• Title/Summary/Keyword: Active ester

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Antimicrobial activity of Gynura segetum's leaf extracts and its active fractions

  • Seow, Lay-Jing;Beh, Hooi-Kheng;Ibrahim, Pazilah;Sadikun, Amirin;Asmawi, Mohd Zaini
    • CELLMED
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    • v.2 no.2
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    • pp.20.1-20.5
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    • 2012
  • $Gynura$ $segetum$ (Lour.) Merr. ($Compositae$) is a well recognized medicinal plant in Indonesia and Malaysia. It is believed to have an anticoagulant effect and is used in treating snake-bites, inflammations and other skin afflictions. This study was carried out to evaluate the antimicrobial effects of $Gynura$ $segetum$ leaves extracts and its fractions. The chemical compositions of the active extracts were also determined. The antimicrobial activities of different solvent extracts of leaves of $Gynura$ $segetum$ were evaluated using the agar well-diffusion method. The Minimum Inhibitory Concentration (MIC) of the active subfractions was determined by the tube dilution method. Gas Chromatography-mass spectrometry (GC-MS) analysis was carried out to identify the chemical compositions of the active extracts. The ethyl acetate fraction and its subfraction E4 performed potent antimicrobial activities and fifteen known chemical constituents were identified by GCMS analysis as 4-vinylphenol, 1-tetradecene, phenol, 2,4-bis(1,1-dimethylethyl), 1-hexadecene, E-15-heptadecenal, hexadecanoic acid, 1,2-benzenedicarboxylic acid, dibutyl ester, 1-docosene, octadecanoic acid, 1-eicosene, cyclotetracosane, 1,2-benzenedicarboxylic acid, bis(2-ethylhexyl)ester, butanedioic acid, monomethyl ester, niacin and 4-hydroxy-benzoic acid. The results of this study suggested a connection between the antimicrobial activities and the chemical structures. The plant may be used as a potential source for antimicrobial agents.

Studies on Screening and Isolation of Esterase Inhibitors from Soil Microorganisms (II). Isolation of Inhibitors and Associated Lipids from Streptomyces Strain DMC-498 (한국 토양균중 Esterase 저해제 검색 및 분리에 관한 연구(제 2 보) Streptomyces Strain DMC-498 균주의 저해성분 및 관련 지질의 분리)

  • 이승정;김하원;곽진환;심미자;허영근;김성원;최응칠;김병각
    • Journal of Food Hygiene and Safety
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    • v.2 no.4
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    • pp.181-189
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    • 1987
  • To find esterase inhibitors and in the metabolites of Streptomyces strain DMC-498, two active compounds were isolated from the methanol extract of the mycelia of the strain by Silica gel column chromatography and preparatory argentation TLC. These compounds were proved to show competitive inhibition. Compound B was found to consist of linoleic and oleic acids. Fifty percent inhibition concentration ($lC_{50}$) of linoleic acid was $0.045\mu\textrm{g}/ml$, whereas oleic acid exhibited no inhibitory activity. Associated lipids: isostearic acid, isostearic acid methyl ester, oleic acid methyl ester and linoleic acid methyl ester, were isolated from the same extract, showing no inhibition of the esterase. Compound A was found to be a liquid inhibitor with an alicyclic ring and two or more oxygens, its molecular weight being more than 500.

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Development of Biologically Active Compounds from Edible Plant Sources-XX. Isolation of Lipids from the Roots of Brassica campestris ssp rapa (식용식물자원으로부터 활성물질의 탐색-XX. 순무(Brassica campestris ssp rapa)뿌리로부터 지질화합물의 분리)

  • Bang, Myun-Ho;Lee, Dae-Young;Han, Min-Woo;Oh, Young-Jun;Chung, Hae-Gon;Jeong, Tae-Sook;Choi, Myung-Sook;Lee, Kyung-Tae;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.50 no.3
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    • pp.233-237
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    • 2007
  • The roots of Brassica campestris ssp rapa were extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and $H_{2}O$. From the EtOAc and n-BuOH fractions, five compounds were isolated through the repeated silica gel column chromatographies. From the result of spectroscopic data including NMR and MS, the chemical structures of the compounds were determined as palmitic acid methyl ester (1), linolenic acid methyl ester (2), linoleic acid methyl ester (3), ${\beta}-sitosterol$ (4) and daucosterol (5).

Preparation of Water Soluble Polythiophenes Mediated by Highly Active Zinc

  • Kim, Seung-Hoi;Kim, Jong-Gyu
    • Bulletin of the Korean Chemical Society
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    • v.30 no.10
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    • pp.2283-2286
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    • 2009
  • A convenient route for the preparation of water soluble polythiophenes is described. Reactions involving highly active zinc metal show unique properties, viz. tolerance of the ester group and regioselectivity to the thiophene ring. Poly [3-(ethyl-n-alkanoate)thiophene-2,5-diyl]s, poly [3-(n-carboxyalkyl)thiophene-2,5-diyl]s, and poly [3-(potassium- n-alkanoate)thiophene-2,5-diyl]s were easily prepared by utilizing highly active zinc.

Modeling the Catalytic Activity and Kinetics of Lipase(Glycerol-Ester Hydrolase)

  • Demirer, Goksel N.;Duran, Metin;Tanner, Robert D.
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.1 no.1
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    • pp.46-50
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    • 1996
  • In order to design industrial scale reactors and proceises for multi-phase biocatalytic reactions, it is essential to understand the mechanisms by which such systems operate. To il-lustrate how such mechanisms can be modeled, the hydrolysis of the primary ester groups of triglycerides to produce fatty acids and monoglycerides by lipased (glycerol-ester hydrolase) catalysis has been selected as an example of multiphase biocatalysis. Lipase is specific in its behavior such that it can act only on the hydrolyzed (or emulsified) part of the substrate. This follows because the active center of the enzyme is catalytically active only when the substrate contacts it in its hydrolyzed form. In other words, lipase acts only when it can shuttleback and forth between the emulsion phase and the water phase, presumably within an interphase or boundary layer between these two phases. In industrial applications lipase is employed as a fat splitting enzyme to remove fat stains from fabrics, in making cheese, to flavor milk products, and to degrade fats in waste products. Effective use of lipase in these processes requires a fundamental understanding of its kinetic behavior and interactions with substrates under various environmental conditions. Therefore, this study focuses on modeling and simulating the enzymatic activity of the lipase as a step towards the basic understanding of multi-phase biocatalysis processes.

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Isolation an Identification of the Active Compounds from Green Mustard Leaves against Oxidative Stress in Bovine Brain Tissue (청겨자채 추출물의 뇌조직 내 Oxidative Stree 억제활성물질의 동정)

  • 이근종;김미리;심재석;황재관
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.30 no.5
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    • pp.943-948
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    • 2001
  • Green mustard leves were found to effectively prevent lipid peroxidation of bovine-brain tissue by ascor-bate/Fe system, The 50% methanol extracts mustard leaves were separated into four solvent faction using n-hexane,. EtOAc, n-BiOH and water. Then n-BiOH fraction exclusively exhibited the antioxidative activities at concentration above 100 $\mu\textrm{g}$/mL/ The n-BuOH fraction was further isolated to a single compound using TLC analysis and silica gel chromatography. The active antiodidative compounds were identified as sinapic acid methyl ester and ferulic acid methyl ester by $^{1}$H-NMR and $^{13}$ C-NMR, The sinapic acid methyl ester and ferulic acid methyl ester were prepared by methylating of sinapic acid and ferulic acid with diazomethane. The results strongly suggested that sinapic acid and ferulic acid could be emplyed as a potential antioxiative agents for preventing the bovine brain lipid peroxidation. lipid peroxidation.

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Studies on the Chemical Components and Antioxidative Effect of Solanum lyratum Thunb (배풍등의 화학성분 및 항산화 효과에 관한 연구)

  • Shim, Kyung-Hee;Young, Han-Suk;Lee, Tae-Woong;Choi, Jae-Sue
    • Korean Journal of Pharmacognosy
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    • v.26 no.2
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    • pp.130-138
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    • 1995
  • Phytochemical study on the aerial parts of Solanum lyratum (Solanaceae) was carried out. On the basis of phytochemical and spectroscopic evidences, compound I was identified as mixtures of hexadecanoic acid methyl ester, 2,6,10,15-tetramethyl heptadecane, tricosane, tetracosane, pentacosane, docosanoic acid methyl ester, docosane, tricosanoic acid methyl ester, 8-hexyl pentadecane, tetracosanoic acid methyl ester, pentatriacontane, hexatriacontane, eicosane, hexacosane, hentriacontane and stigmasta-5,23-dien $3-{\beta}-ol$, and compound II, III, IV and V were identified as hexacosanoic acid methyl ester, ${\beta}-sitosterol-{\beta}-{_D}-glucoside$, $3-O-{\alpha}-{_L}-rhamnopyranosyl-(1->2)-{\beta}-{_D}-glucuronopyranosyl$ diosgenin and $3-O-{\alpha}-{_L}-rhamnopyranosyl-(1->6)-{\beta}-{_D}-glucopyranosyl$ quercetin (rutin), respectively. Rutin was identified as one of the active principles having antioxidative effect from S. lyratum.

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Peptide Synthesis with Polymer Bound Active Ester. Ⅱ. Synthesis of Pyrazolone Resin and Its Application in Acylation Reaction

  • Jong-Bum Kim;Yoon-Sik Lee
    • Bulletin of the Korean Chemical Society
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    • v.12 no.4
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    • pp.376-379
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    • 1991
  • Pyrazolone group containing resin was tested as an acyl carrier in solid phase peptide synthesis. Several kinds of dipeptide derivatives were prepared by aminolysis reactions of Boc-amino acid-pyrazolone resin active ester with various carboxyl protected amino acid derivatives. It was found that the rates of aminolysis reactions were largely dependent on the bulkiness of the amino acid side chains, the carboxyl protecting groups, and the swelling property of the resin. All the dipeptide derivatives were obtained in high yield in 20-30 minutes, and the pyrazolone resin could be reused repeatedly in peptide synthesis without any change of its reactivity.

Chiral Recognition in Gas chromatographic Resolution of Amino -$^1H\;and^{13}C$ Nuclear magnetic resonance studies of hydrogen bonding in dinmide chiral stationary phases-

  • Park, Man-Ki;Yang, Jeong-Sun;Sohn, Dong-Hwan;Lee, Mi-Young
    • Archives of Pharmacal Research
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    • v.12 no.1
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    • pp.58-61
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    • 1989
  • Studies of selectivity of hydrogen bond formation in chiral solute-solvent systems have been performed by $^1H\;and\;^{13}C$ nuclear magnetic resonance techniques. These data are correlated with the results of gas chromatographic investigations of the same systems. Interactions between the optically active solvent(N-(N-benzoyl-L-amino acid)-anilide) and optically active solute (N-trifluoroacetyl -L-alanyl isopropyl ester) were examined. NMR evidence indicated that hydrogen bonding interaction occurred between two N-H portion and on peptidyl carbonyl portion in stationary phase and solute molecule on three points. The association constants of solvent-solute interaction were calculated and the structure of the diastereomeric association complex between N-(N-benzoyl-L-valyl)-anilide and N-TFA-L-alanyl isopropyl ester was proposed.

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Design and Synthesis of New Amides and Thioamides Derived from 3,4-Ethylenedioxythiophene as Potential Anticonvulsants

  • Kulandasamy, Ravi;Adhikari, Airody Vasudeva;Stables, James P.
    • Bulletin of the Korean Chemical Society
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    • v.31 no.11
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    • pp.3318-3326
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    • 2010
  • Five new series of 3,4-ethylenedioxythiophene derivatives carrying important pharamacophores, viz., amide, ester, ether and active secondary aryl moieties have been designed and synthesized through multistep reactions starting from thiodiglycolic ester and diethyl oxalate. They have been characterized by elemental and spectral data. All the target compounds have been screened for their anticonvulsant activity at three different models viz. maximal electroshock (MES), subcutaneous metrazole (scMET), and 6 Hz screen and evaluated for their neurotoxicity in rotorod model. Compound 6a emerged as lead with no neurotoxicity. All the five series of compounds are safe in the toxicity studies at the maximum dose of 300 mg/kg of body weight. Amongst the tested compounds, the ester pharmacophore with thioamide fragment has showed better activity than the other analogs.