• Title/Summary/Keyword: $^{13}C-NMR$ Analysis

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Rubiginone $B_2$, Isotetracenone Antibiotics which Reverses Multidrug-Resistance in KB Tumor Cells (KB 암세포에 효과있는 Streptomyces plicotosporus가 생산하는 항암증강물질 Rubiginone $B_2$ 에 관한 연구)

  • ;;Seto Haruo
    • Microbiology and Biotechnology Letters
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    • v.22 no.5
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    • pp.491-494
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    • 1994
  • Antibiotic HS-2 was purified from the culture broth of Streptomyces plicatosporus which was isolated from soil, by solvent extraction, silica gel column chromatography and gel filtration. Through the analysis of UV, $^{1}$H-NMR, $^{13}$C-NMR spectrum, HS-2 was identified as rubiginone B$_{2}$. It was confirmed that HS-2 enhanced the cytotoxicity of colchicine against multidrug-resistant tumor cells.

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Separation and Identification of Antimicrobial Substances from Prunus mume extract (매실추출물로부터 항균물질의 분리 및 구조동정)

  • Park, Woo-Po;Lee, Seung-Cheol;Kim, Sung-Yong;Choi, Sung-Gil;Heo, Ho-Jin;Cho, Sung-Hwan
    • Food Science and Preservation
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    • v.15 no.6
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    • pp.878-883
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    • 2008
  • Prunus mume was extracted using various solvents including ethyl ether, ethyl acetate and n-butanol. The extracts were fractionated by column chromatography. Antimicrobial compounds (A, B and C) in fractions showing antimicrobial activity were purified by Sephadex LH 20 column chromatography, and identified by $^{1}H$- and $^{13}C$-NMR analysis as isoeugenol, nomilin and $\beta$-sitosterol, respectively.

A pentacyclic triterpenoid possessing analgesic and anti-inflammatory activities from the fruits of Dregea volubilis

  • Biswas, M.;Biswas, K.;Ghosh, A.K.;Haldar, P.K.
    • Advances in Traditional Medicine
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    • v.9 no.4
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    • pp.315-319
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    • 2009
  • In present study evaluate the analgesic and anti-inflammatory activity of the compound obtained from the petroleum ether (40 - 60$^{\circ}C$) extract of the fruits from Dregea volubilis in Swiss albino mice and in Wister albino rats respectively. Dried and crushed fruits of Dregea volubilis were extracted by petroleum ether (40 - 60$^{\circ}C$), the proper solvent system was developed by TLC and subjected to column chromatography for obtaining the pure compound/s. IR, MASS, NMR (PMR, C13 NMR and DEPT) spectroscopic analysis were done to elucidate the structure of the compound/s. The petroleum ether (40 - 60$^{\circ}C$) extract of the fruits of Dregea volubilis led to isolation of a pentacyclic triterpenoid designated as taraxerone and characterized as D- friedoolean- 14- en, 3 one. Taraxerone had been screened for analgesic activity in Swiss albino mice and anti-inflammatory activity in Wister albino rats at the dose of 5 mg/kg body weight orally and exhibit significant analgesic and anti-inflammatory properties.

Structural Characterization of a Flavonoid Compound Scavenging Superoxide Anion Radical Isolated from Capsella bursa-pastoris

  • Kweon, Mee-Hyang;Kwak, Jae-Hyock;Ra, Kyung-Soo;Sung, Ha-Chin;Yang, Han-Chul
    • BMB Reports
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    • v.29 no.5
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    • pp.423-428
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    • 1996
  • A superoxide anion radical scavenger isolated from Capsella bursa-pastoris was characterized by infrared (IR) spectroscopy, sugar analysis, ultraviolet (UV) spectroscopy, $^{1}H$ and $^{13}C$ nuclear magnetic resonance (NMR) spectroscopies, and fast atom bombardment (FAB) mass analysis. The compound was assumed to be a flavonoid-O-glycoside from IR spectrum and UV absorption maxima. When the sugar composition of the compound was examined by thin layer chromatography (TLC) and gas chromatography (GC) of the acid hydrolysate, only glucose was detected. According to the results of UV spectrotroscopy by using shift reagents, the compound was supposed to be luteolin (5,7,3',4'-tetrahydroxy flavone) or chrysoeriol (5,7,4'-trihydroxy-3'-methoxy flavone) with glucose. Based on $^{1}H$- and $^{13}C-NMR$ spectroscopies, the compound was deduced as 7,4'-dihydroxy-5,3'-dimethoxy-${\alpha}$-6-c-glucosyl-${\beta}$-2"-o-glucosyl flavone. In FAB mass analysis the compound was finally characterized as 7,4'-dihydroxy-5,3'-dimethoxy-${\alpha}$-6-c-glucosyl-${\beta}$-2"-o-glucosyl flavone ($C_{29}H_{34}O_{16}$, M.W.=638).

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Isolation and Purification of Berberine in Cortex Phellodendri by Centrifugal Partition Chromatography (Centrifugal Partition Chromatography에 의한 황백으로부터 Berberine의 분리 및 정제)

  • Kim, Jung-Bae;Bang, Byung-Ho
    • The Korean Journal of Food And Nutrition
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    • v.27 no.3
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    • pp.532-537
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    • 2014
  • Cortex Phellodendri (CP) is derived from the dried bark of Phellodendron amurense. It has been widely used as a drug in traditional Korea medicine for treating diarrhea, jaundice, swelling pains in the knees and feet, urinary tract infections, and infections of the body surface. Many analytical methods have been used to study oriental herbal medicines, such as thin-layer chromatography, column liquid chromatography, and high performance liquid chromatography (HPLC). In this study, preparative centrifugal partition chromatography (CPC) was successfully carried out in order to separate pure compounds from a CP methanol extract. The optimum two-phase CPC solvent system was composed of n-butanol: acetic acid: water (4:1:5 v/v/v). The flow rate of the mobile phase was 3 mL/min in ascending mode with rotation at 1,000 rpm. The CPC-separated fraction and purification procedures were carried out by preparatory HPLC. The $^1H$ NMR spectrum revealed that the resonances at ${\delta}$ 4.10 and 4.20 ppm corresponded to three protons ($-OCH_3$), whereas those at ${\delta}$ 6.10 ppm corresponded to two protons ($-OCH_2O-$). Further, two aromatic protons (H-11 and H-12) conveys a doublet-doublet pattern. The H-11 doublet and H-12 doublet appear at ${\delta}$ 7.98 and 8.11, respectively. The $^{13}C$ NMR. spectrum showed a tetrasubstituted with a methylenedioxy group at C2 and C3, and two methoxy groups at C9 and C10. The chemical structure of the berberine was identified by $^1H$, $^{13}C$-nuclear magnetic resonance and electrospray ionization-mass spectroscopy spectral data analysis.

Chemical Investigation of the Constitutive Phenolics of Rosa arabica; the Structure of a New Dimeric Phenolic Glycoside

  • Souleman, Ahmed M.A.;El-Mousallamy, Amani M.D.
    • Natural Product Sciences
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    • v.6 no.2
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    • pp.82-85
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    • 2000
  • The aqueous ethanolic whole plant extract of Rosa arabica was found to contain the new natural dimeric phenolic compound, ellagic acid 3,3'-dimethyl ether $4-O-{\alpha}-rhamnopyranoside$, 9, along with ten known phenolic metabolites (1-8, 10 and 11). Structures of all compounds (1-11) were established by routine methods of analysis and confirmed by FAB-MS, $^1H\;and\;^{13}C$ NMR spectral analysis.

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Isolation and Structural Analysis of Acetyl Soyasaponin $A_1$ from Hypocotyl of Soybean (콩 Hypocotyl에서 Acetyl Soyasaponin $A_1$의 분리 및 구조 분석)

  • Kim, Sun-Lim;Bang, Myun-Ho;Kim, Jung-Tae;Chi, Hee-Youn;Chung Ill-Min;Kim, Hyun-Bok;Berhow Mark A.
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.51 no.spc1
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    • pp.166-173
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    • 2006
  • Soyasaponins are phytochemicals of major interest fur their health benefits. Chemical investigation of a soybean phytochemical concentrate resulted in the isolation and identification of triterpenoid saponins. The MeOH extraction of defatted hypocotyl separated from soybeans was peformed by the automated solvent extractor (ASE). Fractionation was performed on a flash column ($150mm{\times}40mm$ i.d.) packed with a preparative $C_{18}$ reverse phase bulk packing material $(125\AA,\;55-105{\mu}m)$ and monitored at 210 nm, and collected 14 fractions. Consequent Fsat preparative column liquid chromatography (Fast PCLC) was performed for the purification of Fraction-I (Fr-I) collected from the fraction 8 and 9 of flash chromatography. Fsat PCLC was performed on a Luna $C_{18}\;10{\mu}m,\;100{\AA}$, semipreparative reverse phase column ($250cm{\times}50mm$ i.d.) for the purification of isolated unknown compound (Fr-I-2). Chemical structure of acetyl soyasaponin $A_1\;(MW:1436.6,\;C_{67}H_{104}O_{33})$ was identified and determined by a combination of extensive NMR ($^1H-NMR$, 400 MHz; $^{13}C-NMR$, 100 MHz; DEPT), IR, UV, and ESI-MS analysis.

Constitutive flavonoids of the flowers of Tamarix tetragyna

  • El-Mousallamy, Amani M.D.;Ahmed, Sayed A.
    • Natural Product Sciences
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    • v.6 no.2
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    • pp.91-95
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    • 2000
  • A phytochemical investigation of the aqueous ethanolic flower extract of Tamarix tetragyna led to the isolation and characterization of the hitherto unknown conjugates, kaempheride 3,7-dipotassium sulphate and kaempferol 3,4'-dipotassium sulphate as well. Twelve known flavonol compounds, including kaempheride 3-potassium sulphate and kaempheride $3-O-{\beta}-glucuronide$ were also isolated and identified. $^1H-\;and\;^{13}C-NMR$ spectra for the known kaempheride derivatives have been recorded and assigned for the first time. Structures of all compounds were established by conventional methods of analysis and confirmed by $^1H-,\;^{13}C-NMR$ and mass spectral analysis.

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Recovery of MFB Generated from Dimethyl Terephtalate Production Process (DMT 제조 과정서 발생하는 MFB의 회수에 관한 연구)

  • Kim, Sun Ho;Ryu, Young;Kim, Jong Cheon;Kim, Seok Chan
    • Applied Chemistry for Engineering
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    • v.26 no.5
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    • pp.621-623
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    • 2015
  • This article describes a purification method yielding high purity of MFB produced from DMT production process. Aldehyde functional group of MFB included in side-products were converted to acetal compound via reacting with methanol and further separated. Hydrolysis process of the acetal product was continued under acidic condition and highly pure MFB were obtained with 90% yield. The structure of MFB was analyzed by $^1H$ NMR and $^{13}C$ NMR spectroscopy. Also, the purity of MFB was estimated to be over 99% by GC analysis.

Synthesis of Some 2-Amino-5-Substituted-1,3,4-Oxadiazoles Through the Electrooxidation of Semicarbazone (세미카바존의 전기적 산화에 의한 2-Amino-5-Substituted-1,3,4-Oxadiazoles 합성)

  • Kumar, Sanjeev
    • Journal of the Korean Chemical Society
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    • v.53 no.2
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    • pp.159-165
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    • 2009
  • The synthesis of 2-amino-5-substituted-1,3,4-oxadiazoles 4 were carried out from the electrooxidation of semicarbazone 3 at the platinum electrode under controlled potential electrolysis in an undivided cell. This is an environmentally benign method in the field of synthetic organic chemistry. The non-aqueous solvents acetic acid and acetonitrile and a supporting electrolyte lithium perchlorate were used for the electrolysis in the electrooxidation. The products were structurally charecterised by IR, $^1H$-NMR, $^{13}C$-NMR and elemental analysis.