• Title/Summary/Keyword: silica-gel column chromatography

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Antioxidant and Cytotoxic Activity of Compounds from the Stem of Juncus effusus (등심초로부터 분리된 화합물의 항산화 활성 및 암세포 성장 억제 효과)

  • Kim, Ye Jin;Park, Chan Ik;Park, Jae Sung;Ahn, Eun Mi
    • Journal of Applied Biological Chemistry
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    • v.57 no.1
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    • pp.47-51
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    • 2014
  • The stems of Juncus effusus were extracted with 70% aqueous ethanol and the concentrated extract was partitioned with ethyl acetate, n-butanol and $H_2O$, successively. Two compounds were isolated from the ethyl acetate fraction through the repeated silica gel and Sephadex LH-20 column chromatographies. According to the results of physico-chemical and spectroscopic data including NMR and IR, the chemical structures of the compounds were determined as dehydroeffusol (1) and effusol (2). Dehydroeffusol and effusol exhibited potent scavenging activity for DPPH and ABTS radicals with the $IC_{50}$ values as $130{\pm}3.21$ and $79{\pm}1.53{\mu}M$ in DPPH assay, and as $39{\pm}3.51$ and $24{\pm}2.73{\mu}M$ in ABTS assay, respectively. The compounds also significantly inhibited the proliferation of human cancer cell lines, AGS and A549.

Antibacterial Activities against Plant Pathogens and Identification of Agrimol B from Agrimonia pilosa LEDEB (식물병원균에 대한 짚신나물 (선학초) 추출물의 항균활성과 Agrimol B의 동정)

  • Chun, Sung-Bong;Yang, Ba-Rom;Choi, Chun-Whan;Kim, Ik-Soo;Park, Kyung-Seok
    • The Korean Journal of Pesticide Science
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    • v.10 no.3
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    • pp.230-236
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    • 2006
  • Eighty-five percent methanol extract of Agrimonia pilosa has antibacterial activity against Pseudomonas syringae pv. lacrymans (bacterial leaf spot pathogen), Ralstonia solanacearum (tomato bacterial wilt pathogen) and Pseudomonas syringae pv. tabaci (Tobacco wild fire pathogen.). The active substance was purified by silica gel column chromatography and HPLC. The molecular weight of the active compound was determined by LC-Mass as 687.2. With NMR analysis, the active substance was identified as Agrimol B.

Isolation and Identification of Triterpenoids and Sterols from the Flowers of Chionanthus retusus Lindl. & Paxton (이팝나무(Chionanthus retusus Lindl. & Paxton) 꽃으로부터 Triterpenoid 및 Sterol 화합물의 분리 및 동정)

  • Jung, Jae-Woo;Seo, Kyeong-Hwa;Oh, Eun-Ji;Lee, Dae-Young;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.58 no.3
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    • pp.237-240
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    • 2015
  • The flowers of Chionanthus retusus Lindl. & Paxton were extracted with 80% aqueous MeOH at room temperature. The concentrated extract was partitioned as EtOAc, n-BuOH, and $H_2O$ fractions. From the EtOAc fraction, two triterpenoids and two sterols were isolated using the repeated silica gel ($SiO_2$) and octadecyl $SiO_2$ (ODS) 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 compounds were respectively determined as ursolic acid (1), corosolic acid (2), ${\beta}$-sitosterol (3), and daucosterol (4). All the compounds were isolated for the first time from the flowers of Chionanthus retusus Lindl. & Paxton.

Isolation of Biologically Active Compounds from the Flower Petals of Carthamus tinctorius L. (홍화(Carthamus tinctorius L.)로부터 활성물질의 분리)

  • Kim, Yung-Hee;Ahn, Eun-Mi;Bang, Myun-Ho;Nam, Ji-Youn;Kwon, Byung-Mok;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.41 no.2
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    • pp.197-200
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    • 1998
  • The MeOH extracts obtained from the flower petals of Carthamus tinctorius were solvent-fractionated with EtOAc, n-BuOH, and $H_2O$, successively. From the n-BuOH extract 2 flavonoid compounds were isolated through the repeated silica gel column chromatographies. From not only the results of physico-chemical data including HMBC but also the adaptation of acid hydrolysis, the chemical structures of the compounds were determined as $3-O-[{\beta}-D-glucopyranosyl(1{\rightarrow}2)\;{\beta}-D-glucopyranosyl]\;kaempferol$ and $3-O-[{\alpha}-L-rhamnopyranosyl(1{\rightarrow}6)\;{\beta}-D-glucopyranosyl]\;kaempferol$. The compounds exhibited $IC_{50}$ values in Grab2-Shc activity to be 43 and $47{\mu}g/ml$, respectively.

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Isolation and Identification of Antioxidative Compounds 3,4-Dihydroxybenzoic acid from Black Onion (흑양파로부터 항산화 활성 물질인 3,4-Dihydroxybenzoic acid의 분리 및 동정)

  • Yang, Ya-Ru;Cho, Jeong-Yong;Park, Yang-Kyun
    • Food Science and Preservation
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    • v.19 no.2
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    • pp.229-234
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    • 2012
  • The antioxidant substance in black onion was identified. The assays that used 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2'-azino-bis(3-ethylbenzthiazo line-6-sulphonic acid) ($ABTS^+$) radicals showed that the ethyl acetate fraction of black onion methanol extract had a higher level of radical-scavenging activity than the other fractions. Two antioxidative compounds were purified and isolated from the ethyl acetate fraction via column chromatographies of silica gel and Sephadex LH-20 using the guided DPPH radical-scavenging assay. The isolated compounds were identified as 3,4-dihydroxybenzoic acid (1) and quercetin (2) based on mass spectrometry and nuclear magnetic resonance. The isolated compounds showed a high level of DPPH and ABTS+ radical-scavenging activity. Compound 2 had a higher level of radical-scavenging activity than 1.

Diels-Alder type adducts from the fruits of Morus alba L. (오디(Morus alba fruit)로 부터 Diels-Alder형 부가체 화합물의 분리 및 동정)

  • Lee, Yeong-Geun;Seo, Kyeong-Hwa;Hong, Eock-Kee;Kim, Dong-Man;Kim, Young-Eon;Baek, Nam-In
    • Journal of Applied Biological Chemistry
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    • v.59 no.2
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    • pp.91-94
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    • 2016
  • The fruits of Morus alba L. were extracted with 80 % aqueous MeOH, and the concentrated extract was partitioned into EtOAc, n-butyl alcohol, and water fractions. The repeated silica gel ($SiO_2$) and octadecyl silica gel column chromatographies for the EtOAc and n-butyl alcohol fractions led to isolation of two phenolic compounds. The chemical structures of the compounds were determined as Diels-Alder type adducts, mulberrofuran E (1) and chalcomoracin (2) based on spectroscopic data analyses including nuclear magnetic resonance, mass spectrometry, and infrared spectrometry. Compounds 1 and 2 were isolated for the first time from the fruits of M. alba L. in this study.

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.

Development of Biologically Active Compounds from Edible Plant Sources-XVII. Chemical Constituents from the Aerial Parts of Artemisia princeps PAMPANINI (Sajuarissuk) (식용식물자원으로부터 활성물질의 탐색-XVII. 싸주아리쑥(Artemisia princeps PAMPANINI, Sajuarissuk) 지상부의 화학성분)

  • Yoo, Jong-Su;Bang, Myun-Ho;Ahn, Eun-Mi;Song, Myoung-Chong;Chung, Hae-Gon;Jeong, Tae-Sook;Lee, Kyung-Tae;Choi, Myung-Sook;Baek, Nam-In
    • Applied Biological Chemistry
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    • v.50 no.1
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    • pp.53-56
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    • 2007
  • The aerial parts of Artemisia princeps PAMPANINI were extracted with 80% aqueous MeOH and the concentrated extract was partitioned with EtOAc, n-BuOH and $H_2$O, successively. From the EtOAc fraction, five compounds were isolated through the repeated silica gel and ODS column chromatog-raphies. They were determined as friedelin (1), ${\beta}$-amyrin (2), ${\beta}$-amyrin acetate (3), camphanediol (4) and hispidulin (5) on the basis of spectral data, respectively.

Isolation of Lipids from the Aerial Parts of Spathiphyllum cannifolium (스파티필름(Spathiphyllum cannifolium) 지상부로부터 지질화합물의 분리)

  • Lee, Dae-Young;Park, Ji-Hae;Yoo, Jong-Su;Song, Myoung-Chong;Baek, Nam-In;Lee, Youn-Hyung
    • Applied Biological Chemistry
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    • v.51 no.1
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    • pp.60-64
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    • 2008
  • The aerial parts of Spathiphyllum cannifolium 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 compounds were isolated through the repeated silica gel, ODS, Sephadex LH-20 column chromatographies. From the results of physico-chemical data including NMR, MS and IR, the chemical structures of the compounds were determined as stigmasterol (1), $(2S)1-O-linolenoyl-2-0-myristoyl-3-0-{\beta}-D-galactopyranosyl-sn-glycerol$ (2) and stigmasterol glucoside (3). They were the first to be isolated from Spathiphyllum cannifolium.

Antioxidant and α-Glucosidase Inhibitory Activities of the Extract from Sparganium stoloniferum Buch.-Ham. Root and Its Constituent Compounds

  • Xu, Ming Lu;Wang, Lan;Hu, Jian He;Wang, Myeong-Hyeon
    • Preventive Nutrition and Food Science
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    • v.14 no.4
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    • pp.354-357
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    • 2009
  • Three compounds, vanillic acid, p-hydroxylcinnamic acid, p-hydroxybenzaldehyde have been isolated from the ethylacetate extract of Sparganium stoloniferum Buch.-Ham roots using silica gel open column chromatography, preparative thin-layer chromatography (pTLC) and reverse phase high performance liquid chromatography. The structures of the compounds were established on the basis of IR, extensive 1D NMR, and MS analyses. The ethylacetate (EtOAc) extract, vanillic acid, and p-hydroxybenzaldehyde showed $\alpha$-glucosidase inhibition activity of 72.71%, 20.13%, and 30.42%, at the concentration of 10 ${\mu}g/mL$, respectively. The EtOAc extract exhibited strong antioxidant activity with an $IC_50$ value of 24.37 ${\mu}g/mL$ against DPPH radical scavenging activity, the vanillic acid, p-hydroxylcinnamic acid, and p-hydroxybenzaldehyde with an $IC_50$ value of 2.10 ${\mu}M$, 1.59 ${\mu}M$, and 2.72 ${\mu}M$ against DPPH, respectively.