxoids, Lignans, and Simple Phenolic Compounds from a Sample of the Needles of Himalayan Taxus baccata

  • Das, Biswanath;Anjani, G.;Kashinatham, A.;Venkataiah, B.;Rao, S. Padma
    • Natural Product Sciences
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    • v.4 no.2
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    • pp.78-83
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    • 1998
  • Chemical investigation on a sample of the needles of Himalayan Taxus baccata has resulted in the isolation of several taxoids including taxol (1) 10-deacetyl-baccatin III (2) and 2-deacetoxytaxinine J (3) along with different lignans (6 and 7) and simple phenolics (8, 9, 10, 11 and 12). The occurrence of 4-(4'-hydroxyphenyl)-butane-2-one and 4-(4'-hydroxyphenyl)-trans-but 3-ene-2-one (8) in Taxus species is reported for the first time. The $^{13}C-NMR$ spectral data of two rearranged taxiod constituents, brevifoliol (4) and 13-decinnamoyltaxchinin B (5) are presented. The acid-catalyzed decomposition of taxol has been discussed. The synthesis of other two constituents, rhododendrol (10) and hibalactone (7) has been described.

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Lignan Derivatives from Fraxinus rhynchophylla and Inhibitory Activity on Pancreatic Lipase

  • Ahn, Jong-Hoon;Shin, Eun-Jin;Liu, Qing;Kim, Seon-Beom;Choi, Kyeong-Mi;Yoo, Hwan-Soo;Hwang, Bang-Yeon;Lee, Mi-Kyeong
    • Natural Product Sciences
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    • v.18 no.2
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    • pp.116-120
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    • 2012
  • Pancreatic lipase digests dietary fats by hydrolysis, which is a key enzyme for lipid absorption. Therefore, reduction of fat absorption by the inhibition of pancreatic lipase is suggested to be a therapeutic strategy for obesity. We previously reported coumarins and secoiridoids of Fraxinus rhynchophylla as inhibitory constituents on adipocyte differentiation. Further investigation on F. rhynchophylla led to the isolation of lignan derivatives such as lignans (1 - 10), sesquilignans (11 - 14) and coumarinolignans (15 - 17). Among them, coumarinolignans and sesquilignans were first reported from Fraxinus species. Among the constituents isolated, sesquilignans showed the significant inhibition on pancreatic lipase, whereas lignans and coumarinolignans exerted weak effects.

Lignans from the Roots of Berberis amurensis

  • Park, Hyun-Bong;Lee, Kyu-Ha;Kim, Ki-Hyun;Lee, Il-Kyun;Noh, Hyung-Jun;Choi, Sang-Un;Lee, Kang-Ro
    • Natural Product Sciences
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    • v.15 no.1
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    • pp.17-21
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    • 2009
  • Column chromatographic separation of the alcoholic extract from the roots of Berberis amurensis yielded eight phenolic constituents including six lignans, hanultarin (1), (-)-secoisolariciresinol (3), (+)-lyoniresinol (5), (+)-syringaresinol (6), (+)-syringaresinol-O-$\beta$-D-glucopyranoside (7), liriodendrin (8), and two phenylpropanoids, 4-glucosyloxy-3-methoxyphenyl trans-propenoic ethyl ester (2), trans-ferulic acid (4). The structures were determined on the basis of NMR spectroscopic data. All isolated compounds(1-8) were reported for the first time from this source. Compound 1 exhibited moderate cytotoxicity against four human cancer cell lines in vitro using sulforhodamin B bioassay.

Lignans from the Stem Barks of Kalopanax septemlobus

  • Hong, Seong-Su;Han, Xiang-Hua;Hwang, Ji-Sang;Lee, Kyong-Soon;Lee, Myung-Koo;Ro, Jai-Seup;Hwang, Bang-Yeon
    • Natural Product Sciences
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    • v.12 no.4
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    • pp.201-204
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    • 2006
  • Four lignans were isolated from the $CH_2Cl_2-soluble$ fraction of the stem barks of Kalopanax septemlobus and their structures were established as (-)-7R,8S-dehydrodiconiferyl alcohol (1), (-)-simulanol (2), (-)-secoisolariciresinol (3), and $({\pm})-liriodendrin$ (4) based on the spectroscopic methods including MS, $^1H-$ and $^{13}C-NMR$ spectral data.

Lignans from the Root of Acanthopanax chiisanensis Nakai

  • Lee, Sang-Hyun;Shin, Kuk-Hyun;Lee, Sang-Chul;Cho, Seon-Haeng
    • Korean Journal of Medicinal Crop Science
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    • v.11 no.4
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    • pp.279-283
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    • 2003
  • Five lignans were isolated from the chloroform fraction of Acanthopanax chiisanensis Nakai root by open column chromatography. Their structures were elucidated as (-)-sesamin (1), helioxanthin (2), savinin (3), taiwanin C (4), and 3-(3",4"-dimethoxybenzyl)-2-(3',4'-methylenedioxybenzyl) butyrolactone (5) by spectral analysis. Among them, compounds 2, 3, 4, and 5 were isolated for the first time from this plant.