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

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Anti-oxidative Activities of Phenolic Compounds from barks of Pinus densiflora Siebold et Zuccarini

  • Kwon, Joo-Hee;Kwon, Yong-Min;Choi, Sun-Eun;Park, Kwan-Hee;Lee, Min-Won
    • Natural Product Sciences
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    • v.16 no.1
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    • pp.10-14
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    • 2010
  • Phytochemical examination of the barks of Pinus densiflora Siebold et Zuccarini has led to the isolation of one phenylpropanoid, one lignan, one flavonoid, one flavan 3-ol and two procyanidins : 4-O-$\beta$-D-glucopyranosyl-p-coumaric acid (1), 2,3-dihydro-2-(4-methoxy)-7-hydroxy-3-hydroxymethyl-5-(3-hydroxy propyl)-benzofuran 3-O-$\alpha$-D-glucopyranoside (2), taxifolin 3'-O-$\beta$-D-glucopyranoside (3), (+)-catechin (4), procyanidin B1 (5) and epicatechin-($4{\beta}$-8)-catechin-($4{\alpha}$-8)-catechin (6). Among them, Compound 4, 5 and 6 showed potent anti-oxidative activities and these anti-oxidative activities were significantly different compared with ascorbic acid as positive control.

Cytotoxic Ergosterol Derivatives from the Mushroom Naematoloma fasciculare

  • Kim, Ki Hyun;Choi, Sang Un;Noh, Hyung Jun;Zee, Okpyo;Lee, Kang Ro
    • Natural Product Sciences
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    • v.20 no.2
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    • pp.76-79
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    • 2014
  • In our ongoing search for structurally interesting and biologically active metabolites from Korean wild mushrooms, bioassay-guided fractionation and a chemical investigation of the MeOH extracts of the fruiting bodies of the mushroom Naematoloma fasciculare resulted in the isolation of three ergosterol derivatives, (22E,24R)-ergosta-7,22-diene-$3{\beta}$,$5{\alpha}$,$6{\beta}$,$9{\alpha}$-tetrol (1), (22E,24R)-$5{\alpha}$,$8{\alpha}$-epidioxyergosta-6,22-diene-$3{\beta}$-ol 3-O-${\beta}$-$\small{D}$-glucopyranoside (2), and (22E,24R)-$5{\alpha}$,$8{\alpha}$-epidioxyergosta-6,9,22-triene-$3{\beta}$-ol 3-O-${\beta}$-$\small{D}$-glucopyranoside (3). The structures of 1 - 3 were determined by comparison of their spectroscopic and physical data with reported values. The isolated steroid derivatives 1 and 3 were reported for the first time from this mushroom. Compounds 1 - 3 were tested for their cytotoxic activities against four human cancer cell lines (A549, SK-OV-3, SK-MEL-2, and HCT-15).

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

  • Bang, Myun-Ho;Lee, Dae-Young;Han, Min-Woo;Chung, Hae-Gon;Jeong, Tae-Sook;Choi, Myung-Sook;Lee, Kyung-Tae;Baek, Nam-In
    • Journal of Plant Biotechnology
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    • v.36 no.1
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    • pp.64-67
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    • 2009
  • In order to identify secondary metabolites, the root of Brassica rapa was extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and $H_2O$. From the EtOAc and n-BuOH fractions, four secondary metabolites were isolated through the repeated silica gel and octadecyl silica gel (ODS) column chromatographies. From the result of spectroscopic data including NMR and MS, the chemical structures of the compounds were determined as 4-(methoxymethyl)phenol (1), ${\alpha}$-methoxy-2,5-furandimethanol (2), phenyl-${\beta}$-D-glucopyranoside (3), and 2-phenylethyl-${\beta}$-D-glucopyranoside (4). They were isolated for the first time from Brassica rapa.

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

  • Jung, Min-Hwan;Kim, Hyun-Sik;Kim, Ho-Jeong;Kang, Sang-Jin;Kang, Se-Hun;Kim, Cheong-Taek
    • Korean Journal of Pharmacognosy
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    • v.31 no.2
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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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The flavone glycosides of Sasa borealis (조릿대잎의 flavone 배당체 성분)

  • Yoon, Ki-Dong;Kim, Chul-Young;Huh, Hoon
    • Korean Journal of Pharmacognosy
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    • v.31 no.2
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    • pp.224-227
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    • 2000
  • As part of study of the constituents of bamboo grasses, the leaves of Sasa borealis (Hackel) Makino (Gramineae) were examined. Friedelin, glutinol, isoorientin and isovitexin have been reported as constituents of bamboo grasses. In this study, tricin and two flavone glycosides, tricin $7-O-{\beta}-D-glucopyranoside$ and luteolin $6-C-{\alpha}-L-arabinopyranoside$ have been isolated from EtOAc extract of S. borealis, by consecutive silica gel, Sephadex LH-20 column chromatography and a repetitive HPLC. The structures of these compounds were determined by IR, $^1H-NMR,\;^{13}C-NMR,\;^{13}C-^1H\;COSY,\;^1H-^1H\;COSY,\;HMBC$ and Mass spectral data.

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Hepatoprotective constituents from Beta vulgaris var. cycla

  • Kim, In-Kyum;Chin, Young-Won;Song, Won-Lim;Yang, Hye-Kyung;Kim, Young-Choong;Kim, Jin-Woong
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.259.1-259.1
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    • 2003
  • In the course of hepatoprotective screening for domestic plants. the aerial parts of B. vulgaris var. cycla exhibited hepatoprotective activity which was determined by using the primary cultures of rat hepatocytes injured by H2O2. Bioactivity-guided separation for this plant gave a new flavonoid (1) and the known compounds (2-4), which structures were elucidated by 1H-NMR, HMQC, 1H-1H COSY and HMBC as compound 1, apigenin 8-C-, 7-O-di-$\beta$-D-glucopyranoside, compound 2, vitexin 2"-O-$\beta$-D-glucopyranoside, compound 3, (+)-dehydrovomifoliol, and compound 4, 3-hydroxy-5$\alpha$, 6$\alpha$-epoxy-$\beta$-ionone.

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

  • Yeom, Seung-Hwan;Kim, Min-Kee;Kim, Hyun-Jung;Shim, Jae-Geul;Lee, Jae-Hee;Lee, Min-Won
    • Korean Journal of Pharmacognosy
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    • v.34 no.4 s.135
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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.

A New Flavonol Glycoside from Tristemma hirtum (Melastomataceae)

  • Kenfack, Joseph Nandjou;Ponou, Beaudelaire Kemvoufo;Kuhlborn, Jonas;Teponno, Remy Bertrand;Nono, Raymond Ngansop;Fouedjou, Romuald Tematio;Opatz, Till;Park, Hee Juhn;Tapondjou, Leon Azefack
    • Natural Product Sciences
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    • v.24 no.3
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    • pp.213-218
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    • 2018
  • Chemical investigation of the plant Tristemma hirtum P. Beauv (Melastomataceae) resulted to the isolation of a new flavonol glycoside named quercetin-7-O-${\alpha}$-D-arabinofuranoside (1), together with nine known compounds including 3'-hexadecanoyl-2'-(9aZ)-tetradecanoyl-glycerol 1'-O-[${\beta}$-D-galactopyranosyl-(1'' ${\rightarrow}$ 6'')-${\alpha}$-D-galactopyranoside] (2), arjunolic acid (3), ${\beta}$-sitosterol-3-O-${\beta}$-D-glucopyranoside (4), terminolic acid (5), quercetin (6), asiatic acid (7), maslinic acid (8), $1{\beta}$-O-galloylpedunculagin (9) and 6-hydroxyapigenin 7-O-${\beta}$-D-glucopyranoside (10) from the methanol extract using normal and reversed phase column chromatography. The structures of these compounds were determined by comprehensive interpretation of their spectral data mainly including 1D- 2D-NMR ($^1H-^1H$ COSY, HSQC, and HMBC) spectroscopic and ESI-TOF-MS mass spectrometric analysis.

Effects of Stilbene Derivatives from Rheum undulatum on $5{\alpha}-Reductase$ Activity ($5{\alpha}-Reductase$ 활성에 미치는 종대황 스틸벤 유도체의 영향)

  • Ko, Sung-Kwon
    • Korean Journal of Pharmacognosy
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    • v.31 no.2
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    • pp.245-248
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    • 2000
  • As a series of the studies on cultivated Korean rhubarb rhizomes (Rheum undulatum), five stilbene derivatives were screened for inhibitory activity against $5{\alpha}-reductase$. Of these, desoxyrhapontigenin, rhapontigenin, and piceatannol exhibited inhibition, whereas, two other stilbene glycosides, rhaponticin and $piceatannol-3'-O-{\beta}-D-glucopyranoside$ did not show the inhibition.

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Comparative Analysis of $\alpha$-glucosidase Activity in Bombyx mori and Antheraea yamamai

  • Kang, Kyung-Don;Kamita, Shizuo George;Suzuki, Koichi;Seong, Su-Il
    • International Journal of Industrial Entomology and Biomaterials
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    • v.21 no.2
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    • pp.163-167
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    • 2010
  • [ $\alpha$ ]Glucosidase (EC 3.2.1.20) is a glycosidase that hydrolyzes disaccharides, oligosaccharides, and polysaccharides resulting in the release of α-D-glucose. In this study, $\alpha$-glucosidase activity in the hemolymph and midgut of the mulberry silkworm Bombyx mori and Japanese oak silkmoth Antheraea yamamai was measured using maltose, sucrose, trehalose, and p-nitrophenyl $\alpha$-D-glucopyranoside as substrates. In general, hemolymph $\alpha$-glucosidase activity was higher in B. mori than in A. yamamai. In contrast, midgut $\alpha$-glucosidase activity was higher in A. yamamai than in B. mori for all of the substrates tested. $\alpha$-Glucosidase activity in the midgut of both B. mori and A. yamamai showed similar responses to changes in pH and temperature for all of the substrates tested. Native (7.5%) PAGE of hemolymph and midgut proteins from B. mori and A. yamamai followed by staining with 4-methylumbelliferyl $\alpha$-D-glucoside (MUG) indicated that the $\alpha$-glucosidases of these related lepidopterans are functionally similar but structurally different. In comparison to $\alpha$-glucosidase activity from A. yamamai, $\alpha$-glucosidase activity from B. mori was generally less sensitive to the $\alpha$-glucosidase inhibitors, 1-deoxynojirimycin (DNJ), acarbose, and voglibose when the activity was determined using maltose, sucrose, and trehalose.