• Title/Summary/Keyword: eudesmol

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Biosynthesis of Eudesmane-type Sesquiterpenoids by The Wood-rotting Fungus, Polyporus brumalis, on Specific Medium, including Inorganic Magnesium Source

  • Lee, Su-Yeon;Ryu, Sun-Hwa;Choi, In-Gyu;Kim, Myungkil
    • Journal of the Korean Wood Science and Technology
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    • v.44 no.2
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    • pp.253-263
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    • 2016
  • Fungi, such as the wood-rotting Polyporus brumalis, are excellent sources of pharmaceutically interesting natural products such as sesquiterpenoids. In this study, we investigated the biosynthesis of P. brumalis sesquiterpenoids on modified medium. Ten additional species of white rot fungi were inoculated in medium containing nutrients such as $C_6H_{12}O_6$, $C_4H_{12}N_2O_6$, $KH_2PO_4$, $MgSO_4$, and $CaCl_2$ at $28^{\circ}C$ for 25 days. After 10 days of incubation, eudesmane-type sesquiterpenes, ${\beta}$-eudesmane and ${\beta}$-eudesmol, were only synthesized during the growth phase of P. brumalis. Experiments excluding one nutrient at a time were conducted to determine the effects of inorganic nutrients on sesquiterpene biosynthesis. In conclusion, GC-MS analysis showed that biosynthesis of sesquiterpenes was differentially regulated by inorganic nutrients such as $MgSO_4$, $C_4H_{12}N_2O_6$, and $KH_2PO_4$. We found $MgSO_4$ supplementation to be vital for eudesmane-type sesquiterpene biosynthesis in P. brumalis; nitrogen ($C_4H_{12}N_2O_6$) and phosphate ($KH_2PO_4$) inhibited the synthesis of P. brumalis metabolites. Magnesium is a known cofactor of sesquiterpene synthase, which promotes ${\beta}$-eudesmol synthesis. To mechanistically understand eudesmane-type sesquiterpene biosynthesis in P. brumalis, further research into the genes regulating the dynamics of such biosynthesis is warranted.

Comparison of Volatile Compounds in Plant Parts of Angelica gigas Nakai and A. acutiloba Kitagawa (참당귀와 일당귀의 부위별 휘발성 정유성분 비교)

  • Cho, Min-Gu;Bang, Jin-Ki;Chae, Young-Am
    • Korean Journal of Medicinal Crop Science
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    • v.11 no.5
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    • pp.352-357
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    • 2003
  • Volatile flavor compounds Angelica gigas Nakai and Angelica acutiloba Kitagawa were extracted by SDE (simultaneous steam distillation & extraction) using the mixture of n-pentane and diethylether (1:1, v/v) as an extract solvent and analyzed by GC-FID and GC-MS. The amount of essential oils of top part and root in Angelica gigas were obtained in 0.063% (v/w) and 0.389% (v/w) yields as a fresh weight base, respectively. The main compounds in top parts and the root were identified as nonane (7.51% and 24.49%, respectively), ${\alpha}-pinene$ (14.64% and 31.75%), limonene+${\beta}-phellandrene$ (14.01% and 9.66%), ${\gamma}-terpinene$ (7.85% and 1.20%), germacrene-d (5.85% and 0.22%), (E,E)-${\alpha}-farnesene$ (6.05% and 1.40%), ${\beta}-eudesmol$ (5.26% and 1.84%). Although these compounds were present in both parts. The results showed large differences in. the concentrations of them much varied. The amount of essential oils stem and leaf obtained (0.068% and 0.127% in A. gigas) and (0.153% and 0.243% in A. acutiloba) yields as a fresh weight base, respectively. More than 18 and 32 components in stem and leaf have been identified, which of main components in A. gigas were ${\alpha}-pinene$, myrcene, limonene, germacrene-d, eudesmol and butylphthalide, but germacrene-d and butylphthalide contents were also different in stem and leaf. And more than 21 and 32 components in A. acutiloba were ${\gamma}-terpinene$ and butylphthalide. Volatile compounds were very different in both species.

Anti-Inflammatory Effects of Volatile Flavor Extracts from Cnidium officinale and Angelica gigas (천궁(Cnidium officinale) 및 당귀(Angelica gigas) 휘발성 향기추출물의 항염증효과)

  • Choi, Sang-Won;Kim, Eun-Ok;Leem, Hyun-Hee;Kim, Jin-Kyung
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.41 no.8
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    • pp.1057-1065
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    • 2012
  • The effects of volatile flavor extracts of eight different herbal medicines, Juniperus rigida (JR), Saussurea lappa SL), Cnidium officinale (CO), Angelica gigas (AG), Eugenia caryophyllata (EC), Angelica tenuissima (AT), Mentha arvense (MA), and Artemisiae argyi (AA), were investigated on LPS-stimulated inflammation using Raw 264.7 cells. The volatile flavor extracts of CO and AG considerably inhibited LPS-stimulated NO, $PGE_2$, IL-6, and TNF-${\alpha}$ (except AG) production, as well as iNOS expression. Major volatile components of CO were identified as ligustilide and of ${\beta}$-eudesmol as AG by GC-MS analysis. Thus, these results suggest that the volatile extracts of CO and AG may be useful as potential therapeutic agents for inflammation-associated disorders.

Volatile Components of Flower and Seed of Safflower (홍화꽃 및 홍화씨의 휘발성성분)

  • Choi, Sung-Hee;Im, Sung-Im;Jang, Eun-Young;Cho, Young-Su
    • Korean Journal of Food Science and Technology
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    • v.36 no.2
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    • pp.196-201
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    • 2004
  • Volatile components in flower and seed of safflower were identified. Volatile flavor compounds of safflower (Carthamus tinctorius L.) was extracted by simultaneous steam distillation and extraction method using Likens and Nickerson's extraction apparatus. Concentrated extract was analyzed and identified by gas chromatography and GC-mass spectrometry. Main volatile components in flower were terpene compounds, including p-cymene, limonene, ${\alpha}-phellandrene$, ${\gamma}-terpinene$, camphor, 4-terpineol, selinene, ${\beta}-caryophyllene$, torreyol, ${\beta}-eudesmol$, and 10 acids including 3-methylbutanoic acid, 2-methylbutanoic acid, and acids of $C_{2},\;C_{5}-C_{11}$. Main volatile components in seed and safflower were 20 aldehydes including hexanal (7.17%), (E)-2-heptenal (1.10%), (E,Z)-2,4-decadienal and (E,E)-2,4-decadienal.

Volatile Flavor Characteristics of Propolis (Propolis의 휘발성 향기 성분 특성)

  • Song, Hyo-Nam;Kim, Young-Eon;Hwang, In-Kyeong;Ahn, Seung-Yo
    • Korean Journal of Food Science and Technology
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    • v.31 no.5
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    • pp.1153-1158
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    • 1999
  • Propolis is a resinous bee-hive product that honeybees collect from plant exudates, flower and leaves. Flavor characteristics of two varieties of propolis collected from different plant origins, falseacacia(Robinia psedoacacia L.) and chestnut tree(Castanea crenata), were analyzed using Aroma Scan and GC/MS. Two varieties of propolis were grouped with quite different aroma profiles by Aroma Scan. Fifty five flavor compounds were identified by GC/MS, of which 44 compounds were found from the propolis of falseacacia and 47 compounds from chestnut tree. Five aldehydes, eight alcohols. five ketones, three esters, one fatty acid, twenty seven hydrocarbons. two terpenes and four phenolic derivatives were identified. Thirty six compounds including benzaldehyde, cinnamyl alcohol, eudesmol and benzyl benzoate were detected in both propolis, eight compounds including geraniol and n-undecane only in propolis of falseacacia and eleven compounds including piperitenone and valencene only in chestnut tree.

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Antifungal Activity of Extracts from Black Heartwood of Cryptomeria japonica against Dermatophytes (삼나무 흑심재 추출물의 피부사상균에 대한 항진균 활성)

  • Lee, Su-Yeon;Gwak, Ki-Seob;Lee, Jun-Jae;Yeo, Hwanmyeong;Choi, In-Gyu
    • Journal of the Korean Wood Science and Technology
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    • v.37 no.3
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    • pp.265-273
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    • 2009
  • The aim of this study was to investigate the antifungal activitiy of extracts from different parts of Cryptomeria japonica against Trichophyton mentagrophytes, Trichophyton rubrum and Microsporum gypseum. Disc diffusion and agar dilution methods were used for determining the antifungal activity of extracts, and their major constituents were analyzed by GC/MS. Black heartwood extract among the extracts showed the highest antifungal activity against dermatophytes. TLC was used for fractionating the effective fraction from the black heartwood extract with n-hexane and chloroform as developing solvents, and then antifungal activity of each fraction was examined against dermatophytes. As a result, seventh fraction showed the highest antifungal activity among nine fractions. The major constituent of the seventh fraction determined by GC/MS was expected to be sesquiterpene, damascone with 2 more carbon atoms. The other constituents were also identified as elemol, eudesmol and hinokione.

Cytotoxic Compounds from the Stem Bark of Magnolia obovata

  • Min, Byung-Sun;Youn, Ui-Joung;Bae, Ki-Hwan
    • Natural Product Sciences
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    • v.14 no.2
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    • pp.90-94
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    • 2008
  • Two sesquiterpenes (1 - 2), a tetralone (3), and two phenylpropanoids (4 - 5) were isolated from the stem bark of Magnolia obovata Thunberg (Magnoliaceae) through repeated column chromatography. Their structures were identified as ${\beta}-eudesmol$ (1), cryptomeridiol (2), 4R-4,8-dihydroxy-${\beta}-tetralone$ (3), trans-pcoumaryl aldehyde (4), and p-coumaric acid (5) on the basis of spectroscopic analysis including two dimensional NMR and mass. Compounds 1 - 3 were tested in vitro for their cytotoxic activity against the K562, HeLa, A549, and HCT116 cancer cell lines. However, compounds 1 - 3 were inactive in this assay system.

Comparison of the Volatile Components of Korean Ginger (Zingiber officinal Roscoe) by Different Extraction Methods (추출방법에 따른 생강의 휘발성 성분 조성 비교)

  • 이재곤;장희진;곽재진;이동욱
    • The Korean Journal of Food And Nutrition
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    • v.13 no.1
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    • pp.66-70
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    • 2000
  • The volatile components of Korea ginger were compared by using different isolation methods, head-space sampling procedure(HSSP), simultaneous distillation extrction(SDE) and soild pahse micro-extractions(SPME). Sixty-one components were identified by GC-MSD in the extracts obtained from each extraction methods. However, the components identified showed a difference in their composition wit the extraction methods. In the extract by HSSP, fifty-five components including a high volatile compound such as acetaldehyde, ethylacetate, 2,3-butandione were detected, and thirty-one components were identified in the extract by SPME. While, the low volatile components such as elemol, zingiberenol and ${\beta}$-eudesmol were detected only in the extract by SDE method. The results suggest that SDE method is the best for the analysis of low volatile components, whereas HSSP is a proper method for the analysis of high volatile components from natural resources.

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Volatile Aromatic Components of Ginger(Zingiber officinalis Roscoe) Rhizomes and Japanese Spice Bush(Lindera obtusiloba BL) (생강과 생강나무의 향기성분조성 비교)

  • 문형인;이재학
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.42 no.1
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    • pp.7-13
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    • 1997
  • The composition and chemical structures of same individual components of essential oils from ginger flavor plants were estimated by gas chromatography and gas chromatography-mass spetrometric analysis with the aid of NBS and Wiley library and RI indice searches. Through gas chromatography and gas chromatography /mass spetrometry analysis of 43, 41, 32 essential oil components from flowers, leaves and stems from Lindera obstusiloba., respectively were identified, among which sabinene, $\beta$-myrcene, ι-limonene, phelandrene, ${\gamma}$-selinene, $\alpha$-terpinene, 2, 4a, 5, 6, 7, 8, 9, 9a -octahydro benzocycloheptane, $\delta$-cadinene, ${\gamma}$-terpinene, (Z) -3-hexen-1-ol acetate, ${\gamma}$-elemene, l-boreneol, $\delta$-guaiene, ledene, cis-3-hexanal, elemol, $\alpha$-chamigrene, $\beta$-endesmol: 9-octadecanal, 1-(1, 5-diMe-4-hexenyl)-4-Me. benzene were estimated to be major components.

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한우 수정란 생산에 있어서 체외성숙의 생물학적 요인 III. 소 난포란의 체외성숙에 있어서 단백질 변화

  • 박용수;이재협;변명대;박흠대
    • Proceedings of the Korean Society of Developmental Biology Conference
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    • 2003.10a
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    • pp.117-117
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    • 2003
  • 체외에서 한우 난포란의 감수분열과 배발달 능력의 획득에는 단백질 합성이 수반되어야 한다. 그러나 이러한 변화와 관련된 연구 보고는 거의 전무한 실정이다. 본 실험은 난자의 핵성숙과 관련된 세포질내 단백질 변화를 파악하기 위하여, 체외성숙 시간에 다른 배발달율과 세포질내 단백질을 비교하여 배발달능력 획득과 관련 있는 단백질을 규명하고자 실시하였다. 한우 난소에서 2-8mm의 가시난포로부터 난포란을 회수하였다. 회수된 난포란은 10% FBS와 호르몬이 첨가된 TCM199 용액에서 18시간 또는 24시간 체외성숙을 실시하였다. 난자 세포질내 단백질 변화는 2D gel electrophoresis를 이용하였고, 유의적인 변화를 나타낸 spot은 peptide mass fingerprinting을 통하여 단백질 동정을 실시하였다. 체외수정은 fer-TALP 용액을, 체외배양은 CR1aa 용액을 배양 3일째까지는 0.3% BSA, 그 이후에는 10% FBS와 난관상피세포를 첨가하여 사용하였다. 통계분석은 t-test를 이용하였다. 난자의 세포질에 대한 이차원전기영동 결과 29개의 단백질 spot들을 확인하였다. 한편 체외성숙 18시간째에 PB가 출현된 난자는 PB가 출현되지 않은 난자에 비하여 15개의 spot에서 유의적인 변화를 나타냈다. 이들 중 4개의 단백질 spot은 낮았고, 11개 spot의 수준은 높은 경향이었다. 체외성숙 18시간째와 24시간째의 배발달율을 조사한 결과 18시간째에서 유의적으로 높은 배반포 발달율을 나타냈다. 그리고 체외성숙 18시간과 24시간째 난자의 세포질내 단백질 spot들의 변화를 비교한 결과 PB가 출현된 난자 세포질에서 단백질의 변화와 유사한 경향이었다. 그러나 2개의 단백질 spot은 상반된 경향을 나타냈다. 따라서 본 실험에서 난자의 핵성숙과 관련 있는 15개의 spot을 확인하였고, 이들 단백질 spot중에서 2개가 배발달 능력과 관련이 있을 것으로 사료된다.보다는 육질등급에 많은 영향을 받는 것으로 판단된다. 한편 육질 1등급에서 배발달율이 낮은 이유는 육질 향상을 목적으로 암소를 비육 하는 경우 발생하는 번식장애와 밀접한 관계가 있는 것으로 사료된다.각각 가장 높았다. 배양 8일째 배반포의 세포수에 있어서 총세포수와 TE 세포수는 차이가 없었으나, ICM 세포수가 l0mg 첨가군에서 가장 높았다. 본 실험 결과에서 체외성숙 배지에 NEAA와 EAA 첨가가 배발달율에는 효과가 없었지만, 첨가농도의 증가에 따라 ICM 세포수가 증가하였다. 한편 체외성숙 배지에 LAH 첨가는 첨가 농도가 높을수록 배발달율은 낮았지만 ICM 세포수는 증가하였다.에 Csk가 관여하고 있음을 알 수 있다. 결론적으로 성적 성숙에 따른 생쥐 정소 내 Src-Csk loop의 발현과 Src kinase 활성의 변동은 정소 내 간충조직, 세정관 상피의 증식 및 기능적 분화 과정을 매개하는 생리적 활성분자 수용체 하위의 신호전달 과정에 Src-Csk loop에 의한 조절가능성을 확인할 수 있었다.rugrene의 향기성분이 주요 성분군으로 확인되었다. 2. 생강나무에서 생강의 향기를 발산하는 성분으로는 $\beta$-myrcene, o-terpinolene, phellandrone, ι-limonene, $\beta$-eudesmol, $\delta$-cadinone, elemol, trans-caryophyllene으로 동정되었으며 그 중에서도 phellandrene, $\beta$-eudesmol이 주된 역할을 하는 성분으로 확인하였다. 유의적인 관련성이 나타났고, 복부 비만의 지표인 허리엉덩이둘레비는 GPT, alkaline phosphatase, 공복시 혈당 및 MCV 등 다양한 건강지표와 관련성을 나타내어 향후 비만에 있어 다양한 혈액 성상의 변화 및 역할규명에 대한 연구가 이루어져야 할 것으로 본다.hat

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