• Title/Summary/Keyword: ${\alpha}$ -glucoside

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Studies on the Synthesis of ${\alpha}$-Ethyl-4,6-Diiodo-W,3-Dehydro-2,3,4,6-Tetradeoxy-D-Glucoside (${\alpha}$-Athyl-4:6-Diiodo-2:3-Dehydro-2:3:4:6-Tetradeoxy-D-Glucosid 의 合成에 關하여)

  • K. C. Kum
    • Journal of the Korean Chemical Society
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    • v.7 no.2
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    • pp.140-143
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    • 1963
  • ${\alpha}$-Ethyl-4,6-diiodo-2,3-dehydro-2,3,4,6-tetradeoxy-D-glucoside was synthesized from glucose through a modified Fischer et al. method. The yield of reduction process of an intermediate triacetylglucal, was markedly increased by utilizing lyophilization technique for removing the water in the reaction product.

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A Phenolic Glucoside Isolated from Prunus serrulata var. spontanea and its Peroxynitrite Scavenging Activity

  • Jung Hyun Ah;Chung Hae Young;Kang Sam Sik;Hyun Sook Kyung;Kang Hye Sook;Choi Jae Sue
    • Archives of Pharmacal Research
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    • v.28 no.10
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    • pp.1127-1130
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    • 2005
  • A new phenolic glucoside (1), pursargentoside, was isolated from the leaves of Prunus serrulata var. spontanea, along with three other known compounds, orobol 7-O-glucoside (2), $1{\beta}$, $2{\alpha}$, $3{\alpha}$, 24-tetrahydroxy-urs-12-en-28-oic acid (3), and chlorogenic acid (4). The structure of pursargentoside (1) was identified by spectroscopic data analysis including 1D and 2D NMR spectroscopy, as 2-O-${\beta}$-(6'-benzoyl)-glucopyranosyl o-(Z)-coumaric acid. Compounds 1, 2, and 4 exhibited ONOO- scavenging activity, whereas compound 3 was determined to be virtually inactive.

Synthesis of Glycoside by Transglycosylation of Amyloglucosidase from Starch. (전분으로부터 Amyloglucosidase의 당전이반응에 의한 배당체의 합성)

  • 박종이;이희정;이태호
    • Microbiology and Biotechnology Letters
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    • v.26 no.2
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    • pp.187-194
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    • 1998
  • Glycosides were synthesized using transglycosylation reaction of amylase in water system. Starch as a glycosyl donor and benzylalcohol as an acceptor were selected as substrates of transglycosylation reaction. Among tested 9 commercial amylase, amyloglucosidase from Rhizopus sp. had high activity for transglycosylation from starch. The glycoside synthesized in water phase by amyloglucosidase was identified as benzylalcohol-${alpha}$-glucoside (BG) of which one molecule of benzylalcohol was bound to 1-OH of glucose. The transglycosylation reaction by amyloglucosidase were carried out in reaction system containing 50 mg starch, 50 mg benzylalcohol, and 10 units enzyme in pH 5.0 at 45$^{\circ}C$. The synthesized BG was hydrolyzed by ${alpha}$-glucosidase to produce glucose and benzylalcohol.

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Studies on the Constituents of Ulmus parvifolia (참느릅나무의 성분에 관한 연구)

  • Moon, Young-Hee;Rim, Gi-Ryong
    • Korean Journal of Pharmacognosy
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    • v.26 no.1
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    • pp.1-7
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    • 1995
  • The bark of Ulmus parvifolia Jacq. (Ulmaceae) has been used for the treatment of gonorhea, edema, scabies and eczema marginatum. Previous investigations conducted with the heartwood and leaves have demonstrated it to contain sesquiterpenes as well as fat acids from the heartwood and flavonol glycosides from leaves. However, no phytochemical work has been done on the bark parts of this plant. Investigation of the phytochemical constituents in the barks of U. parvifolia has resulted in the isolation of sterols, sterol glucoside and a catechin glycoside, $(+)-catechin\;7-O-{\alpha}-{_L}-rhamnopyranoside$, all of which were isolated for the first time from this plant. Sterols were consisted of the three components, ${\beta}-sitosterol$, stigmasterol and campesterol in a ratio of 92.1:4.1:3.8, and sterol glucoside was identified as ${\beta}-sitosterol\;3-O-{\beta}-{_D}-glucoside$. The structure of the catechin $7-O-{\alpha}-{_L}-rhamnoside$ was established primarily by analysis of $^1H-and$ COSY-45 NMR, HMQC and HMBC and EI mass spectra of the heptaacetate. Especially, HMBC spectrum provides effective way for the determination of the point of attachment of the rhamnosyl group to catechin moiety.

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Synthesis of Glycosides by Transglycosylation of $\alpha$-Amylase from Soluble Starch in Water-Organic Two Phase System (전분을 기질로 한 이상계에서 Amylase의 당전이반응에 의한 배당체의 합성)

  • 박종이;이재동;이태호;장경립
    • Korean Journal of Microbiology
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    • v.35 no.1
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    • pp.1-6
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    • 1999
  • Benzylalcohol-$\alpha$-glucoside (BG) was synthesized from soluble starch by transglycosylation of $\alpha$-amylase. Transglycosylation in water-organic two phase system containing 1% soluble starch as a glycosyl donor, 90% benzylalcohol as a glycosyl acceplor, 10% citrate buffer solulion (0.1 M, pH 5.0), and 10 unit of $\alpha$-amylase (Aspergilllw oryzae) was showed highcst efficiency. About 4 mg BG was obtained from 10 mg starch in reaction for 80 hrs at $40^{\circ}C$. Initially benzylalcohol-$\alpha$-maltoside Q3M) was major product, but as the reaction proceeded, it was hydrolyzed to glucose and BG. Finally the product of transglycosylation by $\alpha$-amylase was only BG. The both products did not show reducing powcr and hydrolyzed by $\alpha$-glucosidase and $\alpha$-amylase, respectively. The molecular wcights of both were estimated to be 270 and 432 by ES1-Mass, respectively.

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Sterols and Steryl glycosides from the Root of Codonopsis pilosula (만삼의 Sterol 및 Steryl glycoside에 관한연구)

  • Lee, Ihn-Rhan;Kim, Young-Hee;Park, Sung-Bae
    • Korean Journal of Pharmacognosy
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    • v.13 no.3
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    • pp.129-131
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    • 1982
  • From the roots of Codonopsis pilosula (Franch.) Nannfeldt (Campanulaceae), ${\alpha}$-spinasterol, mp $165{\sim}7^{\circ}$ and alpha-spinasteryl D-glucoside, mp $283{\sim}5^{\circ}$, were isolated and identified on the basis of chemical and spectral data. Spectral data showed that $\Delta^7-stigmasterol$ and its glucoside were contained as minor components.

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Glucolipid from Phytolacca esculenta

  • Woo, Won-Sick;Kang, Sam-Sik
    • YAKHAK HOEJI
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    • v.18 no.3
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    • pp.203-208
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    • 1974
  • An acylated steryl glucoside preparation has been isolated from Phytolacca esculenta $_{VAN}H_{OUTTE}$. Two componentsof the vsterol moiety are ${\alpha}$-spinasterol and ${\delta}^7$-stigmastenol. Fatty acids are palmitic, stearic and myristic acids, and are located on C-6 of the glucose portion. 6'-Palmityl-${\alpha}$-spinasteryl-${\beta}$-glucoside is the main component.

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Phenolic Constituents from the Flowers of Synurus excelsus (큰수리취 꽃의 페놀성 성분)

  • Lee, Il-Kyun;Yang, Min-Cheol;Lee, Kyu-Ha;Choi, Sang-Un;Lee, Kang-Ro
    • Korean Journal of Pharmacognosy
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    • v.38 no.2 s.149
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    • pp.181-186
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    • 2007
  • Seven phenolic compounds, scopoletin (1), caffeic acid methyl ester (2), apigenin 7-O-${\alpha}$-L-rhamnosyl-(1${\rightarrow}$6)-O-${\alpha}$-D-glucoside (3), isorhamnetin 7-O-${\alpha}$-D-glucoside (4), isorhamnetin 3-O-${\alpha}$-D-glucoside (5), luteolin (6), and quercetin 3-methyl ether (7) were isolated from the methanol extract of the flowers of S. excelsus. Their structures were established by chemical and spectroscopic methods. The isolated compounds were tested for their cytotoxicity against four human cancer cell lines in vitro using a SRB method. The compounds 4 and 7 showed moderate cytotoxicity with ED$_{50}$ values ranging from 1.59 to 13.14${\mu}$g/ml.

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

  • 최상진;권학철;정애경;최상운;김경란;이선미;표석능;이강노
    • YAKHAK HOEJI
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    • v.45 no.6
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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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