• Title/Summary/Keyword: C=C double bond

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The first synthesis of 4' ${\alpha}$-C aryl branched carbocyclic nucleosides

  • Xu, Xiang-Shu;Ko, Ok-Hyun;Hong, Joon-Hee
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.346.2-346.2
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    • 2002
  • Recently, several branched-nucleosides have been synthesized and evaluated as potent antitumor or antiviral agents. Among them, 4'${\alpha}$--C-ethenyl and 4'${\alpha}$-C-ethynyl nucleosides which having an additional double or triple bond at 4'-position were reported to be as potent antiviral and anlitumor activities. Encouraged by these interesting structures and antiviral activities, it was determined to synthesize novel classes of nucleosides comprising branched carbocyclic nucleosides with an additional aryl group at 4'${\alpha}$-position using versatile reiterative three-step sequences from simple acyclic precursor '2-hydroxyacetophenone. Our efforts toward the synthesis of novel nucleosides analogues are reported herein.

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Experimental research on the failure mechanism of foam concrete with C-Channel embedment

  • Liu, Dianzhong;Wang, Fayu;Fu, Feng;Wang, He
    • Computers and Concrete
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    • v.20 no.3
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    • pp.263-273
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    • 2017
  • An experimental investigation is carried out on the failure mechanism of foam concrete with cold formed steel double C-Channels embedment. The foam concrete is made of cement and fly ash with a compressive strength between 9 and 24 MPa with different densities. Forty-eight tests have been carried out in four groups of specimens with various embedment depths of the steel in the concrete. Four modes of failure are observed, which include the independent failure of the C-Channels with and without a concrete block inside the channel as well as the combined failure of the two channels, and the failure of the extrusion block. A theoretical model has been developed to understand the failure process. The peak compressive force applied onto the C-Channels that causes failure is calculated. It is concluded that the failure involves independent slippage between two C-Channels, and the steel and the foam concrete blocks inside the C-Channels. A method to calculate the peak force is also developed based on the test results. The calculations also show that the shear strength of the foam concrete is about 8% of the compressive strength with ${\alpha}$ coefficient of 0.4 between the steel and concrete.

Pharmacological Activities of Flavonoids (III) Structure-Activity Relationships of Flavonoids in Immunosuppression

  • Kim, Chang-Johng;Cho, Seung-Kil
    • Archives of Pharmacal Research
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    • v.14 no.2
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    • pp.147-159
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    • 1991
  • Effects of twenty-one different flavonoids and their related compounds on the phagocytosis of colloidal carbon by macrophages in liver and spleen humoral immune responses against bacterial $\alpha$-amylase and cellular immune responses against oxazolone and dinitrofluorobenzene were studied in vivo and in vitro. It was shown that most of the flavonoids accelerated significantly the phagocytosis, and they suppressed significantly not only humoral and cellular immune responses but also the development of immunological memory after the antigenic stimulation. Especially, malvin was the most active in phagocysis, and disodium cromoglycate and morin were the most active in humoral and cellular immunosuppression, respectively. Daidzuin had the most potent inhibitory activity in the development of memory cells. The structure-activity relationships of the flavonoids in immunosuppression became apparant from these results: 1. The presence of $C_{2-3}$ double bond and $C_4$ Ketone group in C-ring was important for their immunosuppressive activity. 2. Flavonoids with benzene ring at 2 or 3 position in C-ring showed the almost same activities. 3. The opening of C-ring did not affect their immunosuppressive activity. 4. The glycosylated flavonoids at 3 position in C-ring were less less potent than their aglycones. 5. Di-or tri-hydroxylated flavonoids in B-ring were more potent than mono-hydroxylated. 6. Chromanochromanone also had the immunosuppressive activity.

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Cinnamic Acid Derivatives III, The Kinetics and Mechanism of the Nucleophilic Addition of Thioglycolic Acid to Benzalacetophenone Derivatives (신남산 유도체III, Benzalacetophenone 유도체에 대한 Thioglycolic acid의 친핵성 첨가반응 메카니즘과 그 반응속도론적 연구)

  • Lee, Ki-Chang;Hwang, Yong-Hyun;Park, Eun-Kyung;Ryu, Jung-Wook;Lee, Kwang-Il
    • Journal of the Korean Applied Science and Technology
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    • v.7 no.2
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    • pp.33-40
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    • 1990
  • The Kinetics of the addition of benzalacetophenone derivatives was investigated by ultraviolet spectrophotometery in 5% dioxane $H_2O$ at $50^{\circ}C$. A rate equation was obtained in wide range of pH. The substituent effects on benzalacetophenone derivatives were studied, and addition were facilitated by electron attracting groups. The final product was benzalacetophenone-${\beta}$-thioglycolic acid synthesized by the addition of thioglycolic acid to benzalacetophenone. On the base of the rate equation, substituent effect, general base effect and final product, the plausible addition mechanism was proposed: Below pH 9.0, only neutral thioglycolic acid molecule was added to the carbon-carbon double bond, and in the range of pH $9.0{\sim}11.0$, neutral thioglycolic acid molecule and thioglycolic acid anion competitively attacted the double bond. By contrast, above pH 11.0, the reaction was dependent upon only the addition of thioglycolic acid anion.

Theoretical Studies on the Photochemical Reaction of Psoralen Derivatives with Thymine(Ⅳ). Photoadducts of Azapsoralen with Thymine (소랄렌 유도체와 티민의 광화학 반응에 관한 이론적 연구(Ⅳ). 아자소랄렌과 티민의 광생성물의 구조)

  • Kim, Ja Hong;Sohn, Sung Ho;Yang, Kee Soo;Hong, Sung Wan
    • Journal of the Korean Chemical Society
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    • v.39 no.5
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    • pp.338-343
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    • 1995
  • The electronic structure of photoskinsensitizing 8-azapsoralen and 4,4',5'-trimethyl-8-azapsoralen has been investigated by the semiempirical (PM3-CI-UHF, etc) methods. The formation of molecular complexes between ground thymine and excited azapsoralen is discussed in terms of charge transfer interaction. The results indicated that the most probable orientation through C4-cycloaddition of 3,4-double bond of azapsoralen and 5,6-double bond of thymine bases, expecially photoadducts were inferred to be a trans-anti azapsoralen(3,4) < > Thymine(5,6) and trans-anti 4,4',5'-trimethyl-8-azapsoralen (3,4) < > Thymine(5,6).

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The Kinetics and Mechanism of the Nucleophilic Addition of Thiourea for Furfurylidene Acetophenone derivatives (Furfurylidene acetophenone유도체에 대한 Thiourea의 친핵성 첨가반응 메카니즘과 그 반응속도론적 연구)

  • Lee, Ki-Chang;Mok, Gap-Young;Oh, Se-Young;Ryu, Jung-Wok
    • Journal of the Korean Applied Science and Technology
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    • v.14 no.1
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    • pp.27-32
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    • 1997
  • Furfurylidene acetophenone derivatives were synthesis, it was measured that nucleophilic addition made use of UV at a wide pH 1.0${\sim}$13.0 range in 30% dioxane-$H_2O$ solution, 25$^{\circ}C$. On the basis of general base catalysis, substitutent effect, confirmation of nucleophilic addition products, it was measured the reaction rate of furfurylidene acetophenone derivatives for the pH change. It may be concluded that a part was unrelated to pH and another part was in proportion to concentration of hydroxide ion: Above pH 10.0. sulfide anion adds to the double bond (Michael type addition), a part having no concern with pH, addition reaction to double bond is initiated by addition of neutral thiourea molecule. From the result of measurement the reaction rate, nucleophilic addition of furfurylidene acetophenone derivatives confirmed to the irreversible first order. Through measurement the substituent effect. It found that reaction rate was accelerated by electron attracting group. On the basis of these findings, nucleophilic addition of thiourea for the furfurylidene acetophenone derivative was proposed a fitting mechanisms.

Indole Derivatives I, The Kinetics and Mechanism of the Nucleopilic Addition of Thiourea to 1-Benzylindole-3-Acetophenone (인돌유도체 I, 1-Benzylindole-3-acetophenone유도체에 대한 Thiourea의 친핵성 첨가반응 메카니즘과 그 반응속도론적 연구)

  • Lee, Ki-Chang;Hwang, Sung-Kwu;Ryu, Jung-Wook;Hwang, Young-Hyun;Sung, Ki-Chun
    • Journal of the Korean Applied Science and Technology
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    • v.8 no.2
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    • pp.175-181
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    • 1991
  • The kinetics of the addition of 1-benzylindole-3-(p-substituted) acetophenone derivatives was investigated by ultraviolet spectrophotometery in 30% dioxane -$H_2O\;at\;25^{\circ}C$. A rate equation which can be applied over wide pH range was obtained. The Substituent effects on 1-benzylindole-3-(p-substituted) acetophenone derivatives were studied, and addition were facilitated by electron attracting groups. On the base of the rate equation, substituent effect, and general base effect the plausible addition mechanism was proposed : Below pH 3.0, only neutral thiourea molecule was added to the carbon-carbon double bond, and in the range of pH 0.0${\sim}$14.0, netural thiourea molecule and thiourea anion competitively attacted the double bond. By contrast, above pH 10.0, the reaction was dependent upon only the addition of thiourea anion.

Comparative Studies on the Reactions of Carbamyl and Thiocarbamyl Halides with NH3 in the Gas Phase and in Aqueous Solution: A Theoretical Study

  • Kim, Chang-Kon;Han, In-Suk;Sohn, Chang-Kook;Yu, Yu-Hee;Su, Zhishan;Kim, Chan-Kyung
    • Bulletin of the Korean Chemical Society
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    • v.33 no.6
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    • pp.1955-1961
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    • 2012
  • In this work, the reactions of carbamyl and thiocarbamyl halides with $NH_3$ were studied in the gas phase at the MP2(FC)/6-31+G(d) level of theory. Single point calculations were performed at the QCISD/6-311+G(3df,2p) to refine the energetics. The reaction mechanisms were also studied in aqueous solution. The structures were fully optimized at the CPCM-MP2(FC)/6-31+G(d) and refined by a single point CPCM-QCISD/6-311+G(3df,2p) calculations. The reaction mechanisms for the title compounds were compared with those for the acetyl and thioacetyl halides. The lower reactivity of carbamyl (and thiocarbamyl) groups was explained by comparing the C=O and C=S ${\pi}$-bond strengths as well as resonance contributions in the ground state.

A comparison of the shear bond strength between porcelain repair systems and fractured surface of porcelain-fused-to-metal restorations (도재파절 양상에 따른 수종의 도재 수복용 레진의 결합력에 관한 실험적 연구)

  • Choi, Jeung Won;Han, Dong Hoo;Jeong, Chang Mo
    • The Journal of Korean Academy of Prosthodontics
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    • v.28 no.2
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    • pp.147-163
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    • 1990
  • Although dental porcelain demonstrates lasting esthetic results, it suffers from inherent brittle fractures. Various techniques and materials for intraoral porcelain repair has been suggested. This study investigated the in vitro shear strength of three porcelain repair systems according to aspects of the porcelain fractures. The purpose of this study was to evaluate the shear bond strength of three porcelain repair systems(All-bond, Clearfil, Scotchprime) according to fractured surface of porcelain - fused - to - metal restorations. For this study specimens were divided into five groups : group 1 represented fracture occurred at body porcelain layer, group 2 represented fracture occurred at opaque porcelain layer, group 3 represented fracture including 1/3 of metal exposure, group 4 represented fracture including 2/3 of metal exposure, and group 5 represented all metal surface was exposed. Specimens were stored in double deionized water(24Hr, $37^{\circ}C$) and thermocycling was performed(24Hr, 1080cycles), and subjected to a shear force parallel to the repair resin and porcelain interface by use of an University Testing Machine. The results of this study were obtained as follows : 1. In group 1 and 2, bond strength was relatively high, and bond strength showing reducing tendency as exposure of metal was increased. 2. In group 1, bond strength was relatively high, and no significant differences in porcelain repair system. 3. In group 2, 3 and 4, All-bond and Clearfil provided significantly higher bond strength than scotchprime. 4. In group 5, bond strength was the lowest among all groups and especially in case if Scotchprime. 5. Cohesive failure was observed in group 1 and 2, adhesive failure was observed in group 5, and cohesive / adhesive failures were observed in group 3 and 4.

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Development of Automatic Bonding System for GaAs Wafer (GaAs Wafer 접합용 본딩시스템 개발)

  • Song J.Y.;Kang J.H.;Lee C.W.;Ha T.H.;Jee W.H.;Kim W.K.
    • Proceedings of the Korean Society of Precision Engineering Conference
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    • 2005.10a
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    • pp.427-431
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    • 2005
  • In this study, 6' GaAs wafer bonding system is designed and optimized to bond 6 inches device wafer and material wafer. Bonding process is performed in vacuum environment and resin is used to bond two wafers. Vacuum module and double heating mechanisms are adopted to minimize wafer warpage and void. Structure and heat transfer analysis, et al of the core modules review the designed mechanisms are very effective in performance improvement. As a result, high productivity (tack time cut-down) and stabilized process can be obtained by reducing breakage failure of wafer.

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