• Title/Summary/Keyword: Octadecyl silica

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Ursolic Acid Isolated from Mume Fructus Inhibits Urease Activity of Helicobacter pylori (오매 추출물에 함유된 Ursolic Acid에 의한 Helicobacter pylori의 Urease 활성억제)

  • Park, Chan-El;Park, Chang-Ho
    • Korean Chemical Engineering Research
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    • v.51 no.5
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    • pp.591-596
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    • 2013
  • Urease activity of Helicobacter pylori was most strongly inhibited by extract of Mume Fructus among ethanol (70%, v/v) extract of 6 herbal materials selected from our previous work, database on traditional herbal materials, and literature data on Korean plant resources. Active compounds in the extract of Mume Fructus were separated by batch extraction, and further purified by chromatography in a silica gel column and an octadecyl silica gel column using solvents of different polarity. By NMR analysis of the last chromatographic fraction we identified ursolic acid as the active compound of urease inhibition. The result suggests that this component in Mume Fructus can possibly be used for the eradication of H. pylori.

Glioblastoma-Specific Anticancer Activity of Pheophorbide a from the Edible Red Seaweed Grateloupia elliptica

  • Cho, MyoungLae;Park, Gab-Man;Kim, Su-Nam;Amna, Touseef;Lee, Seokjoon;Shin, Woon-Seob
    • Journal of Microbiology and Biotechnology
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    • v.24 no.3
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    • pp.346-353
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    • 2014
  • The chlorophyll-related compound pheophorbide a (Pa) was successively purified from an edible red seaweed, Grateloupia elliptica, using silica, octadecyl silica column chromatography and reversed phase-high-performance liquid chromatography, as well as the cell cycle inhibitory and apoptotic effects of Pa being investigated in U87MG glioblastoma cells. The Pa exhibited strong anticancer effects in the absence of direct photo-irradiation against various cancer cell lines, including U87MG, SK-OV-3, and HeLa cells. Among the cancer cells, the strongest anticancer activity of Pa exhibited on U87MG cells with $IC_{50}$ values of 2.8 ${\mu}g/ml$. In addition, Pa specifically had cytostatic activity on glioblastoma cells rather than human umbilical vein endothelial cells. Analysis of the cell cycle distribution showed that Pa induced G0/G1 arrest of U87 MG cells. In addition, arrested cells induced late apoptosis and DNA degradation under dark condition. These results suggest that Pa isolated from G. elliptica is a potential glioblastoma-specific anticancer agent without side effects on normal cells.

Isolation and structural elucidation of the herbicidal active compounds from Ligularia stenocephala M.

  • Lim, Chi-Hwan;Cho, Chong-Woon
    • Korean Journal of Agricultural Science
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    • v.48 no.2
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    • pp.343-351
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    • 2021
  • Screening was conducted using 200 kinds of plant extracts to explore herbicide-activated components of plant origin. We separated and purified active substances and elucidated chemical structures using Ligularia stenocephala M., which has strong activity and has not yet been studied. When the solvent fractions of the leaves of Ligularia stenocephala M. were tested for their herbicidal activity, ethyl acetate and chloroform layer showed an inhibition rate of 95.2% and 94.1%, respectively. In particular, the chloroform layer exerted more than 50% herbicidal activity at 10 ppm. From the chloroform layer with the highest herbicidal activity, we isolated three herbicidal active compounds using stepwise chromatography, specifically silica gel or octadecyl silica (ODS) column chromatography, Sep-pak cartridges, and high performance liquid chromatography (HPLC). Based on the analysis of the active compounds using electron ionization mass spectroscopy (EI-MS), 1H-NMR, and 13C-NMR, we identified the active compounds as euparin, 5,6-dimethoxy-2-isopropenylbenzofuran, and liguhodgsonal. When the herbicidal activity of the identified compounds was tested, euparin showed selective herbicidal activity for lettuce at 10-3 M, and both liguhogsonal and 5,6-dimethoxy-2-isoprophenylbenzofuran exerted selective activity for rice and Echinochloa crus-galli.

Development of Biologically Active Compounds from Edible Plant Sources-XVII. Isolation of Sterols from the Fruits of Cornus kousa Burg (식용식물자원으로부터 활성물질의 탐색-XVII. 산딸나무(Cornus kousa Burg.)의 열매로부터 sterol 화합물의 분리)

  • Lee, Dae-Young;Song, Myoung-Chong;Yoo, Jong-Su;Kim, Sung-Hoon;Chung, In-Sik;Kim, Dae-Keun;Park, Mi-Hyun;Kwon, Byoung-Mog;Kim, Se-Young;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.49 no.1
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    • pp.82-85
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    • 2006
  • The fruits of Cornus kousa Burg. were extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and $H_2O$, successively. From the EtOAc fraction, three sterols were isolated through the repeated silica gel and ODS column chromatographies. According to the results of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as ${\beta}-sitosterol$ (1), $stigmast-4-en-6{\beta}-ol-3-one$ (2) and daucosterol (3). They were the first to be isolated from Cornus kousa Burg.

Isolation and identification of secondary metabolites from the roots of Brassica rapa (순무(Brassica rapa) 뿌리로부터 이차대사산물의 분리 및 동정)

  • Bang, Myun-Ho;Lee, Dae-Young;Han, Min-Woo;Chung, Hae-Gon;Jeong, Tae-Sook;Choi, Myung-Sook;Lee, Kyung-Tae;Baek, Nam-In
    • Journal of Plant Biotechnology
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    • v.36 no.1
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    • pp.64-67
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    • 2009
  • In order to identify secondary metabolites, the root of Brassica rapa was extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and $H_2O$. From the EtOAc and n-BuOH fractions, four secondary metabolites were isolated through the repeated silica gel and octadecyl silica gel (ODS) column chromatographies. From the result of spectroscopic data including NMR and MS, the chemical structures of the compounds were determined as 4-(methoxymethyl)phenol (1), ${\alpha}$-methoxy-2,5-furandimethanol (2), phenyl-${\beta}$-D-glucopyranoside (3), and 2-phenylethyl-${\beta}$-D-glucopyranoside (4). They were isolated for the first time from Brassica rapa.

Isolation and Identification of Lipids from the Roots of Canna generalis (칸나(Canna generalis)의 뿌리로부터 지질화합물의 분리.동정)

  • Bang, Myun-Ho;Song, Myoung-Chong;Lee, Dae-Young;Yang, Hye-Jung;Han, Min-Woo;Baek, Nam-In;Lee, Youn-Hyung
    • Applied Biological Chemistry
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    • v.49 no.4
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    • pp.339-342
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    • 2006
  • Canna generalis was extracted with 80% aqueous MeOH, and the concentrated extract was partitioned with EtOAc, n-BuOH and $H_2O$, successively. from the EtOAc and n-BuOH fractions, four compounds were isolated through the repeated silica gel and ODS column chromatographies. From the results of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as $\beta$-sitosterol(1), linoleic acid methyl ester(2),1-O-oleoyl-2-O-linoleoyl-3-O-$\beta$-D-galactopyranosyl-sn-glycerol(3), and daucosterol(4). They were the first to be isolated from Canna generalis.

Analysis of Cyclic Adenosine Monophosphate (cAMP) Separation via RP-HPLC (reversed-phase high-performance liquid chromatography) by the Moment Method and the van Deemter Equation (역상 크로마토그래피에서 모멘트 방법과 van Deemter 식을 이용한 고리형 아데노신 일인산의 분리특성 연구)

  • Lee, Il Song;Ko, Kwan Young;Kim, In Ho
    • Korean Chemical Engineering Research
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    • v.53 no.6
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    • pp.723-729
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    • 2015
  • The moment analysis of cyclic adenosine monophosphate (cAMP) was performed using chromatograms that were obtained with the pulse input method from an octadecyl silica (ODS) high-performance liquid chromatography (HPLC) column. The general rate (GR) model was employed to calculate the first absolute moment and the second central moment. Three important coefficients for moment analysis, which are molecular diffusivity ($D_m$), external mass transfer coefficient ($k_f$), and intra-particle diffusivity ($D_e$), were estimated by the Wilke-Chang equation, Wilson-Geankoplis equation, and comparing van Deemter equation to theoretical plate number equation, respectively. Experiments were conducted by various conditions of flow rates, methanol volume ratio of the mobile phase, and solute concentration. After the moment analysis, results were organized by van Deemter plots. Also van Deemter coefficients were compared each other to effect $H_{ax}$, $H_f$, and $H_d$ on height equivalent to a theoretical plate (HETP, $H_{total}$). The value of intraparticle diffusion ($H_d$) was the primary factor which makes for HETP whereas external mass transfer ($H_f$) was disregardable factor.

Isolation and quantitative analysis of metabolites from Scrophularia buergeriana and their hepatoprotective effects against HepG2 Cells (현삼 (Scrophularia buergeriana)에서 분리한 화합물의 함량분석 및 간세포 보호 효과)

  • Na, Hyeon Seon;Oh, Seon Min;Shin, Woo Cheol;Bo, Jeon Hwang;Kim, Hyoung-Geun;Yoon, Dahye;Yang, Seung Hwan;Lee, Young-Seob;Kim, Geum-Soog;Baek, Nam-In;Lee, Moon-Soon;Lee, Dae Young
    • Journal of Applied Biological Chemistry
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    • v.62 no.4
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    • pp.399-406
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    • 2019
  • The roots of Scrophularia buergeriana were extracted with 80% aqueous Methanol and the concentrates were partitioned into EtOAc, n-BuOH, and H2O fractions. The repeated silica gel or octadecyl SiO2column, and medium pressure liquid chromatographies for the n-BuOH fraction led to isolation of phenylethanoid glycosides and iridoid glycosides. The chemical structures of these compounds were determined as harpagoside (1), angoroside C (2), aucubin (3) and acetoside (4) based on spectroscopic analyses including nuclear magnetic resonance and MS. A simple and efficient HPLC with UV detection method for the simultaneous determination of the four compounds (1-4) has been developed and applied to their content determination in the S. buergeriana. The roots were extracted by 80% methanol, and the contents of 1, 2, 3, and 4 were determined to 11.5, 7.6, 41.2, and 4.8 mg/g, respectively. Additionally, angoroside C (2) and acetoside (4) exhibited hepatoprotective effect against ethanol-induced hepatotoxicity in HepG2 cell line.

Phenolic Glycosides Isolated from Safflower (Carthamus tinctorius L.) Seeds Increase the Alkaline Phosphatase (ALP) Activity of Human Osteoblast-like Cells

  • Kim, Dong-Hyun;Lee, Jin-Hee;Ahn, Eun-Mi;Lee, Youn-Hyung;Baek, Nam-In;Kim, In-Ho
    • Food Science and Biotechnology
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    • v.15 no.5
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    • pp.781-785
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    • 2006
  • The chemical compositions of the seeds of the safflower (Carthamus tinctorius L.) plant were evaluated to determine possible compound having proliferative effects on human osteoblast cells. Three-[4,5-dimethylthiazole-2-yl]-2,5-diphenyltetrazolium bromide (MTT) test and alkaline phosphatase (ALP) activity were used to assess the effects of the isolates on the human osteoblast-like line (Saos-2). Activity guided fractionation led to the isolation of ALP activating lignin and alkaloid glycosides through the extraction of the seeds, solvent partitioning and repeated silica gel and octadecyl silica (ODS) column chromatographic separations. The data from Nuclear Magnetic Resonance (NMR), Mass (MS), and Infrared (IR) analyses enabled the determination of the chemical structure and characterization of two compounds as a tracheloside and an N-(p-coumaroyl)-serotonin mono-${\beta}$-D-glucopyranoside. These two compounds showed respectively $149.2{\pm}4.2$ and $138.9{\pm}3.5%$ ALP activity compared to the control when evaluated at a concentration of $100\;{\mu}g/mL$.

Isolation and Identification of Triterpenoids from the Mulberry (Morus alba) Root Bark (상백피(Morus alba root bark)로부터 triterpenoid의 분리 및 동정)

  • Jung, Jae-Woo;Park, Ji-Hae;Jung, Ye-Jin;Lee, Chang-Ho;Han, Daeseok;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.57 no.4
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    • pp.295-299
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    • 2014
  • The mulberry (Morus alba L.) root barks were extracted with 80% aqueous methanol at room temperature. The concentrated extract was partitioned as ethyl acetate (EtOAc), n-BuOH, and $H_2O$ fractions. From the EtOAc fraction, five triterpenoids were isolated through the repeated silica gel and octadecyl $SiO_2$ column chromatographies. According to the results of physico-chemical and spectroscopic data including nuclear magnetic resonance, mass spectrometry, and infrared, the chemical structures of the triterpenoids were respectively determined as ${\alpha}$-amyrin (1), ${\alpha}$-acetyl amyrin (2), lupeol (3), betulinic acid (4), and glutinol (5). Compounds 1, 3, and 5 were isolated for the first time from the mulberry root bark.