• Title/Summary/Keyword: IR and C-13 NMR spectra

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New Polyacetylene Compounds from Panax Ginseng C. A. Meyer$^\dag$

  • Shim, Sang-Chul;Chang, Suk-Ku;Hur, Chan-Woo;Kim, Chang-Kew
    • Bulletin of the Korean Chemical Society
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    • v.8 no.4
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    • pp.272-275
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    • 1987
  • Two polyacetylene compounds having diyn-ene chromophore were isolated from fresh Korean ginseng roots through solvent fractionation, partition and silica gel column chromatography. The low pressure semi-preparative liquid chromatography and high performance preparative liquid chromatography were used for final separation of polyacetylenic fractions. The chemical structures of these polyacetylenes were determined to be heptadeca-1,8-dien-4,6-diyn-3,10-diol and heptadeca-1,4-dien-6,8-diyn-3,10-diol by UV, FT-IR, $^1H\;NMR,\;^{13}C\;NMR,$ mass spectra and elemental analysis.

Synthesis of New 2,4-Diimino-1,3-thiazoles and the Structure Determination (새로운 2,4-Diimino-1,3-thiazoles 유도체의 합성과 구조 결정)

  • Hoh-Gyu Hahn;Chul-soo Lim;Heduck Mah
    • Journal of the Korean Chemical Society
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    • v.47 no.1
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    • pp.38-42
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    • 2003
  • For the purpose of developing new agrochemical fungicides, compound 2 possessing 1,3-thiazole scaffold as well as urea moiety in the structure was designed through molecular modification of lead compound, 2-imino-1,3-thiazoline based on isosterism. The reaction of N-methylthiouea 5 and bromoacetonitrile in ethanol gave 2,4-diimino-1,3-thiazole 4 regioselectively, which was treated with phenyl isocyanates to give the corresponding 7 which is tautomer of 2. The structural assignment of 7 was confirmed by various spectra($^1H$ NMR, $^{13}C$ NMR, FT-IR, HRMS), and X-ray crystallographic data. Compound 8 which is a structural isomer of 7 was formed through thermodynamically unstable intermediate 2,4-diimino-1,3-thiazole 6.

Synthesis of 2-Acylaminobenzothiazole and Benzothiazolylurea Derivatives and Their Biological Activities (2-Acylaminobenzothiazole 및 Benzothiazolylurea 유도체(誘導體)의 합성(合成)과 생리활성(生理活性)에 관한 연구(硏究))

  • Lee, Chun-Soo;Lee, Jung-Yong;Hong, Jong-Uck
    • Applied Biological Chemistry
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    • v.29 no.4
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    • pp.399-406
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    • 1986
  • 2-Acylaminobenzothiazole derivatives were synthesized from 2-aminobenzothiazole and acylchloride. Benzothiazolylurea derivatives were syntesized from 2-minobenzothiazole and phenylisocyanate. The products were identified by UV, IR, $^1H-NMR$, $^{13}C-NMR$ spectra with 2-acetamidobenzothiazole(I), 2-propionamidobenzothiazole(II), 2-butamidobenzothiazole(III), 2-benzamidobenzothiazole(IV). The compounds were tested for their phytotoxicity on the germination and seedling growth of rice, radish and green pea plants, It was found that treatment of 500ppm concentration each of 2-acetamidobentothiazole, 2-propionarmidobenzothiazole and 2-butamidobenzothiazole strongly inhibited of seedling growth of the radish and green pea.

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Enzymatic Synthesis of Vanillin-a -Glucoside and Ethyl Vanillin-a -Glucoside (효소적 방법에 의한 Vanillin-$\alpha$ -Glucoside 및 Ethyl Vanillin-$\alpha$ -Glucoside의 합성)

  • 김삼곤;김근수;나도영;김영회
    • Journal of the Korean Society of Tobacco Science
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    • v.25 no.2
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    • pp.120-127
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    • 2003
  • Cyclodextrin glucanotransferase (CGTase) from Bacillus stearothermophilus synthesized vanillin and ethyl vanillin monoglucoside, with a series of its maltooligoglucosides by transglycosylation with dextrin as a donor, and vanillin or ethyl vanillin as an acceptor. The monoglucoside formed from reaction mixture of vanillin or ethyl vanillin by the successive actions of CGTase and Rhizopus glucoamylase was isolated by extraction with n-butanol saturated with water and silica gel column chromatography. The structure of the isolated monoglucoside was identified as vanillin- $\alpha$ -D-glucoside and ethyl vanillin- $\alpha$ -D-glucoside, respectively, by FAB-MS, UV, IR, 1H-NMR, 13C-NMR spectra and products by hydrolysis with acid, $\alpha$ - and $\beta$ -glucosidases.

Diaminoplatinum(II) Complexes of Glutamic Acid: Obvious Chelating Isomerization

  • Young-A Lee;Jongki Hong;Ok-Sang Jung;Youn Soo Sohn
    • Bulletin of the Korean Chemical Society
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    • v.15 no.8
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    • pp.669-673
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    • 1994
  • Coordination isomers of cis-(N-N)Pt(Glu) prepared by reaction of cis-(N-N)Pt($SO_4$) (N-N=2$NH_3$, ethylenediamine(en),(R,R)-1,2-diaminocyclohexane (DACH), N,N,N',N'-tetramethylethylenediamine (TMEDA)) with barium glutamate in water have been monitored and characterized by $^1H-NMR$, $^{13}C-NMR$, IR, and mass spectra. The reaction at room temperature affords the mixture of O,O'-and N, ${\alpha}$ O-chelated platinum(II) complexes. The O,O'-chelate initially formed isomerized to N,${\alpha}$O-chelate on standing for a long time or increasing temperature. The ratio of the two isomers at room temperature depends on the nature of the nitrogen donor coligand (N-N).

The Chemical Constitutes of Marine Mollusca Bullacta exarata (민챙이 (Bullacta exarata)의 화학성분 연구)

  • Kim, In-Gyu;Park, Sun-Ku;Park, Sung-Hye;Choi, Byung-Lae;Myung, Seung-Woon
    • Journal of the Korean Chemical Society
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    • v.35 no.6
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    • pp.725-729
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    • 1991
  • Unsaturated all-cis-5,8,11,14-eicosatetraenoic(arachidonic), 7,10,13-hexadecatrienoic, 10, 13-octadecadienoic acid ethyl ester and a lot of chimyl alcohol were isolated along with common 9-hexadecenoic acid ethyl ester from marine mollusca Bullacta exarata collected from sangnackworl island in the Korea sea. In addition, cholesterol and its fatty acid ester were obtained. Their structures were deduced from $^1H-$and $^{13}C$-NMR, GC-ms, and FT-IR spectra.

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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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Physicochemical Properties of Chitin and Chitosan Prepared from Lobster Shrimp Shell (가시발새우 껍질에서 제조한 키틴.키토산의 물리화학적 특성)

  • Chung, Gea-Hwan;Kim, Bong-Sub;Hur, Jong-Wha;No, Hong-Kyoon
    • Korean Journal of Food Science and Technology
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    • v.28 no.5
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    • pp.870-876
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    • 1996
  • The physicochemical properties of chitin and chitosan produced from lobster shrimp (Metanephrups thomosonii) shell were investigated. Lobster shrimp chitin contained 6.84% nitrogen, 0.57% fat and 0.32% ash, while chitosan contained 7.52% nitrogen, 0.13% fat and 0.33% ash. Degree of deacetylation and molecular weight of chitosan were 67.5% and $9.1{\times}105$, respectively. Yields of chitin from the shell portion and chitosan from the chitin were 15.7% and 75%, respectively. Chitin and chitosan contained 2.64 and 1.39mg/g of residual amino acids, respectively, with both the most predominant being lysine. Chemical structures of the lobster shrimp chitin and chitosan have been investigated by the IR and solid state $^{13}C-NMR$ spectra.

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Synthesis of Novel D-Glucose-derived Benzyl and Alkyl 1,2,3-Triazoles as Potential Antifungal and Antibacterial Agents

  • Wei, Jin-Jian;Jin, Lei;Wan, Kun;Zhou, Cheng-He
    • Bulletin of the Korean Chemical Society
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    • v.32 no.1
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    • pp.229-238
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    • 2011
  • A series of novel glucose derived benzyl and alkyl 1,2,3-triazoles and their hydrochlorides have been synthesized via Cu(I)-catalyzed 1,3-dipolar cycloaddition. All the new compounds were characterized by MS, IR and NMR spectra. The DEPT, APT, $^1H$-$^1H$ and $^1H-^{13}C$ 2D NMR spectra for some compounds were also recorded. These compounds were evaluated for their in vitro antibacterial activities against Staphylococcus aureus ATCC 29213, Bacillus subtilis, Bacillus proteus, Pseudomonas aeruginosa, Escherichia coli ATCC 25922, and antifungal activities against Candida albicans and Aspergillus fumigatus. The bioactive data revealed that (3R,4S,5S,6S)-2-(hydroxymethyl)-6-methoxy-4,5-bis((1-octyl-1H-1,2,3-triazol-4-yl)methoxy)-tetrahydro-2H-pyran-3-ol 8a exhibited excellent antifungal activity against A. fumigatus with an MIC value of 0.055 mM compared to Fluconazole. It also showed broad inhibitory efficacy against tested bacterial strains with MIC values ranging from 0.049 mM to 0.39 mM.

Cytotoxic Compounds from the Flowers of Paulownia coreana (오동나무꽃의 항암성분)

  • Oh, Joa-Sub;Zee, Ok-Pyo;Moon, Hyung-In
    • Korean Journal of Pharmacognosy
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    • v.31 no.4
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    • pp.449-454
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    • 2000
  • In search for plant-derived cytotoxic compounds, it was found that the $CHCl_3$ and EtOAC extracts obtained from the flowers of Paulownia coreana Uyeki (Scrophulariaceae) exhibited significant cytotoxic activity against human tumor cell lines, A549, SK-OV-3, SK-MEL-2, XF498, and HCT15. Activity-guided fractionation on the basis of the inhibitory activity against the growth of human tumor cell lines, in vitro, and repeated column chromatography afforded several cytotoxic compounds from P. coreana. The structures and stereochemistry of these compounds were established, on the basis of analysis of spectra including IR, UV, EI-MS, $^{1}H-NMR,\;^{13}C-NMR$ and some chemical transformations, as Compound PCCl $(2-hydroxy-4(15),11(13)-eudesmadien-8{\beta},12-olide)$, Compound $PCC2(2,3-dihydro-4-hydroxy-1(15),11(13)-xanthadien-8{\beta},12-olide)$, Compound PCE1 (chrysophanol), Compound PCE2 (emodin), Compound PCE3 (physcion). Cytotoxic activity of compounds obtained from P. coreana. on five tumor cells lines was evaluated by procedure of SRB methods.

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