• 제목/요약/키워드: 4-Hydroxybenzaldehyde

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콩나물의 향기 성분 분석 (Volatile Flavor Components in Soybean Sprouts)

  • 김용호;이경애;김희선
    • 한국작물학회지
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    • 제54권3호
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    • pp.314-319
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    • 2009
  • 특성이 다른 나물콩 4종을 재료로 콩나물을 재배한 후 SDE 법으로 콩나물의 향기 성분을 분석한 결과는 다음과 같았다. 1. 총 52개의 향기 성분이 분석되었으며, 품종별로 $46{\sim}50$ 개의 성분을 확인하였다. 2. 향기성분은 알콜류 16종, 알데하이드류 17종, 케톤류 10종, furan 류 2종, acid류 2종 및 기타 5종이 분석되었으며, 오리알태는 알데하이드류, 다원콩은 알콜류의 성분 수가 타 품종보다 적게 나타났다. 3. 품종별 향기성분의 상대적 함량은 오리알태가 가장 높았으나 동정된 성분의 갯수는 풍산나물콩과 녹채콩이 많았다. 4. 다원콩은 알콜류와 알데하이드류가 비슷한 함량 조성을 보였으나 기타 품종들은 알데하이드류가 알콜류보다 높은 함량을 나타내었다. 5. 4 품종 모두 2-hydroxybenzaldehyde, hexanol, 1-octen-3-ol 등이 상대적으로 함량이 높았다.

상황(Phellinus linteus) 배양 균사체의 2차 대사산물에 대한 화학적 연구 (Secondary Metabolites from the Mycelial Culture Broth of Phellinus linteus)

  • 송경식;조수묵;고경수;한만우;유익동
    • Applied Biological Chemistry
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    • 제37권2호
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    • pp.100-104
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    • 1994
  • 상황(상황(桑黃); Phellinus linteus) 균사체 배양액의 ethyl acetate 가용성 분획으로부터 silica gel column chromatography 및 preparative thin layer chromatography를 이용하여 6개의 화합물을 분리, 정제하였다. 화합물 1은 표준품과의 비교에 의하여 succinic acid, 화합물 2는 $^1H-NMR$ 및 EI-MS로부터 p-hydroxyphenylacetic acid methyl ester로 동정되었으며, 화합물 3은 $^1H-NMR$과 EI-MS에 의하여 p-hydroxybenzaldehyde로, 화합물 4와 6은 각종 NMR data와 MS data 및 이들의 아세틸 유도체의 spectral data로부터 각각 2-hydroxymethyl-5-methoxy-methylfuran 및 2,5-dihydroxymethylfuran으로 동정되었다. 또한, 화합물 5는 $^1H-NMR$ data와 EI-MS에서의 m/z 179의 molecular ion peak로부터 N-acetyltyramine으로 추정되었으며 이 구조는 무수초산과 tyramine을 이용한 합성에 의하여 최종적으로 확인되었다.

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당근의 알콜불용성 잔사와 셀룰로오스 분획의, p-Hydroxybenzoic Acid 추출에 미치는 시판 식물세포벽분해효소의 영향 (Effect of Commercial Plant Cell Wall Degrading Enzymes on Extraction of p-Hydroxybenzoic Acid from Carrot Alcohol Insoluble Residue (AIR) and Cellulose Fraction)

  • 강윤한
    • 한국식품영양과학회지
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    • 제34권10호
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    • pp.1633-1637
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    • 2005
  • Driselase, Cellulase, Macerozyme R-200, Macerozyme R-10및 Sumyzyme MC 등 5종의 시판 식물세포벽분해효소가 당근의 세포벽물질(CWM)로부터 제조한 알콜불용성 잔사(AIR)와 cellulose fraction의 f-hydroxybenzoic acid 추출에 미치는 영향을 조사하였다. 당근AIR의 주된 페놀화합물은 P-hydroxybenzoic acid로 1,977 $\mu$g/g AIR였으며, vanillin, ferulic acid, p-hydroxybenzaldehyde가 각각 55.9, 13.6, 10.6 $\mu$g/g AIR인 것으로 나타났다. 효소에 함유되어있는 ferulic acid의 함량은 Driselase, Cellulase, Macerozyme R-200, Macerozyme R-10, Sumyzyme MC에서 각각 2,319, 2,060, 391, 95.2, 34.1 $\mu$g/g인 것으로 나타났다. 이들 효소와 세포벽물질과의 반응을 조사한 결과, Driselase와 AIR의 반응 후 유리된 p-hydroxybenzoic acid의 함량은 56 $\mu$g/g AIR로 알칼리 (4 M NaOH) 추출한 총량의 2.8$\%$에 해당한다. 따라서 p-hydroxybenzoic acid는 AIR과 셀룰로오스 분획으로부터 이들 효소에 의해 분리되기 어려운 것으로 나타났다.

Isolation of 3-O-($4^1$Hhydroxybenzyl)-$\beta$-sitosterol and 4-[$4^1$($4^{11}$-hydroxybenzyloxy)benzyloxy]benzyl methyl Ether from Fresh Tubers of Gastrodia elata

  • Choi, Hye-Sook Yun;Pyo, Mi-Kyung;Park, Kyung-Mi
    • Archives of Pharmacal Research
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    • 제21권3호
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    • pp.357-360
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    • 1998
  • Two new 4-hydroxybenzyl alcohol derivatives (1 and 2) were isolated from the methanol extract obtained from fresh tubers of Gastrodia elata together with 4-hydroxybenzyl methyl ether, 4-hydroxybenzyl alcoho, bis(4-hydroxyphenyl)methane, 4-hydroxybenzaldehyde, $\beta$-sitosterol and plamitic acid. 1 and 2 were identified as 3-O-($4^1$-hydroxybenzyl)-$\beta$-sitosterol and 4-[$4^1$-($4^{11}$-hydroxybenzyloxy)benzyloxy]benzyl methyl ether, respectively, according to the spectroscopic data.

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당잔대(Adenophora stricta) 뿌리의 성분연구 (Phytochemical Study of Adenophora stricta Roots)

  • 노태웅;윤기동
    • 생약학회지
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    • 제50권2호
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    • pp.73-80
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    • 2019
  • Adenophora stricta Miq. (Campanulaceae) is an annual herb, which has been used as a traditional medicine in Korea, Japan and China to treat bronchial asthma, tonsillitis, and hypertension. In this study, 12 compounds were isolated from the roots of A. stricta and isolates were identified to be methyl adenophorate (1), decursidin (2), L-tryptophan (3), D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid (4), vanillic acid 4-O-${\beta}$-D-glucopyranoside (5), syringic acid 4-O-${\beta}$-D-glucopyranoside (6), vanillin (7), vanillic acid (8), p-hydroxybenzaldehyde (9), p-hydroxybenzoic acid (10), p-hydroxyacetophenone (11) and linoleic acid (12). Decursidin (2) and D-1,2,3,4-tetrahydronorharmane-3-carboxylic acid (4) is firstly reported from A. stricta in current study.

Inhibitory Effects of Constituents of Gastrodia elata Bl. on Glutamate-Induced Apoptosis in MIR-32 Human Neuroblastoma Cells

  • Lee, Yong-Soo;Ha, Jeoung-Hee;Yong, Chul-Soon;Lee, Dong-Ung;Huh, Keun;Kang, Young-Shin;Lee, Sun-Hee;Jung, Mi-Wha;Kim, Jung-Ae
    • Archives of Pharmacal Research
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    • 제22권4호
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    • pp.404-409
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    • 1999
  • The inhibitory effects of the constituents of Gastrodia elata Bl. (GE) on glutamate-induced apoptosis in human neuronal cells were investigated using IMR32 human neuroblastoma cells. Glutamate (GLU) induced DNA fragmentation, a hallmark of apoptosis, in a dose-dependent manner. GLU also induced a slow and sustained increase in intracellular $Ca^{2+}$ concentration. Treatment with EGTA, an extracellular $Ca^{2+}$ chelator, in a nominal $Ca^{2+}$ -free buffer solution abolished the GLU-induced intracellular $Ca^{2+}$ increase, indicating that GLU stimulated Ca2+ influx pathway in the IMR32 cells. BAPTA, an intracellualr $Ca^{2+}$ chelator, significantly inhibited the GLU-induced apoptosis assessed by the flow cytometry measuring hypodiploid DNA content indicative of apoptosis, implying that intracellular $Ca^{2+}$ rise may mediate the apoptotic action of GLU. Vanillin (VAN) and p-hydroxybenzaldehyde(p-HB), known constituents of GE, significantly inhibited both intracellular $Ca^{2+}$ rise and apoptosis induced by GLU. These results suggest that the apoptosis-inhibitory actions of the constituents of GE may account, at least in part, for the basis of their antiepileptic activities. These results further suggest that intracelluarl $Ca^{2+}$ signaling pathway may be a molecular target of the constituents of GE.

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A Facile Preparation of 2-(2-Hydroxyethyl)homoallenylsilanes Using In Situ Generated Homoallenylindium Reagent

  • 이필호;방극찬;안효순;이구연
    • Bulletin of the Korean Chemical Society
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    • 제22권12호
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    • pp.1385-1389
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    • 2001
  • In situ generated homoallenylindium reagents derived from the reaction of indium with 4-bromo-3-[(tri-methylsilyl) methyl]-1,2-butadiene reacted with a variety of aldehydes in DMF to produce 2-(2-hydroxy-ethyl) homoallenylsilanes at room temperatu re in good to excellent yields. 2- or 3-Hydroxybenzaldehyde that contains labile hydrogen was reacted with homoallenylindium reagent to provide the homoallenylsilanes. In the case of 4-formylbenzoic acid, the desired compound was produced in 88% yield. 4-Bromo-3-[(trimethyl-silyl) methyl]-1,2-butadiene was prepared from monoacetylation and mesylation of 2-butyn-1,4-diol, addition of trimethylsilylmethyl anion, saponification and mesylation followed by Finkelstein reaction.

대사공학에 의해 개발된 코리네박테리움 글루타미컴에 의한 4-히드록시벤질 알코올 생산 (Production of 4-Hydroxybenzyl Alcohol Using Metabolically Engineered Corynebacterium glutamicum)

  • 김부연;정혜빈;이지영;페러 레니;푸완토 헨리 슈쿠르;이진호
    • 한국미생물·생명공학회지
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    • 제48권4호
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    • pp.506-514
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    • 2020
  • 4-Hydroxybenzyl alcohol (4-HB alcohol)은 두통, 경련 행동, 현기증과 같은 신경계 질환에 유익한 효과를 나타내며 천마의 주요 생리활성 성분 중의 하나이다. 대사공학을 통해 4-hydroxybenzoate (4-HBA)를 생산하는 균주로부터 4-HB alcohol을 생산하는 재조합 Corynebacterium glutamicum을 개발하였다. 먼저 4-HBA를 생산하는 APS809로부터 염색체 내 NCgl2922 유전자에 Methanocaldococcus jannaschii 유래의 aroK 유전자를 삽입한 APS963을 개발하였다. 4-HBA의 카로복실 산을 4-hydroxybenzaldehyde (4-HB aldehyde)로의 환원을 촉매하는 Nocardia iowensis 유래의 car 유전자를 염색체에서 발현하는 균주를 개발하기 위해 NCgl1112 유전자 일부 단편에 car 유전자가 삽입된 GAS177를 개발하였다. 더 높은 농도의 4-HB alcohol을 생산하기 위해 4-HB alcohol을 aldehyde로 산화를 촉매하는데 관여하는 creG 유전자를 염색체상에서 제거된 GAS255를 개발하였다. 최종적으로 chorismate를 4-HBA로 전환하는 효소의 유전자 ubiCpr을 pcaHG에 삽입된 GAS355를 개발하였으며, 80 g/l 포도당을 함유한 삼각플라스크에서 발효하여 생산성을 평가한 결과, 2.3 g/l 4-HB alcohol이 생산되었으며 부산물로 0.32 g/l 4-HBA, 0.3 g/l 4-HB aldehyde가 축적되었다.

The Constituents of the Aerial Part of Gastrodia elata Blume

  • Liu, Xiang Qian;Baek, Wan-Sook;Ahn, Duk-Kyun;Choi, Ho-Young;Yook, Chang-Soo
    • Natural Product Sciences
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    • 제8권4호
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    • pp.137-140
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    • 2002
  • From the MeOH extract of the aerial part of Gastrodia elata Blume (GEB) (Family: Orchidaceae), eight compounds have been isolated on repeated column chromatography, and their structures were elucidated as dotriacontanoic acid (1), beta-sitosterol (2), 4-hydroxybenzaldehyde (3), docosanoic acid oxiranylmethyl ester (4), hentriacotanoic acid (5), octadecanoic acid (6), benzoic acid (7) and gastrodin (8) on the basis of their spectral evidences including EI-Mass and 2D-NMR spectrum. All of them were obtained from the aerial part of Gastrodia elata Blume for the first time, in which compound 4 is a novelty to our best knowledge. It is also known that a phenolic glucoside, gastrodin is a major constituent just like Gastrodia rhizome.

Antioxidant Constituents from the Stem of Sorghum bicolor

  • Kwon, Yong-Soo;Kim, Chang-Min
    • Archives of Pharmacal Research
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    • 제26권7호
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    • pp.535-539
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    • 2003
  • The EtOAc soluble fraction from the stem of Sorghum bicolor showed a strong free radical scavenging activity. Five major compounds were isolated from this fraction. They were identified by spectral data as methyl ferulate (1), methyl p-hydroxycinnamate (2), p-hydroxybenzaldehyde (3), tricin (4), and quercetin 3,4 -dimethyl ether (5). Among these compounds, 1 exhibited a strong, free radical scavenging activity on 1, 1-diphenyl-2-picrylhydrazyl (DPPH) with an $IC_50$ value of 0.7 $\mu$M. We further studied the effects of these isolated compounds on the lipid peroxidation in rat liver microsomes induced by non-enzymatic method. All five compounds showed anti-lipid peroxidation activity ($IC_50$ values of 0.5, 0.4, 0.3 and 0.3 $\mu$ M, respectively).