• Title/Summary/Keyword: 1D and 2D NMR

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Identification of insecticidal compounds from Streptomyces sp. no. 46 (Streptomyces sp.no. 46이 생산하는 살충성 물질의 구조 동정)

  • Oh, Sei-Ryang;Lee, Hyeong-Kyu;Koo, Bon-Tak;Choi, Soo-Keun;Park, Sang-Gu;Shin, Byung-Sik;Park, Seung-Hwan;Kim, Jeong-Il
    • Applied Biological Chemistry
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    • v.37 no.2
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    • pp.110-114
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    • 1994
  • In searching for new insecticidal compounds from soil microorganisms, strains of streptomyces species showed insecticidal activities on Musca domestica and Bombyx mori were selected. Compounds I-IV, which were isolated from the metabolites of no. 46 strain, were identified as piericidin $C_1$, $C_2$, $C_3$ and $D_1$, respectively by UV and NMR data analyses.

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Rates and Mechanism of Fading Reaction of Magenta Azomethine Dye in Basic Solution (염기성 용액에서 마젠타 아조메틴 색소의 퇴색 반응속도와 메커니즘)

  • Lee Joong-Ho;Kim Jung-Sung;Kim Chang-Su
    • Journal of Environmental Science International
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    • v.14 no.7
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    • pp.711-717
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    • 2005
  • A magenta azomethine dye(D) was synthesized from the reaction of 3-methyl-1-phenyl-2-pyrazoline-5-one with N,N-diethyl-1,4-phenylenediamine. The magenta azomethine dye was identified on the basis of elemental analysis, $^{13}C-NMR$, infrared, and GC/MS studies. The magenta azomethine dye was decomposed in a basic solution. Rate constants of the fading reaction of magenta azomethine dye in ethanol-water solvent were measured spectrophoto­metrically at 540 nm. Reaction rate was increased with the increase of $[OH\^{-}]\;and\;[H\_{2}O]$ in the region of $[H_{2}O]=11\~40\;M$. The reaction was governed by the following rate law. -d[D]/dt = $\{k_o\;+\;k_{OH}[OH^-][H_{2O}]\}[D]$ A possible mechanism consistent with the empirical rate law has been proposed.

NMR Characterization of Oxidized Form of Human 8-kDa Dynein Light Chain

  • Shin, Jae-Sun;Jeong, Woo-Jin;Chi, Seung-Wook
    • Journal of the Korean Magnetic Resonance Society
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    • v.14 no.2
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    • pp.127-133
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    • 2010
  • Redox-dependent conformational change of human 8-kDa Dynein light chain (LC8) plays important role in regulating NF-${\kappa}B$ signaling pathway. In this study we characterized the structural states of the oxidized and reduced forms of LC8 by using NMR spectroscopy. The $^1H-^{15}N$ 2D HSQC spectra of oxidized LC8 indicated that no significant change in tertiary structure of LC8 occurred upon oxidation. The chemical shift perturbations of LC8 upon oxidation suggest a redox-dependent quaternary structural change.

Structure Identification of 1,2-Disubstituted Chiral Calix[4]arene : X-Ray and NMR Analysis of 25-(3,5-Dinitrobenzoyloxy)-26-methoxy-27,28-dihydroxycalix[4]arene

  • 박영자;신정미;남계춘;김종민;국승근
    • Bulletin of the Korean Chemical Society
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    • v.17 no.7
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    • pp.643-647
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    • 1996
  • 1,2-Disubstituted chiral calix[4]arene "25-(3,5-dinitrobenzoyloxy)-26-methoxy-27,28-dihydroxycalix[4]arene" was synthesized by the reaction of 25-(3,5-dinitrobenzoyloxy)-calix[4]arene with methyl iodide in the presence of K2CO3. Methylation was occurred at the 26-position of calix[4]arene. The partial cone conformation and 1,2-substitution were characterized based on the 1H NMR, 13C NMR and X-ray diffraction analysis. The crystal structure has been determined by X-ray diffraction method. The crystals are orthorhombic, Pbca, a=10.652(1), b=17.687(1), c=32.247(3) Å, Z=8, V=6075.4(9) Å3, Dc=1.38gcm-3. The intensity data were collected on an Enraf-Nonius CAD-4 Diffractometer with a graphite monochromated Cu-Kα radiation. The structure was solved by direct method and refined by full-matrix least-squares methods to a final R value of 0.050 for 2368 observed reflections. The molecule is in the partial cone conformation. It has two strong intramolecular hydrogen bonds of O(1D)-H…O(1C)-H…O(1B).

3-Dimensional ${\mu}m$-Scale Pore Structures of Porous Earth Materials: NMR Micro-imaging Study (지구물질의 마이크로미터 단위의 삼차원 공극 구조 규명: 핵자기공명 현미영상 연구)

  • Lee, Bum-Han;Lee, Sung-Keun
    • Journal of the Mineralogical Society of Korea
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    • v.22 no.4
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    • pp.313-324
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    • 2009
  • We explore the effect of particle shape and size on 3-dimensional (3D) network and pore structure of porous earth materials composed of glass beads and silica gel using NMR micro-imaging in order to gain better insights into relationship between structure and the corresponding hydrologic and seismological properties. The 3D micro-imaging data for the model porous networks show that the specific surface area, porosity, and permeability range from 2.5 to $9.6\;mm^2/mm^3$, from 0.21 to 0.38, and from 11.6 to 892.3 D (Darcy), respectively, which are typical values for unconsolidated sands. The relationships among specific surface area, porosity, and permeability of the porous media are relatively well explained with the Kozeny equation. Cube counting fractal dimension analysis shows that fractal dimension increases from ~2.5-2.6 to 3.0 with increasing specific surface area from 2.5 to $9.6\;mm^2/mm^3$, with the data also suggesting the effect of porosity. Specific surface area, porosity, permeability, and cube counting fractal dimension for the natural mongolian sandstone are $0.33\;mm^2/mm^3$, 0.017, 30.9 mD, and 1.59, respectively. The current results highlight that NMR micro-imaging, together with detailed statistical analyses can be useful to characterize 3D pore structures of various porous earth materials and be potentially effective in accounting for transport properties and seismic wave velocity and attenuation of diverse porous media in earth crust and interiors.

A Sphingolipid and Tyrosinase Inhibitors from the Fruiting Body of Phellinus linteus

  • Kang, Hye-Sook;Park, Jin-Ho;Cho, Won-Ki;Park, Jong-Cheal;Choi, Jae-Sue
    • Archives of Pharmacal Research
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    • v.27 no.7
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    • pp.742-750
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    • 2004
  • This paper for the first time reports the isolation of 5 compounds from Phellinus linteus. A sphingolipid (1) and two tyrosinase inhibitory compounds (2, 3) along with two carboxylic acids (4, 5), were isolated from the fruiting body of Phellinus linteus (Berk & Curt) Aoshima. The structure of compound 1 was identified as 1-O-$\beta$-D-glucopyranosyl-(2S, 3R, 4E, 8E)-2-[(2R)-2-hydroxyhexadecanoylamino]-9-methyl-4,8-octadecadiene-1,3-diol, known as cerebroside B, based on spectroscopic methods such as 1D and 2D NMR as well as by acid hydrolysis. Compounds 2-5 were identified as protocatechualdehyde (2), 5-hydroxymethyl-2-furaldehyde (HMF) (3), succinic acid (4), and fumaric acid (5) based on the spectroscopic evidence. Compounds 2 and 3 inhibited the oxidation of L-tyrosine catalyzed by mushroom tyrosinase with an $IC_{50}$ of 0.40 and 90.8 $\mu\textrm{g}$/mL, respectively. The inhibitory kinetics, which were analyzed by the Lineweaver-Burk plots, were found to be competitive and noncompetitive inhibitors with a $K_{j}$ of 1.1 $\mu\textrm{m}$ and 1.4 mM, respectively.

Synthesis of Some New Biologically Active Benzothiazole Derivatives Containing Benzimidazole and Imidazoline Moieties

  • Chaudhary, Manish;Pareek, Deepak;Pareek, Pawan K.;Kant, Ravi;Ojha, Krishan G.;Pareek, Arun
    • Bulletin of the Korean Chemical Society
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    • v.32 no.1
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    • pp.131-136
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    • 2011
  • Synthesis of N-(1H-benzimidazol-2-yl)-6-substituted-1,3-benzothiazol-2-amines and 6-substituted-N-(4,5-dihydro-1H-imidazol-2-yl)-1,3-benzothiazol-2-amines by the reaction of substituted 2-aminobenzothiazoles with carbon disulphide and methyl iodide followed by the reaction with o-phenylene diamine/ethylene diamine are reported. All the synthesized compounds were characterized by elemental analysis, IR spectra and $^1H$ NMR spectral studies. The potent antibacterial and entomological (antifeedant, acaricidal, contact toxicity and stomach toxicity) activities of the synthesized compounds were investigated.

Inhibition of Nitric Oxide Production, iNOS and COX-2 Expression of Ergosterol Derivatives from Phellinus pini

  • Hong, Yun-Jung;Jang, A-Reum;Jang, Hyun-Jin;Yang, Ki-Sook
    • Natural Product Sciences
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    • v.18 no.3
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    • pp.147-152
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    • 2012
  • Ergosta-4,6,8(14),22-tetraen-3-one (1), ergosta-7,24(28)-dien-3-ol (2), and 5,8-epidioxyergosta-6,22-dien-3-ol(3) were isolated from the fruit body of Phellinus pini. Their structures were based on spectroscopic methods including IR, MS, and NMR (1D and 2D). These compounds were screened for their ability to inhibit nitric oxide (NO) production in LPS-activated RAW 264.7 cells. Compounds 1, 2, and 3 reduced NO production in the assay with $IC_50$ values of 29.7 ${\mu}M$ (1), 15.1 ${\mu}M$ (2), and 18.4 ${\mu}M$ (3) respectively. They also suppressed the expression of protein and m-RNA of iNOS and COX-2 in a dose dependent manner by western blot analysis and RT-PCR experiment in LPS-activated microglial cells.

Antioxidant Effect of Juglans mandshurica Bark Gallotannins

  • Si, Chuan-Ling;Bae, Young-Soo
    • Journal of Forest and Environmental Science
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    • v.23 no.1
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    • pp.1-4
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    • 2007
  • The bark of Juglans mandshurica Maxim. was collected, extracted with acetone-$H_2O$ (7:3, v/v), fractioned with n-hexane, $CH_2Cl_2$ and EtOAc, then each fraction was freeze-dried to give some powders. A portion of the EtOAc (28.4 g) fraction was chromatographed on a Sephadex LH-20 column eluting with a series of MeOH-$H_2O$ and EtOH-hexane mixture. Four gallotannins, gallic acid (1), ellagic acid (2), 1,2,4,6-tetra-O-galloyl-${\beta}$-D-glucose (3) and 1,2,3,4,6-penta-O-galloyl-${\beta}$-D-glucose (4), have been isolated from the EtOAc fraction Their structures were elucidated on the basis of chemical evidence and spectrometric analysis such as NMR and MS. The antioxidant activities on each fraction and the isolated gallotannins were evaluated by DPPH radical scavenging test.

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Chemical Structures and Physiological Activities of Plant Growth Substance, Malformin A's (식물생장조절물질 말포민 A동족체의 화학구조 및 생리활성)

  • Kim, K.W.
    • Korean Journal of Weed Science
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    • v.15 no.1
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    • pp.73-84
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    • 1995
  • Four malformin A's produced by Aspergillus niger van Tiegh. were separated by HPLC equipped with $C_{18}$ reversed-phase column and subjected to structural determination. Amino acid analyses and mass spectra data of the compounds indicate that they structurally resemble the cyclic pentapeptide malformin $A_1$. Their structures were deduced by two dimensional NMR and MS/MS experiments as cyclo-D-Cys-D-Cys-L-Val-D-Leu-L-Ile for $A_1$, cyclo-D-Cys-D-Cys-L-Val-D-Leu-L-Val for $A_2$, cyclo-D-Cys-D-Cys-L-Val-D-Leu-L-Leu for $A_3$, and cyclo-D-Cys-D-Cys-L-Val-D-Ile-L-Val for $A_4$. Among the mal-formin A's, the structure of $A_3$ was identical to that of malformin C, which was produced by A. niger strain AN-1. All the malformin A's caused severe curvatures of corn(Zea mays L.) roots and the activities of the malformin A's with molecular weight 529 were greater than those with molecular weight 515. Malformin $A_1$ caused the corn root curvature by 83% at a concentration of $0.25{\mu}M$. In the mung bean(Phaseolus aureus Roxb.) hypercotyl segment test, however, the molecular weight of malformin A's was not a factor influencing the physiological activities. Malformin $A_1$ stimulated the growth of mung bean hypercotyles by 165% at a $0.1{\mu}M$ concentration.

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