• Title/Summary/Keyword: Furan-3-on

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1-Furan-2-yl-3-Pyridine-2-yl-Propenone Inhibits TNF-${\apha}$-induced Intestinal Inflammation via Suppression of MCP-1 and IL-8 Expressions in HT-29 Human Colon Epithelial Cells (1-Furan-2-yl-3-pyridin-2-yl-propenone의 TNF-${\apha}$ 유도성 MCP-1과 IL-8의 발현 억제를 통한 장 상피세포 염증 억제효과)

  • Kim, Kyoung-Jin;Kim, Jong-Tae;Lee, Eung-Seok;Lee, Jong-Suk;Kim, Jung-Ae
    • YAKHAK HOEJI
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    • v.52 no.5
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    • pp.402-406
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    • 2008
  • Previously, we have shown that 1-furan-2-yl-3-pyridin-2-yl-propenone (FPP-3) has an anti-inflammatory activity in a rat paw-edema model. In the present study, we investigated an inhibitory effect of FPP-3 on the tumor necrosis factor (TNF)-${\apha}$-induced inflammatory cytokine response in HT-29 human colon epithelial cells. Treatment with FPP-3 significantly prevented the TNF-${\apha}$-induced attachment of leukocytes to HT-29 colon epithelial cells, which is one of the pathologic hallmarks in colon inflammation. The effect of FPP-3 was markedly superior than that of 5-aminosalicylic acid (5-ASA), a commonly used drug for the treatment of inflammatory bowel disease (IBD). The pretreatment with FPP-3 inhibited TNF-${\apha}$- induced monocyte chemoattractant protein (MCP)-1, interleukin (IL)-8 mRNA expressions. In addition, FPP-3 significantly suppressed TNF-${\apha}$-induced nuclear factor (NF)-${\kappa}B$ transcription activity. These results demonstrate that FPP-3 modulates intestinal inflammation via suppressing the NF-${\kappa}B$ dependent expressions of MCP-1 and IL-8, and suggest that FPP-3 may be a valuable agent for the treatment of IBD.

Cirsiumaldehyde from Gastrodia elata

  • YunChoi, Hye-Sook;Pyo, Mi-Kyung;Park, Kyung-Mi
    • Natural Product Sciences
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    • v.3 no.2
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    • pp.104-105
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    • 1997
  • In the course of continous work on tubers of Gastrodia elata, a new constituent was isolated from the ethyl acetate soluble fraction prepared from the methanol extract. The structure of the compound was identified as ${\alpha},{\alpha}'-[bis-2-(5-carboxaldehydo)furanyl]-dimethyl$ ether from the elemental analytical and spectroscopic data. This compound was once isolated from Cirsium chlorolepis and named as cirsiumaldehyde. This is the first furan type compound isolated from Gastrodia elata.

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Synthesis and Guest Binding Properties of Cyclophanes Containing Two Benzo[b]furan Rings

  • Park, Kwang-Hee;Kim, Sun-Hyuk;Park, Joon-Woo
    • Bulletin of the Korean Chemical Society
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    • v.25 no.11
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    • pp.1635-1640
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    • 2004
  • The cyclophanes 1a-d containing two benzo[b]furan rings connected by various bridges have been prepared and their binding behaviors with N-benzylphenethylammonium cation 2 were examined by NMR titration method. The successive alkylation reactions of 4-hydroxyl groups and then 2-hydroxyl groups of 2,4-dihydroxybenzophenonse gave macrocycles 5a-c. Photoirradiation of the macrocycles 5a-c with 350 nm mercury lamp followed by dehydration afforded the cyclophanes 1a-c. Hydrolysis of two ester groups pendant on a bridge of 1b produced the carboxyl group-containing cyclophane 1d. The cyclophane 1a having a p-xylene bridge showed 1 : 1 binding with 2 with the binding constant of $36{\pm}6M^{-1}$ in 3 : 1 $CDCl_3$/methanol-$d_4$ solvent, while 1b and 1c which have neutral flexible bridges exhibited no appreciable binding with 2. The disodium salt of 1d showed much higher binding affinity for 2 forming 1 : 1 and 1 : 2 complexes.

Study on Constituents of Paulownia tomentosa Stem(II) -synthesis of new furanquinone compound- (참오동나무 줄기의 성분연구(II) -새로운 furanquinone계 화합물의 합성-)

  • Jang, Seong-Ki;Park, You-Mie;Kim, Yeon-Soo;Kang, Kyung-Hwan;Kim, Yang-Suk;Kim, Bak-Kwang
    • YAKHAK HOEJI
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    • v.35 no.6
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    • pp.483-485
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    • 1991
  • A furanquinone substance(methyl 5-hydroxy-dinaphtho [1,2-2',3'] furan-7,12-dione-6-carboxylate) which has been isolated from the methanol extract of Paulownia tomentosa stem was synthesized by condensing 2,3-dichloro-1,4-naphthoquinone with methyl 1,4-dihydroxy-naphthalene-2-carboxylate in pyridine and identified by NMR, MS, UV, IR etc.

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Immunotoxicological Investigation of 1-furan-2-yl-3-pyridin-2-yl-propenone in Female BALB/c Mice

  • Jeon, Tae-Won;Kim, Chun-Hwa;Lee, Sang-Kyu;Ko, Gyu-Sub;Yoo, Jin-Woo;Ha, Hyun-Woo;Kang, Won-Ku;Jeong, Hye-Gwang;Kang, Mi-Jeong;Lee, Eung-Seok;Jeong, Tae-Cheon
    • Biomolecules & Therapeutics
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    • v.17 no.4
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    • pp.446-454
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    • 2009
  • 1-Furan-2-yl-3-pyridin-2-yl-propenone (FPP-3) has recently been synthesized and characterized to have an anti-inflammatory activity through the inhibition of the production of nitric oxide and tumor necrosis factor-$\alpha$. In the present study, adverse effects of FPP-3 on immune functions were determined in female BALB/c mice. When mice were administered orally with FPP-3 at 125, 250 or 500 mg/kg for 7 consecutive days, FPP-3 suppressed the number of antibody-forming cells and reduced thymus weight at 500 mg/kg. In addition, FPP-3 administered mice exhibited reduced splenic cellularity and numbers of splenocyte subsets, such as $CD3^+$ cells, $CD3^+CD4^+$ cells, $CD3^+CD8^+$ cells and macrophages. IL-4 mRNA expression was significantly suppressed by FPP-3 treatment. Moreover, the number of $CD4^+IL-4^+$ cells was reduced following the treatment of mice with 500 mg/kg of FPP-3. These results suggested that FPP-3 at 500 mg/kg might be immunotoxic, and that FPP-3-induced immunotoxicity might be mediated, at least in part, through the inhibition of cytokine production, such as IL-4.

A Tubulin Inhibitor, N-(5-Benzyl-1,3-thiazol-2-yl)-3-(furan-2-yl)prop-2-enamide, Induces Anti-inflammatory Innate Immune Responses to Attenuate LPS-mediated Septic Shock

  • Park, Hyun Jung;Lee, Sung Won;Park, Hwangseo;Park, Se-Ho;Hong, Seokmann
    • Bulletin of the Korean Chemical Society
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    • v.35 no.11
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    • pp.3307-3312
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    • 2014
  • The anti-inflammatory effect of a tubulin inhibitor, N-(5-benzyl-1,3-thiazol-2-yl)-3-(furan-2-yl)prop-2-enamide (1), on innate immune responses remains unclear. Thus, we investigated the effect of 1 on the immune responses mediated by lipopolysaccharide (LPS). The in vitro addition of 1 to dendritic cells and macrophages dose-dependently reduced tumor necrosis factor alpha production elicited by LPS stimulation. Additionally, the stimulation of natural killer (NK) and natural killer T (NKT) cells with 1 resulted in the decrease of interferon gamma ($IFN{\gamma}$) induced by LPS treatment. Moreover, 1 substantially reduced interleukin 12 in dendritic cells (DC) as well as $IFN{\gamma}$ in NKDCs induced by LPS in vitro. Furthermore, the in vivo administration of 1 ameliorated LPS/D-galactosamine-induced endotoxic lethality in mice. Taken together, our results demonstrate for the first time that 1 possesses anti-inflammatory properties, most notably by modulating LPS-induced innate immune responses. Therefore, 1 might have therapeutic potential for the treatment of inflammation-mediated diseases such as sepsis.

Conformationally Constrained Analogues of Diacylglycerol Having a Perhydrofuro[3,4-c]furan-1,4-dione Bis-${\gamma}$-butyrolactone Skeleton

  • Lee, Jee-Woo;Nancy-E. Lewin;Peter-M. Blumberg;Victor-E. Marquez
    • Archives of Pharmacal Research
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    • v.21 no.2
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    • pp.164-167
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    • 1998
  • Bis-${\gamma}$-lactones (1,2) having a perhydrofuro[3,4-c]furan-1,4-dione skeleton were designed as conformationally constrained diacylglycerol analogues. They were synthesized from D-apiose in 11 steps, and evaluated as $PKC-{\alpha}$ ligands by measuring their ability to displace bound $^3H$]PDBU from the enzyme. The compounds showed moderate binding affinities with $K_i$ values of 13.89 (${\pm}5.67$) ${\mu}M$ and 11.47 (${\pm}0.89$) ${\mu}M$, respectively. Their similar binding affinities indicate that these two bicyclic compounds were not effectively discriminated by $PKC-{\alpha}$ in terms of the direction of the side chain as other ligands built on similar bis-${\gamma}$-lactones.

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An Experimental Study on Heat Transfer in the Furan Foundry Sand Fluidized Bed (Furan Foundry Sand 유동층에서 열 전달 특성에 관한 연구)

  • Park, Jong-Suen;Baek, Ko-Kil;Kim, Uen-Young;Jeon, Sung-Taek;Lee, Duck- Bong
    • Solar Energy
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    • v.15 no.3
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    • pp.105-117
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    • 1995
  • Heat transfer coefficients on a single spiral coil tube in the furan foundry sand fluidized bed have been investigated. Heat transfer coefficients(ho) to an immersed single spiral coil tube were measured in the bed. The bed diameter was 0.21 m. The following quantities were varied: (l)bed temperature, (2)mean particle diameter, (3) fluidization rate, (4)the ratio of heated coil tube pitch to diameter(p/Do), and (5)the ratio of heated coil tube pitch to mean particle diameter(p/dp). In addition, the experimental values of maximum Nusselts number were compared with the values of maximum Nusselts number predicted by the existing correlations. The values of heat transfer coefficient increase with the increase in bed temperature and fluidization rate, but decrease with increase in particle diameter. An empirical formulus of maximum Nusselts number which is applicable in the furan foundry sand fluidization bed is as follows: $$Nu_{max}=1.01\;Re^{0.48}Prg^{0.4}(p/dp)^{0.28}(p/Do)^{0.05}$$.

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Changes in Aroma Compounds of Several Byeolmijang during Aging (여러 가지 별미장의 숙성과정 중 향기성분의 변화)

  • Woo, Koan-Sik;Yu, Sun-Mi;Im, Sung-Kyung;Chun, Hye-Kyung;Kwon, Oh-Chan;Lee, Junsoo
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.33 no.10
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    • pp.1689-1697
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    • 2004
  • Aroma compounds in 6 different Byeolmijang were extracted by SDE (simultaneous steam distillation extraction) and analyzed with GC (gas chromatography) and GC/MS (mass-spectrometry). The major aroma compounds in the 6 different Byeolmijang during aging were 1-octene-3-ol, hexanal, benzeneacetaldehyde, benzaldehyde, furfural, pyrazine compounds, benzyl-alcohol, furan compounds and phenol type compounds. Generally, benzeneacetaldehyde, benzaldehyde, furfural, pyrazine compounds and phenol type compounds were increased during aging. On the other hand, 1-octene-3-ol, hexanal, benzyl-alcohol and furan compounds were decreased during aging. 2-Heptenal and 2,4-decadienal in Daemaekjang, pyrazine and phenol type compounds in Sanghwangjang and phenol type compounds including phenol, 4-methoxy-phenol and 4-ethyl-phenol in Mujang were identified as major aroma compounds, respectively. The major aroma compound in Bizijang was 2,4-decadienal and in Sodujang, the major aroma compounds were 2,3-dihydro-benzofuran and 2-methoxy-4-vinylphenol. Linaool, geraniol, 6-elemene, 6-lonone and ledene were detected in Jigeumjang possibly due to the addition of powdered red pepper.

Fluidization and Heat Transfer Characteristics in the Fluidized Bed(II) (기일고류동층내류동화(氣一固流動層內流動化) 및 전열특성(傳熱特性)에 관한 연구(硏究)(II))

  • Park, Jong-Suen;Baek, Ko-Kil;Kim, Yeun-Young;Jeon, Sung-Taek
    • Solar Energy
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    • v.14 no.2
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    • pp.51-60
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    • 1994
  • The fluidization characteristics of the furan foundry sand fluidized bed and the heat transfer characteristics on a single spiral coil tube in the bed have been investigated. In the paper, the heat transfer coefficients for a single spiral coil tube are measured in the furan foundry sand bed as a function of the ratio of heated coil tube pitch to diameter(p/Do) and the ratio of heated coil tube pitch to particle size(p/dp). The experimental results are as follows. 1) Mean heat transfer coefficients increases according to the increasing ratio of heated coil tube pitch to diameter(p/Do). 2) The Increasing rates of mean Nusselt numbers are more greater in the case of p/Do=1.58 than p/Do=4.75. 3) Mean Nusselt number can be expressed by the following equation, $Nu_{mean}=C\;Re^m\;Pr_g^{0.4}(p/dp)^n$.

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