• Title/Summary/Keyword: Polyacetylene compound

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The Effects of Various Chemicals on the Production of Polyacetylene in Ginseng Callus in vitro Culture (인삼 캘러스의 Polyacetylene 생산에 미치는 여러 가지 화학물질의 효과)

  • Yoon Jae-Ho;Song Won-Seob;Lee Mee Sook;Yang Deok Chun
    • Korean Journal of Plant Resources
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    • v.18 no.1
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    • pp.57-63
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    • 2005
  • In order to develop the mass production method of anticancer compound-polyacetylene from tissue culture of Panax ginseng C.A. Mayor, these studies were carried out for the effects of various chemicals used as precursor and elicitor in viかo. Ginseng callus cultured on the growth medium containing 5mg/l L-phenylalanine was well grown and detected polyacetylene compounds as well as panaxydol and panxynol. But same media containing $\alpha-methyl-D.L.methionine$ and D.L.-norleucine was not detected any polyacetylene. Panaxydol, one of polyacetylene and active anticancer compound, was detected in calli cultured on media with upper 1mg/l chitosan used as elicitor, but panaxynol was not detected. Nigeran used as active elicitor, caused to decrease the growth of ginseng callus, and don't work as elictor on the biosynthesis of polyacetylene from ginseng callus.

Photooxidation of a Polyacetylene Compound from Panax Ginseng C.A. Meyer

  • Koh, Hun-Yeong;Chang, Suk-Ku;Shim, Sang-Chul;Moon, Soon-Ku;Min, Tae-Jin
    • Bulletin of the Korean Chemical Society
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    • v.7 no.3
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    • pp.179-182
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    • 1986
  • A major polyacetylene compound from Panax ginseng roots, heptadeca-1-en-4,6-diyn-3,9,10-triol, was irradiated with 300 nm UV light to obtain a photooxidized acetylenic compound having the conjugated en-on-diyne chromophore, heptadeca-1-en-4,6-diyn-9,10-diol-3-one. The same oxidation product was obtained exclusively by 4-(dimethylamino) pyridinium chlorochromate at room temperature.

10-Acetyl panaxytriol, A new cytotoxic polyacetylene from Panax ginseng (인삼중의 세포독성물질 10-Acetyl panaxytriol 의 분리)

  • Kim, Shin-Il;Lee, You-Hui;Kang, Kyu-Sang
    • YAKHAK HOEJI
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    • v.33 no.2
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    • pp.118-123
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    • 1989
  • A new polyacetylene compound which has strong cytotoxic activity against L1210 cell, was isolated from Korean ginseng roots. The structure was determined to be heptadeca-1-ene-4,6-diyne-3,9-diol-10-acetate (10-acetyl panaxytriol, $ED_{50}\;=\;1.2\;{\mu}g/ml$). The cytotoxicities of this compound and acetyl panaxydol lower than their starting substances, panaxytriol and panaxydol. The presence of one for the decreases in the cytotoxicities.

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Panaxyne epoxide, A New Cytotoxic Polyyne from Panax ginseng Root against L210 Cells

  • Kim, Shin-Il;Kang, Kyu-Sang;Lee, You-Hui
    • Archives of Pharmacal Research
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    • v.12 no.1
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    • pp.48-51
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    • 1989
  • A new polyacetylene compound with cytotoxic activity against L1210 cells having diyne-ene and epoxy moiety, named panaxyne epoxide, was isolated from Panax ginseng C.A. Meyer. The chemical structure of the polyacetylene was determined to be tetradeca-13-ene-1,3-diyne-6,7-epoxide by UV, IR, $^1H-NMR,\;^{l3}$C-NMR and mass spectra.

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Polyacetylene Compound from Cirsium japonicum var. ussuriense Inhibited Caspase-1-mediated IL-$1{\beta}$ Expression

  • Shim, Hong;Moon, Jung Sun;Lee, Sookyeon;Yim, Dongsool;Kang, Tae Jin
    • IMMUNE NETWORK
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    • v.12 no.5
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    • pp.213-216
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    • 2012
  • Our previous report showed that polyacetylene compound, 1-Heptadecene-11, 13-diyne-8, 9, 10-triol (PA) from the root of Cirsium japonicum var. ussuriense has anti-inflammatory activity. In this study we investigated the role of the PA as inhibitor of caspase-1, which converts prointerleukin-$1{\beta}$ (proIL-$1{\beta}$) to active IL-$1{\beta}$ and is activated by inflammasome involved in the inflammatory process. We tested the effect of PA on the production of pro-inflammatory cytokines, IL-$1{\beta}$ in murine macrophage cell line, RAW264.7. PA inhibited lipopolysaccharide (LPS)-induced IL-$1{\beta}$ production by macrophages at a dose dependent manner. PA also suppressed the activation of caspase-1. The mRNA level of ASC (apoptosis-associated spec-like protein containing a CARD), an important adaptor protein of inflammasome, was decreased in the PA treated group. Therefore our results suggest that the anti-inflammatory effect of PA is due to inhibit the caspase-1 activation.

Polyacetylene Compound from Cirsium japonicum var. ussuriense Inhibits the LPS-Induced Inflammatory Reaction via Suppression of NF-κB Activity in RAW 264.7 Cells

  • Kang, Tae-Jin;Moon, Jung-Sun;Lee, Sook-Yeon;Yim, Dongs-Sool
    • Biomolecules & Therapeutics
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    • v.19 no.1
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    • pp.97-101
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    • 2011
  • Cirsium japonicum var. ussuriense is known to have a variety of biological activities, including anti-inflammatory, analgesic activity and antipyretic activity. In this study we investigated the role of polyacetylene compound, 1-Heptadecene-11, 13-diyne-8, 9, 10-triol (PA) from the root of Cirsium japonicum var. ussuriense as an immune-modulator. PA was evaluated as inhibitors of some macrophage functions involved in the inflammatory process. We tested the effect of PA on the production of pro-inflammatory cytokines, interleukin-1beta (IL-$1{\beta}$) and tumor necrosis factor-alpha (TNF-$\alpha$), and nitric oxide (NO) in murine macrophage cell line, RAW264.7. There was no effect on cytokine production of macrophages by PA itself. However, PA inhibited lipopolysaccharide (LPS)-induced IL-$1{\beta}$ and TNF-$\alpha$ production by macrophages at a dose dependent manner. PA also suppressed the NO production of macrophages by LPS. LPS-induced NF-${\kappa}B$ activity was decreased by treatment of PA. Therefore, these results suggest that PA has anti-inflammatory effect by inhibiting the NF-${\kappa}B$ activation.

Identification of the Polyacetylenes extracted from Acanthopanax Senticosus by Petroleum Ether (가시오가피(Acanthopanax senticosus)의 석유에테르 추출물 중 polyacetylene계 물질의 동정)

  • Yang, Hyo-Jin;Kim, Eun-Mi;Chang, Kyu-Seob
    • Korean Journal of Agricultural Science
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    • v.35 no.1
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    • pp.11-17
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    • 2008
  • This study was conducted to isolate polyacetylenes from the Acanthopanax senticosus and to identify the chemical structure of the polyacetylenes by UV, IR, $^1H$-NMR and $^{13}C$-NMR. One of the liposoluble materials was extracted with petroleum ether. Polyacetylene compounds were collected through solvent fractionation at silica gel column chromatograph. The HPLC was used for the semi-preparative separation IR spectra of fraction 5 showed triple bonds at $2256cm^{-1}$ and double bond at $1654cm^{-1}$, respectively, $^1H$-NMR spectra of Fraction 5 showed the double bond at 5.35-5.48 ppm. Triple bond at 64.0. 71.2, 74.2, 80.2 ppm and double bond at 121.89, 133.0 ppm were observed in the $^{13}C$-NMR spectra.

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Studies on the Constituents of Acanthopanax koreanum

  • Chung, Bo-Sup;Kim, Young-Ho
    • Korean Journal of Pharmacognosy
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    • v.17 no.1
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    • pp.62-66
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    • 1986
  • Acanthopanax koreanum Nakai (Araliaceae) is a indigenous medicinal plant growing throughout Jeju-Do in Korea. The plant extract is used in rheumatism, tonic, paralysis and sedative agent. From the roots of A. koreanum, lignan compounds, a diterpenoid, and a polyacetylene compound were isolated and their structures were elucidated by using IR, PMR, CMR and MS spectral data.

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Phytochemical Studies on the Barks of Acanthopanax senticosus forma intermis (좀가시 오갈피나무의 성분연구)

  • 육창수;김선창;김창종;한덕룡
    • YAKHAK HOEJI
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    • v.35 no.3
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    • pp.147-153
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    • 1991
  • Chemical constituents of fruits, leaves and barks of Acanthopanax senticosus forma inermis were studied. Their fruits have higher contents of crude ash, crude protein, crude fat, fructose and glucose than those of other Acanthopanax species, and contained larger amount of glutamic acid and malic acid among amino acid and organic acid, respectively. The compounds identified from their barks and leaves, were $\beta$-sitosterol and stigmasterol, sesamin, savinin, syringaresinol diglucoside, oleanolic acid, chiisanoside and polyacetytene ($C_9H_{10}O_2$, mp. 62~63).

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Studies on the Chemical Constituents of Acanthopanax koreanum(ll)

  • Kim, Young-Ho;Chung, Bo-Sup;Ko, Young-Su;Han, Hee-Ja
    • Archives of Pharmacal Research
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    • v.11 no.2
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    • pp.159-162
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    • 1988
  • From the root bark of Acanithopanax koreanum, two polyacetylene compounds and one lignan compound were isolated and identified as falcarinon, falcarindiol and ariensin. Furthermore the steam bark also afforded methyl n-hexacosanoate, methyl linoleate and coniferin.

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