• Title/Summary/Keyword: Glucopyranoside

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Inhibitory Effects of Flavonoids Isolated from the Leaves of Stewartia koreana on Nitric-oxide Production in LPS-stimulated RAW 264.7 Cells (노각나무 잎에서 분리된 플라보노이드에 의한 대식세포에서 산화질소 생성 억제효과)

  • Lee, Seung-Su;Bang, Myun-Ho;Park, Se-Ho;Chung, Dae-kyun;Yang, Seun-Ah
    • Journal of Life Science
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    • v.28 no.5
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    • pp.509-516
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    • 2018
  • Five phenolic compounds were isolated from the ethyl acetate fraction of leaves from Stewartia koreana, and their nitric-oxide (NO) inhibitory activities were measured to identify the major active constituents responsible for the efficacy of the extract against inflammatory reactions. These five compounds were quercetin (1), quercitrin (2), hyperin (3), quercetin-3-O-(6"-O-galloyl)-${\beta}$-D-galactopyranoside (4), and kaempferol 3-O-[2",6"-di-O-(trans-p-coumaroyl)]-${\beta}$-D-glucopyranoside (5). Among the separated compounds in the EtOAc fraction, compounds 4 and 5 were isolated for the first time, and no study has yet reported their anti-inflammatory effects. The compounds were identified by spectroscopic analysis, and the isolated compounds showed significant NO inhibitory effects in lipopolysaccharide (LPS)-stimulated RAW 264.7 cells. Compound 5 showed the most potent inhibitory effect (63.35% inhibition) against LPS-induced NO production compared to that of compound 1 (17.17%), compound 2 (5.0%), compound 3 (3.92%), and compound 4 (6.32%) at $10{\mu}g/ml$ concentration. NO production was inhibited by suppressing the protein expression of inducible nitric-oxide synthase in LPS-stimulated RAW 264.7 macrophages. These results indicate that kaempferol 3-O-[2",6"-di-O-(trans-p-coumaroyl)]-${\beta}$-D-glucopyranoside might be the major active compound responsible for the anti-inflammatory effects of S. koreana.

Phenolic Compounds on the Leaves of Betula Platyphylla var. latifolia

  • Lee, Min-Won;Takashi Tanaka;Gen-Ichiro Nonaka;Hahn, Dug-Ryoung
    • Archives of Pharmacal Research
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    • v.15 no.3
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    • pp.211-214
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    • 1992
  • Chemical examination of Betula platyphylla var. latifolia afforded a novel diarylheptanoid named betulateraol, together with a phenylpropanoid (3, 4'-dihydroxypropio-phenone), flavan-3-ol [(+)-catechin] and its glycosides [(+)-catechin 5-O-$\beta$-glucopyranoside, (+)-catechin 7-0-$\beta$-D-glucopyranoside] and two proanthocyanidins (procyanidins B-1 and B-3).

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A Flavonol Diglucoside from the Leaves of Brassica juncea

  • Choi, Jae-Sue;Kim, Jung-Eun;Kim, Jae-I;Cheigh, Hong-Sik;Yokozawa, Takako
    • Natural Product Sciences
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    • v.6 no.4
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    • pp.199-200
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    • 2000
  • A flavonol diglucoside was isolated from the leaves of Brassica juncea L. The structure of the compound was elucidated as isorhamnetin $3,7-di-O-{\beta}-D-glucopyranoside$ (1) on the basis of chemical and spectral evidence.

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The Constituents of Paulownia tomentosa Stem (참오동나무 줄기의 성분 연구)

  • 박유미;장성기;김연수;김박광
    • YAKHAK HOEJI
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    • v.35 no.4
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    • pp.301-307
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    • 1991
  • A benzofuran substance was isolated from the methanol extract of Pauownia tomentosa stem which has been used to treat against gonorrhoea and contusion etc. in the oriental traditional medicine. Its structure was elucidated as methyl-5-hydroxy-[1, 4]naphthoquino-[2, 3-b]benzo-[I, 2-g] benzofuran-6-carboxylate by X-ray crystallography and various spectroscopic evidences and also other three known compounds, paulownin, sesamin, $\beta$-sitosteryl-3-O-$\beta$-D-glucopyranoside, were obtained.

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Antioxidative Components from the Aerial Parts of Lactuca scariola L.

  • Kim, Dae-Keun
    • Archives of Pharmacal Research
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    • v.24 no.5
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    • pp.427-430
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    • 2001
  • The antioxidant activity of Lactuca scariola (Compositae) was investigated by measuring the radical scavenging effect on DPPH (1,1-diphenyl-2-picrylhydrazyl) radical. The methanolic extract of the aerial parts of Lactuca scariola showed strong radical scavenging activity. The EtOAc soluble fraction exhibited a stronger activity than the others, and was purified by silica gel and Sephadex LH-20 column chromatography. Quercetin-3-O-$\beta$-D-glucopyranoside, luteolin-7-O-$\beta$-D-glucopyranoside, luteolin, quercetin and kaempferol, together with 11$\beta$,13-dihydrolactucin were isolated from the EtOAc soluble fraction as active ingredients.

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Flavonoids from Cirsium rhinoceros

  • Lee, Hwan-Bae;Kwak, Jong-Hwan;Zee, Ok-Pyo;Yoo, Seung-Jo
    • Archives of Pharmacal Research
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    • v.17 no.4
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    • pp.273-277
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    • 1994
  • Six flavonoids were isolated from the aerial parts of Cirsium flavonoids were identified as apigenin, luteolin, $pectolinarigenin-7-O-{\betha}-D-glucopyranoside$, linarin, pectolinarin and $hispidulin-7-O-{\alpha}-L-rhamonopyranosyl-(1{\rightarrow}2)-{\betha}-D-glucopyranoside$ on the basis of chemical and spctral evidence.

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Phytochemical Studies on the Constituents of Filipendula glaberrima (터리풀의 성분에 관한 식물 화학적 연구)

  • Yeo, Ho-Sup;Kim, Jin-Woong;Chung, Bo-Sup
    • Korean Journal of Pharmacognosy
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    • v.23 no.3
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    • pp.121-125
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    • 1992
  • Three compounds were isolated from the chloroform and n-butanol extracts of Filipendula glaberrima (Rosaceae). The structures of these isolates were elucidated as monotropitin, (+)-catechin, and ${\beta}-sitosteryl-3-O-{\beta}-D-glucopyranoside$ by spectroscopic analysis, and were identified by comparison of their spectra with those of reported ones.

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Isolation of a New Phenylpropanoid from Codonopsis ussuriensis

  • Lee, Ihn-Rhan;Seo, Eun-Kyong
    • Archives of Pharmacal Research
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    • v.13 no.4
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    • pp.365-366
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    • 1990
  • A new phenylpropanoid was isolated from the roots of Codonopsis ussuriensis (Rupr. et Maxim) Hemsley. It was coloress crystals, mp. 140-142.deg.C and was elucidated as 4-(3-ethoxy-1-propenyl)-2, 6-dimethoxyphenyl-$\beta$-D-glucopyranoside on basis of spectral data analysis.

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Microbial Metabolism of the Environmental Estrogen Bisphenol A

  • Yim, Soon-Ho;Kim, Hyun-Jung;Lee, Ik-Soo
    • Archives of Pharmacal Research
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    • v.26 no.10
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    • pp.805-808
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    • 2003
  • Preliminary microbial metabolism studies of bisphenol A (BPA) (1) on twenty six microorganisms have shown that Aspergillus fumigatus is capable of metabolizing BPA. Scale-up fermentation of 1 with A. fumigatus gave a metabolite (2) and its structure was established as bisphenol $A-O-{\beta}-D-glucopyranoside$ (BPAG) based on spectroscopic analyses.