• 제목/요약/키워드: Glucopyranoside

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Constituents of the Halophyte Salicornia herbacea

  • Lee, Yeon-Sil;Lee, Hye-Seung;Shin, Kuk-Hyun;Kim, Bak-Kwang;Lee , Sang-Hyun
    • Archives of Pharmacal Research
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    • 제27권10호
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    • pp.1034-1036
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    • 2004
  • Four compounds were isolated from Salicornia herbacea by repeated column chromatography. Their structures were identified as ${\beta}$-sitosterol (1), stigmasterol (2), uracil (3), and isorhamnetin-3-O-${\beta}$-D-glucopyranoside (4) by spectral analysis and comparison with the published data.

강황지하부 부산물에서 분리한 Quercetin-3-O-${\beta}$-D-glucopyranoside-7-O-${\alpha}$-L-rhamnopyranoside가 선충의 수명연장에 미치는 영향 (Lifespan Extension Property of Quercetin-3-O-${\beta}$-D-glucopyranoside-7-O-${\alpha}$-L-rhamnopyranoside from Curcuma longa L. In Caenorhabditis elegans)

  • 안달래;이은별;김반지;이소연;안민실;은재순;신태용;김대근
    • 생약학회지
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    • 제45권4호
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    • pp.275-281
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    • 2014
  • After harvesting the medicinal parts of Curcuma longa, the remaining underground parts were discarded. From the remaining underground parts of Curcuma longa quercetin-3-O-${\beta}$-D-glucopyranoside-7-O-${\alpha}$-L-rhamnopyranoside (Q37) was isolated. The antioxidant activities in vitro and lifespan-extension effect of Q37 were elucidated using the Caenorhabditis elegans. The 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging effect of Q37 showed similar potent activities in comparison with vitamin C. Q37 also showed potent superoxide quenching activities as measured by the riboflavin- and xanthine-originated superoxide quenching activity tests. Q37 prolonged lifespan of worms under normal culture condition. In terms of protective effect of Q37 on the stress conditions such as thermal and oxidative stresses, Q37-treated worms exhibited enhanced survival rate, as compared to control worms. To know the possible mechanism of Q37-mediated increased lifespan and stress resistance of worms, we examined the activities of Q37on superoxide dismutase (SOD), and invested intracellular reactive oxygen species (ROS) levels. The results revealed that Q37 was able to elevate SOD activity of worms and reduce intracellular ROS accumulation in a dose-dependent manner.

효소적 당전이 반응을 이용한 Alkyl β-Glucoside의 생산 (Enzymatic Production of Alkyl β-Glucoside Based on Transglycosylation Activity of Celluclast)

  • 용환웅;김선미;심재훈
    • 한국식품영양과학회지
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    • 제41권10호
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    • pp.1417-1422
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    • 2012
  • Alkyl-glucoside의 생산을 위하여 상용화 cellulase인 Celluclast의 당전이 반응을 사용하였다. 5가지 종류의 알코올을 acceptor molecule로 하여 반응을 살펴본 결과 methyl alcohol, ethyl alcohol, isopropanol 그리고 butanol에서 당전이 반응이 일어남을 확인하였다. 반응 수율이 높았던, methyl alcohol과 ethyl alcohol의 반응산물을 MALDI-TOF MS와 효소적인 방법을 사용하여 각각의 산물이 methyl ${\beta}$-D-glucopyranoside와 ethyl ${\beta}$-D-glucopyranoside임을 확인하였다. 시간대별 methyl-glucoside와 ethyl-glucoside의 생산량을 비교하여 본 결과 9시간에서 최대 생산 수율 65% (mol/mol)와 59%(mol/mol)를 각각 보였으며, 이후 반응은 진행되지 않았다. Cellulose의 당전이 반응으로 생성된 부산물인 glucose를 제거하기 위하여 고정화 효모 system을 도입하였고, 그 결과 glucose를 모두 제거할 수 있었다. 이상의 결과에서 Celluclast를 이용한 alkyl-glucoside의 생산을 성공적으로 수행하였고, 고정화 효모 system을 도입하여 친환경적으로 부산물을 제거하여 고순도의 ethyl-glucoside를 생산하였다.

순무(Brassica rapa) 뿌리로부터 이차대사산물의 분리 및 동정 (Isolation and identification of secondary metabolites from the roots of Brassica rapa)

  • 방면호;이대영;한민우;정해곤;정태숙;최명숙;이경태;백남인
    • Journal of Plant Biotechnology
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    • 제36권1호
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    • pp.64-67
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    • 2009
  • 순무 뿌리로부터 활성 물질을 분리 동정하기 위하여 80% MeOH 수용액으로 추출하고 이를 여과, 감압 농축하여 MeOH 추출물을 얻었다. 이를 EtOAc 분획, n-BuOH 분획, $H_2O$ 분획으로 나누었으며, EtOAc분획과 n-BuOH 분획에 대해 silica gel 및 ODS column chromatography를 실시하여 4종의 이차대사산물을 분리 정제하였다. $^1H-NMR,\;^{13}C-NMR$, DEPT spectrum 및 mass spectrum등을 통하여 4- (methoxymethyl)phonol(1), ${\alpha}$- methoxy-2, 5- furandimethanel (2), phenyl-${\beta}$-glucopyranoside(3) 및 2-phenylethyl-${\beta}$-D -glucopyranoside (4)로 구조를 결정하였다. 이 화합물들은 순무에서는 처음 분리되었다.

Phytochemical Constituents of Capsella bursa-pastoris and Their Anti-inflammatory Activity

  • Cha, Joon Min;Kim, Dong Hyun;Lee, Tae Hyun;Subedi, Lalita;Kim, Sun Yeou;Lee, Kang Ro
    • Natural Product Sciences
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    • 제24권2호
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    • pp.132-138
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    • 2018
  • Phytochemical investigation of 80% MeOH extract of the aerial parts of Capsella bursa-pastoris yielded fourteen compounds (1 - 14). The structures of the compounds were elucidated by spectroscopic methods to be methyl-1-thio-${\beta}$-D-glucopyranosyl disulfide (1), 10-methylsulphinyl-decanenitrile (2), 11-methyl-sulphinyl-undecanenitrile (3), 1-O-(lauroyl)glycerol (4), phytene-1, 2-diol (5), (3S,5R,6S,7E)-5,6-epoxy-3-hydroxy-7-megastigmen-9-one (6), loliolide (7), ${\beta}$-sitosterol (8), 3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (9), 1-feruloyl-${\beta}$-D-glucopyranoside (10), pinoresinol-4'-O-${\beta}$-D-glucopyranoside (11), luteolin (12), quercetin-3-O-${\beta}$-D-glucopyranoside (13), and luteolin 6-C-${\beta}$-glucopyranoside (14). Although compound 1 was reported as synthetic compound, 1 was first isolated from natural source. NMR spectral data assignments of 1, 2 and 3 were reported for the first time, and compounds 1 - 14 were for the first time reported from this plant source. The anti-inflammatory effects of 1 - 14 were evaluated in lipopolysaccharide (LPS)-stimulated murine microglia BV-2 cells. Compounds 12 exhibited strong inhibitory effects on nitric oxide production in LPS-activated BV-2 cells with $IC_{50}$ values of $9.70{\mu}M$.

Antioxidant Principles of Nelumbo nucifera Stamens

  • Jung, Hyun-Ah;Kim, Jung-Eun;Chung, Hae-Young;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • 제26권4호
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    • pp.279-285
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    • 2003
  • In our ongoing study to identity antioxidants from natural sources, the antioxidant activity of Nelumbo nucifera stamens was evaluated for their potential to scavenge stable 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radicals, inhibit total reactive oxygen species (ROS) generation, in kidney homogenates using 2 ,7 -dichlorodihydrofluorescein diacetate (DCHF-DA), and scavenge authentic peroxynitrites ($ONOO^-$). A methanol (MeOH) extract of the stamens of N. nucifera showed strong antioxidant activity in the $ONOO^-$system, and marginal activity in the DPPH and total ROS systems, so were therefore fractionated with several organic solvents, such as dichloromethane ($CH_2 Cl_2$), ethyl acetate (EtOAc) and n-butanol (n-BuOH). The EtOAc soluble fraction, which exhibited strong antioxidant activity in all the model systems tested, was further purified by repeated silica gel and Sephadex LH-20 column chromatographies. Seven known flavonoids [kaempferol (1), kaempferol 3-Ο-$\beta$-D-glucuronopyranosyl methylester (2), kaempferol 3-Ο-$\beta$-D-glucopyranoside (3), kaempferol 3-Ο-$\beta$-D-galactopyranoside (4), myricetin 3 ,5 -dimethylether 3-Ο-$\beta$-D-glucopyranoside (5), kaempferol 3-Ο-$\alpha$-L-rhamnopyranosyl-(1$\rightarrow$6)-$\beta$-D-glucopyranoside (6) and kaempferol 3-Ο-$\beta$-D-glucuronopyranoside (7)], along with $\beta$-sitosterol glucopyranoside (8), were isolated. Compound 1 possessed good activities in all the model systems tested. Compounds 2 and 7 showed scavenging activities in the DPPH and $ONOO^-$ tests, while compounds 3 and 4 were only active in the $ONOO^-$ test. Conversely, compound 8 showed no activities in any of the model systems tested.

The constituents of taraxacum hallaisanensis roots

  • Yang, Deuk-Suk;Whang, Wan-Kyunn;Kim, Il-Hyuk
    • Archives of Pharmacal Research
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    • 제19권6호
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    • pp.507-513
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    • 1996
  • Three sesquiterpene lactone compounds, two novel(1.betha.,3.betha.-dihydroxy-6.betha.,11.betha.,4.alpha.,5.alpha.,7.alpha.H -eudesm-12, 6-olide-1-O-.betha.-D-glucopyranoside, 1.betha.,3.betha.-dihydroxy-6.betha.,11.betha.,4.alpha.,5.alpha.,7.alpha.H-eudes m-12,6-olide-1-O-.betha.-D-glucopyranoside) and 1.betha.,3.betha.-dihydroxy-6.betha.,11.betha.,4.alpha.,5.alpha., 7.alpha.H-eudesm-12,6-olide were isolated from the aqueous fraction of MeOH extract of the roots from Taraxacum hallaisanensis (Compositae) employing Amberlite XAD-2, ODS-gel, silica gel and Sephadex LH-20 column chromatographics. Another known compound, (-)-epicatechin, was isolated from the aqueous fraction of the MeOH extract. The total MeOH extract also contained phytosterol and a mixture of .betha.-amyrin acetate, .alpha.-amyrin acetate and lupeol acetate. Structures of isolated compounds were elucidated by spectroscopic parameters of IR, Mass, /sup 13/C-NMR, /sup 1/H-NMR, /sup 1/H-/sup 1/H COSY, /sup 13/C-/sup 1/H COSY and HMBC.

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두충나무잎의 생리활성 Flavonoid 분석 (Flavonoid Analysis from the Leaves of Eucommia ulmoides)

  • 박종철;김성환
    • 한국식품영양과학회지
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    • 제24권6호
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    • pp.901-905
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    • 1995
  • 기호음료 및 약용으로 사용되는 두충나무잎의 품질 평가를 위한 HPLC로서 함유된 flavonoid 화합물을 정성, 정량 분석하였다. 즉 두충나무잎의 n-BuOH 분획으로 부터 astragalin, isoquercitrin, quercetin $3-O-{\beta}-D-xylopyranosyl(1-2)-{\beta}-D-glucopyranoside$의 3종 flavonoid 성분들을 분리하였으며, 이들 화합물은 LPLC의 THF-dioxane-MeOH-HOAc-5% $H_3PO_4-H_2O$(145 : 125 : 50 : 20 : 2 : 658) 혼합용매에서 양호한 분리능을 나타내었다. MeOH 엑스와 n-BuOH 분획 중에 astragaline의 함량은 각각 0.09%(w/w), 0.46%(w/w), isoquercitrin은 0.08%(w/w), 0.48(w/w), quercetin $3-O-{\beta}-D-xylopyranosyl(1-2)-{\beta}-D-glucopyranoside$은 0.40%(w/w), 1.22%(w/w) 함유되어있다.

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Isolation of ${\beta}-sitosterol$, Phytol and Zingerone $4-O-{\beta}-D-glucopyranoside$ from Chrysanthemum Boreale Makino

  • Kim, Dong-Hyun;Bang, Myun-Ho;Song, Myoung-Chong;Kim, Soon-Un;Chang, Young-Jin;Baek, Nam-In
    • 한국약용작물학회지
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    • 제13권5호
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    • pp.284-287
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    • 2005
  • The flowers of Chrysanthemum boreale Makino were extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with n-hexane, EtOAc, n-BuOH and $H_2O$. Two compounds from the n-hexane fraction and one glucoside from the n-BuOH fraction were isolated through the repeated silica gel and ODS column chromatographies. From the result of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as ${\beta}-sitosterol$ (1), phytol (2) and zingerone $4-O-{\beta}-D-glucopyranoside$ (3). Compounds 2 and 3 were isolated for the first time from this plant.