• Title/Summary/Keyword: furan

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Characteristics of the Volatile Flavor Compounds in the Oil from Roasted Sesame Seed (참기름의 휘발성 향기성분의 특성)

  • Ha, Jae-Ho
    • Korean Journal of Food Science and Technology
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    • v.29 no.6
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    • pp.1101-1104
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    • 1997
  • The volatile compounds in sesame oil were collected by a dynamic headspace technique and analyzed using a gas chromatograph with a flame ionization detector and an olfactory detector. Twenty compounds such as methylpyrazine, acetic acid, 2-furan carboxaldehyde and 2-furanmethanol were separated and identified with a mass spectrometric detector. The result of sniffing test showed that pyrazine compounds and 2-furan-carboxaldehyde had a sweet and roasted flavor whereas acetic acid and 2-furanmethanol stinked.

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A Furan Derivative from Cornus officinalis

  • Kim, Dae-Keun;Kwak, Jong-Hwan
    • Archives of Pharmacal Research
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    • v.21 no.6
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    • pp.787-789
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    • 1998
  • Dimethyltetrahydrofuran cis-2,5-dicarboxylate a furan derivative has been isolated from the fruits of Cornus officinalis, and it was isolated for the first time in the nature. The structure was elucidated by NMR spectroscopic techniques.

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Synthesis of Heterocyclic Chalcone Derivatives and Their Radical Scavenging Ability Toward 2,2-Diphenyl-1-Picrylhydrazyl (DPPH) Free Radicals

  • Hwang, Ki-Jun;Kim, Ho-Seok;Han, In-Cheol;Kim, Beom-Tae
    • Bulletin of the Korean Chemical Society
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    • v.33 no.8
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    • pp.2585-2591
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    • 2012
  • A series of heterocyclic chalcone derivatives bearing heterocycles such as thiophene or furan ring as an isostere of benzene ring were carefully prepared, and the influence of heterocycles on 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activities was systematically investigated. Structure-activity relationships (SAR) analysis showed that the activities of thiophene ring-containing chalcones were higher than those of furan ring-containing chalcones, and the presence of methyl substituent of heterocyclic ring distinctly affected the activities compared with non-substituted heterocycles in an opposite manner, with the 4'-methyl group of thiophene ring increasing activity and the 3'-methyl group of the furan ring decreasing activity. The distinct isosteric effect of heterocycles (i.e., thiophene or furan ring) on radical scavenging activities of heterocyclic chalones was distinctly demonstrated in our work.

EPR Study of Furan Compounds Adsorbed on Cu(Ⅱ) Y Zeolite (Cu(Ⅱ) Y Zeolite에 흡착된 푸란화합물에 대한 EPR 연구)

  • Gon Seo;Hakze Chon
    • Journal of the Korean Chemical Society
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    • v.24 no.6
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    • pp.421-425
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    • 1980
  • The EPR absorption of furan compounds adsorbed on CuY zeolite was studied. With the adsorption of furan on CuY a new high field having a width of 8 gauss and g-factor of 2.002 appeared in EPR spectrum, while the original signal of Cu(Ⅱ) decreased. When 2-methylfuran was adsorbed on Cu(15)Y a new absorption band with a hyperfine structure appeared. With the increase of the degree of Cu(Ⅱ) ion exchange the resolution of the hyperfine structure became poor. The appearance of the new band was interpreted in terms of the formation of a charge transfer complex between Cu(Ⅱ) ion and the furan ring.

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Isolation and Structure Determination of Two Furanosesquiterpenes from the Soft Coral Sinularia lochmodes (산호로부터 2개의 푸란노세스키테르펜의 분리와 구조 결정)

  • Park, Seon Gu;Paul J. Scheuer
    • Journal of the Korean Chemical Society
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    • v.38 no.10
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    • pp.749-752
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    • 1994
  • Two furanosesquiterpenes, (5'E)-5-(2',6'-dimethylocta-5',7'-dienyl) furan-3-carboxylic acid (1) and (1'E,5'E)-5-(2',6'-dimethylocta-l',5',7'-trienyl) furan-3-carboxylic acid (2), were isolated from soft coral Sinularia lochmodes collected from Palikir pass at Pohnpei Micronesia, June, 1990 in Hawaii. Their structures were elucidated by $^1H$, $^{13}C$ NMR, Homo-COSY, $^1H$-$^{13}C$ (1 bond) Heteronuclear Multiple Quantum Coherence Spectroscopy (HMQC), $^1H$-$^{13}C$ (2 and 3 bond) Heteronuclear Multiple Bond Coherence Spectroscopy (HMBC), Electron Impact Mass Spectroscopy (EI-ms), and Infrared Spectroscopy (IR).

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Computational Study on the Conformational Characteristics of Calix[4]pyrrole Derivatives

  • Hong, Joo-Yeon;Son, Min-Kyung;Ham, Si-Hyun
    • Bulletin of the Korean Chemical Society
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    • v.30 no.2
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    • pp.423-428
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    • 2009
  • The comparative study of three calix[4]heterocycles (calix[4]pyrrole, calix[4]furan, and calix[4]thiophene) has been theoretically performed by using high-level density functional theory (DFT) at the MPWB1K/6-311G$^{**}$//B3LYP/6- 311G$^{**}$ level. The effect of different hetero-atoms (nitrogen, oxygen, and sulfur) placed in the heterocycles on the conformational flexibility, thermodynamic stability order, cavity sizes, charge distributions, and binding propensities are examined. The thermodynamic stability differences between the conformers are found to be much greater in calix[4]pyrrole compared to those in calix[4]furan and calix[4]thiophene. Relatively larger NH group and higher dipole of a pyrrole ring in calix[4]pyrrole contribute to the higher energy barrier for the conformational conversions and relatively rigid potential energy surface compared to the case of calix[4]furan and calix[4]thiophene. The computational results herein provide theoretical understanding of the conformational flexibility and the thermodynamic nature which can be applied to understand the complexation behavior of the three calix[4]heterocycles.

Ab Initio Studies on Proton Affinities of Substituted Furans (치환 퓨란의 양성자 친화도에 대한 Ab Initio 연구)

  • Lee, Gab Yong;Lee, Hyun Mee
    • Journal of the Korean Chemical Society
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    • v.42 no.4
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    • pp.391-397
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    • 1998
  • The geometry of furan, relevant to the binding of bis-furan lexitropsin that contains this ring to the base pair of minor groove of DNA, is optimized by semiempirical (MNDO) and ab initio (Hartree-Fock) methods. The proton affinity and electronic structure are evaluated at the 6-31G and $6-31G^{\ast}$ level of theory for the optimized geometry. The proton affinities are also studied for various substituted furans with the electrondonating and -withdrawing groups to estimate the substituent effect on the proton affinity of furans. It has been found that the electron-donating substituents increase the proton affinity of furan, whereas the electron-withdrawing substituents decrease it. This result can be explained with atomic charge and electron density at oxygen of substituted furans.

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[4+4] Cyclodimer of tert-Butyl 9-Anthroate and Furan and [4+4] Cyclodimers of Alkyl 9-Anthroate

  • 노태희;임희준;김대균;전경문
    • Bulletin of the Korean Chemical Society
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    • v.18 no.9
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    • pp.998-1002
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    • 1997
  • Irradiation of tert-butyl 9-anthroate and furan through a Uranium glass filter gave the [4+4] cyclodimer (21.8%) of tert-butyl 9-anthroate and furan and the 1,4-10',9' cyclodimer (4.2%) of tert-butyl 9-anthroate as well as the 9,10-10',9' cyclodimer (65.7%) of tert-butyl 9-anthroate. The [4+4] cyclodimer of tert-butyl 9-anthroate and furan was found to be thermally dissociated into their unit components with the activation enthalpy of 35.6 kcal/mole and the activation entropy of 7.6 eu, and photochemically dissociated to produce excited tert-butyl 9-anthroate. Quantum yields for the photodissociation to tert-butyl 9-anthroate and the formation of excited tert-butyl 9-anthroate in cyclohexane at room temperature were determined to be 0.56 and 0.19, respectively. The 1,4-10',9' cyclodimer of tert-butyl 9-anthroate in DMF was thermally dissociated into tert-butyl 9-anthroate with the activation enthalpy of 34.8 kcal/mole and the activation entropy of 16.4 eu. Upon irradiation, the [4+4] cyclodimers of tert-butyl 9-anthroate and the [4+4] cyclodimers of methyl 9-anthroate were quantitatively dissociated. However, no adiabatic photoreversion was observed from any of the cyclodimers. Quantum yields for the photodissociation in cyclohexane at room temperature were measured and compared.