• 제목/요약/키워드: 7-O-{\beta}-D-glucoside$

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물푸레나무(Fraxinus rhynchophylla) 수피의 추출성분 (The Chemical Constituents of the Stem Barks of Fraxinus rhynchophylla)

  • 양은주;이동근;이종원;김예실;임선하;송경식
    • Applied Biological Chemistry
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    • 제50권4호
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    • pp.348-351
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    • 2007
  • 물푸레나무(F. rhynchophylla)의 수피를 95% EtOH로 추출하여 얻어진 추출물을 $CH_2Cl_2$, n-BuOH 및 $H_2O$ 순으로 분획하였다. 이 중 $CH_2Cl_2$, 가용성 분획에 대하여 silica gel column chromatography를 실시하여 1종의 sterol 화합물(1)을 분리하였다. 한편 n-BuOH 가용성 분획에 대해서도 silica gel, RP-18 및 Sephadex LH-20 등의 충진제를 사용하여 column chromatography를 행하여 3종의 phenylpropanoid 화합물(2-4)을 얻었다. 각 화합물의 구조는 $^1H-NMR$와 LC-MS data를 해석하고 문헌과 비교하여 daucosterol(1), caffeic acid(2), 6,8-dihydroxy-7-methoxycoumarin(3) 및 coniferaldehyde glucoside(4)로 동정하였다. 이들 화합물은 진피에서 처음으로 분리되었다.

Antioxidants and Inhibitor of Matrix Metalloproteinase-1 Expression from Leaves of Zostera marina L

  • Kim, Jin-Hui;Cho, Young-Ho;Park, Sung-Min;Lee, Kyung-Eun;Lee, Jeong-Jae;Lee, Bum-Chun;Pyo, Hyeong-Bae;Song, Kyung-Sik;Park, Hum-Dai;Yun, Yeo-Pyo
    • Archives of Pharmacal Research
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    • 제27권2호
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    • pp.177-183
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    • 2004
  • In order to develop new anti-photoaging agents, we examined the antioxidative activity and the inhibition effect of matrix metalloproteinase-1 (MMP-1) on the extracts of a marine product, Zostera marina L., which is known for its potent activity. Three compounds (compounds 1, 2, and 3) were isolated from an ethyl acetate (EtOAc) soluble fraction of the product; they were identified as apigenin-7 -O-$\beta$-D-glucoside (1), chrysoeriol (2), and luteolin (3). These compounds were found to scavenge radicals and reactive oxygen species (ROS) and were measured to have $SC_{50}$/ values of 0.18 mM, 0.68 mM, and 0.01 mM against the 1, 1-diphenyl-2-picrylhydrazyl (DPPH) radical and 0.04 mM, 0.03 mM, and 0.01 mM against the superoxide radical in the xanthine/xanthine oxidase system, respectively. Compound 3 suppressed the expression of MMP-1 by up to 44% at 4.0 $\mu$M and inhibited the production of interleukin 6 (IL-6), which is known as a cytokine that induces MMP-1 expression. From these results, compound 3 and the other compounds were determined to have antioxidative activity and to inhibit MMP-1 expression. Thus, the three compounds are expected to be useful for preventing the photoaging of skin.

Spinoside, New Coumaroyl Flavone Glycoside from Amaranthus spinosus

  • Azhar-ul-Haq,;Malik, Abdul;Khan, Anwar-ul-Haq Sher Bahadar;Shah, Muhammad Raza;Muhammad, Pir
    • Archives of Pharmacal Research
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    • 제27권12호
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    • pp.1216-1219
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    • 2004
  • Spinoside, new coumaroyl flavone glycoside was isolated from the n-butanol fraction of the mathanolic extract of the whole plant of Amaranthus spinosus and assigned the structure 7-pcoumaroyl apigenin 4-O-${\beta}$ -D-glucopyranoside (1) on the basis of spectroscopic techniques including 1D and 2D NMR spectroscopy. In addition ${\alpha}$ - xylofuranosyl uracil (2), ${\beta}$ -D-ribofuranosyl adenine (3) and ${\beta}$ -sitosterol glucoside (4) have also been isolated for the first time from this species.

Constituents of the Aerial Parts of Lonicera etrusca Growing in Saudi Arabia

  • Alqasoumi, Saleh I.;Al-Rehaily, Adnan J.;Abdel-Kader, Maged S.
    • Natural Product Sciences
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    • 제15권3호
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    • pp.121-124
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    • 2009
  • Phytochemical investigation of the aerial parts of Lonicera etrusca resulted in the isolation of three iridoids including two aglycones, loganin aglycone (log-1) (1) and lonicerin (log-2) (2), and the known common glycoside loganin (4). The study also afforded a coumarin derivative, 7-hydroxycoumarin (3), and a flavonoid glycoside, luteolin-7-O-$\beta$-D-glucoside (5). The structures were determined utilizing physical, chemical and spectral methods.

병꽃나무 잎의 성분 (Chemical Constituents of the Leaves of Weigela subsesillis)

  • 원희목;권용수;이진훈;김창민
    • 생약학회지
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    • 제35권1호통권136호
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    • pp.1-5
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    • 2004
  • Eight compounds were isolated from the n-BuOH soluble fraction of the leaves of Weigela subsesillis. On the basis of spectral data, they wεre identified as $kaempferol-O-3-{\alpha}-L-(3-O-acetyl)\;rhamnopyranosyl-7-O-{\alpha}-L-rhamnopyranoside$ (1), sutchuenoside A (2), kaempferitrin (3), astragalin (4), kaempferol 7-O-rhamnoside (5), scopolin (6), farxin (7), kaempferol 3-O-{\alpha}-L-rhamnosyl-7-O-{\beta}-D-glucoside (8), respectively.

황기의 추출조건 및 유효성분의 HPLC 분석법 평가 (Evaluation on Extraction Conditions and HPLC Analysis Method for Bioactive Compounds of Astragali Radix)

  • 김금숙;이대영;이승은;노형준;최재훈;박춘근;최수임;홍승재;김승유
    • 한국약용작물학회지
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    • 제21권6호
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    • pp.486-492
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    • 2013
  • This study has been conducted to establish the optimal extraction process and HPLC analysis method for the determination of marker compounds as a part of the materials standardization for the development of health functional food materials from Astragali radix. Five extraction conditions including the shaking extraction at room temperature and the reflux extraction at $85^{\circ}C$ with 30%, 50% and 95% ethanol were evaluated. Reflux extraction with 50% ethanol showed the highest extraction yield as $27.27{\pm}2.27%$, while the extraction under reflux with 95% ethanol showed significantly the lowest yield of $10.55{\pm}0.24%$. The quantitative determination methods of calycosin-7-O-${\beta}$-D-glucoside and calycosin as marker compounds of Astragali radix extracts were optimized by HPLC analysis using a Thermo Hypersil column ($4.6{\times}250mm$, $5{\mu}m$) with the gradient elution of water and acetonitrile as the mobile phase at the flow rate of $0.8mLmin^{-1}$ and a detection wavelength of 230nm. The HPLC/UV method was applied successfully to the quantification of two marker compounds in Astragali radix extracts after validation of the method with the linearity, accuracy and precision. The contents of calycosin-7-O-${\beta}$-D-glucoside and calycosin in 50% ethanol extracts by reflux extraction were significantly higher as $1,700.3{\pm}30.4$ and $443.6{\pm}8.4{\mu}g-1$, respectively, comparing with those in other extracts. The results indicate that the reflux extraction with 50% ethanol at $85^{\circ}C$ is optimal for the extraction of Astragali radix, and the established HPLC method are very useful for the evaluation of marker compounds in Astragali radix extracts to develop the health functional material from Astragali radix.

Phytochemical Constituents of the Roots of Erigeron annuus

  • Yoo, Nam-Hee;Jang, Dae-Sik;Kim, Jin-Sook
    • Applied Biological Chemistry
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    • 제51권4호
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    • pp.305-308
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    • 2008
  • Seven compounds (1-7) were isolated from n-hexane and EtOAc-soluble fractions of the roots of Erigeron annuus by repeated silica gel column chromatography. They were identified as simiarenol (1), ${\beta}$-sitosterol (2), daidzein (3), apigenin (4), apigenin 7-O-${\beta}$-D-glucuronide (5), 3-hydroxy-pyran- 4-one (6), and ${\beta}$-sitosterol glucoside (7) on the basis of physical and spectroscopic data. Compounds 1 and 3 were isolated for the first time from the Erigeron species.

Phytochemical Constituens of Cirsium setidens Nakai and Their Cytotoxicity against Human Cancer Cell Lines

  • Lee, Won-Bin;Kwon, Hak-Cheol;Chol, Ock-Ryun;Lee, Kang-Choon;Choi, Sang-Un;Baek, Nam-In;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • 제25권5호
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    • pp.628-635
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    • 2002
  • Five terpenes (1~5), three fatty acids (6~8), two sterols (9 and 11), and a monogalactosyldiacyl glycerol (10) were isolated from the methylene chloride extract of the aerial part of Cirsium setidens. Their chemical structures were determined to be $\alpha$-tocopherol (1), 25-hydroperoxycycloart-23-en-3$\beta$-o1 (2), 24-hydroperoxycycloart-25-en-3$\beta$-o1 (3), mokko lactone (4), transphytol (5), 9, 12, 15-octadecatrienoic acid (6), 9, 12-octadecadienoic acid (7), hexadecanoic acid (8), acylglycosyl $\beta$-sitosterol (9), (2R)-1, 2-O-(9z, 12z, 15z-dioctadecatrienoyl)-3-O-$\beta$-D-galactopyranosyl glycerol (10) and $\beta$-sitosterol glucoside (11) by spectral evidences. Compound 3 exhibited significant cytotoxic activity against five human cancer cell lines with its $ED_{50}$ values ranging from 2.66 to 11.25 $\mu$M.

Flavonoids from Isodon eriocalyx

  • Wang, Jia;Lin, Zhong-Wen;Sun, Han-Dong
    • Natural Product Sciences
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    • 제4권1호
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    • pp.38-41
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    • 1998
  • From the dried leaves of Isodon eriocalyx (Labiatae) six flavonoids were isolated and two of them were elucidated to be novel ones named 5,7,8,4'-tetrahydroxy-6-methoxyflavone (1), and $isothymusin-8-O-{\beta}-D-glucoside$ (2).

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Phytochemical Constituents from Salvia plebeia

  • Lee, Ghang Tai;Duan, Chao Hui;Lee, Jung-Noh;Lee, Kwang-Sik;Hong, Jin-Tae;Lee, Kun-Kook
    • Natural Product Sciences
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    • 제16권4호
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    • pp.207-210
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    • 2010
  • Phytochemical investigation of Salvia plebeia resulted in the isolation of nine compounds. Their structures were determined to be 6-methoxynaringenin (1), 6-methoxynaringenin-7-O-$\beta$-D-glucoside (2), hispidulin (3), homoplantaginin (4), nepetin (5), nepitrin (6), 6-hydroxyluteolin (7), caffeic acid (8) and rosmarinic acid (9) by spectroscopic analyses. 6-Methoxynaringenin (1), 6-hydroxyluteolin (7) and rosmarinic acid (9) were isolated from this plant for the first time.