• Title/Summary/Keyword: Glycosides

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Bioreactor Operating Strategy in Scultellaria baicalensis G. Plant Cell Culture for the Production of Flavone Glycosides (Flavonoid 배당체 생산을 위한 Scutellaria baicalensis G. 식물 세포 배양에서 생물반응기 운전전략)

  • 최정우;조진만;이정건;이원홍;김익환;박영훈
    • KSBB Journal
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    • v.13 no.3
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    • pp.259-267
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    • 1998
  • Optimal feeding strategies in bioreactor operation of Scutellaria baicalensis G. plant cell culture were investigated to maximize the production of flavone glycosides by using a structured kinetic model which can predict culture growth and flavone glycosides synthesis in a rigorous, quantitative manner. For the production of baicalin and wogonin-7-0-GA, the strategies for glucose feeding into Scutellaria baicalensis G. plant cell culture were proposed based on the model, which are a periodic fed-batch operation with maintenance of cell viability and of specific production rate respectively, and a perfusion operation with maintenance of specific production rate for baicalin and wogonin-7-0-GA. Simulation results showed that the highest volumetric concentration of flavone glycosides was obtained in a periodic fed-batch operation with maintenance of cell viability among all the suggested strategies. In the periodic fed-batch operations, the higher volumetric production of flavone glycosides was achieved compared with that in the perfusion operation. It can be concluded that a periodic fed-batch operation with maintenance of cell viability would be the optimal and practical operating strategy of Scutellaris baicalensis G. plant cell culture for the production of flavone glycosides.

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Studies on the Effect of Panax ginseng on the Interactions of Human Plasma Lipoproteins and Lecithin Dispersions with Dextran Sulfate (인삼(人蔘) Saponin이 혈장(血漿) Lipoproteins 및 Lecithin Dispersion과 Dextran Sulfate의 상호작용(相互作用)에 미치는 영향(影響))

  • Kim, Young-Choong;Jeon, Mee-Hee
    • Korean Journal of Pharmacognosy
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    • v.15 no.4
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    • pp.206-212
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    • 1984
  • The effect of saponin fractions of Panax ginseng root on the interactions of human plasma lipoproteins and lecithin dispersions with dextran sulfate were studied in order to examine the effect of Panax ginseng on the lipid accumulation in the aorta. The total saponin fraction and protopanaxadiol glycosides of Panax ginseng root seemed to slightly enhance the interaction of low density lipoproteins with dextran sulfate in the absence of divalent metal ions. Protopanaxatriol glycosides remarkably inhibited the interaction of low density lipoproteins with dextran sulfate. However, all of these three saponin fractions of Panax ginseng root showed the tendency of inhibition to the interaction of high density lipoproteins with dextran sulfate in the presence of divalent metal ions by the order of protopanxatriol glycosides, protopanaxadiol glycosides and total saponin. Three saponin fractions of Panax ginseng exerted almost same tendency to the interaction of lecithin dispersions with dextran sulfate in the presence of divalent metal ions as the interaction of low density lipoproteins with dextran sulfate absence of divalent metal ions.

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The Effect of Dammarane Glycosides of Panax ginseng on Primary Cultured Chicken Embryonic Muscle Cells (인삼의 dammarane계 glycosides 분획물이 일차 배양한 계배의 근육세포에 미치는 영향)

  • Jung, Young-Kyeong;Park, Mi-Jung;Song, Jin-Ho;Kim, Young-Choong
    • YAKHAK HOEJI
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    • v.33 no.3
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    • pp.161-166
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    • 1989
  • Effects of dammarane glycosides of Panax ginseng on primary cultured chicken embryonic skeletal muscle cells were studied by microscopic observation and determination of the activity of acetylcholinesterase. Muscle cells were prepared from the breast of 12-day-old chicken embryo and cultured with either a medium consisted of 87.5% Dulbecco's Modified Eagle Medium (DMEM), 10% horse serum and 2.5% chicken embryonic extract or a medium consisted of 90% DMEM and 10% horse serum. It was observed that dammarane glycosides of Panax ginseng seemed to show the tendency to stimulate the growth and the differentiation of the muscle cells cultured with a medium consisted of 90% DMEM and 10% horse serum under microscopic observation. The activity of acetylcholinesterase in the muscle cells cultured with a medium consisted of 90% DMEM and 10% horse serum was increased by dammarane glycosides of Panax ginseng.

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A Structured Growth Model of Scutellaria baicalensis G. Plant Cell (Scutellaria baicalensis G. 식물 세포의 구조적 성장 모델)

  • 최정우;조진만;이정건;이원홍;김익환;박영훈
    • KSBB Journal
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    • v.13 no.3
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    • pp.251-258
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    • 1998
  • A structured kinetic model is proposed to describe cell growth and secondary metabolite, flavone glycosides, synthesis in batch suspension culture of Scutellaria baicalensis G. The model has been developed by representing the physiological state of cell described as the activity and viability which can be estimated based on the culture fluorescence. In the model, three type of cells are considered; active-viable, nonactive-viable and dead cells. Viable cell weight could be determined based on the relative fluorescence intensity. The flavone glycosides could be produced by both active-viable and non-active viable cells with a different production rate. And the model includes the cell expansion due to glucose concentration and death phase which accounts for the release of intracellular secondary metabolite into medium. Dependent variables include substrate concentration(glucose), cell mass(dry cell weight and fresh cell weight), product concentration(flavone glycosides), activity and viability. Satisfactory agreement between the model and experimental data is obtained from shake flask culture of Scutellaria baicalensis G. The proposed model can predict the cell growth and flavone glycosides synthesis as well as intermediate materials.

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High-Performance Liquid Chromatographic Quantification of Flavonol Glycosides in Orostachys Species

  • Nugroho, Agung;Kim, Myung-Hoe;Han, Yu-Ran;Choi, Jae-Sue;Park, Hee-Juhn
    • Natural Product Sciences
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    • v.18 no.1
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    • pp.32-38
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    • 2012
  • The herbs of Orostachys japonicus (Crassulaceae) have been used to treat gastric cancer, gastric ulcer or hemorrhage. Flavonoid glycosides, mainly kaempferol (Kp)- and quercetin (Qc) glycosides, have been isolated from O. japonicus; however, no quantitative information on those flavonol glycosides and no peroxynitritescavenging activity of the Orostachys extracts have been reported. In this study, Kp- and Qc glycosides were qualitatively and quantitatively analyzed by high-performance liquid chromatography (HPLC) in eight Orostachys and a Meterostachys species including O. japonicas, O. margaritifolius, O. chongsunensis, O. minuta, O. ramosus, O. malacophylla, O. latiellipticus, O. iwarenge, O. iwarenge for. magnus, and Meterostachys sikokiana distributed or cultivated in Korea. Distinctively, O. margaritifolius contained two flavonol 3,7-di-O-glycosides of Kp 3,7-di-O-glucoside and Kp 3-rhamnosyl-7-glucoside, but O. japonicus had two flavonol 3-O-rutinosides, Kp 3-rutinoside and Qc 3-rutinoside. The three species of O. margaritifolius (24.36 mg/g MeOH extract), O. japonicus (21.28 mg/g), and O. minuta (19.50 mg/g) showed relatively higher flavonoid contents. The flavonol glycosides were analyzed using eight standard compounds (Kp, Qc, Qc 3-O-rhamnoside, Qc 3-O-glucoside, Kp 3- O-rutinoside, Qc 3-O-rutinoside, Kp 3-O-rhamnosyl-7-O-glucoside, Kp 3,7-di-O-glucoside). The present HPLC method was validated to verify the linearity, precision, and accuracy. In addition, the peroxynitrite-scavenging activity was also discussed.

Enzymatic Synthesis of Polyphenol Glycosides by Amylosucrase (재조합 아밀로수크라아제를 이용한 효율적인 폴리페놀 배당체의 합성)

  • Park, Hyun-Su;Choi, Kyoung-Hwa;Park, Young-Don;Park, Cheon-Seok;Cha, Jae-Ho
    • Journal of Life Science
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    • v.21 no.11
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    • pp.1631-1635
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    • 2011
  • The capability of synthesizing polyphenol glycosides was examined using recombinant amylosucrase from the hyperthermophilic bacterium Deinococcus geothermalis. Based on the action mode of amylosucrase, sucrose and twenty-one polyphenols were used as a donor and acceptors respectively. The transglycosylation reaction by amylosucrase produced one or two major polyphenol glycosides depending on the type of polyphenols used. The synthesized polyphenol glycosides were detected by thin-layer chromatography. The structures of the newly synthesized polyphenol glycosides were predicted based on the transglycosylation mechanism of the enzyme. According to the acceptability of the polyphenols, the structural characteristics of polyphenol as an efficient acceptor were evaluated. The results indicate that amylosucrase is an efficient catalyst for the enzymatic synthesis of polyphenol glycosides, which have high potentials in food, cosmetics, and pharmaceutical industries.

Differential Effects of Quercetin and Quercetin Glycosides on Human α7 Nicotinic Acetylcholine Receptor-Mediated Ion Currents

  • Lee, Byung-Hwan;Choi, Sun-Hye;Kim, Hyeon-Joong;Jung, Seok-Won;Hwang, Sung-Hee;Pyo, Mi-Kyung;Rhim, Hyewhon;Kim, Hyoung-Chun;Kim, Ho-Kyoung;Lee, Sang-Mok;Nah, Seung-Yeol
    • Biomolecules & Therapeutics
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    • v.24 no.4
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    • pp.410-417
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    • 2016
  • Quercetin is a flavonoid usually found in fruits and vegetables. Aside from its antioxidative effects, quercetin, like other flavonoids, has a various neuropharmacological actions. Quercetin-3-O-rhamnoside (Rham1), quercetin-3-O-rutinoside (Rutin), and quercetin-3-(2(G)-rhamnosylrutinoside (Rham2) are mono-, di-, and tri-glycosylated forms of quercetin, respectively. In a previous study, we showed that quercetin can enhance ${\alpha}7$ nicotinic acetylcholine receptor (${\alpha}7$ nAChR)-mediated ion currents. However, the role of the carbohydrates attached to quercetin in the regulation of ${\alpha}7$ nAChR channel activity has not been determined. In the present study, we investigated the effects of quercetin glycosides on the acetylcholine induced peak inward current ($I_{ACh}$) in Xenopus oocytes expressing the ${\alpha}7$ nAChR. $I_{ACh}$ was measured with a two-electrode voltage clamp technique. In oocytes injected with ${\alpha}7$ nAChR copy RNA, quercetin enhanced $I_{ACh}$, whereas quercetin glycosides inhibited $I_{ACh}$. Quercetin glycosides mediated an inhibition of $I_{ACh}$, which increased when they were pre-applied and the inhibitory effects were concentration dependent. The order of $I_{ACh}$ inhibition by quercetin glycosides was Rutin${\geq}$Rham1>Rham2. Quercetin glycosides-mediated $I_{ACh}$ enhancement was not affected by ACh concentration and appeared voltage-independent. Furthermore, quercetin-mediated $I_{ACh}$ inhibition can be attenuated when quercetin is co-applied with Rham1 and Rutin, indicating that quercetin glycosides could interfere with quercetin-mediated ${\alpha}7$ nAChR regulation and that the number of carbohydrates in the quercetin glycoside plays a key role in the interruption of quercetin action. These results show that quercetin and quercetin glycosides regulate the ${\alpha}7$ nAChR in a differential manner.

Antiinflammatory Activity of Naturally Occurring Flavone and Flavonol Glycosides

  • Lee, Song-Jin;Son, Kun-Ho;Chang, Hyeun-Wook;Do, Jae-Chul;Jung, Keun-Young;Kang, Sam-Sik;Kim, Hyun-Pyo
    • Archives of Pharmacal Research
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    • v.16 no.1
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    • pp.25-28
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    • 1993
  • Our previous report demonstrated that certain flavonoid aglycones such as apigenin (flavone), quercetin, morin (flavonols), and biochanin A (isoflavone) showed in vivo antiinflammatory activity via topical and oral routes of adminstation. As a continual study, the various flavonoid glycosides have been evaluated in mouse ear edema assay using archidonic acid or croton-oil as a inflammagen. Flavonoids were orally administered (2 mg/mouse) and ear edema inhibition was measured. Significant antiinflammatory activities were found esepcially in flavone and flavonol glycosides (15-29% inhibition) although the flavonoid derivatives tested showed less antiinflammatory activity than hydrocortisone or indomethacin. Chalcone and flavanone derivatives were not significantly active. And in general, flavonol glycosides of kaempferol-type were found to have a higher oral antiinflammatory activity than that of flavonol glycosides of quercetin-type in mice.

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Seasonal variations of triterpene glycosides contents in the leaf of Centella asiatica (L.) Urban (병풀 잎에서 triterpene glycosides의 시기별 함량변화)

  • Kim, Ok-Tae;Kim, Min-Young;Kim, Soo-Joung;Kim, Yu-Jeong;Kim, Kwang-Soo;Ahn, Jun-Cheul;Kim, Si-Wouk;Hwang, Baik
    • Korean Journal of Medicinal Crop Science
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    • v.10 no.5
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    • pp.375-378
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    • 2002
  • The seasonal variation of two triterpene glycosides, madecassoside and asisaticoside, in the aerial parts of Centella asiatica from May through October was investigated. In leaves, the highest level of triterpene glycosides content was about 108.1 mg/g in September. In petiols, the content was as low as 19.02 mg/g. According to the experimental results obtained, we found that Centella asiatica leaf can accumulate the triterpene glycosides and September is the optimal season for the collection.

Current Status of Korean Ginseng Research (한국인삼론(韓國人蔘論))

  • Han, Byung-Hoon
    • Korean Journal of Pharmacognosy
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    • v.3 no.3
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    • pp.151-160
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    • 1972
  • Recent achievements of scientific research on the pharmacologic activities and the chemical problems of dammalene glycosides, which are considered to be effective principles of Korean ginseng, are reviewed and analyzed in view of structure-activity relationship. 1) S. Shibata and his co-workers detected 12 glycoside spots of dammalene series on the two dimensional T.L.C. of total glycoside fraction from Japanese ginseng, and designated them Ginsenoside Rx(x=a, b, c, g, h, etc.) in the order of increasing Rf-value. The aglycones of those glycosides were characterized to be protopanaxadiol for the Ginsenoside $Rx(x=a,\;b_{1},\;b_{2},\;c,\;d,\;e,\;f)$ and protopanaxatriol for the Ginsenoside $Rx(x=g_{1},\;g_{2},\;g_{3},\;h_{1}\;'h_{2})$. Using Korean ginseng as the material for our study, the author and his coworkers isolated a new dammalene glycoside(Panax Saponin C), which comes under the category of protopanaxadiol glycosides based on the classification of S. Shibata et al., and characterized this saponin to be the glycoside of protopanaxatriol series. Furthermore, Panax Saponin C dissociated into $two\;components(C_{1}\;and\;C_{2}-acetate)$ by acetylation, both of which returned to original Panax Saponin C by deacetylation. Based on this result, more than 13 glycoside components of dammalene series will be expected in the Korean ginseng. 2) The structures of protopanaxadiol and protopanaxatriol, the genuine aglycones of dammalene glycosides, are fully established to be structural analogues by S. Shibata and his co-workers, therefore antagonistic and/or analogical activities will be expected for the pharmacologic activities of these glycoside series of structural analogues. K. Takaki and his co-workers found central nervous system (CNS) stimmulant activity from the glycosides of protopanaxatriol series and CNS-depressant activity from the glycosides of protopanaxadiol series. On the other hand, the author and his co-workers found stimmulating activity on the protein synthesis from both the series of dammalene glycosides with delayed and long-lasting characteristics. This delayed and long-lasting characteristics were also observed in the anti-inflammatory activity of glycosides of protopanaxatriol series on their time course tendency. For the convenience's sake of argument, pluralistic pharmacologic activities of dammalene glycosides, which were observed by many workers at various pharmacologic site, may be classified into two main categories; one is pan-cellular activity and the other is organ specific activity to the certain tissue which is a mass of cells differentiated to a certain direction for their special functions in the body. Based on the data of K. Takaki and those of the authors, following assumption will be probable; Pharmacologic activities of both series of glycosides of protopanaxadiol and protopanaxatriol aglycones may be antagonistic on their tissue-specific activities and analogic on their pan-cellular activities. Therefore, the mixture of these two series of glycosides in an appropriate ratio, as the case of total extract of Korean ginseng, will be probably beneficial to the host by increasing the synthesis of some functional proteins, due to the additive action of pan-cellular activity, and with the disappearance of any significant behavioral symptoms due to the antagonism of tissue specific activity. This fact will probably be the main reason why classical trials of pharmacologists failed in re-discovering the efficacy of Korean ginseng with their behavioral test. 3) The author and his co-workers achieved the synthesis of $C^{14}-labelled\;Panax\;Saponin\;A\;on\;C_{25}-C_{27}\;position\;of\;aglycone$ in the interest of tracer studies in vivo. The method will be applicable to other dammalene glycosides regardless of their chemical structure. 4) The author and his co-workers converted chemically betulafolienetriol, a triterpene component of Betula platyphylla, to the protopanaxadiol, one of genuine aglycone of dammalene glycosides.

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