• 제목/요약/키워드: (-)-epiafzelechin

검색결과 4건 처리시간 0.016초

Proliferative Effects of Flavan-3-ols and Propelargonidins from Rhizomes of Drynaria fortunei on MCF-7 and Osteoblastic Cells

  • Chang, Eun-Ju;Lee, Won-Jung;Cho, Sung-Hee;Choi, Sang-Won
    • Archives of Pharmacal Research
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    • 제26권8호
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    • pp.620-630
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    • 2003
  • The proliferative effects of thirty Oriental medicinal herbs on MCF-7 (estrogen-sensitive breast cancer cell line) and ROS 17/2.8 osteoblast-like cells were determined using the MTT assay. Methanol extracts from several herbs was found to show proliferative activity on the above two cell lines in the range of 5 to 100 $\mu$g/mL. Among these active herbs, the methanol extract from the rhizomes of Drynaria fortunei showed the most potent proliferative activity, and the cell proliferations were significantly increase by 136 and 158% in the MCF-7 and ROS 17/2.8 cells, respectively, when treated with 100 $\mu$ g/mL. Through a bioassay-guided separation, eight flavonoids, including four new flavan-3-ols and two propelargonidins, together with the known (-)-epiafzelechin and naringin, were isolated. Their chemical structures were characterized as (-)-epiafzelechin (1), (-)-epiafzelechin-3-O-$\beta$-D-allopyranoside (2), (-)-epiafzelechin-3-O-(6"-O-acetyl)-$\beta$-D-allopyranoside (3), 4$\beta$-carboxymethyl-(-)-epiafzelechin methyl ester (4), 4$\beta$-car-boxymethyl-(-)-epiafzelechin sodium salt (5), naringin (6), (-)-epiafzelechin-(4$\beta$\rightarrow8)-4$\beta$-car-boxymethylepiafzelechin methyl ester (7) and (-)-epiafzelechin-($4\beta\rightarrow8, 2\beta\rightarrowΟ\rightarrow7)-epiafzelechin-(4\beta\righarrow8)-epiafzelechin (8) by extensive 1D and 2D NMR spectroscopy. Most of these flavonoids, in the range of $10^{-15}∼10^{-6}$ M, accelerated the proliferation of MCF-7 cell, with compounds 7 and 8, in the range of $10^{-15}∼10^{-12}$ M, showing especially potent proliferation effects. Meanwhile, seven flavonoids, with the exception of compound 4, stimulated the proliferation of ROS 17/2.8 cells in the range of $10^{-15}∼10^{-6}$ M, with compounds 5-8 especially accelerating the proliferation, in dose-dependent manners ($10^{-15}∼10^{-9}$ M), and their proliferative effect was much stronger than that of $E_2$ and genistein. These results suggest that propelargonidin dimers and trimers isolated from the rhizomes of Drynaria fortunei may be useful as potential phytoestrogens, which play important physiological roles in the prevention of postmenopausal osteoporosis.

수오공의 Flavonoid 성분 (Flavonoids from Kyllinga brevifolia var. leiolepsis)

  • 류정희;곽종환;지옥표;이강노
    • 생약학회지
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    • 제29권2호
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    • pp.71-74
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    • 1998
  • Four flavonoids were isolated from the whole plant of Kyllinga brevifolia var. leiolepsis. Their structures were identified as quercetin, (-)-epiafzelechin, vitexin and orientin on the basis of spectral data. This is the first report of the identification of quercetin, (-)-epiafzelechin and orientin from Kyllinga genus.

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HPLC에 의한 녹차의 polyphenol 화합물의 분리 및 polyphenol의 생리활성 (Isolation of Polyphenol from Green Tea by HPLC and Its Physiological Activities)

  • 우희섭;최희진;한호석;박정혜;손준호;안봉전;손규목;최청
    • 한국식품과학회지
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    • 제35권6호
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    • pp.1199-1203
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    • 2003
  • 한국산 녹차를 70% 에탄올로 추출한 후 Sephadex LH-20과 HPLC를 사용하여 polyphenol을 분리동정하였고 분리된 각 성분들의 angiotensin converting enzyme(ACE) 및 xanthine oxidase, tyrosinase의 저해효과를 확인하였다. 녹차로부터 HPLC로 polyphenol을 분리한 결과 epiafzelechin-$(4{\beta}{\rightarrow}8)$-epiafzelechin, procyanidin B-3-3-O-rhamnose, afzelechin-$(4{\alpha}{\rightarrow}8)$-catechin, prodelphinidin B-5-3,3'-di-O-digallate, (+)-taxifolin-3-O-D-xyloside 등 11종류를 분리하였다. ACE의 저해효과는 prodelphinidin-C-2-3,3'-di-O-gallate $100{\mu}M$에서 68.8%, procyanidin B-2-3,3'-digallate가 54.6%의 저해를 나타내었고, Xanthine oxidase는 prodelphinidin C-2-3,3'-di-O-gallate가 54.5%, procyanidin B-2-3,3'-digallate가 38.2%로 높은 저해효과를 보였다. Tyrosinase의 저해효과는 $100{\mu}M$ 농도에서 prodelphinidin C-2-3,3'-di-O-gallate가 42.1%, procyanidin B-2-3,3'-digallate와 procyanidin B-7이 각각 30.7%, 20.5%의 저해를 나타내었다. 따라서 녹차 추출물로부터 분리한 polyphenol이 혈압예방, 통풍 및 미백효과의 기능성 식품 신소재로서 이용이 가능하다는 것을 확인하였다.

Acacia catechu의 플라보노이드 성분 (Flavonoid Constituents of Acacia catechu)

  • 홍성수;최윤혁;서화진;강민정;신정혜;권오운;오좌섭
    • Journal of Applied Biological Chemistry
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    • 제58권2호
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    • pp.189-194
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    • 2015
  • 전통생약으로서 다양한 효능과 염색제로서 사용되어온 A. catechu의 식물화학적 성분연구를 위해 열수추출물 중 ethyl acetate 분획으로부터 9종의 flavonoid와 1종의 tannin을 단리하였으며, 이들의 물리화학적 성상과 spectral data로부터 구조를 확인한 결과 (+)-catechin (1), (-)-epicatechin (2), (+)-afzelechin (3), (-)-epiafzelechin (4), (+)-mesquitol (5), kaempferol (6), quercetin (7), quercetin 3-methyl ether (8) caryatin (9) 및 ellagic acid (10)로 각각 확인 동정하였다. 이들 화합물 중 caryatin (9)은 Acacia 속으로부터 처음으로 분리되었다.