• Title/Summary/Keyword: ${\beta}$-glucosides

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Protective Effect of Sesaminol Glucosides on Memory Impairment and ${\beta}$, ${\gamma}$-Secretase Activity In Vivo (Sesaminol Glucosides의 기억력 회복능 및 ${\beta}$, ${\gamma}$-Secretase)

  • Lee, Sun-Young;Son, Dong-Ju;Ha, Tae-Youl;Hong, Jin-Tae
    • YAKHAK HOEJI
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    • v.49 no.2
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    • pp.168-173
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    • 2005
  • Alzheimers disease (AD) is the most prevalent form of neurodegenerations associated with aging in the human population. This disease is characterized by the extracellular deposition of beta-amyloid (A ${\beta}$) peptide in cerebral plaques. The A ${\beta}$ peptide is derived from the ${\beta}$-amyloid precursor protein ( ${\beta}$APP). Photolytic processing of ${\beta}$APP by ${\beta}$-secretase(beta-site APP-cleaving enzyme, BASE) and ${\gamma}$-secretase generates the A ${\beta}$ peptide. Several lines of evidence support that A ${\beta}$-induced neuronal cell death is major mechanisms of development of AD. Accordingly, the ${\beta}$-and ${\gamma}$-secretase have been implicated to be excellent targets for the treatment of AD. We previously found that sesaminol glucosides have improving effect on memory functions through anti-oxidative mechanism. In this study, to elucidate possible other mechanism (inhibition of ${\beta}$-and ${\gamma}$-secretase) of sesaminol glucosides, we examined the improving effect of sesaminol glucosides in the scopolamine (1 mg/kg/mouse)-induced memory dysfunction using water maze test in the mice. Sesaminol glucosides (3.75, 7.5 mg/kg/6ml/day p.o., for 3 weeks) reversed the latency time, distance and velocity by scopolamine in dose dependent manner. Next, ${\beta}$-and ${\gamma}$-secretase activities were determined in different regions of brain. Sesaminol glucosides dose-dependently attenuated scopolamine-induced ${\beta}$-secretase activities in cortex and hippocampous and ${\gamma}$-secretase in cortex. This study therefore suggests that sesaminol glucosides may be a useful agent for prevention of the development or progression of AD, and its inhibitory effect on secretase may play a role in the improving action of sesaminol glucosides on memory function.

Enzymatic Synthesis of $\beta$ -Glucosides of Aromatic Alcohols and Monoterpene Alcohols (효소적 방법에 의한 방향족 알코올류 및 Monoterpene Alcohol류의 배당체 합성)

  • ;;;;Suzuki Yukio
    • Journal of the Korean Society of Tobacco Science
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    • v.25 no.1
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    • pp.70-79
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    • 2003
  • $\beta$ -Glucosidase-catalysed synthesis of glucosides with aromatic alcohols and monoterpene alcohols as accepters and cellobiose as a donor in the presence of various commercial $\beta$ -glucosidases were described. $\beta$ -Glucosidases from Aspergillus niger spp,. Trichoderma spp., Penicillium sup. and bitter almond have been shown to catalyze synthesis of $\beta$ -glucosides of benzyl alcohol, 2-hydroxybenzyl alcohol, 4-hydroxybenzyl alcohol, 2-phenylethyl alcohol, geraniol and citronellol in the presence of cellobiose as sugar donor. Among enzyme preparations tested, each $\beta$ -glucosides prepared from Aspergillus niger were isolated in the pure state by Diaion HP-20 and silica gel column chromatography. The products were identified as $\beta$ -glucosyl products of benzyl alcohol, 2-hydroxyhenzyl alcohol, 4-hydroxybenzyl alcohol, 2-phenyl ethyl alcohol, geraniol and citronellol by spectrometry (UV, IR, $^1$H-NMR, $^{13}$ C-NMR) and enzymatic hydrolysis with $\beta$ - glucosidase. Monoterpene alcohols with a sterically hindered hydroxyl group, such as linalool, $\ell$-menthol and $\alpha$-terpineol were not used as acceptors in transglycosylation reaction.

Changes of Isoflavone Distribution in Soybeans Using Almond Powder (아몬드 첨가에 의한 대두의 이소플라본 특성 변화 연구)

  • Yang, Seung-Ok;Chang, Pahn-Shick;Baek, Bong-Kwon;Hong, Sung-Dae;Lee, Jae-Hwan
    • Korean Journal of Food Science and Technology
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    • v.39 no.3
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    • pp.231-236
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    • 2007
  • The isoflavone distributions of soy samples treated with soaking, oven-drying, and almond additions were determined by high performance liquid chromatography (HPLC). Oven-drying was performed to increase the amount of ${\beta}-glucoside$ isoflavones, and almonds were added to convert the ${\beta}-glucosides$ into their corresponding aglycones. Oven-drying at $100^{\circ}C$ for 4 hr significantly increased ${\beta}-glucoside$ levels and decreased $malonyl-{\beta}-glucosides$, while almond additions of 2.5% and 5.0% (w/w) significantly increased aglycone contents (p<0.05) for samples with 12 hr of drying. The rate of increase for genistein from genistin was faster than that of daidzein from daidzin with almond additions. The ${\beta}-glucosidase$ activity in the 5.0% added almond soybean samples was significantly higher than in the samples without added almond (p<0.05). The aglycone content increased from 1.62% in the raw soybeans to 61.55% in the 2.5% added almond soybean samples for 12 hr of incubation. The information from this study could be used to increase the isoflavone aglycone contents of soybeans by using natural products such as almonds, without organic solvent additions or microorganism fermentation.

Phytochemical Studies on Paeoniae Radix (1);Monoterpene Glucosides (작약(芍藥)의 성분연구(成分硏究) (1);Monoterpene glucoside의 분리)

  • Yean, Min-Hye;Lee, Joo-Young;Kim, Ju-Sun;Kang, Sam-Sik
    • Korean Journal of Pharmacognosy
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    • v.39 no.1
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    • pp.19-27
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    • 2008
  • From the polar fractions of 70% EtOH extract of Paeonia lactiflora roots (Paeoniaceae), ten monoterpene glucosides were isolated and identified as lactiflorin (1), benzoylpaeoniflorin (2), mudanpioside C (3), $1-O-{\beta}-D-glucosylpaeonisuffrone$ (4), paeonidanin (5), $1-O-{\beta}-D-glucosyl-8-O-benzoylpaeonisuffrone$ (6), paeoniflorin (7), albiflorin (8), oxypaeoniflorin (9) and mudanpioside E (10) by spectroscopic methods. Among these glucosides, 3-6 and 10 were isolated for the first time from this plant.

Effects of Iridoid Compounds on RNA and Protein Biosyntheses in Sarcoma 180 cells (Iridoid Compounds가 RNA 및 Protein 생합성에 미치는 영향)

  • Huh, S.O.;Kim, J.H.;Chang, I.M.
    • Korean Journal of Pharmacognosy
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    • v.16 no.2
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    • pp.99-104
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    • 1985
  • To investigate a possible biological activity of iridoid glucosides, six compounds, aucubin, catalpol, gardenoside, geniposide, rehmannioside and swertiamarin, were studied in relation with their potential influences in RNA and protein biosyntheses in murine tumor cell, sarcoma 180, in vitro. Protein biosynthesis was slightly inhibited by aucubin, gardenoside and swertiamarin. Degree of inhibition of RNA biosynthesis by those iridoid appeared to be more sensitive than that of protein biosynthesis. When aucubin was pretreated with ${\beta}-glucosidase$ to produce its genin form and the sarcoma 180 cells were exposed to this aucubigenin, the protein and RNA biosyntheses in the cells were profoundly inhibited. The results indicate that a biologically active from of iridoid compounds is the hydrolytic products of glycoside, i.e. genin form. It is also suggested that sarcoma 180 cells used in the experiments appear to lack of ${\beta}-glucosidase$, since the inhibitory actions of iridoid glucosides were so slight that those glucosides were not hydrolysed by the enzyme to their genin forms.

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Growth and $\beta$-Glucosidase Activity of Bifidobacterium

  • CHOI, YUN-JUNG;CHUL-JAI KIM;SO-YOUNG PARK;YOUNG-TAE KO;HOO-KIL JEONG;GEUN-EOG JI
    • Journal of Microbiology and Biotechnology
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    • v.6 no.4
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    • pp.255-259
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    • 1996
  • $\beta$-Glucosidase was known to be involved in the mutagenic activation of $\beta$-glucosides. The level of $\beta$-glucosidase in the feces of adults was 2.7 times higher than that of infants. There was no difference in the percentage of $\beta$-glucosidase positive strains among Bifidobacterium isolates between adults and infants, corresponding to 90 and 92$%$, respectively. However, the strains from adults showed 1.9 times higher enzyme activity than those from infants when grown in Brain Heart Infusion medium. $\beta$-Glucosidase negative strains could not ferment $\beta$-glucosidase substrates, such as cellobiose, salicin, naringin, esculin and arbutin. Presence of $\beta$-glucosidase in Bifidobacterium did not alter the degree of growth in reconstituted skim milk. The $\beta$-glucosidase level was much lower in milk and vegetable medium, although cells grew above $10^8$cfu/ml, than in BHI medium. This study suggests that metabolic activation of the $\beta$-glucosides by Bifidobacterium $\beta$-glucosidase varies significantly depending on types of growth medium.

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Naphthopyrone Glucosides from the Seeds of Cassia tora with Inhibitory Activity on Advanced Glycation End Products (AGEs) Formation

  • Lee, Ga-Young;Jang, Dae-Sik;Lee, Yun-Mi;Kim, Jong-Min;Kim, Jin-Sook
    • Archives of Pharmacal Research
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    • v.29 no.7
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    • pp.587-590
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    • 2006
  • Three naphthopyrone glucosides, cassiaside (1), $rubrofusarin-6-O-{\beta}-D-gentiobioside$ (2), and $toralactone-9-O-{\beta}-D-gentiobioside$ (3), were isolated from the BuOH-soluble extract of the seeds of Cassia tora as active constituents, using an in vitro bioassay based on the inhibition of advanced glycation end products (AGEs) to monitor chromatographic fractionation. The structures of 1-3 were determined by spectroscopic data interpretation, particularly by extensive 1D and 2D NMR studies. All the isolates (1-3) were evaluated for the inhibitory activity on AGEs formation in vitro.

Isoflavone Distribution and ${\beta}$-Glucosidase Activity in Cheonggukjang, a Traditional Korean Whole Soybean-Fermented Food

  • Yang, Seung-Ok;Chang, Pahn-Shick;Lee, Jae-Hwan
    • Food Science and Biotechnology
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    • v.15 no.1
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    • pp.96-101
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    • 2006
  • Isoflavone distribution and ${\beta}$-glucosidase activity in cheonggukjang, a traditional Korean whole soybean-fermented food prepared with or without addition of Bacillus subtilis, were analyzed every 6 hr for 36 hr. Thermal cooking of raw-soaked soybeans significantly increased ${\beta}$-glucoside isoflavone level by 57.1 % and decreased malonyl-${\beta}$-glucosides by 57.6% (p<0.05). Consistent changes of isoflavone profiles in cheonggukjang without B. subtilis addition (COB) and samples with addition of B. subtilis (CWB) were not observed during 36 hr fermentation. ${\beta}$-Glucosides of isoflavones are major forms in both COB and CWB. ${\beta}$-Glucosidase activity in cheonggukjang decreased significantly compared to that of soaked soybeans due to thermal denaturation, while recovery of enzyme activity in COB was observed. Two new unidentified peaks were detected, and their relative peak areas in CWB were significantly larger than those in COB with increasing fermentation period (p<0.05), which indicates both peaks could be associated with fermentation metabolites.

Characterization of Isoflavone Profiles in Soy Cookies Using ${\beta}-Glucosidase-containing$ Almond Powder (아몬드 첨가 콩 과자 제조 중 이소플라본 특성 변화)

  • Yang, Seung-Ok;Chang, Pahn-Shick;Lee, Jae-Hwan
    • Korean Journal of Food Science and Technology
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    • v.38 no.4
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    • pp.461-468
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    • 2006
  • 콩가루 50, 75, 100% 첨가 콩 반죽에 0, 1, 3%의 아몬드 첨가와 0, 20, 40분의 반죽 정치시간을 통해 제조 된 콩 과자 반죽에서 ${\beta}-glucosidase$ 활성을 측정하였고 콩 과자에서의 이소플라본 함량 및 aglycone 이소플라본 변화를 연구하였다. 일반적으로 콩가루 첨가량이 증가 될수록, 아몬드 첨가량이 증가할수록 반죽의 ${\beta}-glucosidase$ 효소 활성도는 높았으며 반죽 정치시간 20분이 0분이나 40분 보다 효소 활성이 유의적으로 높았다. 콩 과자 반죽에 포함된 이소플라본 함량은 예상된 함량 보다 약 15.2-31.5% 가량 적게 검출 되었다. 콩가루의 이소플라본 분포에 비해 콩 과자는 aglycones과 $6@-O-{\beta}-glucosides$는 증가하였고 $6@-O-malonyl-{\beta}-glucosides$는 감소하였다. 콩 과자의 aglycone 함량 증가에는 아몬드 첨가 보다 반죽 정치시간 증가가 더 효율적이었다.

Two New Bibenzyl Glucosides from Dendrobium chrysotoxum

  • Dong, Fa-Wu;Luo, Huai-Rong;Wan, Qin-Li;Xu, Feng-Qing;Fan, Wei-Wei;Wang, Kai-Jin;Li, Ning;Hu, Jiang-Miao
    • Bulletin of the Korean Chemical Society
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    • v.33 no.7
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    • pp.2247-2250
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    • 2012
  • Two new bibenzyl glucosides, 3,3',4',5-tetramethoxybibenzyl-4-O-${\beta}$-D-glucopyranoside (1) and 3,4,4',5-tetramethoxybibenzyl-3'-O-${\beta}$-D-glucopyranoside (2), together with five known ones, chrysotobibenzyl (3), erianin (4), chrysotoxine (5), gigantol (6) and tristin (7) were isolated from the stems of Dendrobium chrysotoxum. The structures of those compounds were elucidated by extensive spectroscopic analysis. Moreover, compounds 1-7 were assessed for inhibitory activity of two enzymes-AChE (acetylcholine esterase) and BChE (butyrylcholine esterase).