• Title/Summary/Keyword: phenyl migration

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Wax Barrier Effect on Migration Behaviors of Antiozonants in NR Vulcanizates (천연고무 가류물에서 왁스막이 오존노화방지제의 이동에 미치는 영향)

  • Choi, Sung-Seen
    • Elastomers and Composites
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    • v.34 no.2
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    • pp.147-155
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    • 1999
  • Waxes compounded into rubber migrate to the surface and form a protection film on the rubber surface. In general, antiozonants were used with wax to protect ozonation of rubber. Influence of wax barrier formed on the surface of a rubber vulcanizate on migration of antiozonants was studied using natural rubber (NR) vulcanizates containing various type waxes. IPPD (N-isopropyl-N'-phenyl-p-phenylenediamine), HPPD (N-l,3-dimethylbutyl-N'-phenyl-p-phenylenediamine), SBPPD (N,N'-di(sec-butyl)-p-phenylenediamine), and DMPPD (N,N'-di(1,4-dimethylpentyl)-p-phenylenediamine) were employed as antiozonants. Migration experiments were performed at constant temperatures of 60 and $80^{\circ}C$ for 10, 20, 30 days using a convection oven. The migration rates of the antiozonants in the vulcanizate without wax are faster than those in the vulcanizates containing waxes. The antiozonants migrate slower in the vulcanizate containing wax with a high molecular weight distribution than in the vulcanizate with a low one. The migration rates of DMPPD and SBPPD are faster than those of HPPD and IPPD.

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A Novel All-trans Retinoid Acid Derivative N-(3-trifluoromethyl-phenyl)-Retinamide Inhibits Lung Adenocarcinoma A549 Cell Migration through Down-regulating Expression of Myosin Light Chain Kinase

  • Fan, Ting-Ting;Cheng, Ying;Wang, Yin-Feng;Gui, Shu-Yu;Chen, Fei-Hu;Zhou, Qing;Wang, Yuan
    • Asian Pacific Journal of Cancer Prevention
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    • v.15 no.18
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    • pp.7687-7692
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    • 2014
  • Aim: To observe the effects of a novel all-trans retinoid acid (ATRA) derivative, N-(3-trifluoromethyl-phenyl)-retinamide (ATPR), on lung adenocarcinoma A549 cells and to explore the potential mechanism of ATPR inhibiting of A549 cell migration. Materials and Methods: The cytotoxicity of ATRA and ATPR on A549 cells was assessed using MTT assay. Wound healing assays were used to analyze the influences of ATRA, ATPR, ML-7 (a highly selective inhibitor of myosin light chain kinase (MLCK)), PMA (an activator of MAPKs) and PD98059 (a selective inhibitor of ERK1/2) on the migration of A549 cells. Expression of MLCK and phosphorylation of myosin light chain (MLC) were assessed by Western blotting. Results: ATRA and ATPR inhibited the proliferation of A549 cells in a dose- and time-dependent manner, and the effect of ATPR was much more remarkable compared with ATRA. Relative migration rate and migration distance of A549 cells both decreased significantly after treatment with ATPR or ML-7. The effect on cell migration of PD98059 combining ATPR treatment was more notable than that of ATPR alone. Moreover, compared with control groups, the expression levels of MLCK and phosphorylated MLC in A549 cells were both clearly reduced in ATRA and ATPR groups. Conclusions: ATPR could suppress the migration and invasion of A549 cells, and the mechanism might be concerned with down-regulating the expression of MLCK in the ERK-MAPK signaling pathway, pointing to therapeutic prospects in lung cancer.

New Insights into 4-Amino-2-tri-fluoromethyl-phenyl Ester Inhibition of Cell Growth and Migration in the A549 Lung Adenocarcinoma Cell Line

  • Wang, Hao;Gui, Shu-Yu;Chen, Fei-Hu;Zhou, Qing;Wang, Yuan
    • Asian Pacific Journal of Cancer Prevention
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    • v.14 no.12
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    • pp.7265-7270
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    • 2013
  • Objective: The present study was designed to investigate the probable mechanisms of synthetic retinoid 4-amino-2-tri-fluoromethyl-phenyl ester (ATPR) inhibition of the proliferation and migration of A549 human lung carcinoma cells. Materials and Methods: After the A549 cells were treated with different concentrations of ATPR or all-trans retinoic acid (ATRA) for 72 h, scratch-wound assays were performed to assess migration. Immunofluorescence was used to determine the distribution of CAV1 and $RXR{\alpha}$, while expression of CAV1, MLCK, MLC, P38, and phosphorylation of MLC and P38 were detected by Western blotting. Results: ATPR could block the migration of A549 cells. The relative migration rate of ML-7 group had significantly decreased compared with control group. In addition, ATPR decreased the expression of a migration related proteins, MLCK, and phosphorylation of MLC and P38. ATPR could also influence the expression of RARs or RXRs. At the same time, CAV1 accumulated at cell membranes, and $RXR{\alpha}$ relocated to the nucleus after ATPR treatment. Conclusions: Caveolae may be implicate in the transport of ATPR to the nucleus. Change in the expression and distribution of $RXR{\alpha}$ may be implicated in ATPR inhibition of A549 cell proliferation. The mechanisms of ATPR reduction in A549 cell migration may be associated with expression of MLCK and phosphorylation of MLC and P38.

Theoretical Studies on Phenyl Group Rearrangement of Protonated Ketones

  • 김창곤;이진각;박형연;이익춘
    • Bulletin of the Korean Chemical Society
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    • v.18 no.6
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    • pp.657-662
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    • 1997
  • Gas-phase phenyl group migration within the protonated ketones has been studied MO theoretically using the AM1 method. The initial state structure shows relatively strong resonance delocalization of positive charge into the nonmigrating (Y) ring, while the ring migration (Z-ring) is nearly complete in the transition state. These results are reflected in the large $p^+_Z$ (<0) and $p^+_$Y (>0) values and in the predominant contribution of resonance (r) over inductive (field, f) effect, r/f ranging from 1.3 ($p^+_r$) to 1.5 ($p^+_z$). The cross-interaction constant $p_{YZ}$ is vanishingly small ($p_{YZ}$=0.03) which is in contrast to the larger magnitudes for benzilic ($p_{YZ}$=-0.48) and azibenzil ($p_{YZ}$=-0.53) rearrangement processes. The relationship found between the extent of resonance contribution in the initial state and the magnitude of $p_{YZ}$ provides strong support for the proportionality between the magnitude of $p_{YZ}$ and the change in the intensity of interaction, ${\Delta}I^{\cdot}_{YZ}$, in the activation process.

Electron-Beam Mediated Rearrangement and Fragmentation of Bis(diphenylphosphino)alkane Derivatives in Gas Phase

  • Jeon, Yea-Sel;Choi, Jeong Chul;Jeong, Young-Sik;Hwang, Kwang-Jin
    • Rapid Communication in Photoscience
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    • v.2 no.1
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    • pp.31-33
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    • 2013
  • The irradiation of electron-beam onto bis-(diphenylphosphino)methane, ethane, propane and butane initiated phenyl-shift from a phosphine to another phosphine atom and subsequent fragmentation resulted in the formation of triphenylphosphine derivative as key intermediate. The mechanism of those processes is speculated.

Arylation of Styrene by Palladium Acetate-Phosphine Complexes

  • 황박영애;황성원
    • Bulletin of the Korean Chemical Society
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    • v.18 no.2
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    • pp.218-221
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    • 1997
  • When phenylation of styrene was carried out in the presence of Pd(OAc)2 and PPh3 in benzene, trans-stilbene was obtained in good yield (566%) with high selectivity (98%) under mild condition (55 ℃, 50 psi O2, 20 h). Since trans-stilbene could be produced not only from benzene but also from phenyl group of PPh3 by migration of its phenyl group to Pd, the competitiveness of benzene and the migratory aptitude of aryl group of triarylphosphine toward styrene has been investigated with various phosphines (PR3: P(p-C6H4CH3)3, P(p-C6H4OCH3)3, P(p-C6H4F)3, P(p-C6H4Cl)3, P(C6H5)3, P(C6H11)3, P(OC4H9n)3, P(CH2C6H5)3 and P(C6F5)3). The yield and selectivity toward trans-stilbene are increased as the basicity of the phosphines increases. The composition of arylated olefin from arylphosphine, in turn, increases as the electronegativity of the substituent on the aryl group of arylphosphines increases.

The Effect of Carriers on Dyeing Properties of PET Fiber (폴리에스테르 섬유의 염색성에 미치는 캐리어의 영향)

  • Choi, Hee
    • Fashion & Textile Research Journal
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    • v.5 no.5
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    • pp.545-549
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    • 2003
  • Dyeing properties such as migration of disperse dye and color fastness of 4 types of the carrier[Carrier-I(methyl napthalene). Carrier-II(chloro benzene). Carrier-III(aromatic ether) and Carrier-IV(o-phenyl phenol)] were evaluated for the study. For the results, the optimum dyeing time and concentration of the carrier was 30min at $110^{\circ}C$ and 2g/l, respectively. The redyeing ratio of the fabric samples treated with Carrier-II and III was higher than that treated with Carrier-I and IV, thus, if was conclude that the redyeing ratio of the samples treated with Carrier-II and III was excellent. The light fastness of the samples treated with Carrier-III and IV was higher than that of Carrier-I and II in order of 2-4 grades. However, there were little changes in terms of washing and sublimation and rubbing fastness for the samples.

Theoretical Studies on Phentl Group Migration of Protonated 1,2-Diphenyl Hydrazines

  • Kim, Chan Gyeong;Lee, In Yeong;Kim, Jang Geun;Lee, Ik Chun
    • Bulletin of the Korean Chemical Society
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    • v.21 no.5
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    • pp.477-482
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    • 2000
  • Phenyl group migration within protonated 1,2-diphenyl hydrazines has been studied theoretically using the semi-empirical AM1 method. This reaction proceeds through a 3-membered cyclic transition state and requires high activation energy. In the reactant, there was no resonance stabilization for the moving Z-ring, however, hammett $p_Z^+$ values are large due to the direct involvement of the Z-ring inthe reaction, and the development of a negative charge on the reaction center gives them a posifive value. In the case of the non-moving ring, $p_Y^+$ values are small and negative owing to the smaller positive charge increase in the reaction center. The cross-interaction constant, $p_YZ^+$, was obtained from the activation enthalpies, using the multipe linear regression methdo, and the interaction between two substituents, Y and Z, is examined.

Mechanism Studies on the CSI Reaction with Allyl Ethers by Varying p-Substituent

  • Jung, Young-Hoon;Kim, Ji-Duck
    • Archives of Pharmacal Research
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    • v.26 no.9
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    • pp.667-678
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    • 2003
  • We examined the effect of p-substituents in p-substituted cinnamyl methyl ethers and 1-(p-substituted phenyl)allyl methyl ethers with CSI, and confirmed that the CSI reaction of allyl ethers (p-substituted ethers) is a competitive reaction of $S_Ni{\;}and{\;}S_N1$ mechanism according to the stability of the carbocation. And, the only terminal allylic amine was obtained through the migration reaction in thermodynamic reaction condition.

Selectivity and behaviour of EK-5439 in the soil as a candidate for rice herbicide (신규 제초제 후보 화합물 EK-5439의 선택성 및 토양 중 행동특성)

  • Hwang, I.T.;Hong, K.S.;Lee, B.H.;Kim, H.R.;Jeon, D.J.;Cho, K.Y.
    • The Korean Journal of Pesticide Science
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    • v.8 no.3
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    • pp.175-183
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    • 2004
  • The characteristics of the experimental compound EK-5439 [3-Chloro-2-[4-chloro-2-fluoro-5-(5-methyl-3-phenyl-4,5-dihydroisoxazol-5-yl-methoxy)-phenyl]-4,5,6,7-tetrahydro-2H-indazole] was investigated to characterize as a new herbicide to use in rice field. The selectivity between rice and barnyardgrass was very good when treated from 0 to 4 days after seeding under soil application. In the overflowing experiment, herbicidal efficacy of EK-5439 was stabilized 12 hrs after application. Vertical migrations in submerged paddy soil of EK-5439 and oxadiazon were equally observed below a soil depth of 1 cm under 5 cm/day leaching condition. Half-lives for herbicidal efficacy of EK-5439 and oxadiazon were 6.1, and 9.6 days, respectively, under submerged paddy condition. EK-5439 showed rapid adsorption to the soil clay, such as bentonite.