• Title/Summary/Keyword: $^{1}H$ NMR

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A Tumor Growth Inhibitory Substance Isolated from Panax ginseng (고려홍삼분말중의 항종양 활성물질)

  • Katano Mitsuo;Yamamoto Hiroshi;Matsunaga Hisashi
    • Proceedings of the Ginseng society Conference
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    • 1988.08a
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    • pp.33-35
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    • 1988
  • During a series of studies aimed at isolation of the tumor growth inhibitory substance from Panax ginseng. we found a new type of antitumor substance. The substance was isolated from a powder of the root of Panax ginseng C.A. Meyer. which is commonly used for various diseases as a commercial medical drug by the name of Korean Red Ginseng Powder in Japan. Data from infrared spectra proton and carbon-13 nuclear magnetic resonance. and high resolution mass spectra were identical with those of panaxytriol. Panaxytriol isolated from Korean Red Ginseng Powder (Nikkan Korai Ninjin Co.. Ltd.. Japan) inhibited the growth of several kinds of human and murine malignant cells in vitro. Although the detailed mechanism of cell growth inhibition by panaxytriol is yet to he elucidated. panaxytriol's action appeares to be more dose-dependent than time-dependent.

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Inclusion Complex of Analgesic and antiinflammatory Agents with Cyclodextrins (II) : Effect of $2-Hydroxypropyl-{\beta}-cyclodextrin$ on the Release of Ibuprofen Suppository (시클로덱스트린과 소염진통제간의 포접복합체에 관한 연구 (II) : 2-히드록시프로필-${\beta}$-시클로덱스트린이 이부프로펜 좌제의 방출에 미치는 영향)

  • Oh, In-Joon;Lee, Mi-Young;Lee, Yong-Bok;Shin, Sang-Chul
    • Journal of Pharmaceutical Investigation
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    • v.27 no.3
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    • pp.165-171
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    • 1997
  • Ibuprofen, a nonsteroidal antiinflammatory, analgesic and antipyretic drug, has several limitations in clinical application because of low solubility in water and gastrointestinal irritation. Effect of ibuprofen/$2-Hydroxypropyl-{\beta}-cyclodextrin\;(HP{\beta}CD)$ inclusion compound on release of suppository was investigated. Complex formation was confirmed by $^{1}H-\;and\;^{13}C-NMR$ spectroscopy. The release of ibuprofen from suppository base in vitro was significantly increased by the complexation with $HP{\beta}CD$. The release of ibuprofen from hydrophilic base was faster than that from hydrophobic base. In vivo studies, the release rate of ibuprofen from suppository was accelerated after rectal administration in complex form. This results suggested that ibuprofen/$HP{\beta}CD$ complex can be practically used for suppository to have faster effect of ibuprofen with reduced side effect.

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Synthesis and Characterization of Poly(vinyl alcohol-b-styrene) via Atom Transfer Radical Polymerization and Saponification

  • Li, Guang-Hua;Cho, Chang-Gi
    • Macromolecular Research
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    • v.10 no.6
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    • pp.339-344
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    • 2002
  • Poly(vinyl alcohol-b-styrene) (poly(VA-b-St)) diblock copolymer containing high syndiotactic poly (vinyl alcohol) (PVA) was synthesized by the saponification of poly(vinyl pivalate-b-styrene) (poly(VPi-b-St)). For the block copolymer, poly(vinyl pivalate) (PVPi) with trichloromethyl end group was obtained via telomerization of vinyl pivalate with carbon tetrachloride as a telogen and 2,2-azobisisobutyronitrile (AIBN) as an initiator. Then resulting poly(vinyl pivalate) with trichloromethyl end group was used as an effient macroinitiator for the synthesis of poly(VPi-b-St) using atom transfer radical polymerization (ATRP) in the presence of CuCl/2,2'-bipyridine at 130 $^{\circ}C$. The poly(vinyl pivalate) macroinitiator, poly(VPi-b-St), poly(VA-b-St) were characterized by GPC, FT-IR and $^1$H-NMR. And the analysis showed that integrity of the block copolymer was maintained during saponification reaction.

Investigation on Chain Transfer Reaction of Benzene Sulfonyl Chloride in Styrene Radical Polymerization

  • Li, Cuiping;Fu, Zhifeng;Shi, Yan
    • Macromolecular Research
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    • v.17 no.8
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    • pp.557-562
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    • 2009
  • The free radical polymerization of styrene was initiated with azobis(isobutyronitrile) in the presence of benzene sulfonyl chloride. Analysis of the terminal structures of the obtained polystyrene with $^1H$ NMR spectroscopy revealed the presence of a phenyl sulfonyl group at the ${\alpha}$-end and a chlorine atom at the ${\omega}$-end of each polystyrene chain. The terminal chlorine atom in the polystyrene chains was further confirmed through atom transfer radical polymerization (ATRP) of styrene and methyl acrylate using the obtained polystyrenes as macroinitiators and CuCl/2,2'-bipyridine as the catalyst system. GPC traces of the products obtained in ATRP at different reaction times were clearly shifted to higher molecular weight direction, indicating that nearly all the macroinitiator chains initiated ATRP of the second monomers. In addition, the number-average molecular weights of the polystyrenes increased directly proportional to the monomer conversions, and agreed well with the theoretical ones.

Self-Aggregated Nanoparticles of Lipoic Acid Conjugated Hyaluronic Acid (히알루론산에 결합된 리포산 자기조립체의 제조 및 특성)

  • Hong, In-Rim;Kim, Young-Jin
    • Polymer(Korea)
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    • v.32 no.6
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    • pp.561-565
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    • 2008
  • Hyaluronic acid (HA) is a natural glycosaminoglycan and is used widely in the pharmaceutical field. Lipoic acid (LA) helps the regeneration of exogenous and endogenous antioxidants such as Vitamin C and Vitamin E as well as glutathione. It also acts as antioxidant indirectly. Hydrophilic HA as a biodegradable and biocompatible polymer was conjugated with hydrophobic LA as an antioxidant to form the graft copolymer. The carboxyl group of HA was modified by adipic acid dihydrazide (ADH). The synthesis of HA-g-LA graft copolymers was characterized by FT-IR, $^1H$-NMR spectroscopy. The conjugates could form the self-assembled nanoparticles in aqueous solution. The particle size and critical aggregation concentration were verified to use the nanoparticle as a carrier fur the hydrophobic material.

Preparation and Characterization of Self-aggregated Nanoparticles of Chitosan-Lipoic Acid Conjugate (키토산-리포산 자기 조립체의 제조 및 특성)

  • Park, Eun-Ju;Kim, Young-Jin
    • Polymer(Korea)
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    • v.32 no.6
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    • pp.544-548
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    • 2008
  • The objective of this study is to obtain the anti-oxidant nanoparticles based on biocompatible polymers. It was chosen to conjugate with chitosan as the biodegradable polymer and lipoic acid as the hydrophobic anti-oxidant. Lipoic acid helps the regeneration of exogenous and endogenous anti-oxidants vitamin as well as glutathione and hence acts as antioxidant indirectly. Chitosan was prepared from chitin which was deacetylated under alkali solution for the various reaction time. Lipoic acid-chitosan complex was confirmed by $^1H$-NMR. The critical aggregation concentration was measured using pyrene and the values were about $5{\times}10^{-3}$ g/L. The particle shapes and sizes of the chitosan-lipoic acid nano-particles were about 135 nm that measured by DLS and TEM.

Synthesis and Spectral Characterization of Antifungal Sensitive Schiff Base Transition Metal Complexes

  • Raman, N.;Sakthivel, A.;Rajasekaran, K.
    • Mycobiology
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    • v.35 no.3
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    • pp.150-153
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    • 2007
  • New $N_2O_2$ donor type Schiff base has been designed and synthesized by condensing acetoacetanilido-4-aminoantipyrine with 2-aminobenzoic acid in ethanol. Solid metal complexes of the Schiff base with Cu(II), Ni(II), Co(II), Mn(II), Zn(II), VO(IV), Hg(II) and Cd(II) metal ions were synthesized and characterized by elemental analyses, magnetic susceptibility, molar conduction, fast atom bombardment (FAB) mass, IR, UV-Vis, and $^1H$ NMR spectral studies. The data show that the complexes have the composition of ML type. The UV-Vis. and magnetic susceptibility data of the complexes suggest a square-planar geometry around the central metal ion except VO(IV) complex which has square-pyramidal geometry. The in vitro antifungal activities of the compounds were tested against fungi such as Aspergillus niger, Aspergillus flavus, Rhizopus stolonifer, Candida albicans, Rhizoctonia bataicola and Trichoderma harizanum. All the metal complexes showed stronger antifungal activities than the free ligand. The minimum inhibitory concentrations (MIC) of the metal complexes were found in the range of $10{\sim}31{\mu}g/ml$.

Antioxidants in Leaves of Rosa rugosa (해당화(Rosa rugosa) 잎의 항산화물질)

  • Choi, Yong-Hwa;Kim, Myong-Jo;Lee, Heang-Soon;Hu, Chang-Xu;Kwak, Sang-Soo
    • Korean Journal of Pharmacognosy
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    • v.28 no.4
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    • pp.179-184
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    • 1997
  • To search for useful antioxidants from plant materials, we investigated the antioxidative activity in the methanol extracts of 30 Chinese medicinal plants using DPPH method. The highest activity $(RC_{50}:\;12\;{\mu}g)$ was showed in the methanol extract of Rosa rugosa, followed by Potentilla fruticosa $(14\;{\mu}g)$, P. fragarioides $(16\;{\mu}g)$. And Geum aleppicum $(18\;{\mu}g)$. From the leaves of R. rugosa, two antioxidative compounds were isolated by a bioassay guided purification and identified as isoquercitrin and ${\beta}-glucogallin$ on the basis of $^1H-,\;^{13}C-\;NMR$, and FAB-MS data. ${\beta}-Glucogallin$ is the first report in this plant. The DPPH radical scavenging activity of ${\beta}-glucogallin\;(RC_{50}:\;8.5\;{\mu}g)$ was more effective than those of ${\alpha}-tocopherol\;(12\;{\mu}g)$ and BHA $(14\;{\mu}g)$.

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Characterization of Low Molecular Weight Polyphenols from Pine (Pinus radiata) Bark

  • Mun, Sung-Phil;Ku, Chang-Sub
    • Food Science and Biotechnology
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    • v.15 no.3
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    • pp.424-430
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    • 2006
  • Low molecular weight polyphenols were isolated from hot water extracts of radiata pine (Pinus radiata) bark using a Sephadex LH-20 column and characterized by $^1H$ and $^{13}C$ NMR, UV, FT-IR, and GC-MS analyses. Major compounds isolated and identified were protocatechuic acid, trans-taxifolin, and quercetin. Trans-taxifolin, an important intermediate in biosynthetic route of proanthocyanidin (PA), was isolated in large quantities and indicates that PA is a major component of radiata pine bark. Small amounts of polyphenols were identified by GC-MS analysis. The presence of p-hydroxybenzoic acid, vanillic acid, protocatechuic acid, cis- and trans-feruic acid, p-coumaric acid, trans-caffeic acid, (-)-epicatechin, (+)-catechin, trans- and cis-taxifolin, (+)-gallocatechin, and quercetin was confirmed by comparison of mass fragmentation patterns and retention times (RT) with authentic samples. In addition, the presence of astringenin, astringenin glycoside, trans- and cis-leucodelphinidin was strongly assumed from characteristic mass fragment ions due to their conjugated structure and retro Diels-Alder reaction, and also from biosynthetic route of PA. GC-MS analysis allowed us to detect small amounts of phenolic acids and flavonoids and eventually discriminate trans- and cis-configuration in the identified polyphenols.

Dynamic Profile of the Copper Chaperone CopP from Helicobacter Pylori Depending on the Bound Metals

  • Hyun, Ja-shil;Park, Sung Jean
    • Journal of the Korean Magnetic Resonance Society
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    • v.20 no.3
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    • pp.76-81
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    • 2016
  • Copper is an elemental ion in living organisms. CopP from Helicobacter Pylori (HpCopP) is a copper(I)-binding protein and was suggested as regulator of copper metabolism in vivo. Previously, the metal binding property of HpCopP for Ag(I), Cu(I), and Cu(II) as well as the tertiary structure of HpCopP was shown. In this study, the dynamic profiles of HpCopP depending on metal binding were studied using ${^1H}-^{15}N$ steady-state NOE analysis. The heteroNOE experiment was performed for apo-CopP or metal-bound CopP. The obtained NOE values were analyzed and compared to figure out the effect of metals on the structural flexibility of HpCopP. As a result, Ag(I) and Cu(I) ions improved the rigidity of the structure while Cu(II) ion increased the flexibility of the structure, suggesting the oxidation of the CXXC motif decreases the structural stability of HpCopP.