• Title/Summary/Keyword: Phenol derivative

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The Effect of Newly Synthesized Compounds on the Photosynthetic Electron Transport of Cyanobacteria (Anacystis nidulans $R_2$) (신규(新規) 합성화합물들이 cyanobacteria의 광합성전자전달계에 미치는 영향)

  • Hwang, I.T.;Kim, J.S.;Cho, K.Y.;Yoneyama, K.;Yoshida, S.
    • Korean Journal of Weed Science
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    • v.13 no.2
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    • pp.89-95
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    • 1993
  • The Inhibiting activity of newly synthesized phenol (E-series) and triazine (T-series) derivatives was evaluated by using thylakoid membranes extracted from cyanobacteria (Anacystis nidulans $R_2$). There were no significant differences between phenol derivatives and dinoseb to the thylakoid membrane extracted from wild type in the Hill reaction. However, a phenol derivative, E-24 which has no -Cl at phenyl ring, did not show any activity. The longer the length of R substituents was in phenol derivatives, the lower inhibiting activity was in the Hill reaction. Triazine derivatives, T-27, T-28, T-40, T-41, T-47 and T-48 were also compared with diuron and atrazine. Among triazine compounds, T-27 and T-28 showed 10 and 30 times activity as high as atrazine to wild type, respectively. Other triazine derivatives, T-40, T-41, T-47 and T-48 showed low inhibiting activity to wild and mutant type. A structural difference of T-27 and T-28 from T-40, T-41, T-47 and T-48 was the presented of -C-NH-. Both T-27 and T-28 were very closely associated with serine, an amino acid located at the 264th position of D1 protein because of the resistant ratio(R/S) to mutant G-264 were higher than that of atrazine.

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4-(Tert-butyl)-2,6-bis(1-phenylethyl)phenol induces pro-apoptotic activity

  • Kim, Jun Ho;Lee, Yunmi;Kim, Mi-Yeon;Cho, Jae Youl
    • The Korean Journal of Physiology and Pharmacology
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    • v.20 no.3
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    • pp.253-259
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    • 2016
  • Previously, we found that KTH-13 isolated from the butanol fraction of Cordyceps bassiana (Cb-BF) displayed anti-cancer activity. To improve its antiproliferative activity and production yield, we employed a total synthetic approach and derivatized KTH-13 to obtain chemical analogs. In this study, one KTH-13 derivative, 4-(tert-butyl)-2,6-bis(1-phenylethyl)phenol (KTH-13-t-Bu), was selected to test its anti-cancer activity. KTH-13-t-Bu diminished the proliferation of C6 glioma, MDA-MB-231, LoVo, and HCT-15 cells. KTH-13-t-Bu induced morphological changes in C6 glioma cells in a dose-dependent manner. KTH-13-t-Bu also increased the level of early apoptotic cells stained with annexin V-FITC. Furthermore, KTH-13-t-Bu increased the levels of cleaved caspase-3 and -9. In contrast, KTH-13-t-Bu upregulated the levels of pro- and cleaved forms of caspase-3, -8, and -9 and Bcl- 2. Phospho-STAT3, phospho-Src, and phospho-AKT levels were also diminished by KTH13-t-Bu treatment. Therefore, these results strongly suggest that KTH-13-t-Bu can be considered a novel anti-cancer drug displaying pro-apoptotic activity.

Preparation and Evaluation of Propofol Microemulsion for Parenteral Use (마이크로에멀젼을 이용한 프로포폴 주사제의 개발 및 평가)

  • 이종화;박선영;김동우;조미현;조인숙;이계원;박목순;지웅길
    • YAKHAK HOEJI
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    • v.46 no.5
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    • pp.337-342
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    • 2002
  • Propofol(2,6-diisopropyl phenol) is a phenol derivative that is chemically distinct from other intravenous sedative hypnotics. It has been extensively used as a short term anesthetic agent, because of the rapid onset and short duration of action. Propofol microemulsion system was prepared with different concentrations of ethyl oleate, $Solutol^{(R)}$ HS 15 and $Kollidon^{(R)}$ 17 PF. Propofol microemulsions were studied by transmittance, viscosity, particle size, in vitro release and pharmacokinetics. The range of transmittance of A group with 4% ethyl oleate and that of B group with 5% ethyl oleate were 92.6~95.1 and 91.3~94.2%, respectively. Transmittance 1~2% decreased as concentration of $Kollidon^{(R)}$ 17 PF was increased and increased 0.8~3.3% when 10 times diluted with normal saline. The viscosity of A and B group were in the range of 3.9~4.1 mPaㆍsec and 4.4~5.3 mPaㆍsec, respectively. The particle sizes of A and B group increased as amount of $Kollidon^{(R)}$ 17 PF. Also, release of propofol was slowly increased as the amount of $Kollidon^{(R)}$ 17 PF was increased. Propofol plasma concentration by i.v injection showed 2-compartment model. Pharmacokinetics of A-5 was similar to that of commercial emuision(POFOL).

Study on Properties of Epoxy Resin Compositions Containing Novolac Derivatives (바이페닐 유도체를 도입한 에폭시 수지 조성물의 특성에 관한 연구)

  • Choi, Su Jung;Kim, Young Chul
    • Journal of Adhesion and Interface
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    • v.12 no.4
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    • pp.138-143
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    • 2011
  • Recently epoxy resin compositions having backbone of novolac derivatives with biphenylene compounds have been used as materials of eco-freindly EMC (Epoxy Molding Compound), because the cured epoxy resin compositions show the self-extinguishing without flame retardant additives. In this study, epoxy resin compositions were prepared and cured using novolac derivateves with biphenylene. Their propeties - structures of phenol derivatives and reactivity, thermal expansion, modulus, and thermal degradation - were obtained by DSC, DMA, TMA, TGA method. When both epoxy resin and hardenr had the biphenyl novolac structure, epoxy resin compositions showed low thermal expansion, good mechanical property, and combustion retardation.

Theoretical Studies on the Competitive Sn2 Reactions of O-Imidomethyl Derivatives of Phenols with OH-

  • Kim, Chang Gon;Jeong, Dong Su;Kim, Chan Gyeong;Lee, Bon Su;Jeong, Yeong Jin;Lee, Byeong Jun;Lee, Ik Jun
    • Bulletin of the Korean Chemical Society
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    • v.22 no.1
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    • pp.25-29
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    • 2001
  • Nucleophilic substitution reactions of O-imidomethyl derivatives of phenols with OH- were studied theoretically using the semiempirical AM1 and Solvation Model 2.1 (SM2.1) methods in the gas phase and aqueous solution, respectively. In the gas phase, the two reaction paths, in which the imide (1a) or phenol (1b) is functioning as a leaving group, can occur competitively. In contrast, in aqueous solution, path (1b) becomes more favorable than (1a) because the transition states (TS) of path (1b) are more stabilized by solvent. Differences in solvation energies are caused by the structural differences of TS, i.e., the TS via path (1b) is more dissociative than that via path (1a). Therefore we conclude that the solvent effects play an important role in the hydrolysis of O-imidomethyl derivatives of phenols. However, reactivity is dependent on the acidities of both the imide and the phenol fragments since the ρz values vary progressively from 4.2 (Z' = I) to 2.5 (Z' = IV) as the acidities of imide increase. These are in good agreement with the experimental results.

Relationship Between Tyrosinase Inhibitory Action and Oxidation-Reduction Potential of Cosmetic Whitening Ingredients and Phenol Derivatives

  • Sakuma, Katsuya;Ogawa, Masayuki;Sugibayashi, Kenji;Yamada, Koh-ichi;Yamamoto, Katsumi
    • Archives of Pharmacal Research
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    • v.22 no.4
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    • pp.335-339
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    • 1999
  • The oxidation-reduction potentials of cosmetic raw materials, showing tyrosinase inhibitory action, and phenolic compounds structurally similar to L-tyrosine were determined by cylcic voltammetry. The voltammograms obtained could be classified ito 4 patterns (patterns 1-4). Patterns 1, characterized by oxidation and reduction peaks as a pair, was observed with catechol, hydroquinone or phenol, and pattern 2 exhibiting another oxidation peak in addition to oxidation and reduction peaks as a pair was found with arbutin, kojic acid, resorcinol, methyl p-hydroxybenzoate and L-tyrosine as the substrate of tyrosinase. Pattern 3 with an independent oxidation peak only was expressed by L-ascorbic acid, and pattern 4 with a reduction peak only at high potentials, by hinokitiol. The tyrosinase inhibitory activity of these compounds was also evaluated using the 50% inhibitory concentration ($IC_{50}$) and the inhibition constant (Ki) as parameters. Hinokitiol, classified as patterns 4, showed the highest inhibitory activity (lowest $IC_{50}$ and Ki). Hydroquinone showing the second highest activity belonged to pattern 1, which also included compounds exhibiting pattern 2 was relatively low with Ki values being in the order of 10-4 M. Although there was no consistent relationship between oxidation-reduction potentials and tyrosinase inhibitory action, the voltammetry data can be used as an additional index to establish the relationship between the structure and the tyrosine inhibitory activity.

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Photo-Induced Memory of an OLED in the presence of thio-Michler's ketone

  • Enokida, Toshio;Gwon, Tae-Sun
    • 한국정보디스플레이학회:학술대회논문집
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    • 2004.08a
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    • pp.281-284
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    • 2004
  • Photo-induced memory effect of an organic light-emitting diode(OLED) composed of a hydrazone-derivative(DBAH) dispersed in bis-phenol-A type polycarbonate polymer(PCA) in the presence of thio-Michler's ketone, was investigated by the measuring of the current density and luminance at the various conditions. After the light exposure, the current of the OLED was decreased approximately one order, and the luminance of the OLED also decresed. This memory effct was erasable by heating the OLED to the temperature higher than the glass transition temperature(Tg). As shown in this result, we found the memory effect was erased by heating and returned to its original state in the hole injecting layer(HIL) of the OLED. A series of these phenomena was suggested the possibility of the application to the imaging plate.

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프탈로시아닌 유도체 합성 및 광학응답특성 연구

  • Lee, Jun-Hui;Wang, Sheng;Son, Yeong-A
    • Proceedings of the Korean Society of Dyers and Finishers Conference
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    • 2011.03a
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    • pp.67-67
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    • 2011
  • Recently, Phthalocyanine dye has attentions due to their excellent photochemical properties and used to optical applications such as chemical sensors. And azo groups can change photochemical properties in the UV irradiation because their molecualr structure reverse cis-trans isomer and changes cooperative motion, aggregation and so on. In this study, we synthesized the azo compound between amino pyridine and phenol. this azo derivative used the combination with 3-nitro phthalonitrile and makes phthalocyanine structure through the synthesis with 1,8-diazabicyclo[5.4.0]undec-7-ene(DBU), zinc acetate. Finally, we synthesized a new photoswiching dye zinc-phthalocyanine azo compound. This compound was studied by phothoswichiing phenomenon by UV irradiation and analyzed molecular aggregation through the SEM images.

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Synthesis and Characterization of Red Organic Phosphor for Hybrid LED (Hybrid LED용 적색 유기형광체의 합성 및 특성 연구)

  • Lee, Seung Min;Jeong, Yeon Tae
    • Journal of the Korean Institute of Electrical and Electronic Material Engineers
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    • v.30 no.1
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    • pp.48-53
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    • 2017
  • We report the studies on the red organic phosphor by using perylene bisimide derivatives. Even though perylene bisimide derivatives have excellent thermal stability and luminous efficiency, they have low solubility in organic solvents. In this research, modified perylene bisimide derivative, N,N'-Bis(4-bromo-2, 6-diisopropylphenyl)-1, 6, 7, 12-tetraphenoxyperylene-3, 4, 9, 10-tetracarboxyl bisimide (1C), has been prepared by the reaction of phenol with N,N'-Bis(4-bromo-2, 6-diisopropylphenyl)-1, 6, 7, 12-tetrachloroperylene-3, 4, 9, 10-tetracarboxyl bisimide (1B) in presence of DMF, at $70^{\circ}C$. The synthesized (1C) was characterized by using $^1H-NMR$, FT-IR, UV/V is spectroscopy, and TGA. The absorbtion and emission of (1C) was shown at 576 nm and 610 nm in UV/V is spectrum. In TGA thermogram, (1C) showed good thermal stability without significant weight loss to $220^{\circ}C$. And in the solubility analysis, (1C) with phenoxy group showed the good solubility in general organic solvents. The blended films of (1C) with PMMA (polymethyl methacrylate) at different weight % concentration such as 10, 5, 1 weight % have been prepared. The blended film was shown at 616 nm when monitored at 450 nm in PL emission spectra.

Humic Acid and Synthesized Humic Mimic Promote the Growth of Italian Ryegrass

  • Khaleda, Laila;Kim, Min Gab;Kim, Woe-Yeon;Jeon, Jong-Rok;Cha, Joon-Yung
    • Journal of The Korean Society of Grassland and Forage Science
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    • v.37 no.3
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    • pp.242-247
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    • 2017
  • Humic acid (HA) is a complex organic matter found in the environments, especially in grassland soils with a high density. The bioactivity of HA to promote plant growth depends largely on its extraction sources. The quality-control of HA and the quality improvements via an artificial synthesis are thus challenging. We recently reported that a polymeric product from fungal laccase-mediated oxidation of catechol and vanillic acid (CAVA) displays a HA-like activity to enhance seed germination and salt stress tolerance in a model plant, Arabidopsis. Here, we examined whether HA or CAVA enhances the growth of Italian ryegrass seedling. Height and fresh weight of the plant with foliar application of HA or CAVA were bigger than those with only water. Interestingly, enhanced root developments were also observed in spite of the foliar treatments of HA or CAVA. Finally, we proved that HA or CAVA promotes the regrowth of Italian ryegrass after cutting. Collectively, CAVA acts as a HA mimic in Italian ryegrass cultivation, and both as a biostimulant enhanced the early growth and regrowth after cutting of Italian ryegrass, which could improve the productivity of forage crops.