• 대한약학회:학술대회논문집
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• 대한약학회 2001년도 Proceedings of the Pharmaceutical Society of Korea
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• pp.204.1-204.1
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• 2001

• 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.

• 생약학회지
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• 제30권4호
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• pp.397-403
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• 1999

Tyrosinase plays an important role in the process of melanin polymer biosynthesis. Therefore, the enzyme inhibitors have been of great concern as cosmetics to have skin-whitening effects on the local hyperpigmentation. During the search for new inhibitory compounds on melanin polymer biosynthesis from natural sources, MeOH extracts of 589 higher plants were tested for the inhibitory effect on tyrosinase activity by the muschroom tyrosinase assay in vitro. Among plants tested, the leaves of Cercis chinensis exhibited potent inhibitory effect on mushroom tyrosinase activity. Subsequently seven active compounds were isolated from the ethyl acetate soluble part of acetone extract of the leaves of C. chinensis by the activity guided fractionation monitoring the inhibitory effect on tyrosinase activity. Their chemical structures were identified as $kaempferol-3-0-{\alpha}-L-rhamnoside$, quercitrin, $myricetin-3-0-{\alpha}-L-rhamnoside$, myricetin-3-0-(2'-O-galloyl)- ${\alpha}$ -L-rhamopyranoside (desmanthin), (-)-epicatechin-3-0-gallate, (-)-epigallocatechin-3-0-gallate, and methyl gallate on the basis of the speculation of spectral data and chemical reaction. Among the flavonol rhamnosides, myricetin-3-0-(2'-O-galloyl)- -L-rhamnoside(desmanthin) showed most potent inhibitory effect on tyrosinase activity and the structure of B-ring in flavonol moiety was related to the activity. (-)-Epigallocatechin-3-O-gallate having pyrogallol group in flavan-3-ol moiety exhibited more potent inhibitory effect than (-)-epicatechin-3-0-gallate having catechol group in flavan-3-ol moiety on mushroom tyrosinase activity.

• 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.

• 한국식품과학회지
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• 제45권6호
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• pp.675-681
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• 2013

담양군 죽순으로 제조한 죽순식초와 시판 과실식초의 이화학적 특성인 산도, 무기질, 아미노산, 플라보놀을 비교 분석하고 SBSE-GC/MS방법을 사용하여 향기성분을 분석하였다. 죽순식초의 산도는 4.49%로 제일 낮았으며 무기질 중 Na의 경우 8.36 mg/100 g으로 다른 과실식초에 비해 그 함량이 낮았다. 아미노산은 다른 시판 식초에 비해 tyrosine과 lysine의 함량이 높았으며 flavonol aglycone 중 quercetin이 3.29 mg/L 들어있었다. SBSE방법으로 향기성분을 분석한 결과 aldehyde류의 함량이 시판식초에 비해 높았으며 특이적으로 수면 유도물질로 알려진 oleamide가 처음으로 검출되었다.

• 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.

• 농업과학연구
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• 제44권1호
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• pp.104-113
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• 2017

Anthocyanins contained in Rhododendron schlippenbachii (royal azalea) are expressed in a variety of colors and affect flower colors. R. schlippenbachii flowers of seven colors (white, red group: pink, deep pink, red, purple group: light purple, purple, deep purple) were collected from the garden around KT&G building in the college of agriculture and life science. Seven types of anthocyanins [cyanidin 3-O-diglucoside, cyanidin 3-O-arabinoside-5-O-glucoside, cyanidin 3-O-galactoside, peonidin 3-O-arabinoside-5-O-glucoside, cyanidin 3-O-glucoside, cyanidin 3-O-(6"-O-malonyl) arabinoside, cyanidin 3-O-(6"-O-coumaroyl) glucoside] turned out to be from the cyanidin and peonidin series in R. schlippenbachii flowers. Also, seven types of flavonols [azaleatin 3-O-glucoside, azaleatin 3-O-arabinoside, azaleatin 3-O-rhamnoside, quercetin 3-O-galacatoside, quercetin 3-O-glucoside, quercetin 3-O-arabinoside, quercetin 3-O-rhamnoside] were identified in R. schlippenbachii flowers. Total anthocyanin amounts decreased in R. schlippenbachii flowers in the following order: 'deep pink' (8.07) > 'red' (6.37) > 'pink' (5.35) > 'deep purple' (0.78) > 'purple' (0.43) > 'light purple' ($0.22mg{\cdot}g^{-1}$ dry weight, DW) > 'white' (not detected). Total flavonol amounts decreased in the following order: 'pink' (97.78) > 'deep pink' (63.79) > 'deep purple' (61.98) > 'white' (57.58) > 'light purple' (47.06) > 'purple' (46.76) > 'red' ($7.60mg{\cdot}g^{-1}$ dry weight, DW). This study provided the quantitative and qualitative information for the variation of anthocyanin and flavonol compounds in R. schlippenbachii flowers. Furthermore, this information can contribute to the identification of anthocyanin and flavonol compounds in other Rhododendron flowers.

• 한국응용곤충학회지
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• 제21권4호
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• pp.222-226
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• 1982

사과 부패병균(Macrophoma sp.)에 감염된 과일에서 총페놀, flavonol, anthocyanin 함량의 병화를 사과의 여러 발육시기에서 조사하였다. 사과가 성숙됨에 따라 과육, 과피의 총페놀함량은 급격히 감소하였다. 부패병균에 감염된 과육에서 건전한 과육보다 다소 총페놀함량이 낮았으며 품종밀러보다 더 감수성인 후지의 감염된 과육에서 이의 감소가 뚜렷하였다. 건전한 과피에서 보다 감염된 과피에서 높은 페놀함량을 보였으며 밀러에서 이의 증가가 현저하였다. 부패된 사과에서 flavonol 함량이 건전 사과보다 높았으며 7월 10일에 Macrophoma에 완전 저항성이었던 사과의 감염된 과피에 flavonol이 크게 축적되었다. anthocyanin 생성도 감염된 과피에 상당히 증가되었으며 품종 밀러에서 뚜렷했다. 이들 결과에서 미루어 사과의 페놀대사변동은 사과 부패병진전과 관계가 있을지 모른다.

• 한국식품영양과학회지
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• 제32권4호
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• pp.501-505
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• 2003

프로폴리스를 이용하여 새로운 기능성 식품을 개발하기 위하여 프로폴리스 원괴와 그 추출물의 화학성분에 대하여 조사하였다. 일반성분은 조지방 86.41%, 가용성 무질소물 7.32%, 조단백질 2.71%, 회분 1.05% 및 조섬유 0.20%로 나타났다. 프로폴리스에 함유되어 있는 주요 무기성분은 Na(120.40 mg%), Ca(115.40 mg%) 및 K(105.87 mg%) 순으로 나타났으며, Ca 함량은 알콜 추출물보다 물 추출물에서 높게 나타났다. 유리당은 총 3종이 분리, 동정되었으며, 그 중 sucrose가 152 mg%로 높게 나타났고, glucose 114 mg% 및 fructose 6 mg%로 함유되어 있었다. 프로폴리스에 함유되어 있는 주요 아미노산으로는 lysine, cystine 및 glutamic acid로 나타났으며, 그 함량은 각각 395.29 mg%, 267.66 mg% 및 248.14 mg%로 나타났다. 지방산은 총 8종이 분리되었으며, 주요 지방산으로는 oleic acid (51.89%), myristic acid (20.86%) 및 palmitic acid (20.28%)로 나타났다. 프로폴리스의 flavonol 화합물을 분석한 결과 myricetin, quercetin, apigenin 및 kaempferol이 주요 flavonol화합물로 나타났으며, 총 flavonoid 함량은 다른 추출물보다 50% 에탄올 추출물에서 가장 높게 나타났다. 프로폴리스에 함유되어 있는 polyphenol 성분들은 gallic acid, chlorogenic acid, catechin, epigallocatechin gallate, epicatechin 및 epicatechin gallate로 확인되었다.