• 제목/요약/키워드: flavonol glycosides

검색결과 62건 처리시간 0.029초

식용식물자원으로부터 활성물질의 탐색-XII. - 꽃마리(Trigonotis peduncularis Benth.)로부터 Flavonol 배당체의 분리 및 hACAT1 저해활성 - (Deveolopment of Biologically Active Compounds from Edible Plant Sources-XII. - Flavonol Glycosides from Trigonotis peduncularis Benth and its hACAT1 Inhibitory Activity -)

  • 양혜정;송명종;방면호;이진희;정인식;이윤형;정태숙;권병목;김성훈;김대근;박미현;백남인
    • Applied Biological Chemistry
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    • 제48권1호
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    • pp.98-102
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    • 2005
  • 꽃마리를 80% MeOH로 추출하고, 얻어진 추출물을 EtOAc, n-BuOH 및 $H_2O$로 용매 분획하였다. EtOAc와 n-BuOH 분획에 대하여 column chromatography를 반복하여 4종의 flavonol 배당체를 분리하였다. 각각에 대하여 2D-NMR을 포함한 스펙트럼 데이터의 해석과 문헌 자료를 조사하여 $kaempferol-3-O-{\beta}-{D}-glucopyranoside(astragalin),\;kaempferol-3-O-{\alpha}-{L}-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-{D}-glucopyranoside(nicotiflorin),\;quercetin-3-O-{\alpha}-{L}-rhamnopyranosyl(1{\rightarrow}6)-{\beta}-{D}-glucopyranoside(rutin),\;quercetin-3-O-{\beta}-{D}-glucopyranoside(isoquercitrin)$로 구조를 결정하였다. 이 화합물들은 꽃마리에서는 이번에 처음 분리, 보고되었다. 또한 $nicotiflorin(100\;{\mu}g/ml)$은 hACAT1에 대하여 $68.3{\pm}1.2%$ 저해활성을 나타내었다.

Flavonol Glycosides with Antioxidant Activity from the Aerial Parts of Epimedium koreanum Nakai

  • Kim, Eun-Sil;Kim, Mi-Kyung;Kang, Hyun-Kyu;Park, Young-In;Dong, Mi-Sook;Kim, Dong-Hyun;Chung, Ha-Sook
    • Natural Product Sciences
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    • 제14권4호
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    • pp.233-238
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    • 2008
  • The aerial parts of Epimedium koreanum Nakai have been used to stimulate hormone secretion in treating impotence. Ten flavonol glycosides, 3,4,5-trihydroxy-8-prenylflavone 7-O-[${\beta}$-D-glucopyranosyl($1{\rightarrow}2$)-${\beta}$-D-glucopyranoside] (1), hyperoside (2), icarisid II (3), 2"-O-Rhamnosylicarisid II (4), epimedin A (5), epimedin B (6), epimedin C (7), icariin (8), hexandraside E (9), and epimedoside A (10) were isolated from the an ethylacetate soluble extracts of the aerial parts of Epimedium koreanum Nakai through activity-monitord fractionation and isolation method. The structures of compounds 1 - 10 were elucidated by high resolution fast atom bombardment mass spectrometry and two dimentional nuclear magnetic resonance spectroscopy analysis. Compounds 1 and 4 showed potent antioxidant activity, with $IC_{50}$ values of 19.7 and 11.5 ${\mu}g$/mL and 88.2 and 90.5 ${\mu}M$, respectively.

진달래꽃으로부터 분리된 플라보노이드 화합물의 항산화성에 관한 연구 (Antioxidative Activity of Flavonoids Isolated from Jindalrae Flowers (Rhododendron mucronulatum Turcz.))

  • 김미애;;정태영
    • Applied Biological Chemistry
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    • 제39권4호
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    • pp.320-326
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    • 1996
  • 우리나라에서 식용으로 이용되는 진달래꽃으로부터 7성분의 항산화성이 있는 플라보노이드 화합물이 분리 동정되었다. 이들 화합물의 구조는 IR, UV, FAB-MS, $^1H\;NMR$$^{13}C\;NMR$에 의해서 얻어진 분광학적인 결과에 근거하여 afzelin, ampelopsin, catechin, myricetin, myricitrin, quercetin 및 quercitrin인 것으로 밝혀졌다. 이들 화합물은 2개의 flavonol, 3개의 flavonol glycoside, 1개의 flavane 및 1개의 dihydroflavonol로 이루어졌다. 에틸에테르 및 초산에틸 구분에 존재하는 flavonol glycoside (14.4 g)는 polyamide C-200 관 크로마토피법, 분취용 박층크로마토그래피법, 재결정화법, sephadex LH-20 관 크로마토그래피법을 통해서 양쪽 구분으로부터 최종적으로 회수된 총 flavonoid량 (17.6g의 82%에 달하였다. 항산화성은 티오시안산철의 존재하에서 리놀레산의 에타놀용액 중에서 측정되었다. 항산화 효능성은 afzelin<$\alpha-tocopherol$

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Phenolic Constituents from the Flowers of Hamamelis japonica Sieb. et Zucc.

  • Yim, Soon-Ho;Lee, Young Ju;Park, Ki Deok;Lee, Ik-Soo;Shin, Boo Ahn;Jung, Da-Woon;Williams, Darren R.;Kim, Hyun Jung
    • 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.

참죽나무에서 분리한 flavonol glycoside의 금속단백분해효소-2 억제 활성 (Inhibition of Matrix Metalloproteinase-2 Activity of Flavonol Glycosides from Cedreia sinensis)

  • 황선우;하태정;고영희;전효곤;이준;권현숙;박기훈;양민석
    • 생명과학회지
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    • 제16권3호
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    • pp.442-446
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    • 2006
  • 참죽나무는 멀구슬과 나무로서 한국과 중국에 널리 분포하고 있다. 한방에서는 장염(腸炎), 이질(痢疾), 개선(疥癬) 등의 치료에 이용되고 있다. 본 연구는 참죽나무 잎에서 3종의 flavonol glycosides를 분리하여 NMR을 통해 구조를 확인한 결과, kaempferol-3-O-rhamnoside (1), quercetin-3-O-rhamnoside (2)와 quercetin-3-O-glucoside(3)로 구조 동정되었다. 분리된 화합물들의 생리활성은 matrix metalloproteinase-2 저해 활성과 인체암 세포주에 대한 세포독성과 apoptosis실험을 통하여 항암효과를 조사하였다. 그 결과 인체암 세포주에 대한 세포독성과 apoptosis 저해활성은 나타내지 않았으나, MMP-2활성저해 조사에서는 강한 저해 효과를 나타내었다. 특히 quercetin-3-O-glucoside는 암세포에 직접적인 독성을 보이는 것이 아니라 암의 침윤과 전이에 특이적으로 작용하는 물질로 보여진다.

Effect of Environmental Factors on Flavonol Glycoside Production and Phenylalanine Ammonia-lyase Activity in Cell Suspension Cultures of Ginkgo biloba

  • Kim, Min-Soo;Lee, Won-Kyu;Kim, Hwa-Young;Kim, Chul;Ryu, Yeon-Woo
    • Journal of Microbiology and Biotechnology
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    • 제8권3호
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    • pp.237-244
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    • 1998
  • A study was carried out to elucidate the relation between the production of flavonol glycosides and the change of phenylalanine ammonia-lyase activity in cell suspension cultures of Ginkgo biloba by the unassisted and synergistic effects of various factors. The quercetin production showed a mixed-growth-associated pattern in cell suspension cultures. Fluorescent light and UV radiation increased phenylalanine ammonia-lyase (PAL) activity, and resulted in the increase of the production of quercetin and kaempferol ten- and four-fold, respectively, as compared to that obtained in the normal culture condition. The cell growth of Ginkgo biloba was enhanced .at higher temperatures whereas the quercetin production was at its maximum at low temperatures. Moreover, the quercetin production was increased by temperature change during the culture period. In particular, the quercetin production was at the highest level when the culture temperature was elevated from $10^{\circ}C\;to\;30^{\circ}C$. The addition of phenylalanine as a precursor in the culture medium stimulated an 8-fold increase in the production of quercetin; the addition of naringenin caused a l0-fold increase. The quercetin production was also greatly increased by feeding enzyme cofactors such as 2-ketoglutarate and ascorbic acid in the culture medium, but specific PAL activity was not increased except with phenylalanine feeding. The synergistic effect of UV radiation and naringenin feeding was observed, resulting in the increase of flavonol glycoside production at a rate higher than in any other case investigated.

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지리터리풀의 플라보놀배당체 (Flavonol Glycoside from the Aerial Part of Filipendula Formosa)

  • 황완균;함인혜;성환길;이무택
    • 약학회지
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    • 제43권1호
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    • pp.5-10
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    • 1999
  • As one of the serial studies on the specific and indigenous plants of Mt. Chiri the constituents of aerial part from filipendula formosa (Rosaceae) were investigated. From of the MeOH extract, five flavonol glycosides, kaempferol-3-O-$\beta$-D-galactopyranoside, querecetin-3-O-$\beta$-D-galactopyranoside, quercetin-3-O-$\alpha$-Lrhamopyranosyl (1 6)-$\beta$-D-galactopyranoside, kaempferol-3-O-$\alpha$-L-rhamnopyranosyl (1 6)-$\beta$-D-galactopyranoside and quercetin-7-O-$\beta$-D-glucopyranosy-3-O-$\beta$-D-galactopyranoside were isolated by column chromatographic separation using Amberlite XAD-2 and Sephadex LH-20, and identified physicochemical evidences (IR, FAB-Mass, $^1H,{\;}^{13}C-NMR$).

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가래나무 수피의 페놀성 화합물 (Phenolic Compounds from Bark of Juglans mandshurica)

  • 김진규;사전령;배영수
    • 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.