• Title/Summary/Keyword: Tetrahydrofuran

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Study on the Phase Equilibria of Binary Systems Containing Ditetrahydrofurfurylpropane and Solvents (디테트라하이드로퍼퓨릴프로판과 용매를 포함하는 이성분계의 상평형 연구)

  • Bin, Young-Wook;Raw, Kyoungho;Park, So-Jin;Park, Jongkee
    • Applied Chemistry for Engineering
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    • v.22 no.4
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    • pp.390-394
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    • 2011
  • Vapor liquid equilibria were measured for the binary systems of ditetrahydrofurfurylpropane (DTHFP) and some solvents such as cyclohexane, n-heptane, tetrahydrofuran, and water. Binary vapor liquid equilibria were measured for the diluted concentration range of DTHFP. NRTL model was used to analyze the measured data. With the experimental data, binary interaction parameters of the NRTL model were regressed.

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.

Photo-induced Living Cationic Polymerization of Tetrahydrofuran. III. Synthesis of Poly(THF-co-3-MTHF)

  • Soukil Mah;Choi, Jia;Lee, Hansup;Choi, Soonja
    • Fibers and Polymers
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    • v.1 no.1
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    • pp.1-5
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    • 2000
  • Poly(3-methyltetrahydrofuran)(3-MTHF) and poly(tetrahydrofuran-co-3-MTHF), having very narrow molecular weight distribution were successfully synthesized via photo-induced living cationic polymerization in the presence of diphenyliodonium hexafluorophosphate. Linear relationship between % conversion and number average molecular weight of resulting poly(3-MTHF) in the polymerization of 3-MTHF, carried out at -22$^{\circ}C$, indicates that the 5-membered cyclic oxonium ion, being responsible for the cationic propagation is stabilized by ion pall formation with hexafluorophosphate anion, supplied from the salt. The linear relationship between two parameters, mentioned above was also observed in the copolymerization of 3-MTHF with THF, carried out at 0 and -22$^{\circ}C$. The molecular structures including the copolymer composition and average molecular weight and its distribution is determined by reaction parameters such as monomer feed ratio and reaction temperature.

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Structural Characteristics of Spray-coated Poly (vinylidene fluoride) Thin Films Prepared with Different Organic Solvents

  • Jeong, Nak-Cheon;Im, Yeong-Taek;Lee, Seon-U;Sin, Baek-Gyun
    • Proceedings of the Korean Vacuum Society Conference
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    • 2014.02a
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    • pp.392.2-392.2
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    • 2014
  • Poly (vinylidene fluoride) thin films were deposited by a spray-coating technology. Two organic solvents with different boiling point were used to prepare the mixture solution for spray coating process: N-Methylpyrrolodone ($B.P.=202^{\circ}C$); Tetrahydrofuran ($B.P.=66^{\circ}C$). Post-deposition annealing temperature was varied for the spray-coated Poly(vinylidene fluoride) thin films. Structural characteristics of the thin films were comparatively investigated by FT-IR and XRD in relation with the organic solvent and post-deposition annealing temperature.

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Reaction of Lithium Cyanoaluminum Hydride with Selected Organic Compounds Containing Representative Functional Groups. Comparison of Reducing Characteristics between Lithium and Sodium Cyanoaluminum Hydrides

  • Cha, Jin-Soon;Yu, Se-Jin
    • Bulletin of the Korean Chemical Society
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    • v.30 no.7
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    • pp.1588-1592
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    • 2009
  • Lithium cyanoaluminum hydride (LCAH) was prepared by the metal cation exchange reaction of sodium cyanoaluminum hydride with lithium chloride in tetrahydrofuran. The reducing characteristics of LCAH were explored systematically by the reaction with selected organic compounds containing representative functional groups under the standardized conditions (tetrahydrofuran, 0 ${^{\circ}C}$). The reducing ability of LCAH was also compared with of the sodium derivative, sodium cyanoaluminum hydride (SCAH). Generally, the reducing behavior of LCAH resembles that of SCAH closely, but the reactivity of LCAH toward representative organic functional groups appeared to be stronger than that of SCAH. Thus, the regent reduces carbonyl compounds, epoxides, amides, nitriles, disulfides, carboxylic acids and their acyl derivatives to the corresponding alcohols or amines, at a relatively faster rate than that of SCAH. The cyano substitution, a strong election-withdrawing group, diminishes the reducing power of the parent metal aluminum hydrides and hence effects the alteration of their reducing characteristics.

Annomocherin, Annonacin and Annomontacin: A Novel and Two Known Bioactive Mono-Tetrahydrofuran Annonaceous Acetogenins from Annona cherimolia Seeds

  • Kim, Dal-Hwan;Son, Jong-Keun;Woo, Mi-Hee
    • Archives of Pharmacal Research
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    • v.24 no.4
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    • pp.300-306
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    • 2001
  • A novel and two known bioactive mono-tetrahydrofuran (THF) annonaceous acetogenins, annomocherin (1), annonacin (2) and annomontacin (3), have been isolated from the fractionated ethanolic extracts of the seeds of Annona cherimolia, guided by the brine shrimp lethality test (BST). Their structures were elucidated on the basis of spectroscopic and chemical methods. All compounds have a relative stereochemistry of threo/trans/threo for the mono-THF ring with two flanking hydroxyls. Compound 1 has a double bond at C-23/ 24 of aliphatic chain. Compound 1 was isolated from natural sources for the first time, and was named annomocherin. Two known Compounds 2 and 3 which have never been isolated from this species before, were obtained. Compound 1 exhibited potent and selective cytotoxicities against the breast carcinoma (MCF-7) and kidney carcinoma (A-498) cell lines with 100 to 1,000 times the potency of adriamycin. In brine shrimp lethality test (BST), 1-3 exhibited cytotoxicity.

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Xylomaticin and Gonionenin, Cytotoxic Annonaceous Acetogenins from the Seeds of Annona cherimolia

  • Kim, Dal-Hwan;Fang, Zhe;Lee, Young-Eun;Woo, Mi-Hee
    • Natural Product Sciences
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    • v.13 no.4
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    • pp.355-358
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    • 2007
  • Further bioactivity-directed fractionation of the ethanol extract of the seeds of Annona cherimolia has led to the isolation of two mono-tetrahydrofuran acetogenins, xylomaticin (1) and gonionenin (2). The structures of these compounds were characterized on the basis of chemical and spectroscopic data. Compounds 1 and 2 have a relative stereochemistry relationship of threo/trans/threo across the mono-tetrahydrofuran ring with its two flanking hydroxyls. Compounds 1 and 2 are known, but are first isolated from this plant. In brine shrimp lethality test (BST), 1 and 2 exhibited cytotoxic activity.