• Title/Summary/Keyword: syringaresinol

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Changes in the Contents of Phenolic Components in the Stem of Acanthopanax koreanum Depending on Extracting Batches (섬오가피의 추출 조건에 따른 페놀성 성분 함량 변화)

  • Kim, Sung Gi;Lee, Jae Bum;Cho, Soon Hyun;Ko, Sung Kwon
    • Korean Journal of Pharmacognosy
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    • v.50 no.2
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    • pp.124-132
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    • 2019
  • This study compared the contents of phenolic components depending on the extracting conditions of Acanthopanax koreanum stem to provide basic information for developing Acanthopanax koreanum-based functional foods. Our findings show that the content of total phenolic component peaked at 16 hours of extraction (WAK-16, 7.22%) and when water extracted at $100^{\circ}C$. However, 11-hours water extraction (WAK-11) showed highest eleutheroside B concentration of 1.32%, a main component of A. koreanum, and the level of chlorogenic acid concentration was the highest when 1-hour water extraction (WAK-1) was conducted, being 2.12%. Moreover, highest concentration of eleutheroside E was observed in 16-hours water extraction (WAK-16) as 1.49%. With 60-hours water extraction (WAK-60), the content of syringaresinol, an active phenolic aglycon substance, concentration was the highest with the value of 0.10%. Isofraxidin showed the highest concentration of water extract(0.09%) for 20 hours (WAK-20) and 0.42% for sinapyl alcohol[16 hours (WAK-16)].

Studies on the Antimicrobial Activities of the Extractives from Magnolia (Magnolia kobus DC. var. borealis Sarg.) (목련(Magnolia kobus DC. var. borealis Sarg.) 추출성분의 항균성에 관한 연구)

  • Kim, Yun-Geun
    • Journal of the Korean Wood Science and Technology
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    • v.27 no.1
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    • pp.105-114
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    • 1999
  • Antimicrobial activities of the organosoluble extracts, seperated fractions and isolated lignans from the leaves tissue of Magnolia kobus DC. var. borealis Sarg. were investigated. The results are summarized as follows : 1. The inhibitory components against the spore growing test were concentrated on light petroleum ether and diethyl ether soluble fractions. The light petroleum ether solubles of the leaves tissue had terpenes compound, so, that they caused growing inhibition. These appearance showed high values of Rf on TLC bioautography and GC analyses with monoterpenes. 2. In the lignans, syringaresinol(X III), medioresinol(VI), phillygenin(VIII), kobusinol A(X) showed relatively high inhibitory effects in the spore growing test, and these are all showed structural characteristic of the phenolic hydroxyl group of guaiacyl and syringyl skelecton. 3. The light petroleum ether soluble fraction showed the strongest inhibitory effect against the antimicrobial activity in the seperated fractions. 4. The inhibitory effects of the lignans against the bacteria showed not so pronounced independantly, but the extracts and separated fractions contained with these lignans showed something synergism.

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Chemical Components from the Stems of Pueraria lobata and Their Tyrosinase Inhibitory Activity

  • Morgan, Abubaker M.A.;Jeon, Mi Ni;Jeong, Min Hye;Yang, Seo Young;Kim, Young Ho
    • Natural Product Sciences
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    • v.22 no.2
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    • pp.111-116
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    • 2016
  • Phytochemical investigation of the stems of Pueraria lobata (Wild) Ohwi (Leguminosae), led to the isolation of eighteen known compounds: ${\beta}$-amyrone (1), (+)-pinoresinol (2), (+)-syringaresinol (3) $(+)-syringaresinol-O-{\beta}-{\small{D}}-glucoside$ (4), (+)-lariciresinol (5), (-)-tuberosin (6), naringenin (7), liquiritigenin (8), isoliquiritigenin (9) genistein (10), daidzein (11) daidzin (12) daidzein 4',7-diglucoside (13) 2,4,4'-trihydroxy deoxybenzoin (14), S-(+)-1-hydroxy-3-(4-hydroxyphenyl)-1-(4-hydroxy-2-methoxy-phenyl)propan-2-one (15), methyl $2-O-{\beta}-{\small{D}}-glucopyranosylbenzoate$ (16), pyromeconic acid $3-O-{\beta}-{\small{D}}-glucopyranoside$ 6'- (O-4''-hydroxy-3-methoxybenzoate) (17), and allantion (18). The chemical structures of these compounds were elucidated from spectroscopic data and by comparison of those data with previously published results. The effects of isolated compounds on mushroom tyrosinase enzymatic activity were screened. The results indicated that, chloroform extract of P. lobata stems turned out to be having tyrosinase inhibitory effect, and only compounds 5, 8, 9, and 11 showed enzyme inhibitory activity, with $IC_{50}$ values of $21.49{\pm}4.44$, $25.24{\pm}6.79$, $4.85{\pm}2.29$, and $17.50{\pm}1.29{\mu}M$, respectively, in comparison with these of positive control, kojic acid ($IC_{50}\;12.28{\pm}2.72{\mu}M$). The results suggest that P. lobata stems extract as well as its chemical components may represent as potential candidates for tyrosinase inhibitors.

A Benzenoid from the Stem of Acanthopanax senticosus

  • Ryu, Ji-Young;Son, Dong-Wook;Kang, Jung-Il;Kim, Hyun-Su;Kim, Bak-Kwang;Lee, Sang-Hyun
    • Archives of Pharmacal Research
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    • v.27 no.9
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    • pp.912-914
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    • 2004
  • Seven compounds were isolated from the stem of Acanthopanax senticosus by repeated col-umn chromatography. Their structures were elucidated as isovanillin (1), (-)-sesamin (2), iso-fraxidin (3), (+)-syringaresinol (4), 5-hydroxymethylfurfural (5), eleutheroside B (6), and eleuth-eroside E (7) by spectral analysis. Among them, isovanillin (1) was isolated for the first time from the family Araliaceae.

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 $0.36{\sim}5.54{\mu}g/mL$.

Antioxidant Compounds from the Root Bark of Hibiscus syriacus

  • Lee, Sang-Jun;Yun, Young-Sook;Lee, In-Kyoung;Ryoo, In-Ja;Yun, Bong-Sik;Yoo, Ick-Dong
    • Proceedings of the Plant Resources Society of Korea Conference
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    • 1999.10a
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    • pp.110-117
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    • 1999
  • A new lignan named as hibiscuside, (+) pinoresinol 4-O-[-glucopyranosyl (12) -rhamnoside] (1), and a known lignan, syringaresinol (2) were isolated from the root bark of Hibiscus syriacus together with two feruloyltyramines (3,4) and three known isoflavonoids (5,6,7). The structures of these compounds have been established on the basis of their NMR, Mass, UV spectra. Among these phenolic compounds,6-O-acetyl daidzin (5), 6-O- acetyl genistin (6), and 3-hydroxy daidzein (7) with IC50 values of 8.2, 10.6, and 4.1 M, respectively, significantly inhibited lipid peroxidation in rat liver microsomes Hibiscuside (1), E and Z-N-feruloyl tyramines (3,4) exhibited moderate antioxidant activity.

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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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Isolation of Flavonoids and a Cerebroside from the Stem Bark of Albizzia julibrissin

  • Jung, Mee-Jung;Kang, Sam-Sik;Jung, Hyun-Ah;Kim, Goon-Ja;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.27 no.6
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    • pp.593-599
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    • 2004
  • From the EtOAc fraction of the MeOH extract of Albizzia julibrissin (Leguminosae), a rare 5-deoxyflavone (geraldone, 1), isookanin (2), luteolin (3), an isoflavone (daidzein, 4), five prenylated flavonoids [soph6f1avescenol (5), kurarinone (6), kurarinol (7), kuraridin (8) and kuraridinol (9)], a cerebroside (soya-cerebroside I, 10), and $(-)-syringaresinol-4-O-{\beta}-D-glucopyranoside$ (11) were isolated and characterized on the basis of spectral data. Compounds 2, 3, and 11, showed 1, 1-diphenyl-2-picrylhydrazyl radical scavenging activity.

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.

Chemical Constituents from Buddleja officinalis and Their Inhibitory Effects on Nitric Oxide Production

  • Park, Tae Wook;Lee, Chul;Lee, Jin Woo;Jang, Hari;Jin, Qinghao;Lee, Mi Kyeong;Hwang, Bang Yeon
    • Natural Product Sciences
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    • v.22 no.2
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    • pp.129-133
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    • 2016
  • Bioactivity-guided fractionation of a methanolic extract of Buddleja officinalis led to the isolation of two monoterpenes, crocusatin M (1), crocusatin C (2), a flavonoid, acacetin (3), three lignans, lariciresinol (4), pinoresinol (5), and syringaresinol (6), and two triterpenoidal saponins, mimengoside B (7) and songarosaponin A (8). The structures of isolates were identified based on 1D-, 2D-NMR, and MS data analysis. All isolates were tested for their inhibition on LPS-induced NO production in RAW 264.7 cells. As a result, mimengoside B (7) and songarosaponin A (8) showed a mild inhibitory activity of NO production.