• Journal of the Korean Wood Science and Technology
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• 제34권6호
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• pp.51-60
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• 2006

가래나무 수피를 채취하여 건조시킨 후 분말로 제조하고 3.2 kg을 아세톤-물(7:3, v/v) 혼합용액으로 추출하여 유기용매를 제거한 후 헥산, 메틸렌클로라이드, 에틸아세테이트 및 물을 사용하여 네 개로 분획하고 에틸아세테이트 및 수용성 분획물에 대하여 칼럼 크로마토그래피를 수행하였으며 용리용매로는 메탄올 수용액과 에탄올-헥산 혼합액을 사용하였다. 그 결과 flavanol 화합물인 pinobanksin, taxifolin 및 ampelopsin, flavonol 화합물인 kaempferol, quercetin 및 myricetin 과 flavone glycoside 화합물인 afzelin, astragalin, quercitrin, isoquercitrin 및 myricitrin을 단리하였으며 NMR 및 MS 스펙트럼을 이용하여 구조를 결정하였다.

• 한국식품과학회지
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• 제53권1호
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• pp.40-45
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• 2021

본 연구의 목적은 켐벨얼리 품종과 머루 품종의 포도 잎을 생육단계별로 채취하여 Q3OG 및 플라보놀 배당체(quercetin, kaempferol, isorhamnetin)의 함량 변화와 혈관 이완 효과를 평가하여 기능성 소재로 활용하기 위한 품질관리 기초 자료를 제공하는 것이다. 포도의 생육단계는 전엽기, 개화기, 결실기, 착색기 및 성숙기로 구분되는데, 산업적으로 포도 잎 원료 확보가 쉬운 결실기, 착색기 및 성숙기 포도 잎을 대상으로 분석했다. 시험 결과 두 품종 모두 생육단계별로 Q3OG 및 플라보놀 배당체 함량의 차이가 있었고, 결실기>성숙기>착색기 순으로 성분들의 함량이 높은 것으로 확인되었다. 생육단계별 혈관 이완 효과는 두 품종 모두 혈관 이완 효과를 보였으며 켐벨얼리 포도 잎이 머루 포도 잎보다 더 좋은 것으로 나타났다. 이는 포도잎 추출물의 기능성 소재 활용 가능성을 보여주었다. 물론, 안타깝게도 Q3OG 및 플라보놀 배당체 성분이 혈관 이완 효과를 대표하는 효능성분은 아닌 것으로 판단되지만, 착색기 포도 잎에 비하여 결실기와 성숙기에 함량이 높은 Q3OG 및 플라보놀 배당체가 지표성분으로 써의 가치는 있다고 판단된다. 따라서 포도 잎을 기능성 원료로 활용 시 Q3OG 및 플라보놀 배당체를 지표성분으로 활용하고, 각 생육단계별 포도 잎 원료를 일정 비율로 혼합하여 사용하면 일정한 효능과 지표성분 함량을 관리하는 방법이 되리라 생각한다.

• Archives of Pharmacal Research
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• 제27권4호
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• pp.390-395
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• 2004

The methanol extract obtained from the aerial parts of Aceriphyllum rossii (Saxifragaceae) was fractionated into ethyl acetate (EtOAc), n-BuOH and $H_2O$ layers through solvent fractionation. Repeated silica gel column chromatography of EtOAc and n-BuOH layers afforded six flavonol glycosides. They were identified as kaempferol 3-O-$\beta$-D-glucopyranoside (astragalin, 1), quercetin 3-O-$\beta$-D-glucopyranoside (isoquercitrin, 2), kaempferol 3-O-$\alpha$-L-rhamnopyranosyl $(1{\to}6)-\beta$-D-glucopyranoside (3), quercetin 3-O$\alpha$-L-rharnnopyranosyl $(1{\to}6)-\beta$-D-qlucopyrano-side (rutin, 4), kaempferol 3-O-[$\alpha$-L-rharnnopyranosyl $(1{\to}4)-\alpha$-L-rhamnopyranosyl $(1{\to}6)-\beta$-D-glucopyranoside] (5) and quercetin 3-O-[$\alpha$-L-rhamnopyranosyl $(1{\to}4)\alpha$-L-rhamnopyranosyl $(1{\to}6)\beta$-D-glucopyranoside] (6) on the basis of several spectral data. The antioxidant activity of the six compounds was investigated using two free radicals such as the ABTS free radical and superoxide anion radical. Compound 1 exhibited the highest antioxidant activity in the ABTS $\{2,2-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid)\}$ radical scavenging method. 100 mg/L of compound 1 was equivalent to $72.1\pm1.4\;mg/L$ of vitamin C, and those of compounds 3 and 5 were equivalent to $62.7\pm0.5\;mg/L$ and $54.3\pm1.3\;mg/L$ of vitamin C, respectively. And in the superoxide anion radical scavenging method, compound 5 exhibited the highest activity with an $IC_{50}$ value of $17.6{\pm}0.3{\mu}M$. In addition, some physical and spectral data of the flavonoids were confirmed.

• Journal of Microbiology and Biotechnology
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• 제30권2호
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• pp.163-171
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• 2020

Brugmansia arborea L. (Solanaceae), commonly known as "angel's trumpet," is widely grown in North America, Africa, Australia, and Asia. It has been mainly used for ornamental purposes as well as analgesic, anti-rheumatic, vulnerary, decongestant, and anti-spasmodic materials. B. arborea is also reported to show anti-cholinergic activity, for which many alkaloids were reported to be principally responsible. However, to the best of our knowledge, a phytochemical study of B. arborea flowers has not yet been performed. Four flavonol glycosides (1-4) and one dihydroflavanol (5) were for the first time isolated from B. arborea flowers in this study. The flavonoids showed significant antioxidant capacities, suppressed nitric oxide production in lipopolysaccharide (LPS)-treated RAW 264.7 cells, and reduced inducible nitric oxide synthase (iNOS) and cyclooxygenase (COX-2) protein production increased by LPS treatment. The contents of compounds 1-4 in n-BuOH fraction were determined to be 3.8 ± 0.9%, 2.2 ± 0.5%, 20.3 ± 1.1%, and 2.3 ± 0.4%, respectively, and that of compound 5 in EtOAc fraction was determined to be 12.7 ± 0.7%, by HPLC experiment. These results suggest that flavonol glycosides (1-4) and dihydroflavanol (5) can serve as index components of B. arborea flowers in standardizing anti-inflammatory materials.

• 한국미생물·생명공학회지
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• 제45권4호
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• pp.311-315
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• 2017

화살나무 가지로부터 activity based fractionation에 의해 ${\alpha}$-glucosidase 저해 활성 물질 compound 1-4을 분리하였고, $^1H$ NMR, $^{13}C$ NMR, $^1H-^1H$ COSY와 HMBC 등의 spectral data에 의해 구조를 결정하였다. Compound 1-4는 모두 flavonol 물질로 ${\alpha}$-glucosidase에 대해 $IC_{50}$ 값이 각각 25.3, 17.1, 47.3과 $35.1{\mu}M$로 positive control로 사용한 acarbose 보다 강한 활성을 나타내었다. 화살나무의 혈당 저하 기능의 유효성분으로 처음 동정된 Compound 1-4는 ${\alpha}$-glucosidase에만 특이적 활성을 갖는 물질로 당뇨병 치료제로의 개발 가능성이 높은 물질로 사료된다.

• Natural Product Sciences
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• 제21권3호
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• pp.162-169
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• 2015

Hamamelis japonica (Hamamelidaceae), widely known as Japanese witch hazel, is a deciduous flowering shrub that produces compact clumps of yellow or orange-red flowers with long and thin petals. As a part of our ongoing search for phenolic constituents from this plant, eleven phenolic constituents including six flavonol glycosides, a chalcone glycoside, two coumaroyl flavonol glycosides and two galloylated compounds were isolated from the flowers. Their structures were elucidated as methyl gallate (1), myricitrin (2), hyperoside (3), isoquercitrin (4), quercitrin (5), spiraeoside (6), kaempferol 4'-O-β-glucopyranoside (7), chalcononaringenin 2'-O-β-glucopyranoside (8), trans-tiliroside (9), cis-tiliroside (10), and pentagalloyl-O-β-D-glucose (11), respectively. These structures of the compounds were identified on the basis of spectroscopic studies including the on-line LCNMR-MS and conventional NMR techniques. Particularly, directly coupled LC-NMR-MS afforded sufficient structural information rapidly to identify three flavonol glycosides (2 - 4) with the same molecular weight in an extract of Hamamelis japonica flowers without laborious fractionation and purification step. Cytotoxic effects of all the isolated phenolic compounds were evaluated on HCT116 human colon cancer cells, and pentagalloyl-O-β-D-glucose (11) was found to be significantly potent in inhibiting cancer cell growth.

• Natural Product Sciences
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• 제24권4호
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• pp.259-265
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• 2018

The three flavone glycosides, 4'-O-methylisoscutellarein 7-O-(6'''-O-acetyl)-${\beta}$-D-allopyranosyl(1${\rightarrow}$2)-${\beta}$-D-glucopyranoside (1), isoscutellarein 7-O-(6'''-O-acetyl)-${\beta}$-D-allopyranosyl(1${\rightarrow}$2)-${\beta}$-D-glucopyranoside (3), and isoscutellarein 7-O-${\beta}$-D-allopyranosyl(1${\rightarrow}$2)-${\beta}$-D-glucopyranoside (4) in addition to a flavonol glycoside, kaempferol 3-O-${\beta}$-D-glucopyranoside (astragalin, 2), were isolated from Stachys japonica (Lamiaceae). In cholinesterase inhibition assay, compound 1 significantly inhibited aceylcholinesterase (AChE) and butyrylcholinesterase (BChE) activities ($IC_{50}s$, $39.94{\mu}g/ml$ for AChE and $86.98{\mu}g/ml$ for BChE). The content of isolated compounds were evaluated in this plant extract by HPLC analysis. Our experimental results suggest that the flavonoid glycosides of S. japonica could prevent the memory impairment of Alzheimer's disease.

• 생약학회지
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• 제27권1호
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• pp.80-82
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• 1996

Nucleoside, flavonol glycoside and disaccharide have been isolated from the aerial part of Angelica keiskei Koidz and identified by means of spectral analysis as adenosine, hyperoside and sucrose, respectively.

• 생약학회지
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• 제21권2호
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• pp.111-120
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• 1990

Five biflavones and sevenflavonolglycosideswereisolatedfromtheleaves of Ginkgo biloba. They were sciadopitysin(1), ginkgetin(2), isoginkgetin(3), bilobetin(4), amentoflavone(5), kaempferol 3-O-[$6'-O-{\rho}-coumaroyl-{\beta}-_D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-_Lrhamnopyranoside$](6), quercetin 3-O-[$6'-O-{\rho}-coumaroyl-{\beta}-_D-glucopyranosyl(1{\rightarrow}2)-{\alpha}-_Lrhamnopyranoside$](8), rutinosides of kaempferol(7), isorhamnetin(9), quercetin(10), laricitrin(11), and kaempferol 3-O-($2',6'-{\alpha}-_L-dirhamnopyranosyl-{\beta}-_{D}-glucopyranoside$)(12). The structures were established by spectroscopic and chemical methods.

• 생약학회지
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• 제27권1호
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• pp.75-79
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• 1996

Four steroids and one flavonol glycoside were isolated from the ethanol extract of the whole plant of Aconitum pseudolaeve var. erectum. Their structures were identified as ${\beta}-sitost-4-en-3-one$, 22-dihydro-stigmast-4-en-3,6-dione, ${\beta}-sitosterol$, ${\beta}-sitosterol-3-O-{\beta}-D-glucopyranoside$ and $kaempferol-3-O-{\beta}-D-glucopyranoside(astragalin)$ on the basis of spectral data.