• Title/Summary/Keyword: isolariciresinol

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Studies on Biological Activity of Wood Extractives (XI) - Compounds from Heartwood of Taxus cuspidata and Their Antioxdative Activities - (수목추출물의 생리활성에 관한 연구(XI) - 주목(Taxus cuspidata) 심재 추출성분 및 항산화활성 -)

  • Lee, Hak-Ju;Lee, Sung-Suk;Choi, Don-Ha;Kwon, Yeong-Han
    • Journal of the Korean Wood Science and Technology
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    • v.31 no.1
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    • pp.32-40
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    • 2003
  • Antimicrobial and antioxidative activities of heartwood extractives of domestic species were investigated to develop a natural fungicide or preservative. Four lignan derivatives and one taxane were isolated from heartwood of Taxus cuspidata which has been selected due to its high antioxidative activity among the tested species. The chemical structures were identified as : taxusin, isolariciresinol (4, 4', 9, 9'-tetrahydroxy-3', 5-dimethoxy-2, 7'-cyclolignan), lariciresinol (4, 4', 9-trihydroxy-3, 3'-dimethoxy-7, 9'-epoxylignan), taxiresinol (3, 4, 4', 9-tetrahydroxy-3'-methoxy-7, 9'-epoxylignan) and isotaxiresinol (3', 4, 4', 9, 9'-pentahydroxy- 5-methoxy-2, 7'-cyclolignan) on the basis of spectroscopic data and their chemical correlations. According to the results of free radical scavenging activity, isolariciresinol, lariciresinol and isotaxiresinol showed higher radical scavenging activity than those of 𝛼-tocopherol and butylated hydroxytoluene (BHT), the strongest natural and synthetic antioxidants. However, taxusin did not show any free radical scavenging activity. In this regard, it could inferred that high antioxidative activity of extractives of T. cuspidata was derived from isolariciresinol, lariciresinol and isotaxiresinol.

A Lignan from Rubia akane

  • Han, Byung-Hoon;Park, Man-Ki;Park, Yeon-Hwa
    • Archives of Pharmacal Research
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    • v.13 no.3
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    • pp.289-291
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    • 1990
  • A lignan (+) isolariciresinol, was isolated from Rubia akane Nakai. This is the first reporting form Rubiaceae.

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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.

Chemical Constituents of Abies koreana Leaves with Inhibitory Activity against Nitric Oxide Production in BV2 Microglia Cells

  • Baek, Sa-Wang;Kim, E. Ray;Kim, Jin-Woong;Kim, Young-Choong
    • Natural Product Sciences
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    • v.17 no.3
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    • pp.175-180
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    • 2011
  • Eleven compounds were isolated from fresh leaves of Abies koreana (Pinaceae), and structures of these compounds were determined to be 3-hydroxy-2-methyl-4-pyrone (1), maltol-3-O-${\beta}$-D-glucoside (2), (-)-epicatechin (3), naringenin 7-O-${\beta}$-D-glucopyranoside (4), naringenin-7-O-rhamnoglucoside (5), kaempferol 3-O-${\beta}$-D-glucopyranoside (6), (+)-isolariciresinol (7), secoisolariciresinol (8), rhododendrol (9), ferulic acid (10) and 4-(4-hydroxyphenyl)butan-2-one (rheosmin) (11) by comparing $^1H$-, $^{13}C$-NMR and MS spectroscopic data with reference values. Compounds 3, 5, 7, 8, 9, 10, 11 were isolated for the first time from A. koreana. Among eleven isolates, compounds 1, 7 and 11 showed inhibitory activities against lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV-2 microglia in a concentration dependent manner.