• Title/Summary/Keyword: carbonyl group

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Transition Metal-Catalyzed and -Promoted Reactions via Carbene and Vinylidene Complexes Generated from Alkynes

  • Ohe, Kouichi
    • Bulletin of the Korean Chemical Society
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    • v.28 no.12
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    • pp.2153-2161
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    • 2007
  • The transition metal-induced in situ generation of carbene complexes from alkynes having a carbonyl or imino group as a nucleophilic functionality has been investigated. These reactive carbenoid species are generated with high atom efficiency through a 6-endo-dig cyclization mode based on the electrocyclization of vinylidene complexes or a 5-exo-dig cyclization mode in π-alkyne complexes, and have been found to serve as versatile intermediates in catalytic carbene transfer reactions. Highlighted and reviewed in this account are the generation and preparation of pyranylidene, furylcarbene, pyrrolylcarbene, and vinylcarbene complexes and their application to [3,3]sigmatropic rearrangement of acylcyclopropylvinylidenes, catalytic cyclopropanation reactions, [2,3]sigmatropic rearrangement or condensation reactions via ylides, ring-opening and substitution reactions with heteroaromatic compounds, and catalytic isomerization of oligoynes.

Antiviral Activity Enhancement through the SATE Prodrug of a 2'-Modified 5'-Norcarbocyclic Adenine Analogue

  • Li, Hua;Kim, Si-Wouk;Hong, Joon-Hee
    • Bulletin of the Korean Chemical Society
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    • v.31 no.8
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    • pp.2180-2184
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    • 2010
  • We synthesized and tested the anti-HIV activity of the SATE prodrug of a 2'-methyl 5'-norcarbocyclic adenine analogue. The introduction of a methyl group in the 2'-position was performed by the addition of a carbonyl using isopropenyl magnesium bromide. The adenine base was efficiently coupled using the Mitsunobu reaction. The chemical stability study of the bis(SATE) derivative 18 was measured at neutral (pH 7.2) and slightly acid (milli-Q water, pH 5.5) pH, and compounds 16 and 18 were evaluated as potential anti-HIV-1 agents.

Single Electron Transfer Promoted Photocyclization Reactions of ($\omega$-Phthalimidoalkylthio) acetic Acids

  • Yoon, Ung-Chan;Lee, Sang-Jin;Oh, Sun-Wha;Cho, Dae-Won
    • Journal of Photoscience
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    • v.8 no.3_4
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    • pp.99-104
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    • 2001
  • Studies have been conducted to explore single electron transfer (SET) promoted photocyclization reactions of ($\omega$-phthalimidoalkylthio)acetic acids (alkyl=ethyl, n-propyl, n-butyl, n -hexyl and n-nonyl). Photocyclizations occur in methanol in modest yields to produce cyclized products in which phthalimide carbonyl carbon is bonded to the carbon of side chain in place of the carboxylic group. The initially formed cyclized products undergo efficient water eliminations to produce enthiol ethers in secondary ground state reactions.

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Biosynthesis of Polyketide Secondary Metabolites (Polyketide 이차대사물질의 생합성)

  • 윤여준;송재경
    • Journal of Life Science
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    • v.12 no.5
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    • pp.632-648
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    • 2002
  • The term polyketide defines a class of natural products synthesized through the successive condensation of small arboxylic acids, which results in products containing multiple carbonyl or hydroxyl groups, each separated by one arbon atom, as in the structural element CH$_2$C(=0)CH$_2$CH(OE)CH$_2$C(=0)-. Plant flavonoids, fungal aflatoxins, as well as undreds of compounds of different structures that can inhibit the growth of bacteria, viruses, fungi, parasites or human umor cells are included in this diverse group. Some of antifungal polyketides also have immunosuppresive activity. olyketides can vary widely in structure, and the diversity of polyketide structures reflects the wide variety of their iological properties. This review focuses on the biosynthesis of polyketides and recent progress in combinatorial iosynthesis of new hybrid polyketide compounds.

Effects of Ethanol Extract of Ligularia fischeri Leaves on Freund's Complete Adjuvant-Induced Model of Chronic Arthritis in Mice

  • Choi, Eun-Mi
    • Food Science and Biotechnology
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    • v.15 no.2
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    • pp.277-282
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    • 2006
  • The aim of this study was to investigate the anti-inflammatory and anti-oxidant activity of Ligularia fischeri leaf extract on adjuvant induced arthritis in experimental mice. The oral administration of the L. fischeri leaf extract (LF), at doses of 100 and 200 mg/kg body weight once a day for 3 weeks, significantly reduced hindpaw swelling and the production of inflammatory cytokines (tumor necrosis factor(TNF)-${\alpha}$, interleukin(IL)-$1{\beta}$, and IL-6). Treatment with LF (100 mg/kg) also decreased the serum levels of triglyceride and low density lipoprotein(LDL)-cholesterol, and increased high density lipoprotein(HDL)-cholesterol contents compared with those of a control group. The induction of arthritis significantly increased oxidized proteins such as protein carbonyl, advanced oxidation protein products, and advanced glycation end-products in the lung, heart, and brain. Treatment with LF for 3 weeks reduced the levels of oxidized proteins. These results suggest that L. fischeri extract might be beneficial in the treatment of chronic inflammatory disorders.

Degardatrion of Cellulosic Fibers by Electron Beam Irradiation

  • Han, Sung-Ok;Seo, Yung-Bum;Lee, Chun-Han
    • Journal of Korea Technical Association of The Pulp and Paper Industry
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    • v.39 no.5
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    • pp.20-25
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    • 2007
  • Henequen fibers were treated by electron beam irradiation and by NaOH to make surface modification for better bonding in the manufacture of biocomposite. Impurity removal and carbonyl group formation were noticed in the previous study by electron beam irradiation, but extensive cellulose degradation were also noticed. To evaluate the effects of electron beam irradiation on cellulosic fibers further, henequen fibers, cotton pulp, cotton fibers, and cellophane were irradiated by electron beam, and their changes of cellulose viscosity, chemical composition, and tensile strength were measured and analyzed.

WORM Behavior of 6F-TPA PI by Hole Injection

  • Lee, Gyeong-Jae;Im, Gyu-Uk;Yang, Mi-Hyeon;Gang, Tae-Hui;Jeong, Seok-Min
    • Proceedings of the Korean Vacuum Society Conference
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    • 2012.02a
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    • pp.244-244
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    • 2012
  • Polymer memory devices have attracted considerable attention because of their advantages such as low cost potential, good scalability, flexibility, simplicity in structure, and large capacity for data storage. Metal/poly (4,4'-aminotriphenylene hexafluoroisopropylidenediphthalimide) (6F-TPA PI)/metal system has been found to show an electrical bi-stable behavior. Here, we show a novel set-up of 6F-TPA PI/Al sample in which holes are injected by photoelectron emission process instead of direct charge carrier injection via metal electrode. In this process, an irreversible electrical phase transition of 6F-TPA PI is found, leading to a write-once-read-many (WORM) behavior. The photoelectron spectroscopy results measured before and after the switching process revealed that the irreversible electrical phase transition of 6F-TPA PI is attributed to the chemical modification of the carbonyl group in phthalimide moiety.

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Synthesis of Anisyltitanium Compounds and their Reactivity (O-Anisyltitanium 화합물의 합성 및 반응성)

  • Koo, Bon-Joon;Kyung, Suk-Hun
    • Applied Biological Chemistry
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    • v.37 no.3
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    • pp.216-220
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    • 1994
  • Organoanisyltitanium compounds which have chlorine or isopropoxy group as ligand were synthesized and purely isolated. These new compounds were proved to be stable at $0^{\circ}C$ under argon atmosphere for some weeks. They react readily at low temperature with carbonyl compound, especially aldehyde and ketone, to coresponding alcohols. In competition reaction of aldehyde/ketone pair these organotitanium species showed complete aldehyde selectivity.

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Study of the Intraction between PVP and Silver Cation (은 양이온과 PVP의 상호작용에 대한 연구)

  • Lee, Chul-Jae;Kim, Dong-Yeub;Nam, Ki-Young
    • Journal of the Korean Chemical Society
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    • v.53 no.5
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    • pp.565-569
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    • 2009
  • The interaction between polyvinylpyrrolidone(PVP) and silver cation has been studied in water at room temperature and atmospheric pressure. The PVP and PVP/Ag composite was observed by transmission electron microscopy (TEM), UV-VIS absorption spectroscopy, Raman spectroscopy and oxygen/carbon dioxide analyzer. We identified silver cations interacting with nonbonding electrons of the oxygen atom in the carbonyl group of PVP. It was shown that PVP/Ag formed stable composites.

Reaction of Lithium Cyanoaluminum Hydride with Selected Organic Compounds Containing Representative Functional Groups. Comparison of Reducing Characteristics between Lithium and Sodium Cyanoaluminum Hydrides

  • Cha, Jin-Soon;Yu, Se-Jin
    • Bulletin of the Korean Chemical Society
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    • v.30 no.7
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    • pp.1588-1592
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    • 2009
  • Lithium cyanoaluminum hydride (LCAH) was prepared by the metal cation exchange reaction of sodium cyanoaluminum hydride with lithium chloride in tetrahydrofuran. The reducing characteristics of LCAH were explored systematically by the reaction with selected organic compounds containing representative functional groups under the standardized conditions (tetrahydrofuran, 0 ${^{\circ}C}$). The reducing ability of LCAH was also compared with of the sodium derivative, sodium cyanoaluminum hydride (SCAH). Generally, the reducing behavior of LCAH resembles that of SCAH closely, but the reactivity of LCAH toward representative organic functional groups appeared to be stronger than that of SCAH. Thus, the regent reduces carbonyl compounds, epoxides, amides, nitriles, disulfides, carboxylic acids and their acyl derivatives to the corresponding alcohols or amines, at a relatively faster rate than that of SCAH. The cyano substitution, a strong election-withdrawing group, diminishes the reducing power of the parent metal aluminum hydrides and hence effects the alteration of their reducing characteristics.