• International Journal of Oral Biology
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• 제41권4호
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• pp.175-181
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• 2016

Tyrosol, a phenylethanoid and a derivative of phenethyl alcohol, possesses various biological properties, such as anti-oxidative and cardioprotective activity. Olive oil is the principal source of tyrosol in the human diet. However, so far the anti-cancer activity of tyrosol has not yet been well defined. This study therefore undertakes to examine the cytotoxic activity and the mechanism of cell death exhibited by tyrosol in KB human oral cancer cells. Treatment of KB cells with tyrosol induced the cell growth inhibition in a concentration- and a time-dependent manner. Furthermore, the treatment of tyrosol induced nuclear condensation and fragmentation of KB cells. Tyrosol also promoted proteolytic cleavage of procaspase-3, -7, -8 and -9, increasing the amounts of cleaved caspase-3, -7, -8 and -9. In addition, tyrosol increased the levels of cleaved PARP in KB cells. These results suggest that tyrosol induces the suppression of cell growth and cell apoptosis in KB human oral cancer cells, and is therefore a potential candidate for anti-cancer drug discovery.

• 한국식품영양과학회지
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• 제35권6호
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• pp.713-720
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• 2006

식물자원으로부터 생리활성 물질의 이용측면에서 국내에서 자생하고 있는 광나무 잎을 대상으로 하여 다양한 생리활성을 가지는 것으로 보고된 페놀성 화합물의 분포를 확인하였다. 총 페놀성 함량은 $0.89{\sim}1.53%$, 축합형 탄닌은 $0.10{\sim}0.13%$였으며, flavonoid는 aglycone인 apigenin, luteolin과 칼럼크로마토그라피를 행하여 분획으로 분리한 후 가수분해하여 이들의 배당체를 확인하였다. 페놀산의 분획 중 유리형 페놀산 화합물에는 tyrosol, t-cinnamic acid, p-Hydroxybenzoic acid, vanillic acid, shikimic acid, protocatecuic acid등이 존재하였다. 에스테르형 페놀산 화합물에는 tyrosol, t-cinnamic acid, ferulic acid, esculetin, caffeic acid, p-coumaric acid, hydroxytyrosol 등이 함유되었다. 결합형 페놀성 화합물에는 tyrosol, t-cinnamic, p-coumaric acid와 미확인 페놀성 물질들이 존재하였다. 따라서 광나무 잎은 xanthine oxidase 활성저해, LDL 산화, 혈소판 응집저해, 항균활성 등 다양한 생리활성을 나타내는 것으로 보고되고 있는 tyrosol, hydroxytyrosol, protocatecuic acid 등 풍부한 페놀성 화합물을 함유하고 있으므로 유용한 식물자원이 될 수 있음을 확인하였다.

• Archives of Pharmacal Research
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• 제23권4호
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• pp.349-352
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• 2000

A reversed-phase high performance liquid chromatographic method was developed to determine salidroside and tyrosol simultaneously in the Rhodiola rosea. The optimum condition was Nova-pak $C_18$as stationary phase, 6.5% methanol in water as mobile phase and detection at UV 225 nm. The identification was carried out by comparing the retention time and LC/MS spectrum of the relevant peaks with those of isolated standards. The contents of salidroside and tyrosol in the samples gathered from various area in China were ranged over 1.3-11.1 ${m}g/g$ and 0.3-2.2 ${m}g/g$, respectively.

• 한국약용작물학회:학술대회논문집
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• 한국약용작물학회 2007년도 춘계학술발표회
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• pp.175-176
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• 2007

• 대한화장품학회지
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• 제35권3호
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• pp.251-256
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• 2009

개가시나무 가지의 에탄올 추출물에서 항산화활성을 관찰하였으며, 활성성분을 규명하기 위한 연구를 진행하였다. 그 결과, 4종류의 화합물을 분리하여 동정하였다. 분리 동정된 성분은 catechin(1), epi-catechin(2), tyrosol(3) 및 tiliroside(4)이다. 분리 성분의 항산화활성은 DPPH 라디칼 및 superoxide 음이온 라디칼 소거활성을 이용하여 측정하였다. 화합물 1, 2, 3, 4는 $100{\mu}L$/mL 농도에서 각각 94.2 %, 93.4 %, 33.6 %, 11.2 %의 DPPH 라디칼 저해활성을 나타내었다. 또한, 화합물 1, 2, 3, 4는 $200{\mu}L$/mL 농도에서 각각 60.2 %, 35.1 %, 20.6%, 4.5 %의 superoxide 음이온 라디칼 저해활성을 나타내었다. 화합물 $1{\sim}4$는 개가시나무에서는 처음으로 분리된 물질이다.

• 한국식품과학회지
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• 제44권1호
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• pp.14-20
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• 2012

막걸리는 우리의 전통 주류이며, 최근 그 선호도가 높아지고 있음에도 불구하고 그에 함유된 성분들에 관한 체계적인 연구는 거의 전무한 실정이다. 그래서 막걸리에 함유된 항산화 활성화합물에 초점을 맞추어 column chromatography 및 HPLC를 행하여 화합물을 단리하고, 단리된 화합물들을 MS 및 NMR 분석을 행해 구조를 해석하였다. 그 결과 단리된 8종의 화합물을 4-hydroxybenzaldehyde(1), 2-(4-hydroxyphenyl)ethanol(2, tyrosol), trans-ferulic acid(3), cis-ferulic acid(4), 1H-indole-3-ethanol(5, tryptophol), dimethyl succinate(6), succinic acid(7), 그리고 mono-methyl succinate(8)로 동정하였다. 그리고 막걸리로부터 유기산들(화합물 6-8)의 존재가 보고된 바 있으나, 유기산 이외의 화합물 1-5는 본 연구에 의해 막걸리로부터 그 존재가 처음 밝혀졌다.

• Journal of the Korean Wood Science and Technology
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• 제39권1호
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• pp.104-112
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• 2011

현재까지 산겨릅나무의 식물화학적인 연구는 수피부에 국한되어 있으며, 목질부의 성분연구는 전혀 보고된 것이 없다. 본 연구는 산겨릅나무 목질부로부터 2개의 flavan 3-ol, 3개의 phenolic acid/alcohol 및 2개의 coumarin 화합물을 컬럼크로마토그래피를 연속적으로 실시하여 분리하였다. 화합물의 구조는 $^1H$-NMR, $^{13}C$-NMR, 2D-NMR 및 MS 스펙트럼을 분석하여, (+)-catechin (1), (-)-epicatechin (2), $p$-hydroxybenzaldehyde (3), syringic alcohol (4), $p$-tyrosol (5), scopoletin (6) 및 cleomiscosin A (7)으로 동정하였으며, 그 중 $p$-hydroxybenzaldehyde (3), syringic alcohol (4), scopoletin (6) 및 cleomiscosin A (7)는 산겨릅나무에서는 처음 분리하였다. 화합물의 DPPH 라디칼 소거활성 측정 결과 (+)-catechin (1)과 (-)-epicatechin (2)은 양성 대조구로 사용한 BHA보다 우수한 항산화 활성을 나타냈다.

• 한국식품영양학회지
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• 제26권3호
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• pp.358-365
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• 2013

The study was conducted to investigate the condition for mixed fermentation of Rhodilola sachalinensis with red ginseng using Lactobacillus acidophillus 128 and the changes of physicochemical properties and antioxidant activities before and after the lactic acid fermentation was examined. In the single fermentation of Rhodiola sachalinensis extract, the pH and titratable acidity rarely changed, and the number of lactic acid bacteria decreased greatly. On the other hand, in the lactic acid fermentation of Rhodiola sachalinensis-red ginseng mixed extract of 50% red ginseng content, the pH decreased, whereas the titratable acidity and the number of lactic acid bacteria increased. The solid content of optimal mixed extract for lactic acid fermentation was 0.5%. Sugar content decreased during fermentation, but total phenolic compounds tended to increase during fermentation. The salidroside and p-tyrosol content of the initial Rhodiola sachalinensis-red ginseng mixed extract was 419.5 mg% and 60.1 mg%, respectively; after fermentation, the salidroside content after lactic acid fermentation decreased greatly to 81.8 mg%, and the amount of p-tyrosol increased greatly to 324.9 mg%. The DPPH scavenging activity of Rhodiola sachalinensis-red ginseng mixed fermentate was 78.1% at 0.1% concentration, showing a tendency to increase as compared to 50.3% of Rhodiola sachalinensis-red ginseng mixed extract before the fermentation (p<0.05); it was a higher antioxidant activity as compared to the single fermentation of Rhodiola sachalinensis or red ginseng.

• Natural Product Sciences
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• 제21권2호
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• pp.87-92
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• 2015

The stem barks, heartwoods, and leaves of Acer tegmentosum (Aceraceae) are widely used in Korea to treat hepatic or cerebral disorders mainly due to alcohol poisoning. This study was aimed to analyze phenolic substances in A. tegmentosum. Quantitative analysis of the three phenolic substances (salidroside, (+)-catechin and scopoletin) was performed by HPLC and the identification of volatile phenolic substances were done by GC-MS. The contents of the three compounds in the three MeOH extracts were higher in the stem bark (salidroside: 80.22 mg/g, (+)-catechin: 23.31 mg/g, and scopoletin: 9.45 mg/g) compared to the heartwoods and leaves. And GC-MS analysis of the stem bark extract demonstrated that p-tyrosol is a main substance of twenty-one compounds identified.

• 생약학회지
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• 제48권1호
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• pp.1-4
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• 2017

Four polyketides, tyrosol (1), (3R,4R)-(-)-4-hydroxymellein (2), (3R,4S)-(-)-4-hydroxymellein (3), and 1-phenyl-1,2-ethanediol (4) were isolated from organic extracts of cultures of an endophytic fungus Arthrinium sp. (JS420) isolated from stem of a halophyte Suaeda japonica Makico. Chemical structures of the isolated compounds were elucidated by comparison of their spectral data such as NMR and ESIMS with reported literature values. Among the isolated compounds, 3 and 4 were isolated for the first time from this fungus.