• Title/Summary/Keyword: $^1H$ and $^{13}C$ NMR

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Antagonism and Structural Identification of Antifungal Compound from Chaetomium cochliodes against Phytopathogenic Fungi

  • Kang, Jae Gon;Kim, Keun Ki;Kang, Kyu Young
    • Journal of Applied Biological Chemistry
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    • v.42 no.3
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    • pp.146-150
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    • 1999
  • As a part of the integrated disease system in greenhouse, an antifungal fungus(AF1) was isolated from greenhouse soil. It exhibited strong inhibitory activites against Pythium ultimum, Phytophtora capsici, Rhizoctonia solani, Botrytis cinerea, and Fusarium oxysporum based on dual culture on 1/5 strength of potato dextrose agar between antagonistic fungus and several plant pathogens. The antagonistic fungus was identified as Chaetomium cochliodes, based on morphological characteristics; the body of the perithecium bears straight or slightly wavy, unbranched hairs, whilst the apex bears a group of spirally coiled hairs. To investigate antagonistic principles, antifungal compound was extracted and fractionated by different solvent systems. An antifungal compound was isolated as pure crystal from is culture filtrate using organic solvent extraction and column chromatography, followed by preparative thin layer chromatography. The chemical structure of the purified antifungal compound was identified as chaetoglobosin A based on the data obtained form $^1H-NMR$, $^{13}C-NMR$, DEPT 90, 135, $^1H-^1H$ COSY, $^1H-^{13}C$ COSY and EI/MS. $ED_{50}$ values of the chaetoglobosin A against P. ultimum, P. capsici, R. solani, B. cinerea and F. oxysporum were 1.98, 4.01, 4.16, 2.67 and 35.14 ppm, respectively.

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Enzymatic Transgalactosylation of Ascorbic Acid by ${\beta}-Galactosidase$ (${\beta}-Galactosidase$에 의한 Ascorbic Acid의 효소적 배당화)

  • Jang, So-Young;Kim, Young-Hoi;Kim, Myung-Kon;Kim, Young-Soo;Hong, Jai-Sik
    • Applied Biological Chemistry
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    • v.41 no.7
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    • pp.500-504
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    • 1998
  • The enzymatic transgalactosylation of L-ascorbic acid was investigated to synthesize a chemically stable form of L-ascorbic acid by using commercially available ${\beta}-galactosidases$. Among various enzymes examined, Aspergillus oryzae ${\beta}-galactosidase$ was found to be formed the derivative of ascorbic acid in a high yield from ascorbic acid and lactose. The reaction product was isolated by ion exchange chromatography on a $Dowex\;1\;{\times}\;8$ (Cl - form) resin and Toyopearl HW-40S gel chromatography. The product was identified as $6-O-{\beta}-_D-galactopyranosyl-_L-ascorbic\;acid$ on the basis of various experimental results, viz., UV, IR, $^1H-NMR,\;^{13}C-NMR$ and mass spectral data.

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Synthesis and Structure of trans-Bis[bis(diphenylphosphino)ethane]cyanohydridoiron(II), trans[FeH(CN)$(dppe)_2$](dppe=$Ph_2PCH_2CH_2PPh_2)$ ([FeH(CN)$(dppe)_2$ 착물의 합성 및 구조)

  • 이재경;최남선;이순원
    • Korean Journal of Crystallography
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    • v.10 no.1
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    • pp.45-50
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    • 1999
  • Ar 기류하에서 trans-[FeH(NCCH2CH2CH2Cl)(dppe)2][BF4], 1과 KCN이 반응하여 trans-[FeH(CN)(dppe)2], 2가 생성되었다. 이 화합물의 구조가 NMR, IR, 원소분석, 그리고 X-ray 회절법으로 규명되었다. 착물 2의 결정학 자료: 단사정계 공간군 p21/c, a=13.580(1) b=20.178(2) , c=17.592(3) , β=92.22(1)o, Z=4,(wR2)=0.0659(0.1692).

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Preparation and Biocompatibility of 6-amino-6-deoxychitosan for Immobilization of Epidermal Growth Factor (세포성장인자 고정화를 위한 6-amino-6-deoxychitosan의 제조와 생체적합성)

  • Son, Tae Il;Park, Se Hoon;Kang, Hahk Soo;Jang, Eui Chan
    • Applied Chemistry for Engineering
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    • v.16 no.2
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    • pp.226-230
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    • 2005
  • Chitosan derivatives, 6-amino-6-deoxychitosan (6A6DC) was successively prepared as a reactive carbohydrate for the stabilization of epidermal growth factor (EGF) by the reactions of chitosan with tosyl chloride, sodium azide, and lithium aluminum tetrahydride. The structure of 6A6DC was confirmed by EA, FT-IR, $^1H-NMR$ and $^{13}C\{^1H\}-NMR$. The degree of substitution (ds) of amino groups in 6A6DC was determined to be 0.7. 6A6DC did not show any cytotoxicity on the normal human dermal fibroblast (NHDF) proliferation at least in the range tested (0.3 g/mL 600 g/mL) and was considered as a suitable material for the stabilization of EGF against proteolytic degradation due to its non-cytotoxicity and high reactivity.

Preparation and Characterization of BaTiO3 Powders and Thin films (티탄산바륨 분말과 박막의 제조 및 특성 연구)

  • Jung, Miewon;Son, Hyunjin;Lee, Jiyun;Kim, Hyunjung
    • Analytical Science and Technology
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    • v.17 no.2
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    • pp.173-179
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    • 2004
  • The $BaTiO_3$ powders and thin films were prepared by an alkoxide modified sol-gel process (polymerization-complex route) using ethylene glycol. The stable starting (Ba-Ti)-mixed metal organic sol was made by addition of acetylacetone. The $BaTiO_3$ powders, which had a particle size of 40~77 nm, were crystallized from an amorphous to a tetragonal phase on annealing at 700 and $1100^{\circ}C$ for 1 h. From FT-IR, solid-state $^{13}C$ CP/MAS NMR spectroscopy and X-ray diffractometry, the trace of the Ba-Ti-oxycarbonate phase first appeared at $400^{\circ}C$. Hydrolyzed sol was spin coated on a quartz wafer at 3500 rpm for 60 s and pyrolyzed at $1100^{\circ}C$ for 1 h. After heat treatment, the coated layer became dense and smooth.

Photo-induced Isomerization and Polymerization of (Z,Z)-Muconate Anion in the Gallery Space of [LiAl2(OH)6]+ Layers

  • Rhee, Seog-Woo;Jung, Duk-Young
    • Bulletin of the Korean Chemical Society
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    • v.23 no.1
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    • pp.35-40
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    • 2002
  • Photoreaction of guest organic anions in layered organic-inorganic hybrid materials was investigated. The layered hybrids were synthesized by an anion-exchange reaction of $[LiAl_2(OH)_6]Cl{\cdot}yH_2O$ layered double hydroxide with aqueous (Z,Z)- and (E,E)-muconates under inert atmospheric condition, to give new organicinorganic hybrids of $[LiAl_2(OH)_6]_2[(Z,Z)-C_6H_4O_4]{\cdot}zH_2O$ and $[LiAl_2(OH)_6]_2[(E,E)-C_6H_4O_4]{\cdot}H_2O$, respectively. The basal spacings calculated by XRPD of intercalates indicate that muconate anions have almost vertical arrangements against the host $[LiAl_2(OH)_6]^+$ lattices in the interlayer of organic-inorganic hybrid materials. When UV light was irradiated on the suspension of $[LiAl_2(OH)_6]_2[(Z,Z)-C_6H_4O_4]{\cdot}zH_2O$, the (Z,Z)-muconate anions of the gallery space of hybrids were polymerized in the aqueous media while it was isomerized into more stable (E,E)-muconate in the methanollic suspension in the presence of catalytic amount of molecular iodine. All the products were characterized using elemental analysis, TGA, XRPD, FT-IR, $^1H$ NMR and $^{13}C$ CP-MAS NMR.

Screening for Components to Inhibit N-Nitrosodimethylamine Formation from Tomato (토마토로부터 N-nitrosodimethylamine 생성을 억제시키는 유효성분의 검색)

  • Choi, Sun-Young;Lee, In-Sook;Lee, Soo-Jung;Shon, Mi-Yae;Shin, Jung-Hye;Seo, Jong-Kwon;Kang, Min-Jung;Sung, Nak-Ju
    • Journal of Life Science
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    • v.16 no.5
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    • pp.794-798
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    • 2006
  • A tomato (Lycopersicon esculentum cv. Naomi F1) juice was separated into ascorbate and phenolic portions using a Sep-pak $C_{18}$ cartridge, and its each portion was tested for inhibition of N-nitrosodimethylamine (NDMA) formation. Ascorbate and phenolic portions of tomato juice inhibited NDMA formation by $81.37{\pm}0.25%$ and $72.03{\pm}0.25%$, respectively. The phenolic portion was further fractionated by prep-HPLC and inhibitory effects of NDMA formation by 4 fractions $(1{\sim}4)$ from tomato juice was tested under the different pH conditions (pH 1.2 and 4.2). Fraction 2 inhibited NDMA formation by $50.10{\pm}0.46%$ (pH 1.2) and $64.30{\pm}0.20%$ (pH 4.2), respectively. Fraction 2 was further separated into 4 subfractions $(2a{\sim}2d)$. Subfraction 2b especially inhibited NDMA formation by $70.62{\pm}0.45%$ (pH 1.2) and $75.30{\pm}0.45%$ (pH 4.2). This subfraction was confirmed o-coumaric acid through the analysis of GC-Mass spectrum, $^1H-NMR$ and $^{13}C-NMR$.

Diarylheptanoids from Bark of Alnus hirsuta Turcz (물오리나무 수피의 Diarylheptanoid)

  • Hwang, Byung-Ho;Cho, Jae-Hyun;Lee, Tae-Seong;Bae, Young-Soo
    • Journal of the Korean Wood Science and Technology
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    • v.37 no.1
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    • pp.73-77
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    • 2009
  • This study was carried out to investigate the valuable antioxidative compound from extracts of Alnus hirsuta Turcz. which has a nationwide distribution. The bark (2 kg) was extracted with 70% aqueous acetone and fractionated, and the ethyl acetate and $H_2O$ fractions, separately, were chromatographed on a Sephadex LH-20 column to purify the mixture and to give two diarylheptanoid compounds. The isolated compounds were analyzed by NMR spectroscopy, including $^1H$, $^{13}C$ and two-dimensional NMR, and identified as oregonin (1) and 1,7-bis-(3,4-dihydroxyphenyl)-heptane-5-O-${\beta}$-D-xylopyranoside (2). The antioxidative activity was evaluated by DPPH method using two diarylheptanoids and acid-hydrolyzed oregonin derivative which indicated higher activity potential. Of those the acid-hydrolyzed oregonin derivative showed highly active potential with the value of 2.6 of $IC_{50}$.

Synthesis of Alternating Head-to-Head Copolymer of Methyl $\alpha$-cyanoacrylate and 2,3-Dihydrofuran. Ring-Opening Polymerization of 3-Methoxy-4-cyano-2,9-dioxabicyclo[4.3.0]non-3-ene

  • Lee, Ju-Yeon;Cho, I-Whan
    • Bulletin of the Korean Chemical Society
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    • v.9 no.3
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    • pp.176-179
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    • 1988
  • 3-Methoxy-4-cyano-2,9-dioxabicyclo[4.3.0]non-3-e ne (1) was prepared by (4 + 2) cycloaddition reaction of methyl ${\alpha}$-cyanoacrylate with 2,3-dihydrofuran. Compound 1 was ring-open polymerized by cationic catalyst such as boron trifluoride etherate to obtain alternating head-to-head (H-H) copolymer (2) of methyl $\alpha$ -cyanoacrylate and 2,3-dihydrofuran. For comparison, head-to-tail (H-T) copolymer (3) was also prepared by free radical copolymerization of the corresponding monomers. The H-H copolymer exhibited minor differences in its $^1H$-NMR and IR spectra, but in the $^{13}C$-NMR spectra significant differences were observed between the H-H and H-T copolymers. All of the H-H and H-T copolymers were soluble in common solvents and the inherent viscosities were in the range 0.2-0.3 dl/g.

Isolation and Identification of Active Principle in Chinese Cabbage Kimchi Responsible for Antioxidant Effect (배추김치의 dichloromethane 획분으로부터 항산화 물질의 분리 및 동정)

  • Lee, Yoon-Mi;Kwon, Myung-Ja;Kim, Jae-Kon;Suh, Hong-Suk;Choi, Jae-Soo;Song, Yeong-Ok
    • Korean Journal of Food Science and Technology
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    • v.36 no.1
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    • pp.129-133
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    • 2004
  • The active compound responsible fer the anti-oxidant activity in Chinese cabbage kimchi were isolated and identified. The dichloromethane fraction of Chinese cabbage kimchi with the greatest anti-oxidant activity was used. Silica gel column chromatography, Sephadex LH-20 column chromatography, TLC, and Sep-pak catridge were used for isolating the active compounds and IR, EI-MS, GC-MS, $^{1}H-NMR$, $^{13}C-NMR$ were used to identify the structure of the isolated compounds. 3-(4'-Hydroxyl-3',5'-dimethoxyphenyl)propionic acid of molecular weight 226, which had 3.4 times greater free radical scavenging activity than Vit. C and significantly greater anti-oxidant activity against LDL oxidation than the control, was obtained, This active principle may be beneficial in preventing hyperlipidemia and artherosclerosis in human.