• Journal of Cancer Prevention
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• 제21권3호
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• pp.135-143
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• 2016

Background: Fraxetin (7,8-dihydroxy-6-methoxy coumarin), a coumarin derivative, has been reported to possess antioxidative, anti-inflammatory and neuroprotective effects. A number of recent observations suggest that the induction of heme oxygenase-1 (HO-1) inhibits inflammation and tumorigenesis. In the present study, we determined the effect of fraxetin on HO-1 expression in HaCaT human keratinocytes and investigated its underlying molecular mechanisms. Methods: Reverse transcriptase-PCR and Western blot analysis were performed to detect HO-1 mRNA and protein expression, respectively. Cell viability was measured by the MTS test. The induction of intracellular reactive oxygen species (ROS) by fraxetin was evaluated by 2′,7′-dichlorofluorescin diacetate staining. Results: Fraxetin upregulated mRNA and protein expression of HO-1. Incubation with fraxetin induced the localization of nuclear factor-erythroid-2-related factor-2 (Nrf2) in the nucleus and increased the antioxidant response element-reporter gene activity. Fraxetin also induced the phosphorylation of Akt and AMP-activated protein kinase $(AMPK){\alpha}$ and diminished the expression of phosphatase and tensin homolog, a negative regulator of Akt. Pharmacological inhibition of Akt and $AMPK{\alpha}$ abrogated fraxetin-induced expression of HO-1 and nuclear localization of Nrf2. Furthermore, fraxetin generated ROS in a concentration-dependent manner. Conclusions: Fraxetin induces HO-1 expression through activation of Akt/Nrf2 or $AMPK{\alpha}/Nrf2$ pathway in HaCaT cells.

• 생약학회지
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• 제14권1호
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• pp.1-3
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• 1983

한국에 자생하는 ${\ulcorner}$좀물푸레나무${\lrcorner}$의 수피에서 fraxin, fraxetin-8-glucoside $(mp.\;204{\sim}5^{\circ})$를 달리 확인하였다.

• 생약학회지
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• 제24권3호
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• pp.197-202
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• 1993

Three components, fraxetin-8-glucoside, esculetin-6-glucoside and mannitol, were isolated from the stem bark of Fraxinus chiisanensis var. stenophylla, F. japonica var. intermedia and F. densata. The MeOH extract of the cortex of F. densata had the antiinflammatory activity on the carrageenin-induced paw edema in rat. The MeOH extracts of the cortex of all three Fraxinus spp. have the potent analgesic activity on the HOAc-induced writhing syndrome in mouse and the hepatoprotective activity on the $CCl_4-induced$ fatty liver in rat: protection of ballooning formation and inhibition of sGPT and sGOT increased by $CCl_4$.

• 생약학회지
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• 제12권3호
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• pp.143-145
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• 1981

The methanol extract of the rootbark of Fraxinus sieboldiana Blume(Oleaceae) gave two coumarin glycosides, fraxin (fraxetin-8-glucoside), $C_{16}H_{18}O_{10},\;mp\;204^{\circ}\;and\;esculin\;(esculetin-6-glucoside),\;C_{15}H_{16}O_{9},\;mp\;204{\sim}205^{\circ}$. Beside, the methanol extract of the root bark was found to contain mannitol. ${\beta}-sitosterol$ is confirmed by massspectrometry.

• 대한화장품학회지
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• 제49권3호
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• pp.277-283
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• 2023

물푸레나무(Fraxinus rhynchophylla Hance, F. rhynchophylla)는 동아시아에서 널리 사용되어 온 전통적인 약용 식물로, 만성 기관지염, 세균성 이질과 시력 개선 등을 위해 사용돼 왔다. 물푸레나무에는 esculin, esculetin, fraxin 및 fraxetin과 같은 다양한 형태의 쿠마린이 존재하며, esculetin은 항산화, 항염, 항균, 항암 및 아토피성 피부 염증 완화 등의 효과를 가지고 있다. 지금까지 물푸레나무 내 유효 성분을 증가시키는 공정개발에 관한 연구는 보고되지 않았다. 따라서 본 연구의 목적은 물푸레나무 내 esculetin함량을 증가시키고, 항염 및 항산화 효능을 증대시키기 위한 물푸레나무 생물전환 공정을 개발하는 것이다. 당분해효소 viscozyme L을 이용하여 물푸레나무에 처리한 결과 물푸레나무 효소처리물(FRE-VL)은 물푸레나무 추출물(FRE)대비 esculetin 함량이 3.1배 증가하였으며, 항염 활성 증대와 DPPH 라디칼 소거 활성의 효과를 나타내었다. 본 연구를 통해 화장품 분야에서 생물전환 기술을 적용한 물푸레나무 효소처리물의 신규 화장품 기능성 소재로의 활용 가능성을 확인하였다.

• Natural Product Sciences
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• 제11권3호
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• pp.150-154
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• 2005

The radical scavenging effect of the MeOH extract of Fraxini Cortex on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical was examined. The $CH_2Cl_2$-and n-BuOH-soluble fractions of MeOH extract showed the promising DPPH radical scavenging effects, and further purified by silica gel, Sephadex LH-20 column chromatography, and reversed-phase C-18 MPLC to yield five coumarins, esculetin (1), fraxidin (2), fraxetin (3), fraxidin $8-O-{\beta}-D-glucopyranoside$ (fraxin methyl ether) (5), esculin (6), and a secoiridoid oleuropein (4), and a coumarin-secoiridoid escuside (7). Compounds 1, 3, and 4 showed potent DPPH radical scavenging effects, exhibiting $IC_{50}$ values of 14.68, 9.64, and $22.03\;{\mu}M$, respectively. Compounds 6 and 7 also showed moderate effects with $IC_{50}$ values of 147.79 and $72.73\;{\mu}M$, respectively. L-Ascorbic acid was used as a positive control and exhibited the $IC_{50}$ value of $50.31\;{\mu}M$.

• 임산에너지
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• 제20권1호
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• pp.42-52
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• 2001

국내에 자생하는 몰푸레, 쇠몰푸레 그리고 들메나무의 수피를 채취하여 아세톤-물(7:3, v/v)로 추출한 후 동결건조시켜서 분말로 제조하였고 Sephadex LH-20 및 TSK 40F로 충진한 칼럼 상에서 메탄올, 에탄올 그리고 에탄올-헥산 혼합액을 용이용매로 상요하여 칼럼크로마토그래키를 실시하였다. 단리된 화합물들은 TLC로 확인한 후 NMR스펙트럼을 상용하여 정확한 구조규명을 하였고 FAB-MS로써 분자량을 측정하였다. 쿠마린 유도체들이 다량으로 포함되어 있었으며 소량의 ester형태의 화합물들도 단리 되었다. 물푸레와 쇠물푸레에서는 aesculetin, aesculin 및 fraxetin과 같은 쿠마린 화합물들과 ligstroside와 oleuropein과 같은 ester형태의 화합무들이 모두 단리 되었으며 들메나무에서는 ester형태의 화합물만 단리 되었다.

• 생약학회지
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• 제38권3호통권150호
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• pp.287-290
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• 2007

Phytochemical investigation of the MeOH extract of the dried stem barks of Fraxinus rhynchophylla Hance (Oleaceae), as guided by cytoprotective activity against tert-butyl hydroperoxide (t-BHP)-induced cell injury in mouse hippocampal HT22 cells, furnished two coumarins, esculetin (1) and fraxetin (2). Compounds 1 and 2 had the significant cytoprotective effects on t-BHP-induced cellular oxidative injury in HT22 cells. Furthermore, compounds 1 and 2 showed potent DPPH radical scavenging effect, exhibiting $IC_{50}$ values of 14.68 and 9.64 ${\mu}M$, respectively.

• Natural Product Sciences
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• 제19권3호
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• pp.236-241
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• 2013

A high-performance liquid chromatography-diode array detector (HPLC-DAD) method was established for quantitative evaluation of nine constituents of Fraxinus rhynchophylla such as four coumarins, esculin (1), fraxin (2), esculetin (3), fraxetin (4), three lignans, syringaresinol 4,4'-O-${\beta}$-diglucoside (5), pinoresinol 4-O-${\beta}$-glucoside (6), pinoresinol (9), one secoiridoid, oleuropein (7), and one coumarinolignan, cleomiscosin C (8). The preferred chromatographic condition was obtained on Phenomenex Gemini-NX (3 ${\mu}m$, C18 110A, $150{\times}4.60$ mm) and the mobile phase was composed of water and acetonitrile using a gradient elution. The wavelength was set at 220 nm. Extraction condition of these constituents in F. rhynchophylla was also optimized through extraction time, extraction solvent and extraction method using established method. From this study, extraction at $70^{\circ}C$ with the mixture of ethanol and water for more than 12 h was suggested to be good extraction condition for these constituents. Quantitation of nine constituents in different F. rhynchophylla samples was also successfully accomplished with the newly established method.

• Natural Product Sciences
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• 제26권2호
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• pp.158-164
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• 2020

Helicobacter pylori is a well-known pathogen that is responsible for gastric disorders. Overcoming of the antibiotic-resistance is a main barrier to treat H. pylori infection. In our search for anti-H. pylori compounds from natural resources, bioactivity-guided isolation on the ethyl acetate fraction of Fraxinus mandshurica bark that had shown anti-H. pylori activity gave twelve compounds (1 - 12) of six coumarins, three phenylethanoids, two secoiridoids, and a lignan using silica gel column chromatography, Sephadex-LH 20, and recrystallization. The chemical structures were identified by spectroscopic data analysis, including 1D, 2D NMR, and mass spectrometry. Among them, compounds 2, 10, and 11 showed moderate growth inhibitory activity against three strains of H. pylori, compared with positive controls of quercetin and metronidazole. Compounds 5, 6, 8, and 12 exhibited the inhibitory activity against strains 26695 or 43504. This is the first report on the anti-H. pylori activity of this plant and the isolated compounds.