• Title/Summary/Keyword: LC-NMR

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Enterococcus faecium 19-46-4에 의한 Cholic Acid의 생산

  • Chung, Eun-Young;Kim, Myung-Soo;Lee, Chul-Hoon;Kim, Byung-Hong
    • Microbiology and Biotechnology Letters
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    • v.24 no.5
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    • pp.540-545
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    • 1996
  • A facultative anaerobe Enterococcus faecium 19-46-4 was used to study the production of an antimicrobial substance in anaerobic conditions. Major part of the antibiotic activity was found in the culture filtrate of the bacterium. The active compound was extracted by an equal volume of iso-butanol and concentrated in vacuo (at 50$\circ$C) before purification by C-18 liguid column chromatography and HPLC. A chromatographically pure compound was obtained by two passages of HPLC columns, The compound appeared as a pale-yellow powder. The yield was about 2.5 mg 1$^{-1}$ culture filtrate. The compound was named as KIST 194. KIST 194 were identified as cholic acid (3$\alpha$, 7$\alpha$, 12$\alpha$-trihydroxy-5$\beta$-cholan 24-oic acid) based on its physico-chemical properties determined by UV, IR, $^{1}H-NMR, $^{13}$C-NMR, El-MS and LC-MS.

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Cuneifolin, a New Xanthone from Garcinia cuneifolia (Guttiferae)

  • Ee, G.C.L.;Phong, K.H.;Mong, X.H.;Shaari, K.;Sukari, M.A.
    • Natural Product Sciences
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    • v.9 no.3
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    • pp.174-176
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    • 2003
  • Studies on the stem bark extracts of Garcinia cuneifolia have furnished a new xanthone cuneifolin (1) and the triterpene stigmasterol (2). Structures for these compounds were elucidated based on NMR, 2D NMR, MS and GCMS data. Larvicidal activity screening of the crude bark extract using the larvae of Aedes aegypti indicated the larvae to be susceptible to these extracts. $LC_{50}$ values of the bioassays show the extracts to be moderately toxic to the larvae of Aedes aegypti.

Structural Analysis of Black Common Bean (Phaseolus vulgaris L.) Anthocyanins

  • Choung, Myoung-Gun
    • Food Science and Biotechnology
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    • v.14 no.5
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    • pp.672-675
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    • 2005
  • Two anthocyanins were isolated from 1% HCl-20% methanol extracts of KG 97287 black common bean (Phaseolus vulgaris L.) using semipreparative, high-performance liquid chromatography (HPLC). The anthocyanins were identified using a combination of LC/ES-mass spectrometry (MS) and spectroscopic methods of UV-Vis, $^1H-$ and $^{13}C-$ nuclear magnetic resonance (NMR). The chemical structures of these two anthocyanins were elucidated as delphinidin 3-glucoside and petunidin 3-glucoside and their contents in KG 97287 black common bean seed coats were determined to be $2.614{\pm}0.11$ and $0.167{\pm}0.01\;mg/g$, respectively. These contents were lower than reported internationally and we recommend the introduction into Korea of high anthocyanin varieties of black common bean.

High Out-of-Plane Alignment of Liquid Crystalline Methacrylate Copolymer Bearing Photoreactive 4-Styrylpyridine Moiety

  • Kwak, Gi-Seop;Kong, Jong-Yun;Kim, Min-Woo;Hyun, Seok-Hee;Kim, Woo-Sik
    • Macromolecular Research
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    • v.17 no.4
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    • pp.271-275
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    • 2009
  • This paper describes the out-of-plane order of a liquid crystalline(LC) methacrylate copolymer(3) comprised of a methacrylate(1) with a 4-styrylpyridine moiety as the photo-cyclodimerizable group and a benzoate moiety as the mesogenic group in the side chain, and another methacrylate(2) with a 4-(4-methoxyphenyl)benzoate moiety as the mesogenic group. The composition of 1 and 2 units in 3 was estimated to have a molar ratio of 54.2:45.8 by $^{1}H$ NMR spectroscopy. The X-ray diffraction study revealed that the copolymer forms a partial bilayer smectic structure. The copolymer gave rise to a high out-of-plane order parameter of about 0.74 in a wide LC temperature range of $110{\sim}160^{\circ}C$ after linearly polarized, UV light irradiation and subsequent annealing. Moreover, the external reflection IR analysis indicated that excess UV-light irradiation makes the out-of-plane LC structure of the copolymer appear in a higher and wider temperature range.

Isolation and Identification of Phenol Compounds from Acer tegmentosum and their Anti-inflammatory Activity (산겨릅나무로부터 페놀화합물의 분리 및 항염증 활성의 측정)

  • Song, Na-Young;Lee, Kwang Jin;Ma, Jin Yeul
    • Korean Journal of Pharmacognosy
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    • v.45 no.2
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    • pp.93-100
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    • 2014
  • The Acer tegmentosum (3 kg) were extracted with boiled water and the freeze dried extract powder was partitioned with $CH_2Cl_2$, EtOAc, n-BuOH and $H_2O$, successively. From the EtOAc and n-BuOH fraction, six phenolic compounds were isolated through the silica gel, octadecyl silica gel and sephadex LH-20 column chromatography. On the basis of spectroscopic methods, such as $^1H$-NMR and $^{13}C$-NMR, and LC/MS, the chemical structures of the compounds as feniculin (1), avicularin (2), (+)-catechin (3), (-)-epicatechin (4), salidroside (5) and 6'-O-galloylsalidroside (6). In this study, compounds 1 and 2 have been first isolated from the A. tegmentosum. To provide insight into the effects of six compounds isolated from A. tegmentosum on inflammation, we investigated its effect on nitric oxide (NO) production in RAW 264.7 cells using lipopolysaccharide (LPS) stimulation. Compounds 1 and 6 slightly repressed NO production. Also, compounds 3 and 4 inhibited NO secretion with statistical significance. However, compounds 2 and 5 did not show any inhibitory effect on NO production.

Synthesis and pH-Dependent Micellization of a Novel Block Copolymer Containing s- Triazine Linkage

  • Pal Ravindra R.;Lee Doo Sung
    • Macromolecular Research
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    • v.13 no.5
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    • pp.373-384
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    • 2005
  • Novel pH-sensitive moieties containing an s-triazine ring were synthesized with sulfonamide and secondary amino groups. The synthesized pH-sensitive moieties were used for the synthesis of a pH-sensitive amphiphilic ABA triblock copolymer. The pH-sensitive triblock copolymer was composed of diblock copolymers, methoxy poly(ethylene glycol)-poly ($\varepsilon$-caprolactone-co-D,L-lactide) (MPEG-PCLA), and pH-sensitive moiety. These copolymers could be dissolved molecularly in both acidic and basic aqueous media at room temperature due to secondary amino and sulfonamide groups. The synthesized s-triazine rings containing pH-sensitive compounds were characterized by ${^1}H-NMR,\;{^13}C-NMR$, and LC/MSD spectral data. The synthesized diblock and triblock copolymers were also characterized by ${^1}H-NMR$ and GPC analyses. The critical micelle concentrations at various pH conditions were determined by fluorescence technique using pyrene as a probe. Furthermore, the micellization and demicellization study of the triblock copolymer was done with pH-sensitive groups. The sensitivity towards pH change was further established by acid-base titration.

The Inhibitory Effects of Portulaca oleracea L. on HCl-ethanol Induced Gastritis in Rats (염산-에탄올에 의해 유발된 흰쥐 위염에 대한 마치현의 억제 작용)

  • Kim, Chae-Hyun
    • The Korea Journal of Herbology
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    • v.24 no.1
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    • pp.41-47
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    • 2009
  • Objectives : The objective of this study was to examine the effects of P. oleracea into the HCl-ethanol induced gastritis in rats, and to isolate and determine the chemical compounds from P. oleracea. Methods : The rats were orally administered with crude extract or fractions or isolated compounds of P. oleracea 30 mins before the induction of gastric lesion by oral administration of HCl-ethanol. The gastric lesional area was measured using pixel counting software. Then the chemical compounds from P. oleracea was isolated and determined by LC-MS and NMR. Results : The inhibition effect of oral administration of crude extract of P. oleracea at a dose of 500 mg/kg in HCl-ethanol induced gastritis was similar to cimetidine. Then, aqueous fraction at a dose of 240 mg/kg exhibited the effects similar to cimetidine. Then, the aqueous fraction was further separated by MPLC and yielded four sub fractions. Among those sub fractions, agent II at a dose of 40 mg/kg possessed the strongest effect in the HCl-ethanol induced gastritis. The water fraction yielded-Uridine, Adenosine, Guanosine, which were characterized by Mass, 1H-NMR, 13C-NMR. Conclusions : This study suggest that a P. oleracea and its compounds showed potent efficacy on the development of HCl-ethanol induced gastritis. Thus, P. olaracea can be a potential natural resource for the management of gastritis although the mechanism of action involved in the treatment remains to be explored.

Isolation of the Efficacy Constituent for Neuronal Regeneration from Cibotium barometz (구척으로부터 신경재생 효능 성분 분리)

  • 김상태;한용남;손연경;장형석;김수장;신준식
    • YAKHAK HOEJI
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    • v.46 no.6
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    • pp.398-404
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    • 2002
  • A phytochemical study on the root of Cibotium barometz J. Smith led to the isolation of onitin (I), daucosterol (II) and a new compound (III). Compound III was characterized as 2-Ο-(9Z,12Z-octadecadienoyl)-3-Ο-[$\alpha$-D-galactopyranosyl-(1"-6")-Ο-$\beta$-D-galactopyranosyl] glycerol, named shinbarometin by $^1$H-, $^{13}$ C-NMR and LC/MS data. Compound III exerted an induced neuronal regeneration on nogo-A induced neuroblastoma cells.

Isolation of Antimicrobial Substance from the Korean Traditional Leaf Mustard, Brassica juncea Coss.

  • Kang Seong-Koo
    • Plant Resources
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    • v.8 no.2
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    • pp.145-154
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    • 2005
  • The antimicrobial effect of each fraction after fractionation of an ethanol extract of leaf mustard was examined in terms of nucleic acid, chloroform, ethylacetate, and butanol. The ethylacetate fraction, which showed the strongest level of antimicrobial effect among the different ethanol extract fractions of leaf mustard, was isolated and purified using silica gel column chromatography and HPLC, respectively, to obtain a single antimicrobial substance called KLM-1. The antimicrobial effect of this substance was 10 times higher than that of the ethylacetate fraction. A further study is on the way to confirm the structure of the antimicrobial substance KLM-1 through LC/Mass and NMR.

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Synthesis and Characterization of UV-curable Aliphatic Epoxy Acrylate (자외선 경화형 지방족 에폭시 아크릴레이트의 합성 및 특성분석)

  • Kim, Young Chul;Lee, Byung-Hoon
    • Journal of Adhesion and Interface
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    • v.10 no.4
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    • pp.191-198
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    • 2009
  • UV-curable aliphatic epoxy acrylates were prepared by the reaction of glycerol diglycidyl ether (GDE) with 2-carboxyethyl acrylate (2-CEA) or 2-hydroxyethyl acrylate (2-HEA). The structures of the epoxy acrylates were characterized by FT-IR, $^1H$-NMR, and $^{13}C$-NMR and the yield was obtained by prep-LC. The UV- and the thermal-curing behaviors of the product were investigated using photo-DSC and DSC, respectively. The reactivity of 2-CEA was higher than 2-HEA and the yield of the product (GEA-C) which was prepared using 2-CEA was about 83%. The maximum UV-curing time ($T_{max}$) of the GEA-C contained non-reactive components and by-product was about 10 seconds. The GEA-C showed low color difference (${\Delta}E^*$), low viscosity, and good thermal stability - its value was 2.51, 192 cps, and $299^{\circ}C$ (at 5% weight loss), respectively. The activation energies ($E_a$) of thermal-curing reaction calculated from Kissinger and Ozawa-Flynn-Wall method were 91~92 kJ/mol.

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