• 제목/요약/키워드: methyl $\alpha$-D-glucopyranoside

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속수자의 멜라닌 생성 억제 물질 (Inhibitors of melanogenesis from Euphorbiae Lathyridis Semen)

  • 정민환;김현식;김호정;강상진;강세훈;김청택
    • 생약학회지
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    • 제31권2호
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    • pp.168-173
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    • 2000
  • Two diterpenes and one new sucrose isovaleryl ester having inhibitory effects on melanogenesis in B16 mouse melanoma were isolated from Euphorbiae Lathyridis Semen which has been used in traditional medicine for cancer, tumors and warts. New sucrose isovaleryl ester was identified as ${\alpha}-D-glucopyranoside$, $3,4,6-tris-O-(3-methyl-l-oxobutyl)-{\beta}-D-fructofuranosyl$, 2,6-bis(3-methylbutanoate) and two diterpenes were identified as ingenol-20-palmitate and 5,10-diacetyl-3-benzoyllathyrol$(Euphorbia\;factor\;L_3)$ from their spectral data.

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Constituents of the Stems and Fruits of Opuntia ficus-indica var. saboten

  • Lee, Eun-Ha;Kim, Hyoung-Ja;Song, Yun-Seon;Jin, Chang-Bae;Lee, Kyung-Tae;Cho, Jung-Sook;Lee, Yong-Sup
    • Archives of Pharmacal Research
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    • 제26권12호
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    • pp.1018-1023
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    • 2003
  • From the stems and fruits of Opuntia ficus-indica var. saboten, eight flavonoids, kaempferol (1), quercetin (2), kaempferol 3-methyl ether (3), quercetin 3-methyl ether (4), narcissin (5), (+)-dihydrokaempferol (aromadendrin, 6), (+)-dihydroquercetin (taxifolin, 7), eriodictyol (8), and two terpenoids, (6S,9S)-3-oxo-$\alpha-ionol-\beta$-D-glucopyranoside (9) and corchoionoside C (10) were isolated and identified by means of chemical and spectroscopic. Among these isolates, compounds 3∼5 and 8∼10 were reported for the first time from the stems and fruits of O. ficusindica var. saboten.

폴리올류를 친수부로 한 비이온성 계면활성제의 용액거동 (Solution Behaviour of Nonionic Surfactants with Polyolic Group as Hydrophilic Portion)

  • 김상춘;김태영;이승렬;노승호;남기대
    • 공업화학
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    • 제5권4호
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    • pp.573-579
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    • 1994
  • 본 연구에 사용된 비이온성 계면활성제는 1-O-oleoyl glycerol, 2-O-oleoyl-myo-inositol 및 methyl 2-O-oleoyl-${\alpha}$-glucopyranoside였다. 이들 3종류의 비이온성 계면환성제에 대한 용액성질과 가용화과정은 상평형에 의하여 관찰하였다. 그 결과 게면활성제/물 2성분계와 3wt.%계면활성제/물/cyclohexane 3성분계는 각각 온도에 의존하는 것으로 나타났다. 계면활성제/물/cyclohexane계에서 3상영역은 $27^{\circ}C{\sim}32^{\circ}C$, $36^{\circ}C{\sim}45^{\circ}C$$38^{\circ}C{\sim}52^{\circ}C$의 온도 범위에서 각각 나타났으며 3상영역의 부근에서 물 및 오일의 가용화가 최대가 되었다. 계면활성제/물계의 온도변화에 따른 상거동을 살펴 본 결과 1-O-oleoyl glycerol은 hexagonal 액정상이, 2-O-oleoyl-myo-inositol 및 methyl 2-O-oleoyl-${\alpha}$-glucopyranoside는 lamella형태의 액정상이 관찰되었다.

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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.

배롱나무의 항산화 활성 성분 (Chemical Constituents from the Stems of Lagerstroemia indica and Their Anti-oxidant Effect)

  • 우경완;심미옥;박종일;김민석;서원세;조현우;권학철;박종철;이강노
    • 생약학회지
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    • 제47권3호
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    • pp.204-210
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    • 2016
  • Phytochemical investigation of the 80% MeOH extract from the stems of Lagerstroemia indica resulted in the isolation of eighteen compounds; four norsesquiterpenes, fourteen phenolic derivatives. Their chemical structures were characterized by spectroscopic methods to be tachioside (1), isotachioside (2), 2,4,6-trimethoxyphenyl ${\beta}$-D-glucopyranoside (3), gallic acid 4-methyl ether (4), protocatechuic acid (5), gallic acid (6), vanillic acid (7), vanillin (8), 2-methoxy-5-hydroxymethyl-phenyl-1-O-(6"-galloyl)-${\beta}$-D-glucopyranoside (9), 2,4,6-trimethoxyphenol-1-O-${\beta}$-D-(6'-O-galloyl)-glucopyranoside (10), 4-hydroxy-3-methoxyphenyl-1-O-(6'-O-galloyl)-${\beta}$-D-glucopyranoside (11), vomifoliol (12), vomifoliol 9-O-${\beta}$-D-glucopyranoside (13), 6R,9R-3-oxo-${\alpha}$-ionol-9-O-${\beta}$-D-glucopyranoside (14), dihydrophaseic acid 4'-O-${\beta}$-D-glucopyranoside (15), ${\beta}$-hydroxypropiovanillone 3-O-${\beta}$-D-glucopyranoside (16), myrciaphenone A (17), and coumaric acid (18). Compounds 1-5 and 7-18 were isolated for the first time from this plant. Compounds 1-18 were investigated for their antioxidant properties using DPPH and ABTS radical scavenging capacity assay, $Fe^{2+}$ chelating, and FRAP assay. It was found that 4, 6, and 11 possessed the highest antioxidant capacities.

Isolation of Phenolics, Nucleosides, Saccharides and an Alkaloid from the root of Aralia cordata

  • Hyun, Sook-Kyung;Jung, Hyun-Ah;Min, Byung-Sun;Jung, Jee-H.;Choi, Jae-Sue
    • Natural Product Sciences
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    • 제16권1호
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    • pp.20-25
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    • 2010
  • Fourteen compounds were isolated from the n-BuOH fraction of the roots of Aralia cordata (syn. = A. continentalis). Through spectroscopic method, the chemical structures were elucidated as: caffeic acid (1), protocatechuic acid (2), thymidine (3), uridine (4), methyl-$\alpha$-D-fructofuranoside (5), a mixture (3 : 1) of $\beta$-D-fructopyranoside and $\beta$-D-fructofuranoside (6), 1-methyl 1,2,3,4-tetrahydro-$\beta$-carboline-3-carboxylic acid (7), methyl-$\beta$-D-fructofuranoside (8), sucrose (9), 5-caffeoylquinic acid (chlorogenic acid) (10), 3-caffeoylquinic acid (neochlorogenic acid) (11), 4-caffeoylquinic acid (cryptochlorogenic acid) (12), 3,5-di-O-caffeoylquinic acid (13), and 1-kestose [$\beta$-D-fructofuranosyl-($2{\rightarrow}1$)-$\beta$-D-fructofuranosyl-($2{\rightarrow}1$)-$\alpha$-D-glucopyranoside] (14). Among them, compounds 5, 7, 8, and 10 - 14 were isolated from this plant for the first time.

펄프 표백시 산소와 이산화염소의 영향 - 수산기 라디칼의 생성과 금속이온의 영향- (The Effect of Oxygen and Chlorine Dioxide during Pulp Bleaching - The Effect of Hydroxyl Radical and Metal Ion -)

  • 윤병호;조병묵;이명구
    • Journal of Forest and Environmental Science
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    • 제13권1호
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    • pp.153-165
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    • 1997
  • 본 논문에서는 케미루민센스와 HPLC를 사용하여 산소 표백시 수산기 라디칼의 생성과 리그닌 및 탄수화물의 분해와의 상호관련성을 밝히기 위하여 간단한 리그닌 모델화합물인 아포사이놀과 탄수화물 모델화합물인 $\alpha$-D-glucopyranose와 methyl-$\beta$-D-glucopyronoside를 사용하여 연구하였다. 또한 수산기 라디칼의 생성과 금속이온과의 연관성을 검토하고 탈리그닌을 촉진함과 동시에 탄수화물의 분해를 억제하는 최적의 금속이온 농도를 조사하였다. 그 결과 금속이온의 존재가 수산기 라디칼의 형성과 탈리그닌화에 효과적인 영향을 주며, $Cu^{2+}$ > $Mn^{2+}$ > $Mg^{2+}$ > $Fe^{2+}$의 순서로 수산기 라디칼이 생성됨을 알 수 있었다. 이러한 금속이온들은 탄수화물도 분해시키는 문제가 있음을 증명하였다. 그러나 $100{\mu}m\;Mg^{2+}$를 첨가하면 수산기 라디칼의 생성이 억제됨을 알 수 있었다. 또한 $Cu^{2+}$은 탄수화물의 안정성에 나쁜 영향을 미쳤으나, $3{\mu}m\;Mn^{2+}$을 첨가하면 놀랍게도 methyl-$\beta$-D-glucopyranoside에 대해 약간의 보호효과를 나타냄을 알 수 있었다. 이산화염소 라디칼 표백 용액 중에서는 이와 반대로 금속과 관계없이 상당한 양의 수산기 라디칼을 생성하지 않으나 이산화염소 자체의 라디칼이 리그닌만을 선택적으로 분해하였다.

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Chemical Constituents of the Leaves of Staphylea bumalda

  • Sohn, Soon-Joo;Kwon, Yong-Soo;Kim, Sung-Soo;Chun, Wan-Joo;Kim, Chang-Min
    • Natural Product Sciences
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    • 제10권4호
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    • pp.173-176
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    • 2004
  • Six compounds were isolated from the BuOH soluble fraction of the leaves of Staphylea bumalda. On the basis of spectral data, they were identified as atragalin (1), $2-methyl-5,\;7-dihydroxy-chromone-7-O-{\beta}-D-glucopyranoside$ (2), isoquercitrin (3), nicotiflorin (4), kaempferol 3-neohesperidoside (5), kaempferol $3-O-[{\alpha}-rhamno-pyranosyl-(1\;{\to}\;4)-rhamnopyranosyl-(1\;{\to}\;6)-{\beta}-D-glucopyranoside]$ (6), respectively.

Cloning and Expression of the Gene Encoding Glucose Permease of the Phosphotransferase System from Brevibacterium flavum in Escherichia coli

  • Kwon, Il;Lee, Kyu-Nam;Lee, Jung-Kee;Pan, Jae-Gu;Oh, Tae-Kwang;Lee, Hyung-Hoan;Yoon, Ki-Hong
    • Journal of Microbiology and Biotechnology
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    • 제5권4호
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    • pp.188-193
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    • 1995
  • A Brevibacterium flavum gene coding for glucose permease of the phosphoenolpyruvate-dependent phosphotransferase system (PTS) was cloned by complementing the Escherichia coli ZSCl13 mutations affecting a ptsG gene with the B. flavum genomic library. From the E. coli clone grown as red colony on a MacConkey plate supplemented with glucose as an additional carbon source, a recombinant plasmid was isolated and named pBFT93. The plasmid pBFT93 was identified as carrying a 3.6-kb fragment of B. flavum chromosomal DNA which enables the E. coli transformant to use glucose or man nose as a sole carbon source in an M9 minimal medium. The non-metabolizable sugar analogues, 2-deoxy-D-glucose (2-DG) and methyl-$\alpha$-D-glucopyranoside (MeGlc) affected the growth of ZSCl13 cells carrying the plasmid pBFT93 on minimal medium supplemented with non-PTS carbohydrate, glycerol, as a sole cabon source, while the analogues did not repress the growth of ZSCl13 cells without pBFT93. It was also found that both $2-deoxy-D-[U-^{14}C]glucose{\;}and{\;}methyl-{\alpha}-D-[U-^{14}C]glucopyranoside$ could be effectively transported into ZSCl13 cells transformed with plasmid pBFT93. Several in vivo complementation studies suggested that the B. flavum DNA in pBFT93 encodes a glucose permease specific for glucose and mannose.

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천속단의 성분(II) (Chemical Constituents of Dipsacus asper (II))

  • 권용수;김관오;이진훈;손순주;원희목;장복심;김창민
    • 생약학회지
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    • 제34권2호통권133호
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    • pp.128-131
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    • 2003
  • Four compounds were isolated from the roots of Dipsacus asper roots, and were identified as methyl 3,5-di-O-caffeoyl quinate, 3,5-di-O-caffeoyl quinic acid, sitosterol $3-O-{\beta}-D-Glucopyranoside$ and hederagenin $3-O-{\alpha}-L-arabinopyranoside$. Among the isolated compounds, methyl 3,5-di-O-caffeoyl quinate and 3,5-di-O-caffeoyl quinate acid have never been reported previously from this plant.