• Title/Summary/Keyword: $^{1}H$ NMR

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Lipoxygenase Inhibition and Antioxidative Activity of Flavonoids from Paeonia moutan Seeds

  • Kim, Hyo-Jin;Chung, Shin-Kyo;Park, Sang-won
    • Preventive Nutrition and Food Science
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    • v.3 no.4
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    • pp.315-319
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    • 1998
  • Previously, the methanolic extract of Paeonia moutan seeds was found to potently inhibit soybean lipoxy-genase (SLO). Hence to isolate SLO inhibitor, the defattd methaniolic extract of the seeds was consecutively partitioned wiht ether, ethyl acetate,n-butanol ,adn water. The ether souble fraction showing strong inhibitory activity against SLO was further fractionated into a strongly acidic, a weakly acidic, and a neutral fractions. The strongly acidic components of the ether extract were successively subjected to chromatography on a silica gel, Sephadex LH-20, and preparative HPLC. Four phenolic compounds were isolated , and twio of them showing a strong SLO inhibition activity were identified as luteolin (IC50=2.32$\mu\textrm{g}$/ml) and 5,6,4'-trihydroxy-7,3'- dimethoxylflavone (IC50=0.31$\mu\textrm{g}$/ml) by UV, IR, 1H-& 13C-NMR, and MS spectroscopy. In addition, two flavonoids showed significantly antioxidative activity as strong as that of of $\alpha$-tocopherol (p<0.05) in the autoxidation system of linoleic acid. These results suggest that luteolin and 5,6,4'-trihydroxy-7,3'-dimethoxy-flavone may be used as a potential source of anti-inflammatory agents with antioxidative activity.

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Synthesis and Characterization of Aliphatic Hyperbranched Polyesters (지방족 고차가지구조 폴리에스테르의 합성 및 물성)

  • Kim Jang-Yup;Ok Chang-Yul;Lee Sang-Won;Huh Wansoo
    • Polymer(Korea)
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    • v.29 no.6
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    • pp.575-580
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    • 2005
  • The hydroxy terminated aliphatic hyperbranched polyesters having different generations were synthesized by using melt polycondensation procedure. Then, the terminal groups of hyperbranched polyesters were modified by using acryloyl chloride and characterized by $\^{1}H$-NMR and GPC techniques. As a result of the modification of terminal groups for hyperbranched polyesters, the phase of the polymers were changed from sticky solid to high viscous liquid indicating that the glass transition temperatures of modified hyperbranched polyesters were lower than the original one. The thermal stabilities of hydroxy terminated hyperbranched polyesters were higher than those of terminal group-modified polymers.

Study of Synthesis and Property of Eu-PEG Phase Change Luminescent Materials (Eu-PEG로 구성된 상변환 발광재료의 합성 및 물성에 대한 연구)

  • Gu, Xiao-Hua;Xi, Peng;Shen, Xin-Yuan;Cheng, Bo-Wen
    • Polymer(Korea)
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    • v.32 no.4
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    • pp.305-312
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    • 2008
  • A novel TPC-PEG-TPC with active end-groups was obtained from the end-groups of polyethylene glycol (PEG) modified by terephthaloyl chloride (TPC). These active end-groups can link up with a rare earth ion, which is a luminescent center of a rare earth fluorescent complex. Complexes of Eu-PEG with novel ligands (TPC-PEG-PTC) were synthesized by the coordination of the active reactant (as the first ligand) and phenanthroline (as the second ligand) with $Eu^{3+}$.IR, $^1H$-NMR, element analysis, DSC, WAXD, fluorescent spectroscopy, TGA, and SEM were used to characterize the structure and properties of these complexes. The results showed that this type of complex is a heat storage material with the phase change character of polyethylene glycol (PEG) and the luminescent properties of europium. There was no thermal decomposition of the complex of Eu-PEG until $300^{\circ}C$. SEM showed that the complex of Eu-PEG can be dispersed in PE.

Preparation and Characterization of Water-Dispersible Silver Nanoparticles Stabilized by PEO-Conjugated Pro-Drugs

  • Kim, Tae-Hwan;Kim, Keun-Suk;Park, Geon-Hee;Choi, Jin-Hee;Lee, Sang-Mi;Kang, Ho-Jung;Lee, Jae-Yeol;Kim, Jung-Ahn
    • Macromolecular Research
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    • v.17 no.10
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    • pp.770-775
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    • 2009
  • $\omega$-Anhydride-functionalized poly(ethylene oxide) (PEO) obtained from chain-end functionalization and anionic ring-opening polymerization of ethylene oxide using n-butyllithium with potassium t-butoxide in the presence of dimethylsulfoxide (DMSO) was found to be an efficient material for the preparation of water-soluble, polymeric pro-drugs. The reaction of $\omega$-anhydride-functionalized PEO with sulfonamide or with vancomycin provided an efficient method to produce corresponding, water-soluble, PEO-conjugated sulfonamide or PEO-conjugated, vancomycin pro-drugs. These were used successfully to prepare water-dispersible, silver nanoparticles. In this study, the particle sizes were in the range of $5{\sim}40$ nm. The resulting products were characterized by $^1H$ NMR spectroscopy, transmission electron microscopy, electron and X-ray diffraction, size exclusion chromatography, and UV/Visible spectroscopy.

Synthesis and Characterization of Proton Conducting Graft Copolymer Membranes (수소이온 전도성 가지형 공중합체 전해질막 제조 및 분석)

  • Roh, Dong Kyu;Koh, Jong Kwan;Seo, Jin Ah;Kim, Jong Hak
    • 한국신재생에너지학회:학술대회논문집
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    • 2010.06a
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    • pp.126.2-126.2
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    • 2010
  • The "grafting from" technology to prepare the well-defined microphase-separated structure of polymer using atom transfer radical polymerization (ATRP) will be introduced in this presentation. Various amphiphilic comb copolymers were synthesized through this approach using poly (vinylidene fluoride) (PVDF), poly (vinylidene fluoride-co-chlorotrifluoroethylene) (P(VDF-co-CTFE) and poly(vinyl chloride) (PVC) as a macroinitiator. Hydrophilic side chains such as poly (styrene sulfonic acid) (PSSA) or poly (sulfopropyl methacrylate) (PSPMA) were grafted from the mains chains using direct initiation of the chlorine atoms. The structure of mass transport channels has been controlled and fixed by crosslinking the hydrophobic domains, which also provides the greater mechanical properties of membranes. Successful synthesis and microphase-separated structure of the polymer were confirmed by $^1H$ NMR, FT-IR spectroscopy and TEM. The grafted/crosslinked membranes exhibited good mechanical properties (400 MPa of Young's modulus) and high thermal stability (up to $300^{\circ}C$), as determined by a universal testing machine (UTM) and TGA, respectively.

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DNA Binding Mode of the Isoquinoline Alkaloid Berberine with the Deoxyoligonucleotide d(GCCGTCGTTTTACA)2

  • Park, Hye-Seo;Kim, Eun-Hee;Sung, Yoon-Hui;Kang, Mi-Ran;Chung, In-Kwon;Cheong, Chae-Joon;Lee, Weon-Tae
    • Bulletin of the Korean Chemical Society
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    • v.25 no.4
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    • pp.539-544
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    • 2004
  • The ability of protoberberine alkaloids, berberine and berberrubine, to act as topoisomerase II poisons is linked to the anti-cancer activity. Minor alterations in structure have a significant effect on their relative activity. Berberine, which has methoxy group at the 19-position, is significantly less potent than berberrubine. Several observations support non-specific binding to HP14 by the berberine: (i) nonspecific upfield changes in $^1H$ chemical shift for protons of the berberine; (ii) the broadening of imino protons of HP14 upon binding of the berberine; (iii) very small increases in duplex melting temperature in the presence of the berberine. Our results reveal that substitution of a hydroxyl group to a methoxy group on the 19-position, thereby converting the berberrubine to the berberine is associated with a non-specific DNA binding affinity and a reduced topoisomerase II poisoning. The presence of a bulky 19-methoxy substituent decreases intercalating properties of berberine and makes it inactive as topoisomerase II poison.

Novel Electroluminescent Polymer Derived from Pyrene-Functionalized Polyaniline

  • Amarnath, Chellachamy Anbalagan;Kim, Hyoung-Kun;Yi, Dong-Kee;Lee, Sang-Hyup;Do, Young-Rag;Paik, Un-Gyu
    • Bulletin of the Korean Chemical Society
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    • v.32 no.5
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    • pp.1495-1499
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    • 2011
  • A solution processable polymer was synthesized, by incorporating pyrene groups into the backbone of the polyaniline chain, and used as an emissive layer in an organic light emitting diode. The polyaniline base was reacted with acid chloride of pyrene butyric acid to form pyrene-functionalized polyaniline chains. The source of pyrene moiety was acid chloride of pyrene butyric acid. The formation of polymer from acid chloride of pyrene butyric acid and polyaniline was confirmed by the FTIR and $^1H$-NMR spectroscopy. Differential scanning calorimetry revealed high glass transition temperature of 210 $^{\circ}C$. Due to the presence of pyrene moieties in the backbone, the polyaniline synthesized in the present study is solution processable with light emitting property. The photoluminescence spectrum of the polymer revealed that emission lies in the blue region, with a peak at 475 nm. The light emitting device of this polymer exhibits the turn-on voltage of 15 V.

Synthesis, and Structural and Thermal Characterizations of Tetrasulfonated Poly(arylene biphenylsulfone ether) Copolymer Ion Conducting Electrolytes

  • Yoo, Dong-Jin;Hyun, Seung-Hak;Kim, Ae-Rhan;Kumar, G. Gnana;Nahm, Kee-Suk
    • Bulletin of the Korean Chemical Society
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    • v.32 no.11
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    • pp.4041-4048
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    • 2011
  • High molecular weight tetrasulfonated poly(arylene biphenylsulfone ether) (TsPBPSEH) copolymers containing up to four pendant sulfonate groups per repeat unit were synthesized via aromatic nucleophilic displacement condensation from 4,4'-bis(4-chloro-3-sulfonatophenylsulfonyl)biphenyl-2,2'-disulfonate (SBCSBPD), 4,4'-dichlorodiphenylsulfone (DCDPS) and 4,4'-(hexafluoroisopropylidene)diphenol (6F-BPA). The synthesized copolymers were structurally characterized using $^1H$ NMR and FT-IR techniques. They were analytically pure, amorphous and were readily soluble in a wide range of organic solvents. Electrolyte membranes were successfully cast using the synthesized polymers with various sulfonation levels and N-methyl-2-pyrrolidinone. This new class of polymer membranes exhibited elevated thermal and physical stabilities and reduced swelling at high temperatures. An increase of acidic functional groups in the copolymer yielded high ion exchange capacity and moderate ionic conductivity values even at higher temperatures, which makes them potential ion conducting candidates.

Novel Pyridinium Iodide Containing Siloxane High Performance Electrolyte for Dye-Sensitized Solar Cell

  • Lee, Soonho;Jeon, Youngtae;Lim, Youngdon;Cho, Younggil;Lee, Sangyoung;Kim, Whangi
    • Bulletin of the Korean Chemical Society
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    • v.34 no.9
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    • pp.2583-2588
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    • 2013
  • A new type of solid and gel-state ionics based on siloxane pyridinium iodides was synthesized and used as electrolytes in dye-sensitized solar cells. The resulting electrolytes were characterized by $^1H$ NMR spectroscopy, TGA and diffusion coefficient. The synthesized siloxane pyridinium iodide electrolytes have characteristics of different chain length of siloxane moieties. The ion conductivities were given 2.7-3.2 S/cm. Among the three SiDPIs based electrolytes, DSSC employing the SiDPI2 gives an open circuit voltage of 0.704 V, a short-circuit current of 15.85 $mA/cm^2$ and conversion efficiency of 6.8% under light intensity of 100 $mW/cm^2$. In addition, the performance of the DSSCs showed relatively reasonable compared with the propylpyridinium iodide (PPI) electrolyte.

Synthesis and Characterization of Cationic and Anionic Cyclodextrin Oligomers and Their Use in Layer-by-Layer Film Formation

  • Yang, Sung Yun;Hoonor, Rekha;Jin, Hye-Seung;Kim, Jeongkwon
    • Bulletin of the Korean Chemical Society
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    • v.34 no.7
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    • pp.2016-2022
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    • 2013
  • Ionically modified ${\beta}$-cyclodextrins, which have excellent water-solubility, have been interested in purification technology as well as drug carrier system. The present study summarizes the synthesis and characterization of cationic and anionic ${\beta}$-cyclodextrin (${\beta}$-CyD) products using by polycondensation. The oligo (${\beta}$-CyD)s are synthesized from ${\beta}$-CyD, epichlorohydrin (EP) and choline chloride (CC; for cationic polymer) or chloroacetic acid (CAA; for anionic polymer) through one step polycondenstaion process. Unlike the previous studies, we successfully purified the ionic ${\beta}$-CyD condensation products from the ${\beta}$-CyD reaction mixtures and accomplished a great level of structural analysis. The detailed structural analysis of these ionic ${\beta}$-CyD compounds is done by $^1H$ NMR, MALDI-TOF as well as GPC analysis and confirms the formation of oligomers with a few units of ${\beta}$-CyD. We found that the sequence of reactant addition also could effect on the molecular weight of the resulting product as well as the molar ratio of the reactants. Finally, we used the cationic and anionic ${\beta}$-CyD oligomers for fabricating multilayer films by layer-layer process.