• 제목/요약/키워드: Glucopyranoside

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생약복합제 GCSB-5의 품질 표준화를 위한 구척의 지표성분 탐색 및 HPLC 분석 (HPLC Analysis and Screening of Standard Compound on Cibotii Rhizoma for Standardization of GCSB-5 Preparation)

  • 차배천;이은희
    • 생약학회지
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    • 제41권1호
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    • pp.48-53
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    • 2010
  • GCSB-5 preparation is a purified extract from a mixture of 6 medicinal plants(Acanthopanacis Cortex, Achyranthis Radix, Saposhnikoviae Radix, Cibotii Rhizoma, Glycine Semen Nigra, Eucommiae Cortex) that have been widely used for the treatment of various bone disorders. The aim of this study was to investigate HPLC analysis method and screening of standard compound on Cibotii Rhizoma for quality standardization of a medicinal crude drug GCSB-5. Onitin-4-O-$\beta$-D-glucopyranoside was isolated from Cibotii Rhizoma as the standard compound and identified on the basis of spectroscopic data such as NMR. HPLC analysis method for the determination of onitin-4-O-$\beta$-D-glucopyranoside was established for the quality control of the medicinal plants of Cibotii Rhizoma species, GCSB-5 raw material and GCSB-5 preparation. And validation of HPLC analysis methods were conformed for verification of HPLC methods by check to specificity, linearity, intra-day precision, inter-day precision and accuracy following ICH guideline.

Antioxidative Constituents of the Aerial Parts of Galium spurium

  • Yang, Seok-Won;Park, Sae-Rom;Ahn, Dal-Rae;Yang, Jae-Heon;Kim, Dae-Keun
    • Biomolecules & Therapeutics
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    • 제19권3호
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    • pp.336-341
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    • 2011
  • As part of an ongoing search for natural plants with antioxidant compounds by measuring the radical scavenging effect on 1,1-diphenyl- 2-picrylhydrazyl (DPPH), a total extract of the twigs of Galium spurium L. (Rubiaceae) was found to show potent antioxidant activity. Subsequent activity-guided fractionation of the methanolic extract led to the isolation of nine compounds, asperulosidic acid methyl ester (1), asperuloside (2), caffeic acid (3), kaempferol-3-O-L-rhamnopyranoside (4), quercetin-3-O-[${\alpha}$-Lrhamnopyranosyl($1{\rightarrow}6$)-${\beta}$-D-glucopyranoside] (5), isorhamnetin-3-O-glucopyranoside (6), quercetin-3-O-${\alpha}$-L-rhamnopyranoside (7), kaempferol-3-O-[${\alpha}$-L-rhamnopyranosyl($1{\rightarrow}6$)-${\beta}$-D-glucopyranoside] (8), and quercetin (9). Their structures were elucidated by spectroscopic studies. Compounds 1, 3-8 were isolated for the first time from this plant. Among them, compounds 3 and 9 showed the significant radical scavenging effects on DPPH, and compounds 3 and 7 showed the potent riboflavin originated superoxide quenching activities.

Isolation and Antioxidative Activities of Caffeoylquinic Acid Derivatives and Flavonoid Glycosides from Leaves of Sweet Potato (Ipomoea batatas L.)

  • Kim, Hyoung-Ja;Jin, Chang-Bae;Lee, Yong-Sup
    • Biomolecules & Therapeutics
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    • 제15권1호
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    • pp.46-51
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    • 2007
  • Bioassay-directed chromatographic fractionation of an ethyl acetate extract from leaves of sweet potato (Ipomoea batatas L.) afforded six quinic acid derivatives: 3,5-epi-dicaffeoylquinic acid (1), 3,5-dicaffeoylquinic acid (2), methyl 3,5-O-dicaffeoylquinate (3), methyl 3,4-dicaffeoylquinate (4), methyl 4,5-dicaffeoylquinic acid (5),4,5-dicaffeoylquinate (6), and two phenolic compounds: caffeic acid (7) and caffeic acid methyl ester (8) together with three flavonoids: quercetin 3-O-${\beta}$-D-glucopyranoside (9), quercetin 3-O-${\beta}$-D-glucopyranoside, isoquercitrin (10) and kaempferol 3-O-${\beta}$-D-glucopyranoside (11). The structures of these compounds were elucidated by the aid of spectroscopic methods. These compounds were assessed for antioxidant activities using three different cell-free bioassay systems. All isolates except 11 showed potent DPPH and superoxide anion radicals scavenging, and lipid peroxidation inhibitory activities. 3,5-epi-DCQA (1) and methyl quinates (3-5) along with flavonoide 9 were isolated for the first time from this plant.

오리나무에서 분리된 Diarylheptanoid의 항산화작용 및 구조상관활성 (Antioxidative Activities of Diarylheptanoids from Alnus japonica and Their Structural Relationship)

  • 이재희;염승환;김민기;김현정;심재걸;이민원
    • 생약학회지
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    • 제34권2호통권133호
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    • pp.190-192
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    • 2003
  • Anitioxidative activities againt 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical were evaluated for ten diarylheptanoids, $1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-{\beta}-D-glucopyranosyl(1{\rightarrow}3)-{\beta}-D-xylopyranoside(1)$, $1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-O-{\beta}-D-apiofuranosyl(1{\rightarrow}6)-{\beta}-D-glucopyranoside(2)$, $1,7-bis-(3,4-dihydroxyphenyl)-heptane-5-O-{\beta}-D-glucopyranoside(3)$, 1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane(4), $1,7-bis-(3,4-dihydroxyphenyl)-heptane-3-one-5-O-{\beta}-D-glucopyranoside(5)$, oregonin(6), hirsutanonol(7), hirsutenone(8), $1,7-bis-(3,4-dihydroxyphenyl)-5-hydroxyheptane-3-O-{\beta}-D-xylopyranoside(9)$ and platyphylloside(10), which were isolated from Alnus japonica. Aglycones (4,7 and 8) and mono glycosides (3,6 and 9) showed more strong antioxidative activities than diglycosides (1 and 2) against the DPPH radical. Especially, hirsutenone(8) showed superior activity among ten diarylheptanoid.

Anti-oxidative Phenolic Compounds from Sophorae Fructus

  • Kim, Hyun-Jung;Kim, Min-Kee;Shim, Jae-Gul;Yeom, Seung-Hwan;Kwon, Suk-Hyung;Lee, Min-Won
    • Natural Product Sciences
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    • 제10권6호
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    • pp.330-334
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    • 2004
  • Four isoflavonoids and three flavonoids, and a gallotannin were isolated from the fruits of Sophora japonica (Leguminosae). Their structures were identified as genistein (1), sophoricoside (2), genistein-4'-O--L-rhamnopyranoside (3), $genistein-4'-O-{\alpha}-L-rhamnopyranosly-(1{\rightarrow}2)-{\beta}-D-glucopyranoside$ (4), $kaempferol-3-O-{\alpha}-D-sophoroside$ (5), $kaempferol-3-O-{\beta}-D-glucopyranosyl-(1{\rightarrow}2)-{\alpha}-L-rhamnopyranosly-(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (6), rutin (7) and gallic acid $4-O-{\beta}-D-(6'-O-galloyl)-glucopyranoside$ (8) by chemical and spectroscopic analysis and comparisons with previously reported spectral data. Compounds 3 and 8 were isolated for the first time from this plant. Anti-oxidative activity was evaluated for the isolated compounds. 8 exhibited potent anti-oxidative activity against the radical scavenging ability of DPPH with the $IC_{50}$ value of $17.1\;{\mu}g/ml$.

차전자의 항암활성성분 (Anticancer Compounds of Plantago asiatica L.)

  • 문형인;지옥표
    • 한국약용작물학회지
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    • 제7권2호
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    • pp.143-146
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    • 1999
  • 차전자의 메탄올추출물을 헥산, 클로로포름, 에틸아세테이트, 부탄올로 계통분획하여, 활성을 검정하고, 그 중 활성분획인 헥산과 에틸아세테이트 분획을 크로마토그라피하여 4종의 화합물을 분리하였으며, 각종 기기분석과 이화학적 분석을 통하여 ${\beta}-sitosterol(C1)$, $cholest-5-en-3{\beta}-ol(C2)$, rutin(C3), $coumarin-7-O-{\beta}-glucopyranoside(C4)$임을 확인 하였으며, 4종의 화합물 중 $cholest-5-en-3{\beta}-ol$, rutin(C3)이 주요 항암 성분 이었다.

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두충엽 함유 퀘르세틴배당체의 함량 표준화 및 계절적 변화 (Standardization and Seasonal Variation of Quercetin Glycoside in Eucommiae Folium)

  • 함인혜;이승재;김호현;강인호;진희억;황완균
    • 생약학회지
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    • 제33권3호통권130호
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    • pp.194-199
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    • 2002
  • The radix and folium of Eucommia ulmoides(Eucommiaceae) has been used for backache, atrophy of the leg and knee, enuresis, hypertension. In order to evaluate to quality of folium, we have been isolated a main compound as a standard compound, which was elucidated $quercetin-3-O-{\beta}-D-xylopyranosyl(l{\rightarrow}2)-{\beta}-D-glucopyranoside$ through it's physicochemical data and IR, FAB-Mass, $^{13}C-NMR$ and $^{1}H-NMR$ analysis. It was analyzed by HPLC system using 17% $CH_3CN$ as a solvent system. The amount of $quercetin-3-O-{\beta}-D-xylopyranosyl(l{\rightarrow}2)-{\beta}-D-glucopyranoside$ from Eucommiae folium was in the range of $0.056{\pm}0.022$ mg(n=7) and also from the results of analysis through seasonal variation$(June{\sim}October)$ September and October have been evaluated to be very high in it's content.

자운영(Astragalus sinicus)종자의 페놀성 화합물 및 항산화 활성 (Phenolic Compounds from Seeds of Astragalus sinicus and Its Antioxidative Activities)

  • 염승환;김민기;김현정;심재걸;이재희;이민원
    • 생약학회지
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    • 제34권4호통권135호
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    • pp.344-351
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    • 2003
  • Phytochemical examination of seeds of Astragalus sinicus has led to the isolation and characterization of kaempferol $3-O-{\beta}-D-apiofuranosyl-(1{\rightarrow}2)-{\alpha}-L-rhamnopyranosyl-(1{\rightarrow}6)-{\beta}-D-glucopyranoside$ (1), quercetin $3-O-{\beta}-D-xylopyranosyl-(1{\rightarrow}2)-{\beta}-D-glucopyranoside$ (2), ampelopsin (3), ampelopsin $3'-O-{\beta}-D-xylopyranoside$ (4), ampelopsin $3'-O-{\beta}-Dxylopyranoside$ (5), myricetin (6), myricetin $3'-O-{\beta}-D-glucopyranoside$ (7), myricetin $3'-O-{\beta}-D-xylopyranoside$ (8). Antioxidative activity of these compounds was determined by measuring the radical scavenging effect on 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals. Flavanonols(3,4, and 5) showed potent antioxidative activity.

Flavonoids from Thyrsanthera suborbicularis and Their NO Inhibitory Activity

  • Song, Hyuk-Hwan;Khiev, Piseth;Chai, Hee-Sung;Lee, Hyeong-Kyu;Oh, Sei-Ryang;Choi, Young Hee;Chin, Young-Won
    • Natural Product Sciences
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    • 제18권4호
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    • pp.273-278
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    • 2012
  • Further phytochemical investigation on the whole plant of Thyrsanthera suborbicularis, collected in Cambodia, led to kaempferol (1), vitexin (2), apigenin-7-O-neohesperidoside (3), chrysoeriol-7-O-${\beta}$-D-glucopyranoside (4), isorhamnetin 3-O-rutinoside (5), kaempferol-3-O-[${\alpha}$-L-rhamnopyranosyl-(13)-${\alpha}$-L-rhamnopyranosyl-(16)-${\beta}$-D-galactopyranoside (6), kaempferol-3-O-${\alpha}$-L-rhamnopyranosyl(12)-O-[${\alpha}$-L-rhamnopyranosyl (16)]-${\beta}$-D-glucopyranoside (7), kaempferol-3-O-[6"-O-(E)-p-coumaroyl]-${\beta}$-D-glucopyranoside (8), kaempferol-3-O-[6"-O-(E)-p-coumaroyl]-${\beta}$-D-galactopyranoside (9), and amentoflavone (10). All the structures were confirmed by the interpretation of NMR (1D and 2D) and MS data, and comparison with the published values. Of the isolated compounds 1 - 10, compounds 8 and 10 displayed the inhibitory activity against NO production in LPS-induced Raw 264.7 cells with $IC_{50}$ values, 3.56 and $15.73{\mu}M$, respectively.

Cytotoxic Constituents of the Leaves of Ixeris sonchifolia

  • Suh, Ji-Young;Jo, Young-Mi;Kim, Nam-Deuk;Bae, Song-Ja;Jung, Jee-H.;Im, Kwang-Sik
    • Archives of Pharmacal Research
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    • 제25권3호
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    • pp.289-292
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    • 2002
  • The ethyl acetate extract of the leaves of Ixeris sonchifolia afforded two new and two known sesquiterpene lactone glucosides of the guaiane-type, together with a known alkenol glucoside. The known compounds were identified as ixerin Z (1), ixerin Z-6'-p-hydroxyphenylace-tate (2), and (Z)-3-hexen-1-ol-$\beta$-D-glucopyranoside (3), respectively. The structures of the new compounds were elucidated as 11, 13a-dihydroixerin Z [4, 3-hydroxy-2-oxo-guaia-1 (10), $3-dien-5{\alpha},6{\beta},7{\alpha},11{\beta}H-12,6-olide-3-O-{\beta}-D-glucopyranoside],{\;}and{\;}3,10{\$beta}-dihydroxy-2-oxo-guaia-3,11(13)-dien-1{\alpha},5{\alpha},6{\alpha},7aH-12,6-olide-10-O-{\beta}-D-glucopyranoside$ (5), respectively. The cytotoxicity of these compounds against human hepatocellular carcinoma cell (HepG2) and human melanoma cell (SK-MEL-2) was evaluated.