• 제목/요약/키워드: methyl trans-cinnamate

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The Production of Methyl Trans-cinnamate in the Submerged Cultures of Tricholoma matsutake Mycelia

  • Park, Youngki;Lee, Wi Young;Ahn, Jin Kwon
    • Journal of the Korean Wood Science and Technology
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    • 제35권5호
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    • pp.109-117
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    • 2007
  • Methyl trans-cinnamate is a significant flavor compound of Tricholoma matsutake. Attempts were made to produce this compound by culturing the mycelium using submerged culture. No methyl trans-cinnamate could be detected when the mycelium was cultured in the basal liquid medium. However, the addition of Pinus desiflora extracts to the medium, methyl trans-cinnamate was largely produced. To find out compounds or fractions inducing methyl trans-cinnamate, dichloromethane fraction obtained from the wood extracts of P. densiflora was subjected to column chromatography. Three sub-fractions were obtained from the $CH_2CI_2$ fraction. Submerged cultured mycelium treated with sub-fraction 1 has the highest content of methyl trans-cinnamate. Maximum methyl trans-cinnamate $(470.2{\mu}g/g)$ was obtained when the first sub-fraction of dichloromethane fraction of the P. densiflora wood extracts was added to the medium. This indicates that wood extracts of P. densiflora contains inducer of the methyl trans-cinnamate production in the T. matsutake submerged culture.

Changes of Methyl trans-cinnamate Levels During Fruit-body Development in Tricholoma matsutake

  • Lee, Wi Young;Park, Youngki;Ahn, Jin Kwon;Ka, Kang Hyeon
    • 한국산림과학회지
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    • 제94권5호통권162호
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    • pp.330-333
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    • 2005
  • The relationship between the contents of methyl trans-cinnamate and the ratio of DP/DS (diameter of pileus / diameter of stalk) in the fruit-body of Tricholoma matsutake during its development was investigated. The stages of development were divided as follows: stage A is less than 1, stage B is from 1 to less than 2, stage C is from 2 to less than 3, and stage D is more than 3 of the values of DP/DS. The contents of methyl trans-cinnamate in pileus and stalk of pine mushroom ranged from $77{\mu}g/g$ to $824{\mu}g/g$ and from $7.6{\mu}g/g$ to $22.4{\mu}g/g$, respectively during its development. In the part of pileus, there is no relevance of the methyl trans-cinnamate content of pine mushroom between the stage A and B, but there was significantly different among the stage of B, C and D. In the case of stalk, the relevance of the methyl trans-cinnamate content of pine mushroom between stage D and other stages showed a low difference. In addition, as pileus of pine mushroom developed the level of the aroma compound increased as well and showed higher correlation relationship ($r^2=0.877$) between the contents of methyl trans-cinnamate in the pileus and the ratio of DP/DS. From the results of this study, we can conclude that the aromatic component of pine mushroom can be deduced from the value of DP/DS, which indicates the stage of the development appearance.

송이(Tricholoma matsutake) 자실체의 화학성분 (Chemical Constituents from the Fruit Bodies of Tricholoma matsutake)

  • 이학주;최윤정;가강현;박원철
    • Journal of the Korean Wood Science and Technology
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    • 제31권4호
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    • pp.63-70
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    • 2003
  • 송이(Tricholoma matsutake) 자실체의 메탄올(methanol, MeOH) 추출물로부터 4개의 화합물을 분리하였으며, 기기분석 결과 adenosine (9-𝛽-D-ribofuranosyladenine)을 비롯하여, methyl trans-cinnamate, ergosterol (ergosta-5, 7, 22-triene-3𝛽-ol) 및 ergosta-4, 6, 8 (14), 22-tetraen-3-one으로 각각 동정하였다.

합성 ABA 유도체의 벼 유묘 생장저해 작용 (Synthesis of Abscisic Acid Analogs and Their Biological Activity on Growth of Rice Seedling)

  • 이상갑
    • 한국환경농학회지
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    • 제16권3호
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    • pp.269-273
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    • 1997
  • 천연의 (S)-(+)-ABA 보다 우수한 생육저해 활성을 갖는 ABA 유도체를 개발하기 위한 연구의 일환으로 p-hydroxy methyl cinnamate와 umbelliferone을 (S)-(+)-2-cis, 4-trans-ABA에 ester 결합시켜서 ABA-methyl cinnamate ester(AC)와 ABA-umbelliferone ester(AU) 화합물을 각각 83%와 78%의 높은 수율로 얻었다. 이들의 벼 유묘 생육저해 활성은 (+)-ABA에 비해서 AC가 $3{\sim}10$배, AU가 $10{\sim}30$배 정도로 훨씬 더 강한 활성을 보였다.

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Methyl Linoleate에 대한 Phenol성 물질의 항산화성과 산화 생성물 (Antioxidative Effectiveness and Oxidized Products in Mixture of Methyl Linoleate and Phenolic Compounds)

  • 김정숙;이기동;권중호;윤형식
    • 한국식품과학회지
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    • 제25권4호
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    • pp.379-385
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    • 1993
  • Phenol성 물질로서 hydroxyl기가 두개인 caffeic acid와 세개인 phloroglucinol을 methyl linoleate에 첨가하여 산화시키면서 활성화 효과와 산화생성물을 분석하였다. Methyl linoleate에 대한 $37^{\circ}C,\;3{\sim}9$일간의 산화반응에서 caffeic acid 및 phloroglucinol 첨가군은 ${\alpha}-tocopherol$ 첨가군에 비해 높은 항산화성을 나타내었다. 이 때 산화생성물로서는 methyl linoleate(ML)군은 methyl-8-(2-furyl)-octanoate, 9,13-trans, cis hydroperoxide isomer 9,13-trans, trans hydroperoxide isomer 및 9-TMSO-12, 13-epoxy-10-octadecenoate로 나타났으며, 기간이 경과함에 따라 9,13-trans, trans isomer에 대한 9,13-trans, cis isomer의 비율이 낮아졌다. Caffeic acid 첨가군(CML)에서는 methyl-8-(2-furyl)-octanoate, 9-trans, cis hydroperoxide isomer 및 9-trans, trans hydroperoxide isomer였으며, 13-hydroxy isomer는 검출되지 않았다. Caffeic acid의 농도를 높일수록 9-trans, trans isomer에 대한 9-trans, cis isomer의 비율이 높아지는 것으로 나타났으며, 이 때 가장 주된 산화물인 caffeic quinone이 생성되는 것으로 보아 caffeic acid와 같은 o-dihydroxy cinnamate들은 lipid media에서 산화가 쉽게 일어나는 것으로 나타났다. 또한 phloroglucinol 첨가군(PML)의 산화 생성물들은 methyl-8-(2-furyl)-octanoate, 9-trans, cis hydroperoxide isomer, 9-trans, trans hydroperoxide isomer 및 9-hydroxy-12,13-epoxy-10-octadecenoate로서 CML군과 유사한 경향을 보였으나 phloroglucinol은 반응 9일째에도 산화되지 않았다.

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$TiO_2$-Mediated Photoreactions of Cinnamic Acid and Related Compounds in Methanol

  • Kim, Sung-Sik;Kim, Hyun-Jin;Lee, Hye-Jong;Park, Sang-Kyu
    • Journal of Photoscience
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    • 제10권2호
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    • pp.181-184
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    • 2003
  • Photochemical reactions of some organic molecules on titanium dioxide were investigated in methanol. A methanolic solution of trans-cinnamic acid and titanium dioxide was irradiated with 300 nm UV lamps for 24 h to afford methyl cinnamate. In the case of trans-cinnamamide, the major product was found to be 3-phenylpropionamide, i.e., a saturation product of ethylenic double bond. However, irradiation of urocanic acid, caffeic acid, ethyl cinnamate, trans-chalcone, trans-cinnamonitrile, trans-stilbene or trans, trans-1,4-diphenyl-1,3-butadiene on titanium dioxide under the same conditions did not give any noticeable products. Meanwhile, when irradiated some aromatic aldehydes, such as trans-cinnamaldehyde, l-naphthaldehyde, and 2-naphthaldehyde in methanol, vicinal diols and alcohols derived from the diols were produced. On the other hand, irradiation of 9-anthraldehyde and titanium dioxide in methanol afforded only alcohols, in which diol was not observed.

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국내 재배 바질의 품종간 부위별 휘발성 성분 비교 (Comparison of Volatile Components in Organs of Ocimum basilicum L. cultivated in Korea)

  • 안대진;이재곤;김미주;이종철
    • 한국약용작물학회지
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    • 제9권2호
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    • pp.130-138
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    • 2001
  • 한국의 동일 지역에서 10개 품종의 바질을 재배한 식물체를 꽃, 잎, 줄기 부위별로 분류하고 이들을 동시증류추출장치 (SDE)를 이용하여 essential을 분리하였다. 분리된 정유성분을 GC/MSD로 동정하여 alcohol류 11종, carbonyl류 6종, hydrocarbon류 20종, ester 화합물 5종으로 총 42종의 화합물을 확인하였다. 주요 성분들은 linatool, methyl chavicol, eugenol, 1,8-cineole, trans-methyl cinnamate등이었다. Peak의 면적비 (%)에 의한 품종간, 식물체 부위별 휘발성 성분을 보면 바질의 주성분인 linalool의 함량은 꽃에는 $31.76{\sim}53.04%$가 있었으며, 잎중에는 linalool이 $21.75{\sim}35.83%$, 줄기에는 $3.53{\sim}22.36%$가 들어 있었다. 식물체 부위별로는 꽃에 가장 많았고 다음이 잎, 줄기의 순이었으며 glove 바질이 $22.4{\sim}53.0%$로 많았고, cinnamon 바질이 $21.7{\sim}32.0%$로 적은 것으로 나타났다. Methyl chavicol은 꽃에는 $0.23{\sim}24.14%$가 있었으며, 잎중에는 $0.41{\sim}32.96%$, 줄기에는 $0.00{\sim}2.16%$가 들어 있었고 식물체 부위별 함량은 잎에 가장 많았고 다음이 꽃, 줄기의 순이었다. Eugenol의 함량은 꽃에는 $4.10{\sim}21.24%$가 있었으며 , 잎중에는 $5.29{\sim}48.74%$가 함유되었고 figz 바질에 48.7%로 많았으며, 줄기에는 $7.59{\sim}32.09%$가 들어 있었고, 식물체 부위별의 eugenol함량은 잎에 가장 많았고 다음이 꽃, 줄기의 순이었다. trans-methyl cinnamate는 꽃에 $0.03{\sim}28.68%$가 있었으며, 잎중에는 $0.00{\sim}38.49%$, 줄기에는 cinnamon바질이 20.63%로 가장 많이 함유되어 있었다. 식물체 부위별의 함량은 cinnamon바질의 잎에 가장 많았고 다음이 꽃, 줄기의 순으로 나타났다. 꽃, 잎, 줄기의 부위별의 향기 성분을 비교하여 보면 꽃, 잎 부위에 비해 줄기 부위의 성분 수 및 함량이 매우 적은 것으로 나타났으며 꽃과 잎 부위는 성분들간에 약간의 차이는 있으나 전반적으로 유사한 경향을 나타내었다.

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Electroluminescent Property of Tetrahydrochrysene as a Potential Emitting Layer in Organic Electroluminescent Device

  • Hwang, Kwan-Jin;Kim, Jin-Guk;Lee, Seung-Hee;Kwon, Oh-Kwan;Kim, Young-Kwan
    • Journal of Photoscience
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    • 제7권2호
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    • pp.59-61
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    • 2000
  • As a potential electroluminescent material, tetrahydrochrysene (THC) is prepared using the dehydrocyclization following the acyloin condensation of methyl-3-phenyl propionate as key step from trans-mehyl cinnamate in 3 steps. THC showed emission at 428 and 456 nm after the photo- and electro-excitation, respectively. The luminance of THC doped on PVK was about /$25 cdm^2$ at 30 voltage with 70 nm of thickness. The results suggests that a new fluorescent organic dye, THC can be used organic electroluminescent device.

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