• Title/Summary/Keyword: 6$\beta$

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Synthesis of 6-(Carboxymethylthio) penicillanic Acid Derivatives from 6${\beta}$-Bromopenicillanates (6${\beta}$-Bromopenicillanate로부터 6-(Carboxymethylthio) penicillanic Acid 유도체의 합성)

  • Won-Sik Choi;Young-Haeng Lee;Chai-Ho Lee
    • Journal of the Korean Chemical Society
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    • v.35 no.5
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    • pp.575-579
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    • 1991
  • Reaction of 6${\beta}$-bromopenicillanic acid(4a) with p-nitrobenzylbromide, 3-bromophthalide, chloromethylpivalate and 1-chlorodiethylcarbonate afforded 6${\beta}$-bromopenicillanates(4b~4e). New ${\beta}$-lactam compound, 6-(carboxymethylthio)penicillanic acid(5a) and the other esters(5b~5e) were prepared by nucleophilic substitution reaction of 6${\beta}$-bromopenicillanic acid(4a) and the other esters(4b~4e) with thioglycolic acid.

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Four New Acetylated Ginsenosides from Processed Ginseng(Sun Ginseng)

  • Park, Il-Ho;Han, Sang-Beom;Kim, Jong-Moon;Piao, Longzhu;Kwon, Sung-Won;Kim, Na-Young;Kang, Tak-Lim;Park, Man-Ki;Park, Jeong-Hill
    • Archives of Pharmacal Research
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    • v.25 no.6
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    • pp.837-841
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    • 2002
  • Four new acetylated ginsenosides were isolated from the processed ginseng (SG, sun ginseng). Their structures were determined to be $3{\beta},{\;}12{\beta}-dihydroxydammar-20(22),24-diene-3-O-{\beta}-D-glucopyranosyl(1{\rightarrow}2)-{\beta}-D-6"-O-acetylglucopyranoside;{\;}3{\beta},12{\beta}-dihydroxydammar-20(21),{\;}24-diene-3-O-{\beta}-D-glucopyranosyl(1{\rightarrow}2)-{\beta}-D-6"-O-acetylglucopyranoside;{\;}3{\beta},{\;}6{\alpha},12{\beta}-trihydroxydammar-20(22),24-diene-6-O-{\beta}-D-6'-O-acetylglucopyranoside{\;}and{\;}3{\beta},6{\alpha},12{\beta}-trihydroxydammar-20(21),24-diene-6-O-{\beta}-D-6'-O-acetylglucopyranoside$ based on spectroscopic evidences. The compounds were named ginsenoside $Rs_4,{\;}Rs_5,{\;}RS_6{\;}and{\;}Rs_7$, respectively.pectively.

Butyrylcholinesterase Inhibitory Guaianolides from Amberboa ramosa

  • Khan Sher Bahadar;Haq Azhar-ul;Perveen Shagufta;Afza Nighat;Malik Abdul;Nawaz Sarfraz Ahmad;Shah Muhammad Raza;Choudhary Muhammad lqbal
    • Archives of Pharmacal Research
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    • v.28 no.2
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    • pp.172-176
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    • 2005
  • Phytochemical investigation of the whole plant of Amberboa ramosa led to the isolation of six sesquiterpene lactones which could be identified as $8{\alpha}$-hydroxy-$11{\beta}$-methyl-$1{\alpha}H,\;5{\alpha}H,\;6{\beta}H,\;7{\alpha}H,\;11{\alpha}H-guai-10(14)$, 4(15)-dien-6, 12-olide(2), $3{\beta},\;8{\alpha}-dihydroxy-11{\alpha}-methyl-1{\alpha}H,\;5{\alpha}H,\;6{\beta}H,\;7{\alpha}H,\;11{\beta}H-guai-10(14)$, 4(15)-dien-6, 12-olide (2), $3{\beta},\;4{\alpha},\;8{\alpha}-trihydroxy-4{\beta}(hydroxymethyl)-1{\alpha}H,\;5{\alpha}H,\;6{\beta}H,\;7{\alpha}H-guai-10(14)$, 11(13)-dien-6, 12-olide (3), $3{\beta},\;4{\alpha},\;8{\alpha}-trihydroxy-4{\beta}-(chloromethyl)-1{\alpha}H,\;5{\alpha}H,\;6{\beta}H,\;7{\alpha}H-guai-10(14)$, 11(13)-dien-6, 12-olide(4), $3{\beta},\;4{\alpha},\;dihydroxy-4{\beta}-(hydroxymethyl)-1{\alpha}H,\;5{\alpha}H,\;6{\beta}H,\;7{\alpha}H-guai-10(14)$, 11(13)-dien-6, 12-olide(5), $3{\beta},\;4{\alpha}-dihydroxy-4{\beta}-(chloromethyl)-8{\alpha}-(4-hydroxymethacrylate)-1{\alpha}H,\;5{\alpha}H,\;6{\beta}H,\;7{\alpha}H-guai-10(14)$, 11(13)-dien-6, 12-olide (6) by spectroscopic methods. All of them showed inhibitory potential against butyrylcholinesterase.

Production of $\beta$-1,3/1,6-glucan by Aureobasidium pullulans SM-2001

  • 서형필;김지모;신현동;김태권;장희정;박복련;이진우
    • KSBB Journal
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    • v.17 no.4
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    • pp.376-380
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    • 2002
  • Production of the exopolymer by Aureobasidium pullulans SM-2001, UV induced mutant of A. pullulans ATCC 42023, was investigated. The exopolymer produced by A. pullulans SM-2001 was confirmed to be ${\beta}$-1,3-linked homoglucans containing a few ${\beta}$-1,6-linked single glucosyl branches(${\beta}$-1,3/1,6-glucan) with the nuclear magnetic resonance(NMR) spectrum. The average molecular weight of ${\beta}$-1,3/1,6-glucan produced by A. pullulans SM-2001 was about 2.6 ${\times}$ 10$\^$5/ by the gel permeation chromatographic analysis. Sucrose was known to be better carbon source for the production of ${\beta}$ -1,3/1,6-glucan than other tested carbon sources in this study. Maximal conversion rate of ${\beta}$-1,3/1,6-glucan was about 50% when the carbon source was 0.5%(w/v) sucrose.

Effect of $17{\beta}$-Estradiol and 1,25-Dihydroxyvitamin $D_3$ on Interleukin-6 Production of Periodontal Ligament Cells (($17{\beta}$-Estradiol 및 1,25-Dihydroxyvitamin $D_3$가 치주인대 세포의 Interleukin-6의 생성에 미치는 영향)

  • Kwak, Wall-Ah;Choi, Bong-Kyu;Lee, Hyun-Jung;Yoo, Yun-Jung
    • Journal of Periodontal and Implant Science
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    • v.29 no.3
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    • pp.645-654
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    • 1999
  • Interleukin-6(IL-6) stimulate osteoclast differentiation. $17{\beta}$-estradiol, 1,25-dihydroxyvitamin $D_3$(1,25-$(OH)_2D_3$) and interleukin-$1{\beta}$ inhibit or stimulate osteoclast differentiation by decreasing or increasing the synthesis of interleukin-6(IL-6) from stromal/osteoblastic cells, respectively. Periodontal ligament(PDL) cells reside between the alveolar bone and the cementum and have osteoblastic characteristics. To estimate the effect of $17{\beta}$-estradiol and 1,25$(OH)_2D_3$ on IL-6 production of PDL cells, PDL cells were treated with $17{\beta}$-estradiol or 1,25-$(OH)_2D_3$ in the absence or the presence of IL-$1{\beta}$. The concentration of IL-6 produced form PDL cells was determined by enzym linked immunosorbent assay(ELISA). In unstimulated PDL cells, we detected constitutive production of IL-6 at 1st and 2nd day. IL-$1{\beta}$ increased IL-6 synthesis at 1st day and 2nd day. $17{\beta}$-estradiol had no significant effect on the secretion of this cytokine, either constitutively or after stimulation with IL- $1{\beta}$(0.05 ng/ml). 1,25-$(OH)_2D_3$($10^{-8}M$) decreased not only constitutive IL-6 production but also IL-$1{\beta}$-induced IL-6 production at 2nd day. These results suggest that 1,25-$(OH)_2D_3$ may control IL-$1{\beta}$-induced osteoclast differentiation by decreasing IL-$1{\beta}$-induced IL-6 secretion of PDL cells.

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Four New Compounds From Isodon eriocalyx

  • Wang, Jia;Lin, Zhong-Wen;Shingu, Tetsuro;Sun, Han-Dong
    • Natural Product Sciences
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    • v.4 no.3
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    • pp.143-147
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    • 1998
  • Examination of the chemical constituents of the dried leaves of Isodon eriocalyx (Dunn.) Hara led to the isolation of four new diterpenoids, named maoecrystal Q-T (1-4). Their structures were elucidated as $16(R)-methoxymethyl-6{\beta},\;7{\beta}-dihydroxy-7{\alpha},20-epoxy-ent-kaur-2,3-ethenylene-1$, 15-dione(1), $1{\beta},18-diacetoxy-6{\beta},7{\beta}-dihydroxy-7{\alpha},20-epoxy-ent-kaur-16-en-15-one\;(2),\;6{\beta},\;7{\beta}-dihydroxy-15{\beta}-acetoxy-7{\alpha},20-epoxy-ent-kaur-16-en-1-one$ (3) and $7{\beta}-hydroxy-6{\beta},15{\beta}-diacetoxy-1{\alpha},11{\beta}-acetonide-7{\alpha},20-epoxy-ent-kaur-16-ene$ (4), respectively, on the basis of spectroscopic methods. Meanwhile, five known diterpeonids eriocalyxin B (5), maoecrystal B-D (6-8) and trichokaurin (9) were also obtained.

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The constituents of taraxacum hallaisanensis roots

  • Yang, Deuk-Suk;Whang, Wan-Kyunn;Kim, Il-Hyuk
    • Archives of Pharmacal Research
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    • v.19 no.6
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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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Constituents of Aerial Parts from Erechtites hieracifolia (붉은서나물 지상부의 성분)

  • 이재훈;권학철;최상진;이원빈;방은정
    • YAKHAK HOEJI
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    • v.45 no.4
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    • pp.339-346
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    • 2001
  • A new oxygenated monoterpene (4) was isolated from the methanol extract of the aerial part of Erechtites hieracifolia together with six known components, a dimethylheptane (1), three ionone derivatives (2, 3 and 7) and two phenylpropanoids (5 and 6). Their structures were identified by means of physico-chemical and spectral data to be (2E, 5E)-6-hydroxy-2,6-dimethylhepta-2,4-dienal (1), 3(R)-hydroxy-5,6-epoxy-$\beta$-ionone (2), 3(R)-hydroxy-5,6-epoxy-7-ionol (3), (3E, 6E)-3,7-dimethylocta-3,5-dien-1,2,7-triol(4), 2-hydroxy-4-(2-propenyl)phenyl-$\beta$-D-glucopyranoside (5), 2-methoxy-4-(2-propenyl)phenyl -$\beta$-D-glucopyra-noside (6) and (6R, 9R)-3-oxo-$\beta$-ionol-$\alpha$-D -glucopyranoside (7).

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An in vitro study of immune activity by β-1,3/1,6-glucan isolated from Aureobasidium pullulans (Aureobasidium pullulans으로 부터 분리한 β-1,3/1,6-glucan의 면역활성의 연구)

  • Yoon, Jong Young;Hwang, Kwontack
    • Food Science and Preservation
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    • v.23 no.6
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    • pp.906-912
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    • 2016
  • ${\beta}$-Glucan is a natural compound contained in cell walls of yeast or fungi, and cereal's fiber. It is also known to boost the immune system in human. Aureobasidium is a producer of water-soluble ${\beta}$-1,3/1,6-glucan. In this study, natural killer (NK) cell and macrophage activity were tested to investigate the effects of ${\beta}$-1,3/1,6-glucan isolated from A. pullulans on immune activity. Activation of NK cell was increased about 63-39% by the treatment of $10-200{\mu}g/mL$ ${\beta}$-1,3/1,6-glucan than control. Besides, only $10{\mu}g/mL$ of ${\beta}$-1,3/1,6-glucan was enough to boost activation of NK cell. Phagocytosis of macrophage was increased to 15~21% by the treatment of $10{\sim}200{\mu}g/mL$ of ${\beta}$-1,3/1,6-glucan than zymosan-treatment. In LP-BM5 proliferating inhibition test, relative mRNA level of LP-BM5 virus was decreased in ${\beta}$-1,3/1,6-glucan-treated cell about 36~74% than control. The decline of LP-BM5 mRNA level appeared to depend on the concentration of ${\beta}$-1,3/1,6-glucan. These results suggest that pure ${\beta}$-1,3/1,6-glucan from A. pullulans might be contributing to enhancement of immune activity through the activation of NK cell and phagocytosis of macrophage. Moreover, treatment of the ${\beta}$-1,3/1,6-glucan could increase the resistance to virus infection such as LP-BM5 through the restraining of the multiplication.

Flavonol Glycoside from the Aerial Part of Filipendula Formosa (지리터리풀의 플라보놀배당체)

  • 황완균;함인혜;성환길;이무택
    • YAKHAK HOEJI
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    • v.43 no.1
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    • pp.5-10
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    • 1999
  • As one of the serial studies on the specific and indigenous plants of Mt. Chiri the constituents of aerial part from filipendula formosa (Rosaceae) were investigated. From of the MeOH extract, five flavonol glycosides, kaempferol-3-O-$\beta$-D-galactopyranoside, querecetin-3-O-$\beta$-D-galactopyranoside, quercetin-3-O-$\alpha$-Lrhamopyranosyl (1 6)-$\beta$-D-galactopyranoside, kaempferol-3-O-$\alpha$-L-rhamnopyranosyl (1 6)-$\beta$-D-galactopyranoside and quercetin-7-O-$\beta$-D-glucopyranosy-3-O-$\beta$-D-galactopyranoside were isolated by column chromatographic separation using Amberlite XAD-2 and Sephadex LH-20, and identified physicochemical evidences (IR, FAB-Mass, $^1H,{\;}^{13}C-NMR$).

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