• Title/Summary/Keyword: Glycoside

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Development of Biologically Active Compounds from Edible Plant Sources-I. -Isolation of Major Components from the Tuber of Ipomoea batatas Lam.- (식용 식물자원으로부터 활성물질의 탐색-I. -고구마(Ipomoea batatas Lam.) 괴근 주요성분의 분리-)

  • Ahn, Eun-Mi;Bang, Myun-Ho;Kim, Hae-Yeong;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.40 no.6
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    • pp.583-587
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    • 1997
  • The MeOH extracts obtained from the tuber of Ipomoea batatas Lam. were solvent-fractionated with EtOAc, n-BuOH, and $H_2O$, respectively. From EtOAc fraction four different compounds were isolated through the repeated silica gel column chromatographies. From not only the results of NMR and MS data but also the adaptation of hydrolysis, methylation, and acetylation, the chemical structures of compounds were elucidated as resin glycoside, simonin I, ${\beta}-sitosterol$, and two kinds of unsaturated fatty acids.

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Antioxidative Activity of Flavonoids Isolated from Jindalrae Flowers (Rhododendron mucronulatum Turcz.) (진달래꽃으로부터 분리된 플라보노이드 화합물의 항산화성에 관한 연구)

  • Kim, Mi-Ae;Jones, A. Daniel;Chung, Tae-Yung
    • Applied Biological Chemistry
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    • v.39 no.4
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    • pp.320-326
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    • 1996
  • Seven antioxidative flavonoids were isolated from Jindalrae flowers (Rhododendron mnonulatum Turcz.), an edible plant in Korea. These compounds were identified as afzelin, ampelopsin, catechin, myricetin, myricitrin, quercetin and quercitrin on the basis of IR, UV, FAB-MS, $^1H\;NMR,\;and\;^{13}C\;NMR$ data. These compounds were consisted of two flavonols, three flavonol glycosides, a flavane, and a dihydroflavonol. The flavonol glycosides (14.4 g) present in th ethyl ether and ethyl acetate fractions comprised up to 82% of their total flavonoid amount (17.6 g) finally recovered by means of polyamide C-200 column chromatography, preparative TLC, recrystallization, and Sephadex LH-20 column chromatography. The antioxidant activities were measured in an ethanol solution of linoleic acid in the presence of ferric thiocyanate. The antioxidant efficiency increased in the order of afzrlin<$\alpha-tocopherol$

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Lipid Composition of Kidney Bean (Phaseolus vulgaris L.) (강남콩(phaseolus vulgaris L.)의 지방질 성분)

  • Kwon, Yong-Ju;Uhm, Tai-Boong;Song, Geun-Seoup;Kim, Choong-Ki;Lee, Tae-Kyoo;Yang, Hee-Cheon
    • Korean Journal of Food Science and Technology
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    • v.19 no.6
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    • pp.528-532
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    • 1987
  • Lipids of kidney bean were extracted by the mixture of chloroform-methanol-water (1:2:0.8 v/v), fractionated into neutral lipids, glycolipids and phospholipids by silicic acid column chromatography, and the composition of these lipid classes were determined by TLC and GLC. The lipid content of kidney bean was 1.9%, and the lipid was consisted of 48.3% neutral lipids. 7.5% glycolipids and 44.2% phospholipids. Triglyceride was the major component of neutral lipids (64.6%). The major glycolipid and phosphlolipid were esterified steryl glycoside (38.3%) and phosphatidyl choline (32.9%). The major fatty acids of kidney bean lipid were linolenic, linoleic, palmitic and oleic acid. Linolenic acid contents were very high to be 37.1% in total lipid and 50.5% in neutral lipid.

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Studies on the components in pycnial drops of Gymnosporangium haraeanum Sydow (배나무 적성병균의 병자적 성분에 관하여)

  • Lee Sang Young;Kim Chong Jin
    • Korean journal of applied entomology
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    • v.7
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    • pp.61-64
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    • 1969
  • By way of paper chromatography, free sugars in pycnial drops of Gymnosporangium haraeanum Sydow were investigated in regard of their biochemical interrelation with free sugars of Chinese juniper and pear leaf. The free sugar in pycnial drops of Gynnosporangium haraeanum Sydow were identified to only Fructose spot. Free sugars in Chinese juniper leaf were identified to Glucose. Galactose and two unknown spots. Free sugars of another sample in pear leaf were identified to spots of Glucose, Furctose and Galactose. The Arbutin from pear leaf was crystalized and its structure was identified to Glucose and Hydroquinone. The acetone powder of Emulsin was incubated for 1 hour at $40^{\circ}C$ with 0.05 M Arbutin substrate in test tube and purified by general method with the purpose of analysis of its. metabolic products. And the paper chromatographic analysis showed it to be Glucose spot. From the above results, this Fructose in pycinal drops of Gymnosporangium haraeanum Sydow is presumed to be the exchangeable from free sugars in pear leaf or to be the hydrolyzed of $\beta-glycoside$ (Arbutin)-the metabolic isomerization of Glucose into Fructose by pycnia isomerase.

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Influence of Isolation Method on the Composition of Apricot (Prunus armeniaca var. ansu Max.) Flavor (살구의 휘발성 성분 조성에 대한 분리방법의 영향)

  • Kim, Young-Hoi;Kwag, Jai-Jin;Kwon, Young-Ju;Yang, Kwang-Kyu
    • Korean Journal of Food Science and Technology
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    • v.22 no.5
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    • pp.543-548
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    • 1990
  • Volatile components of fresh apricot (Prunus armeniaca var. ansu Max.) were isolated by simultaneous distillation-extraction at two different pH values of 3.1 and 7.0 and by headspace trapping method. The volatiles were analyzed by GC and GC-MS. A total of 80 components were identified in the three aroma concentrates, including 9 naphthalene derivatives that were not previously reported in apricot. Of components identified in native pH (3.1) sample, the major components were aliphatic $C_6$ aldehydes and alcohols, monoterpene alcohols, benzyl alcohol, ${\beta}-phenylethyl$ alcohol and naphthalene derivatives, while those in neutral pH(7.0) sample and headspace volatiles were aliphatic $C_6$ aldehydes and alcohols. Simultaneous distillation-extraction at pH 3.1 was significantly increased the concentration of n-hexanal, trans-2-hexenal, cis-3-hexen-1-ol, linalool oxide, linalool, ${\alpha}-terpineol$, nerol, geraniol, benzyl alcohol, ${\beta}-phenylethyl$ alcohol and naphthalene derivatives. These results demonstrate that above the components are present in glycosidically bound forms in apricot.

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Antioxidative activities on the extractives of Larix kaempferi Carr. Fallen Needles (일본잎갈나무 낙엽의 추출성분 및 항산화활성)

  • Si, Chuan-Ling;Kwon, Dong-Joo;Kim, Jin-Kyu;Hwang, Byung-Ho;Bae, Young-Soo
    • Journal of Forest and Environmental Science
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    • v.21 no.1
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    • pp.24-33
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    • 2005
  • Fallen needles (8.5kg) of Larix kaempferi were separately collected, extracted with 95% EtOH. EtOH extract was evaporated under reduced pressure, concentrated then successively fractionated with a series of hexane, methylene chloride, ethylacetate and water on a separatory funnel. Then, each fraction was freeze dried. A portion of ethylacetate and water soluble powder were packed on a column chromatography (Sephadex LH-20) eluting with aqueous MeOH and EtOH-hexane mixture. Spectrometric analyses such as NMR and FAB-MS including TLC were performed to characterize the structures of isolated compounds. 5 compounds were isolated from the fallen needles of Larix kaempferi. The antioxidative activities of each fraction and isolated compounds were done by DPPH radical scavenging test.

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Phenolic compounds from the leaves of eggplant (Solanum melongena L.) (가지(Solanum melongena L.) 잎으로부터 페놀 화합물의 분리 및 동정)

  • Baek, Dong-Ryeol;Lee, Min-Jee;Baek, Nam-In;Seo, Kyeong-Hwa;Lee, Youn-Hyung
    • Journal of Applied Biological Chemistry
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    • v.59 no.2
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    • pp.103-106
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    • 2016
  • The leaves of eggplant (Solanum melongena L.) were extracted with 80 % aqueous MeOH, and the concentrated extract was partitioned with n-hexane, EtOAc, n-BuOH, and water fractions. From the n-BuOH fraction, five compounds were isolated through the repeated silica gel, octadecyl silica gel, and Sephadex LH-20 column chromatographies. On the basis of physic-chemical and spectroscopic data including mass spectrometry, infrared spectroscopy, and nuclear magnetic resonance, they were identified to be caffeic acid (1), chlorogenic acid (2), cryptochlorogenic acid (3), panasenoside (4), and (6R,7E,9R)-4,7-megastigmadien-3-one-9-${\beta}$-${\small{D}}$-glucopyranoside (5). Compounds 3 and 4 were isolated for the first time from the leaves of S. melongena L. in this study.

Purification and Physicochemical Properties of Superoxide Anion Radical Scavenger from Capsella bursa-pastoris (냉이(Capsella bursa-pastoris)로부터 Superoxide Anion Radical 소거물질의 정제 및 이화학적 성질)

  • Kwak, Jae-Hyock;Kweon, Mee-Hyang;Ra, Kyung-Soo;Sung, Ha-Chin;Yang, Han-Chul
    • Korean Journal of Food Science and Technology
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    • v.28 no.1
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    • pp.184-189
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    • 1996
  • A scavenger of superoxide anion radical which causes oxygen toxicity was isolated from Capsella bursa-pastoris, and its physicochemical properties were investigated. The scavenger was isolated and purified by solvent fractionation and liquid column chromatographies (Amberlite XAD-2, Sephadex LH-20, Bio gel P-2, ODS (silica gel with 100% octadecyl silanization)). An active compound of 0.25 g was finally isolated by Fast Protein Liquid chromatography (FPLC) from 100 g ethanol extract of Capsella bursa-pastoris. A 50% decrease of superoxide anion radical was obtained with the scavenger compound of 0.58 g. The compound was assumed to be a phenolic glycoside from its physicochemical properties.

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Highly Selective Production of Compound K from Ginsenoside Rd by Hydrolyzing Glucose at C-3 Glycoside Using β-Glucosidase of Bifidobacterium breve ATCC 15700

  • Zhang, Ru;Huang, Xue-Mei;Yan, Hui-Juan;Liu, Xin-Yi;Zhou, Qi;Luo, Zhi-Yong;Tan, Xiao-Ning;Zhang, Bian-Ling
    • Journal of Microbiology and Biotechnology
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    • v.29 no.3
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    • pp.410-418
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    • 2019
  • To investigate a novel ${\beta}$-glucosidase from Bifidobacterium breve ATCC 15700 (BbBgl) to produce compound K (CK) via ginsenoside $F_2$ by highly selective and efficient hydrolysis of the C-3 glycoside from ginsenoside Rd, the BbBgl gene was cloned and expressed in E. coli BL21. The recombinant BbBgl was purified by Ni-NTA magnetic beads to obtain an enzyme with specific activity of 37 U/mg protein using pNP-Glc as substrate. The enzyme activity was optimized at pH 5.0, $35^{\circ}C$, 2 or 6 U/ml, and its activity was enhanced by $Mn^{2+}$ significantly. Under the optimal conditions, the half-life of the BbBgl is 180 h, much longer than the characterized ${\beta}$-glycosidases, and the $K_m$ and $V_{max}$ values are 2.7 mM and $39.8{\mu}mol/mg/min$ for ginsenoside Rd. Moreover, the enzyme exhibits strong tolerance against high substrate concentration (up to 40 g/l ginsenoside Rd) with a molar biotransformation rate of 96% within 12 h. The good enzymatic properties and gram-scale conversion capacity of BbBgl provide an attractive method for large-scale production of rare ginsenoside CK using a single enzyme or a combination of enzymes.

A New Extremely Halophilic, Calcium-Independent and Surfactant-Resistant Alpha-Amylase from Alkalibacterium sp. SL3

  • Wang, Guozeng;Luo, Meng;Lin, Juan;Lin, Yun;Yan, Renxiang;Streit, Wolfgang R.;Ye, Xiuyun
    • Journal of Microbiology and Biotechnology
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    • v.29 no.5
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    • pp.765-775
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    • 2019
  • A new ${\alpha}$-amylase-encoding gene (amySL3) of glycoside hydrolase (GH) family 13 was identified in soda lake isolate Alkalibacterium sp. SL3. The deduced AmySL3 shares high identities (82-98%) with putative ${\alpha}$-amylases from the genus Alkalibacterium, but has low identities (<53%) with functionally characterized counterparts. amySL3 was successfully expressed in Escherichia coli, and the recombinant enzyme (rAmySL3) was purified to electrophoretic homogeneity. The optimal temperature and pH of the activity of the purified rAmySL3 were determined to be $45^{\circ}C$ and pH 7.5, respectively. rAmySL3 was found to be extremely halophilic, showing maximal enzyme activity at a nearly saturated concentration of NaCl. Its thermostability was greatly enhanced in the presence of 4 M NaCl, and it was highly stable in 5 M NaCl. Moreover, the enzyme did not require calcium ions for activity, and was strongly resistant to a range of surfactants and hydrophobic organic solvents. The major hydrolysis products of rAmySL3 from soluble starch were maltobiose and maltotriose. The high ratio of acidic amino acids and highly negative electrostatic potential surface might account for the halophilic nature of AmySL3. The extremely halophilic, calcium-independent, and surfactant-resistant properties make AmySL3 a promising candidate enzyme for both basic research and industrial applications.