• Title/Summary/Keyword: azulene

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Modulatory Effect of Four Azulene Derivatives from the Fruiting Bodies of Lactarius hatsudake on Interferon-$\gamma$ Production (젖버섯아재비 자실체로부터 분리한 Azulene계 화합물이 Interferon-$\gamma$ 생성에 미치는 영향)

  • Xu, Guang Hua;Kim, Jae-Wha;Li, Gao;Yoo, Ick-Dong
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.36 no.2
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    • pp.151-156
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    • 2010
  • Investigation of secondary bioactive metabolites from the fruiting bodies of Lactarius hatsudake led to the isolation of four azulene derivatives by means of repeated column chromatography and preparative HPLC, and they were identified as 1-formyl-4-methyl-7-isopropyl azulene (1), lactaroviolin (2), 4-methyl-7-isopropyl-azulene-1-carboxylic acid (3), and 1-formyl-4-methyl-7-(1-hydroxy-1-methylethyl) azulene (4) by their physico-chemical properties and spectroscopic analysis. The isolated compounds were evaluated for the effects on modulation of cytokines in natural killer cell line (NK92 cells). Compounds 1 and 4 strongly inhibited IFN-$\gamma$ production in a dose-dependent manner, corresponding to 101.3 % and 92.7 % inhibition at 400 ${\mu}M$, and 11.9 % and 24.1 % at 100 ${\mu}M$, respectively, whereas compounds 2 and 3 showed weak inhibitory effect on INF-$\gamma$ production, corresponding to 45.9 % and 18.0 % inhibition at 400 ${\mu}M$.

Rotational Photoisomerization of Thioamide, N-5-Trifluoromethyl-6-methoxy-1-thionaphthoyl-N-methylglycine

  • Shim, Sang-Chul;Lee, Sang-Jin
    • Bulletin of the Korean Chemical Society
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    • v.9 no.4
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    • pp.236-240
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    • 1988
  • A thioamide, N-5-trifluoromethyl-6-methoxy-1-thionaphthoyl-N-m ethylglycine, undergoes trans${\rightleftharpoons}$cis photoisomerization around C-N bound in solution. Azulene quenching studies showed the photoisomerization to proceed via both singlet and triplet excited states.The total quantum yield of the trans${\rightarrow}$cis photoisomerization is about 0.26, 0.14 from the singlet excited state and 0.12 from the triplet excited state. Intersystem crossing and internal conversion quantum yields were calculated from sensitized photostationary state and a plausible mechanism is proposed.

Towards Designing Environmentally Stable Conjugated Polymers with very Small Band-Gaps

  • Hong, Sung Y.;Kim, Sung C.
    • Bulletin of the Korean Chemical Society
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    • v.24 no.11
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    • pp.1649-1654
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    • 2003
  • We have investigated substituent effect on the stabilization energies, and nucleus-independent chemical shifts of pentafulvalenes and on the electronic structures of the corresponding polypentafulvalenes to design environmentally stable semiconductive or conductive polymers. Geometrical optimizations of the molecules were carried out at the density functional level of theory with B3LYP hybrid functional and 6-311+G(d) basis set. Stabilization energies were estimated using isodesmic and homodesmotic reactions. As a criterion of aromaticity nucleus-independent chemical shifts of the molecules were computed using GIAO approach. For the polymers the geometrical parameters were optimized through AM1 band calculations and the electronic structures were obtained through modified extended Huckel band calculations. It is found that strong electronwithdrawing substituents increase isodesmic and homodesmotic stabilization energies of pentafulvalene, though it does not increase the aromaticity. Nitro-substituted pentafulvalene is estimated to have stabilization energy as much as azulene. However, substitution either with electron-donating groups or with electronwithdrawing groups does not significantly affect the electronic structures of polypentafulvalene and poly (vinylenedioxypentafulvalene).

Volatile Components of Phellinus linteus from Different Areas (산지가 다른 상황버섯의 휘발성성분)

  • Jang, Eun-Young;Im, Sung-Im;Jeong, Yong-Kee;Choi, Sung-Hee
    • Korean Journal of Food Science and Technology
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    • v.38 no.2
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    • pp.159-164
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    • 2006
  • Volatile components of Phellinus linteus produced from different areas were collected by simultaneous steam distillation-solvent extraction method (SDE). Concentrated extracts analyzed and identified by GC and GC-MS showed musty and earthy characteristics. 2-Methylphenol, methoxy benzene, coumaran, azulene, ${\alpha}-cedrene,\;{\alpha}-longipinene,\;{\beta}-selinene,\;{\alpha}-selinene$, camphor, ${\gamma}-ionone,\;{\beta}-ionone$, phytol, and borneol not reported in other edible mushrooms, were identified and/or tentatively identified in P. linteus for the first time. Main volatile components of P. linteus (Busan-Jinsung: BJ) were phytol from chlorophyll and methoxy benzenes having musty odor. Volatile components of P. linteus (Jinju-Kumwhang: JK) resembled those of BJ, but with high concentration of phenylacetaldehyde contributing to flower-odor. P. linteus (Cheju-Gullim: CG) contained low concentration of methoxy benzenes, but high concentration of phenylacetaldehyde. Low concentrations of ${\gamma}-ionone\;and\;{\beta}-ionone$ were identified in three kinds of P. linteus. They appeared to have been produced from degradation of carotenoid, which suggests P. linteus contains a carotenoid pigment.

Isolation of Volatiles from Panax ginseng Root by Vacuum-Distillation with Freeze-Drying (동결건조시 감압증류되는 인삼의 휘발성물질의 분리)

  • Park, Hoon;Sohn, Hyun-Joo;Cho, Byung-Goo
    • Journal of Ginseng Research
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    • v.14 no.3
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    • pp.353-356
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    • 1990
  • The isolation of volatile compounds by vacuum-distillation with freeze-drying was tested 1 with fresh ginseng roots. The roots were frozen at-8$0^{\circ}C$; they were dried at-4$0^{\circ}C$ tinder vacuum(40 tory), for 24 hours; and the ice condensed at the silrface of condenser in the freeze-dryer was thauved at room temperature. The ether extract of the resulting aqueous solution was analyzed by gas chromatography (GC) equipped with a flame ionization detector (FID) or a nitrogen-phosphorils detecto(NPD) and by gas : chromatography/mass spectrometry(GC/MS). More than forty peaks were observed in the CG(FID) profile. and more than ten peaks were observed in the GC(NPD) profile. Among them, thirteen components 1including one aldehyde, four hydrocarbons, two esters, folly alcohols, and two vyrazines were identified: six components the molesuiar ions of which were m/z, 204 were estimated to be a series of azulene compounds; and the other components unidentified were estimated to have molecular weights of lower than 254. Therefore, the freeze-drying technicue is thought to be usefu1 for the isolation of volatile compounds of such low molecufilar weights from vegetables, fruits and biological fluids as well as fresh ginseng roots under the tested conditions.

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Allelopathic Effects of Artemisia lavandulaefolia

  • Kil, B.S.;Han, D.M.;Lee, C.H.;Kim, Y.S.;Yun, K.Y.;Yoo, H.G.
    • The Korean Journal of Ecology
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    • v.23 no.2
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    • pp.149-155
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    • 2000
  • The allelopathic effects of Artemisia lavandulaefolia were studied using several test plants and microbes. Aqueous extracts and volatile compounds of A. lavandulaefolia inhibited seed germination, seedling and root growth of the test species such as Achyranthes japonica. Lactuca sativa, Artemisia princeps var. orientalis. Oenothera odorata, Plantago asiatica. Aster yomena, Elsholtzia ciliata, and Raphanus sativus var. hortensis for. acanthiformis. The root growth of test species was more affected than shoot growth by allelochemicals of A. lavandulaefolia. Essential oil of A. lavandulaefolia had antibacterial and antifungal effects. However, the antimicrobial activity of the essential oil was dependent upon the microbial species and concentrations. Callus growth of Oryza sativa, Brassica campestris subsp. napus var. pekinensis and Achyranthes japonica was sensitive by the essential oil of A. lavandulaefolia. Twenty three chemicals were identified from A. lavandulaefolia essential oil by gas chromatography. Primary allelochemicals among them were 1, 8-cineole, 1-$\alpha$-terpineol, $\alpha$-terpinene. camphor, 2-buten-1-ol and azulene. We concluded that aqueous extract and essential oil of A. lavandulaefolia were responsible for allelopathic effects.

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VOLATILE FLAVOR COMPONENTS OF FRESH GINSENG (수삼의 휘발성 향기 성분)

  • Kim Man-Wook;Choi Kang-Ju;Wee Jae-Joon
    • Proceedings of the Ginseng society Conference
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    • 1984.09a
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    • pp.185-190
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    • 1984
  • Volatile flavor components of fresh ginseng (Panax ginseng C.A. Meyer) were studied by a combination of SE-54 fused silica capillary gas chromatography and mass spectrometry. Steam distillate of fresh ginseng roots was extracted with oxygen-free diethylether and concentrated. This aroma concentrate was separated into neutral, acidic, phenolic, and basic fractions. The neutral fraction, containing over two hundred compounds, was aromatically the closest to fresh ginseng with the key-flavor components predominantly being monoterpenes and sesquiterpenes. The sesquiterpene compounds were identified as being azulenic, menthenic, and napthalenic with a mass of 204.

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Analysis of VOCs emitted from the Annals of the Joseon Dynasty by Dynamic Chamber System (Chamber System을 이용한 조선왕조실록의 미세유출가스 분석)

  • Kang, Yeong-Seok;Seo, Jin-Ho
    • 보존과학연구
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    • s.31
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    • pp.9-16
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    • 2010
  • The Annals of the Joseon Dynasty is one of the World Heritage which should be conserved well. However, some of wax treated volume of the Annals of the Joseon Dynasty have damaged seriously. Currently a variety of efforts to conserve and restore the injured volumes are continued and many studies about the aging mechanism of the wax treated volume have being progressed. The analysis of VOCs (Volatile Organic Compounds) emitted from paper cultural heritage is one of the methods to understand the degradation pathway of paper cultural heritage. The analysis of VOCs emitted from paper cultural heritage has been mainly conducted by SPME (Solid Phase Microextraction) method. SPME is potable and simple method but it is difficult to collect all VOCs emitted from a book such as the Annals of Joseon Dynasty. The dynamic chamber system has generally used to do analysis of VOCs emitted from the building materials, furniture and electric appliances. The chamber system is possible to do quantitative and qualitative analysis by a continuous $N_2$ gas flow and the proper chamber which is able to gather all VOCs emitted from the Annals of the Joseon Dynasty. In this study, the most material among detected VOCs was Naphthalene. Naphthalene has used to prevent organic cultural heritage from being damaged by various microbes for a long time. Apart from Naphthalene, main VOCs were Acetic acid, 2-Chloroethanol, 2-Bromoethanol, Furfural, 1-Methylnaphthalene, Azulene, and 2,4-Dioctylphenol. Of these VOCs, Furfural especially was known for a marker which represents a different emission rate according to the aging level.

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Analysis of Volatile Compounds in Leaves and Fruits of Zanthoxylum schinifolium Siebold et Zucc. & Zanthoxylum piperitum DC. by Headspace SPME (SPME법에 의한 산초나무와 초피나무 잎과 열매의 향기성분 분석)

  • Cho, Min-Gu;Kim, Hui;Chae, Young-Am
    • Korean Journal of Medicinal Crop Science
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    • v.11 no.1
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    • pp.40-45
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    • 2003
  • Volatile components in the leaves and fruits of Z. schinjfolium and Z. piperitum were analyzed by Headspace SPME(Solid phase Microextraction). Fifty two and 48 components in the leaves and fruits, repectively, were identified in Z. schinifolium. (E)-2-hexenal, ${\alpha}-pinene$, (Z)-ocimene+limonene, estragole, germacrene-d were detected at common components in the leaves and estragole in the fruits of Z. schinjfolium. Regardless of collection sites hexanal, (Z)-3-hexenol, (E)-2-hexenal, n-hexanol were appeared in the leaves while undecanone in the fruits. Thirty and 27 components in the leaves and fruits, respectively, were identified in Z. piperitum. ${\alpha}-pinene,\;{\beta}-phellandrene$, 1,8-cineole, citronellal and myrcene, (Z)-ocimene+limonene, ${\beta}-phellandrene$ were appeared as common components in the leaves and fruits collected from Baeck-yang-sa and Nae-jang-sa. (Z)-3-hexenol, (E)-2-hexenal, ${\alpha}-pinene\;myrcene\;and\;{\beta}-phellandrene$, citronellal, geranyl acetate were major components in the leaves and fruits from Tong-do-sa.

Effect of Shading Practices on the Chemical Compounds and Antioxidant in Aruncus dioicus (차광재배가 눈개승마(Aruncus dioicus var. kamtschaticus)의 성분 및 항산화 특성에 미치는 영향)

  • Kwon Jeong-Woo;Park Jae-Ho;Kwon Ki-Soo;Kim Dae-Seup;Jeong Jin-Boo;Lee Hee-Kyung;Sim Young-Eun;Kim Mi-Suk;Youn Ji-Young;Chung Gyu-Young;Jeong Hyung-Jin
    • Korean Journal of Plant Resources
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    • v.19 no.1
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    • pp.1-7
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    • 2006
  • This study was conducted to determine chemical compounds and antioxidant in Aruncus dioicus. Further, effects of cultural practices such as the shading conditions on the general compounds, essential oils and antioxidants. The chemical compounds and antioxidant activity of edible extracts on the shading cultivation and harvesting time were measured by crude fiber, pigments, higher fatty acids, essential oils and DPPH free radical scavenging ability and activities of SOD and POD in edible shooting parts of Aruncus dioicus. The contents of crude fiber, total chlorophyll and total carotenoids in extracts of edible shooting by shading cultivation and later harvesting were higher than those of non-shading cultivation and early harvesting. Phenolic compounds such as benzoic acid were identified as the aromatic compounds in the edible extracts of Aruncus dioicus. The contents of azulene, benzaldehyde and linalool among those compounds on the cultivation conditions increased in shading cultivation. $IC_{50}$ values of DPPH free radical scavenging activities were high from 6.644 to $14.499{mu}g/m{\ell}$ in extracts of edible parts and those of edible shooting parts was high such as edible shooting cultivated by 60% shading, 30% shading and non-shading, respectively. The activity of POD and SOD in seeds was lower than that of edible shooting and that by shading cultivation was high in extracts cultivated by non-shading. POD activity of extracts on harvesting time was high in earlier harvesting but SOD activity was low. The numbers of isozyme pattern of POD and SOD in seedling showed 7 bands and 3 bands, respectively, especially, bands of POD and SOD in the first year-growing plant did not show and show a difference according to plant positions, respectively.