• 제목/요약/키워드: Glycoside compounds

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물오리나무 잎의 플라보노이드 화합물 (Flavonoids from the Leaves of Alnus hirsuta)

  • 이민원;정동욱;이연아;박명신;도상학
    • 약학회지
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    • 제43권5호
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    • pp.547-552
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    • 1999
  • Phytochemical examination of the leaves of Alnus hirsuta, one of the indigenous species grows in Korea, has led to the isolation of one flavan 3-ol and two flavonol glycosides. Structures of these compounds are identified as (-)-epicatechin (1), quercetin $3-O-{\beta}-D-galactopyranoside$ (2), quercetin $3-O-{\beta}-D-galactopyranoside$ (3) by means of physico-chemical and spectral evidences.

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Chemical Investigation of the Constitutive Phenolics of Ailanthus altissima; The Structure of a New Flavone Glycoside Gallate

  • Barakat, Heba H.
    • Natural Product Sciences
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    • 제4권3호
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    • pp.153-157
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    • 1998
  • The aqueous ethanolic leaf extract of Ailanthus altissima was found to contain the new natural product, $luteolin\;7-O-{\beta}-(6"-galloylglucopyranoside)$, 13, along with fourteen known phenolic metabolites (1-12, 14 and 15). Structures of all compounds (1-15) were established by conventional methods of analysis and confirmed by FAB-MS, $^1H-\;and\;^{13}C-NMR$ spectral analysis.

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Cytotoxic Constituents from Solanum Lyratum

  • Sun Li-Xin;Fu Wen-wei;Ren Jing;Xu Liang;Bi Kai-Shun;Wang Min-Wei
    • Archives of Pharmacal Research
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    • 제29권2호
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    • pp.135-139
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    • 2006
  • Activity-guided fractionation of the ethanol extract of the whole plant from Solanum lyratum resulted in the isolation of a new pregnane derivative glycoside, 16-dehydropregnenolone 3-O-${\alpha}$-L-rhamnopyranosyl-($1{\to}2$)-${\beta}$-D-glucopyranosid uronic acid (2), as well as other six known compounds: 16-dehydropregnenolone (1), allopregenolone (3), protocatechuic acid (4), vanillic acid (5), caffeic acid (6), and scopoletin (7). The structures of the isolated compounds were elucidated on the basis of their spectral data and chemical evidences. Compounds 1, 3, 4 were isolated for the first time from this plant. Cytotoxic activities of the isolated compounds were evaluated. Compound 1 exhibited significant cytotoxic activity against A375-S2, HeLa, SGC-7901, and Bel-7402 with $IC_{50}$ values of $13.1{\pm}0.9,\;21.5{\pm}1.0,\;40.2{\pm}0.7$, and $49.8{\pm}1.2\;{\mu}g/mL$, respectively.

잇꽃(Carthamus tinctorius)으로부터 Flavonol glycoside 화합물들의 분리 및 항당뇨 효과 (Flavonol glycosides from the flowers of Carthamus tinctorius and their anti-diabetic activity)

  • 최보람;김형근;남윤희;윤다혜;신우철;장진규;이윤지;강동호;백남인;이대영
    • Journal of Applied Biological Chemistry
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    • 제66권
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    • pp.477-483
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    • 2023
  • 잇꽃을 80% MeOH 수용액으로 추출하고, 얻어진 추출물을 EtOAc, n-BuOH 및 물로 용매 분획 하였다. 이 중 n-BuOH 분획으로부터 silica gel (SiO2), octadecyl silica gel (ODS) column chromatography, 및 Prep-LC로 정제하여 4종의 화합물을 분리하였다. Nuclear magnetic resornance, mass spectroscopy 및 infrarad spectroscopy 등의 스펙트럼 데이터를 통해 화합물의 화학구조를 astragalin (1), isoquercetin (2), nicotiflorin (3), 그리고 rutin (4) 로 동정하였다. 본 연구를 통해 잇꽃 추출물, 용매 분획물 및 모든 분리 화합물의 alloxan에 의해 손상된 zebrafish 유충 췌도 보호 효과를 평가하기 위한 실험을 수행하였다. EtOAc (CTE), n-BuOH (CTB) 및 H2O (CTW) 분획 모두 통계 유의적으로 우수한 항당뇨 효능을 확인하였으며, 분리된 화합물 1-4로 처리된 췌도 크기는 알록산 유도군 대비 각각 87.0, 88.5, 88.7, 및 89.3% 로 유의적으로 증가했다. 분리된 4종의 화합물 중 nicotiflorin은 6.752 mg/추출물(g)으로 높은 함량을 나타내었다. 이 결과를 통해 잇꽃 유래 화합물은 항당뇨 소재의 기능 지표성분으로서 활용 가능성을 확인하였다.

1,2,4-Triazole기를 가지고 있는 S-glycoside들의 합성 및 항균활성시험 (Synthesis and Antibacterial Activities of New S-glycosides Bearing 1,2,4-Triazole)

  • Chao, Shu-Jun;Geng, Ming-Jiang;Wang, Ying-Ling
    • 대한화학회지
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    • 제54권6호
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    • pp.731-736
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    • 2010
  • 5-Aryl-3-($\beta$-D-glucopyranosylthio)-1,2,4-triazole 화합물들을 합성하였으며, 합성한 화합물들에 대한 항균활성시험을 수행하였다.

Regioselective Enzymatic Acylation of Multi-hydroxyl Compounds in Organic Synthesis

  • Park, Hyun-Gyu;Do, Jin-Hwan;Chang, Ho-Nam
    • Biotechnology and Bioprocess Engineering:BBE
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    • 제8권1호
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    • pp.1-8
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    • 2003
  • With current developments in enzyme-catalyzed reactions and techniques available for rational redesign of natural biocatalysts, the enzymatic biosynthesis can become one of the most valuable Synthetic methods. Enzymatic regioselective catalysis in organic media has played a key role in pursuing asymmetric synthesis for active chiral compounds. Here, we shortly do-scribe some historical issues of the rapidly growing area, enzymatic catalysis in synthetic organic chemistry and then review researches that have been carried out in the regioselective enzymatic catalysis for the past two decades. An application of this technology to the modification of some potential target drug co m pound will be adios presented.

Chemical Constituents of Nelumbo nucifera Seeds

  • Rho, Taewoong;Yoon, Kee Dong
    • Natural Product Sciences
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    • 제23권4호
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    • pp.253-257
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    • 2017
  • The phytochemical study for the extract of Nelumbo nucifera (Nymphaceae) seeds has led to the isolation of ten compounds including five simple phenolic compounds, two indole derivatives, a flavonoid glycoside, two abscisic acid derivatives. The interpretation of 1D and 2D NMR and ESI-Q-TOF-MS spectroscopic data revealed the chemical structures of isolates to be p-hydroxybenzoic acid (1), protocatechuic acid (2), (E)-p-coumaric acid (3), (E)-ferulic acid (4), (E)-sinapate-4-O-${\beta}$-$\text\tiny{D}$-glucopyranoside (5), tryptophan (6), 3-indoleacetic acid (7), isoschaftoside (8), dihydrophaseic acid (9), dihydrophaseic acid 3'-O-${\beta}$-$\text\tiny{D}$-glucopyranoside (10). To the best of our knowledge, 1 - 5 and 7 were identified for the first time from N. nucifera seeds, and the presence of dihydrophaseic acid (9) and its glucoside (10) were demonstrated secondly in this plant.

Bioactivity Guided Phytochemical Study of Clematis hirsuta Growing in Saudi Arabia

  • Abdel-Kader, Maged S.;Al-Taweel, Areej M.;El-Deeb, Kadriya S.
    • Natural Product Sciences
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    • 제14권1호
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    • pp.56-61
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    • 2008
  • Bioactivity guided phytochemical study of the petroleum ether and butanol extracts of Clematis hirsuta resulted in the isolation of 12 compounds. Rat paw edema as a model of acute inflammation was used to evaluate the anti-inflammatory activity of the extracts and the chromatographic fractions. Five known sterols and triterpenes namely: ${\beta}-amyrin$ (1), lupeol (2), ${\beta}-sitosterol$ (3), oleanolic acid (4) and stigmasterol glycoside (5) were isolated from the petroleum ether extract. The n-butanol extract afforded two compounds reported for the first time from natural source: (S)-(+)-dihydro-5-(hydroxymethyl)-2(3H)-furanone (7) and (s)-(-)-5-hydroxymethyl-2(5H)-furanone (8). In addition, anemonin (6), dihydro-4-hydroxy-5-(hydroxymethyl)-2(3H)-furanone (2-deoxy-D-ribono-1,4-lactone) (9), biophenol (cimidahurin) (10), glucose (11) and sucrose (12) were also identified. The structures were determined from spectroscopic data including 1D- and 2D-NMR experiments.

상기생의 트라이테르펜 및 페놀성 성분 (Triterpenes and Phenolic Constituents from Viscum album L.)

  • 최상진;권학철;정애경;최상운;김경란;이선미;표석능;이강노
    • 약학회지
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    • 제45권6호
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    • pp.591-598
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    • 2001
  • The photochemical study of Viscum album (Loranthaceae) led to the isolation of twelve compounds, lupeol (1), betulonic acid (2), betulinic acid (3), terminic acid (4), ursolic acid (5), $\beta$-sitosterol (6), $\alpha$- spinasterol (7), oleanolic acid (8) , 5-hydroxy-1- (4′-hydoxyphenyl) -7- (4"-hydroxyphenyl) -hepta-1- en-3-on (9), 2′-hydroxy -4′, 6′- dimethoxychalcone -4-O-glycoside (10) ,2′-hydroxy-4′, 6′-dimethoxychalcone -4-O- [apiosal(1longrightarrow12)]glucoside (11) and syringin (12). Their structures were established by chemical and spectroscopic methods. The cytotoxicity of the isolated compounds was evaluated by sulforhodamine B assay against five cultured human tumor cell lines.

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수목추출물의 생리활성에 관한 연구(XII) - 산벚나무 심재 추출성분의 항균 및 항산화활성(2) - (Studies on Biological Activity of Wood Extractives(XII) - Antimicrobial and Antioxidative Activities of Extractives from the Heartwood of Prunus Sargentii (2) -)

  • 이학주;이성숙;최돈하
    • Journal of the Korean Wood Science and Technology
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    • 제31권4호
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    • pp.16-23
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    • 2003
  • 전보에 이어 산벚나무(P. sargentii) 심재 에탄올 추출물로부터 4개의 페놀성 화합물을 단리하였으며 기기분석결과, isoflavone인 prunetin를 비롯하여 flavanone인 angophorol, sakuranetin 그리고 flavanone 배당체인 isosakuranin 으로 각각 동정하였다. 그러나 이들의 항균 및 항산화 활성을 조사한 결과 활성이 낮아 산벚나무 에탄올 조추출물의 높은 항균 및 항산화 활성은 이들 단리물질과는 무관한 것으로 사료되었다.