• 제목/요약/키워드: kaempferol-7-O-${\alpha}$-L-rhamnopyranoside

검색결과 23건 처리시간 0.019초

굴피나무(Platycarya strobilancea) 수피의 Flavonol glycosides (Extractives from the Bark of Platycarya strobilacea)

  • 이학주;이상극;최윤정;조현진;강하영;최돈하
    • 한국산림과학회지
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    • 제96권4호
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    • pp.408-413
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    • 2007
  • 굴피나무 수피를 채취하여 건조시킨 후 분말로 제조하여 95% EtOH로 추출하고 여기서 얻어진 EtOH 조추출물의 하나는 헥산(n-hexane), 디클로로메탄($CH_2Cl_2$)으로, 또 하나는 석유에테르(petroleumether), 디에틸에테르($Et_2O$) 및 에틸아세테이트(EtOAc)를 사용하여 순차적으로 분획하였다. 이중 디클로로메탄($CH_2Cl_2$) 가용부(6.0 g)는 EtOH-$CHCl_3$ (7:3, v/v)를 용출용매로 한 Sephadex LH-20 칼럼($72.0{\times}5.0cm$)을 사용한 칼럼크로마토그래피를 실시하였다. 또한 디에틸에테르($Et_2O$) 가용부는 $CHCl_3$-MeOH (9:3, v/v)을 용출용매로 한 silica gel 칼럼($42.0{\times}3.5cm$)을 사용하여 칼럼크로마토그래피를 실시하였다. 단리된 화합물들은 TLC로 확인한 후 $^1H$-, $^{13}C$-NMR, HMBC 등의 스펙트럼을 사용하여 화학구조를 규명하였고 EI-MS로써 분자량을 측정하였다. 추출물로부터 3, 3', 4', 5, 7-pentahydroxyflavone (quercetin), 3, 3', 4', 5, 5', 7-hexahydroxyflavone (myricetin), flavonoids 배당체인 kaempferol-3-O-${\alpha}$-L-rhamnopyranoside (afzelin), quercetin-3-O-${\alpha}$-L-rhamnopyranoside (quercitrin), myricetin-3-O-${\alpha}$-L-rhamnopyranoside (myricitrin)등을 단리할 수 있었다.

Chemical constituents of Dicentra spectabilis and their anti-inflammation effect

  • Kim, A Hyeon;Jang, Ji Hun;Woo, Kyeong Wan;Park, Jong Eel;Lee, Ki Ho;Jung, Ho Kyung;An, Byeongkwan;Jung, Won Seok;Ham, Seong Ho;Cho, Hyun Woo
    • Journal of Applied Biological Chemistry
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    • 제61권1호
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    • pp.39-46
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    • 2018
  • Column chromatographic separation of the MeOH extract from the roots of Dicentra spectabilis yielded fourteen compounds, menisdaurin (1), menisdaurilide (2), trans-N-p-coumaroyltyramine (3), trans-N-p-feruloyltyramine (4), 4-O-feruloylquinicacid (5), chlorogenic acid (6), 3-O-feruloylquinicacid (7), ferulic acid (8), protopine (9), Kaempferol 3,7-di-O-${\beta}-{\text\tiny{D}}$-glucopyranoside (10), kaempferol 3-O-${\beta}-{\text\tiny{D}}$-glucopyranosyl-7-O-${\alpha}-{\text\tiny{L}}$-rhamnopyranoside (11), ${\alpha}-rhamnoisorobin$ (12), astragalin (13), and nicotiflorin (14). Their structures were determined on the basis of NMR spectroscopic data. Among them, compound 1, 3-8, and 10-14 isolated from this plant were reported for the first time. The isolated compounds (1-14) were tested for nitric oxide (NO) inhibitory activity on lipopolysaccharide-stimulated RAW 264.7 cells. Compound 3, 4 and 12 significantly inhibited NO production. Moreover, Compound 3 suppressed pro-inflammatory cytokines ($TNF-{\alpha}$, $IL-1{\beta}$ and IL-6) in a dose- dependent manner. These data suggest that compound 3 possess anti-inflammatory activity and might be useful natural materials for development of anti-inflammatory agent.

Antioxidant Constituents from the Leaves of Cedrela sinensis A. Juss

  • Lee, Ik-Soo;Wei, Chun-Hua;Thoung, Phuong Thien;Song, Kyung-Sik;Seong, Yeon-Hee;Bae, Ki-Hwan
    • 한국약용작물학회지
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    • 제14권5호
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    • pp.267-272
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    • 2006
  • Phytochemical study on the EtOAc fraction from the MeOH extract of the leaves of Cedrela sinensis led to the isolation of five known phenolic compounds (1-5), whose structures were identified as (+)-catechin (1), $kaempferol-3-0-{\alpha}- L-rhamnopyranoside$ (2), quercetin (3), $quercetin-3-O-{\alpha}-L-rhamnopyranoside$ (4), and $quercetin-3-O-{\beta}-D-glucopyranoside$ (5), respectively, by comparing their spectral $(uv,\;JR,\;IH\;and\;^{13}C-NMR,\;and\;ESI-MS)$ and physicochemical data with those reported in the literature. Among the isolated compounds (1-5), compounds 1 and 3-5 exhibited significant DPPH radical scavenging effects with $IC{_50}$ values ranging from $21.3{\pm}1.4\;to\;38.1{\pm}3.2 {\mu}M$ as well as superoxide anion radical scavenging effects with $IC{_50}$ values ranging from $9.4{\pm}0.7\;to\;21.2{\pm}3.6 {\mu}M$. Furthermore, compounds 1 and 3-5 also exhibited considerable inhibitory effects on LDL peroxidation induced by either $CU^{2+}$ or AAPH with $IC{_50}$ values ranging from $1.4{\pm}0.4\;to\;11.9{\pm}1.4\;{\mu}M$. These results indicated that flavonoids are the major constituents of C. sinensis and considered to be antioxidant principles of this plant.