• Biomolecules & Therapeutics
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• 제21권3호
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• pp.216-221
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• 2013

Aromadendrin, a flavonol, has been reported to possess a variety of pharmacological activities such as anti-inflammatory, antioxidant, and anti-diabetic properties. However, the underlying mechanism by which aromadendrin exerts its biological activity has not been extensively demonstrated. The objective of this study is to elucidate the anti-inflammatory mechanism of aromadedrin in lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophage cells. Aromadendrin significantly suppressed LPS-induced excessive production of pro-inflammatory mediators such as nitric oxide (NO) and $PGE_2$. In accordance, aromadendrin attenuated LPS-induced overexpression iNOS and COX-2. In addition, aromadendrin significantly suppressed LPS-induced degradation of $I{\kappa}B$, which sequesters NF-${\kappa}B$ in cytoplasm, consequently inhibiting the nuclear translocation of pro-inflammatory transcription factor NF-${\kappa}B$. To elucidate the underlying signaling mechanism of anti-inflammatory activity of aromadendrin, MAPK signaling pathway was examined. Aromadendrin significantly attenuated LPS-induced activation of JNK, but not ERK and p38, in a concentration-dependent manner. Taken together, the present study clearly demonstrates that aromadendrin exhibits anti-inflammatory activity through the suppression of nuclear translocation of NF-${\kappa}B$ and phosphorylation of JNK in LPS-stimulated RAW 264.7 macrophage cells.

• Biomolecules & Therapeutics
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• 제32권5호
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• pp.546-555
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• 2024

Aromadendrin is a phenolic compound with various biological effects such as anti-inflammatory properties. However, its protective effects against acute lung injury (ALI) remain unclear. Therefore, this study aimed to explore the ameliorative effects of aromadendrin in an experimental model of lipopolysaccharide (LPS)-induced ALI. In vitro analysis revealed a notable increase in the levels of cytokine/chemokine formation, nuclear factor kappa B (NF-κB) activation, and myeloid differentiation primary response 88 (MyD88)/toll-like receptor (TLR4) expression in LPS-stimulated BEAS-2B lung epithelial cell lines that was ameliorated by aromadendrin pretreatment. In LPS-induced ALI mice, the remarkable upregulation of immune cells and IL-1β/IL-6/TNF-α levels in the bronchoalveolar lavage fluid and inducible nitric oxide synthase/cyclooxygenase-2/CD68 expression in lung was decreased by the oral administration of aromadendrin. Histological analysis revealed the presence of cells in the lungs of ALI mice, which was alleviated by aromadendrin. In addition, aromadendrin ameliorated lung edema. This in vivo effect of aromadendrin was accompanied by its inhibitory effect on LPS-induced NF-κB activation, MyD88/TLR4 expression, and signal transducer and activator of transcription 3 activation. Furthermore, aromadendrin increased the expression of heme oxygenase-1/ NAD(P)H quinone dehydrogenase 1 in the lungs of ALI mice. In summary, the in vitro and in vivo studies demonstrated that aromadendrin ameliorated endotoxin-induced pulmonary inflammation by suppressing cytokine formation and NF-κB activation, suggesting that aromadendrin could be a useful adjuvant in the treatment of ALI.

• Journal of the Korean Wood Science and Technology
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• 제28권3호
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• pp.78-84
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• 2000

우리 나라 주요 조림수종의 하나인 일본잎갈나무 심재의 추출성분을 분리하여 그 구조를 구명하고, 각 단리물질의 항산화활성을 측정하였다. 일본잎갈나무 심재의 에탄올 가용부를 용매분획과 칼럼크로마토그래피를 실시하여 3종의 플라보노이드 화합물을 분리하고 기기분석을 실시하여, 3,3',4',5,7-pentahydroxyflavanone(taxifolin), 3,3',4',5,7-pentahydroxyflavone(quercetin). 3,4',5,7-tetrahydroxyflavanone (aromadendrin)으로 동정되었다. 단리물질의 항산화활성을 1,1-diphenyl-2-picrylhydrazyl(DPPH)에 의한 프리라디칼 소거능으로 측정한 결과, aromadendrin은 낮은 프리라디칼 소거능을 나타내어 항산화활성이 없는 것으로 나타난 반면, taxifolin과 quercetin은 천연항산화제인 ${\alpha}$-tocopherol과 합성항산화제인 BHT보다 높은 라디칼 소거능을 나타내어 항산화활성이 우수한 것으로 판명되었다.

• Journal of the Korean Wood Science and Technology
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• 제30권1호
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• pp.56-62
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• 2002

분버들 수피를 아세톤-물(7:3)로 추출한 후 농축하고 헥산, 클로로포름, 에틸아세테이트 및 수용성으로 분획하여 동결건조하였다. 각 추출물은 메탄올 수용액 및 에탄올-헥산 혼합액을 사용하여 Sephadex LH-20 칼럼크로마토그래피로 화합물을 분리한 후 TBA 및 6% 초산에 전개하는 셀룰로오스 박층크로마토그래피로 단리물질을 확인하였다. 단리물질의 화학적 구조는 ¹H-NMR, ¹³C-NMR 및 질량 분석으로 결정하였으며, 단일의 화합물로 정제된 물질은 flavonoid와 그 배당체 화합물인 (+)-catechin, naringenin, salipurposide, aromadendrin, isosalipurposide, aromadendrin-7-O-𝛽-D-glucopvranoside 및 taxifolin-7-O-𝛽-D-glucopy- ranoside였다.

• Journal of the Korean Wood Science and Technology
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• 제31권1호
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• pp.1-9
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• 2003

항균활성이 우수한 헛개나무 목부 에탄올 조추출물로부터 7종의 화합물을 단리하였으며, 기기분석 결과 flavonoid인 5-hydroxy-7-methoxyflavone를 비롯하여 5,7-dihydroxyflavone (chrysin), 5,7-dihydroxyflavanone (pinocembrin), 3,5,7-trihydroxyflavanone (pinobanksin), 3,4',5,7-tetrahydroxyflavanone (aromadendrin)과 stilbenoid인 3-hydroxy-5-methoxystilbene과 3,5-dihydroxystilbene (pinosylvin)으로 각각 동정되었다. 이들 단리물질에 대한 항균활성을 조사한 결과 stilbenoid인 3-hydroxy-5-methoxystilbene이 공시균주의 생장을 완전히 저해하여 단리물질 중 활성이 가장 높은 것으로 나타났다. 그 다음이 pinocembrin과 pinosylvin으로 Cryphonectria parasitica, Trametes versicolor, Tyromyces palustris 그리고 Trichoderma viride에 대해 높은 균사생장억제율을 나타내어 활성이 우수한 것으로 나타났다. 그러나, flavonoid인 pinobanksin, 5- hydroxy-7-methoxyflavone, chrysin, 그리고 aromadendrin은 항균활성이 낮은 것으로 나타났다. 이상의 결과, 헛개나무 목부 에탄올 조추출물의 높은 항균활성은 3-hydroxy-5-methoxystilbene과 pinocembrin, 그리고 pinosylvin에서 유래된 것으로 사료되었다.

• 생약학회지
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• 제35권1호통권136호
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• pp.80-87
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• 2004

From the $CHCl_3$ and BuOH soluble fractions of the heartwood of Hemiptelea davidii, eleven compounds have been isolated. On the basis of spectral data, they were identified as ${\beta}-sitosterol$ (1), scopoletin (2), kaempferol (3), 4-hydroxybenzoic acid (4), 2-(4-hydroxyphenyl) ethanol (5), aromadendrin (6), scopolin (7), kaempferol 6-C-glucoside (8), aromadendrin 6-C-glucoside (9), taxifolin 6-C-glucoside (10) and quercetin 6-C-glucoside (11), respectively. Among these compounds, compounds 3, 8, 10, and 11 showed potent DPPH radical scavenging activity with $IC_{50}$ values of 11.9, 14.7, 10.3 and $6.2\;{\mu}g/ml$, respectively.

• Archives of Pharmacal Research
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• 제25권4호
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• pp.449-452
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• 2002

The antioxidant activity of Juniperus chinensis (Cupressaceae) was determined by measuring the radical scavenging effect on DPPH (1,1-diphenyl-2-picrylhydrazyl). The methanolic extract of J. chinensis heartwood showed the strong antioxidant activity. The antioxidant activity of n-BuOH soluble fraction was stronger than that of the others, and the fraction was subjected to purification by repeated silica gel and Sephadex LH-20 column chromatography. Quercetin, naringenin, taxifolin, aromadendrin and isoquercitrin were isolated from the n-BuOH fraction. Their structures were elucidated by physico-chemical and spectroscopic studies.

• 임산에너지
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• 제22권1호
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• pp.30-36
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• 2003

화분을 98%의 EtOH로 추출하고 hexane, CH₂Cl₂, EtOAc, 그리고 H₂O용성으로 분획하여 동결건조 시켰다. 그 중에서 EtOAc 분획을 Sephadex LH-20으로 충진한 칼럼에서 MeOH와 EtOH-hexane혼합액을 용리용매로 사용하여 칼럼크로마토그래피를 실시하였다. 단리된 화합물들은 TLC로 확인한 후 NMR스펙트럼을 사용하여 정확한 구조규명을 하였고 FAB-MS로써 분자량을 측정하였다. 주로 quercetin-3-O-β-D-glucopyranoside와 kaempferol-3-O-β-D-rutinoside같은 flavonol 유도체들과 flavanonol계 화합물인 aromadendrin-5-methyl ether, 그리고 acid 화합물인 p-methoxybenzoic acid가 적은 양으로 단리 되었다.

• Archives of Pharmacal Research
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• 제27권7호
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• pp.751-756
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• 2004

Flavonoids have been demonstrated to exhibit a wide range of biological activities including anti-inflammatory and neuroprotective actions. Although a significant amount of flavonoids has been identified to be present as glycosides in medicinal plants, determinations of the biological activities of flavonoids were mainly carried out with aglycones of flavonoids. Therefore, the exact role of the glycosidation of flavonoid aglycones needs to be established. In an attempt to understand the possible role of glycosidation on the modulation of the biological activities of flavonoids, diverse glycosides of kaempferol, quercetin, and aromadendrin were examined in terms of their anti-inflammatory activity determined with the suppression of lipopolysaccharide (LPS)-induced nitric oxide (NO) production in BV2 microglial cells. The results indicated that glycosidation of aglycones attenuated the suppressive activity of aglycones on LPS-induced NO production. Although attenuated, some of glycosides, depending on the position and degree of glycosidation, maintained the inhibitory capability of LPS-induced NO production. These findings suggest that glycosidation of flavonoid aglycones should be considered as an important modulator of the biological activities of flavonoids.

• 생약학회지
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• 제25권3호
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• pp.199-203
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• 1994

Chemical examination of the leaves of Betula platyphylla var. latifolia has led to the isolation and characterization of five flavonoid glycosides including two C-glucosyl flavonoids. The structures of these compounds were elucidated as myricetin $3-O-{\alpha}-_L-rhamnoside$ (myricitrin), $quercetin-3-O-{\beta}-_D-glucopyranoside$ (isoquercitrin), $quercetin-3-O-{\beta}-_D-glucopyranoside$ (hyperoside), $nalingenin-6-C-{\beta}-_D-glucopyranoside$ (hemiphloin) and $aromadendrin-6-C-{\beta}-_D-glucopyranosidre(6-C-glucosyldihydrokaempferol)$ on the basis of physico-chemical and spectroscopic evidences.