• Title/Summary/Keyword: Ureas

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Induction of caspase-dependent apoptosis in melanoma cells by the synthetic compound (E)-1-(3,4-dihydroxyphenethyl)-3-styrylurea

  • Kim, Ji-Hae;Jang, Young-Oh;Kim, Beom-Tae;Hwang, Ki-Jun;Lee, Jeong-Chae
    • BMB Reports
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    • v.42 no.12
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    • pp.806-811
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    • 2009
  • Recently, various phenolic acid phenethyl ureas (PAPUs) have been synthesized from phenolic acids by Curtius rearrangement for the development of more effective anti-oxidants. In this study, we examined the anti-tumor activity and cellular mechanism of the synthetic compound (E)-1-(3,4-dihydroxyphenethyl)-3-styrylurea (PAPU1) using melanoma B16/F10 and M-3 cells. Results showed that PAPU1 inhibited the cell proliferation and viability, but did not induce cytotoxic effects on primary cultured fibroblasts. PAPU1 induced apoptotic cell death rather than necrosis in melanoma cells, a result clearly proven by the shift of cells into sub-$G_1$ phase of the cell cycle and by the substantial increase in cells positively stained with TUNEL or Annexin V. Collectively, this study revealed that PAPU1 induced apoptosis in a caspase-dependent manner, suggesting a potential role as a cancer chemopreventive agent for melanoma cells.

Synthesis of Urea and Thiourea Derivatives and Their Inhibitory Activities of NO Production by Activated Macrophages (유레아 및 티오유레아 유도체의 합성과 활성화된 대식세포의 NO 생성 저해효과)

  • Kim, Yoon-Jung;Cheon, Ye-Jin;Lim, Hyo-Jin;Ryu, Jae-Ha;Jeon, Ra-Ok
    • YAKHAK HOEJI
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    • v.51 no.4
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    • pp.246-252
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    • 2007
  • Several ureas and thioureas were designed and synthesized and their inhibitory activities of NO production in lipopolysaccharide-activated macrophages were evaluated. Among these compounds, indole-containing thiourea 6e was the most potent showing 17.4 ${\mu}M$ of $IC_{50}$ value.

Studies on the Syntheses and Antimicrobial Activity of Substituted Benzothiazolyl Urea Derivatives (Substituted Benzothiazolyl Urea 유도체의 합성 및 항균작용에 관한 연구)

  • 강회양
    • Journal of Environmental Health Sciences
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    • v.7 no.2
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    • pp.113-117
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    • 1981
  • Twelve benzothiazolyl and 6-substituted benzothiazoly phenyl and chlorophenyl ureas have been newly synthesized by reacting 2-amino benzothiazole and 2-amino-6-substituted benzothazole with three or four phenyl and chlorophenyl isocyanate, respectively. The structures of these compounds were determined by measurement of the molecular weights and elementary analysis as well as IR spectrophotometry. The compounds generally exhibited antibacterial activity against Staphylococcus aureus and Escherichia coli in the concentration of $50\mu g/ml$. The compounds containing chloro group exhibited stronger antibacterial activity than those containing methyl group against Eschichia coli. The difference in the antibacterial activity according to the substituted group (phenyl, o-, m-, and p-chlorophenyl) was also noted. The compounds containing o-chlorophenyl group, on the whole, exhibited more potent growth-inhibitory activity againsts staphylococcus aureus.

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A Study on characteristics of symbolic spatial representation shown in Zhang Yimous's Films (장이모우 영화에서 나타나는 공간의 상징성에 관한연구)

  • Yun, Na-Ra;Shim, Eun-Ju
    • Proceedings of the Korean Institute of Interior Design Conference
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    • 2007.11a
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    • pp.84-88
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    • 2007
  • Movie has a light, colors, and texture in the space and a design. Movie is a ovation of the 3-dimensional reality with time and space. Just like a movie, a space can also express time, personality of characters and background stories. Symbolization of a space tells philosophy and emotions, making meaning of the space abundant and consistency in entire composition of the space. Expression of beauty through order of space inside proves meaning of space. Think that can do and present to production methodology of space design to universalize ureas through symbolic productions that is based on story.

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Effect of Ureas on the Conformational Properties of Poly(ethylene oxide) in Aqueous Solutions by Viscometry (수용액에서 점도계법에 의한 폴리에틸렌 옥사이드의 구조성질에 대한 요소 용질들의 효과)

  • Ra, Seung Chang;Yoon, Byoung Jip;Jeon, Sang Il
    • Journal of the Korean Chemical Society
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    • v.39 no.8
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    • pp.666-671
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    • 1995
  • The conformational properties of poly(ethylene oxide) (PEO) in aqueous solutions are studied by viscometry with respect to the water structure perturbing capabilities of a series of urea solutes at $16^{\circ}C$, and experiments for the effect of amounts of urea and methylurea on PEO at 16 and $25^{\circ}C$ are also performed. The results show that the chain expansion, by ureas, of PEO of $1.0{\times}10^5$ molecular weight at $16^{\circ}C$ is similar to that of PEO of $8.0{\times}10^3$ molecular weight at $25^{\circ}C$ with respect to the water structure perturbation. Urea and methylurea make the PEO chain expand by the perturbation of water structure around PEO and by the hydrophobic interaction between methylurea and PEO, respectively. PEO of $1.0{\times}10^5$ molecular weight has hydrophobic sites on it, which are roughly classified into two parts; one is the inner hydrophobic groups which can interact between themselves (intramolecular hydrophobic interaction) and prevails at $16^{\circ}C$, and the other is the outer, exposed hydrophobic groups which can interact with the added hydrophobic solute (intermolecular hydrophobic interaction) and prevails at $25^{\circ}C.$

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A Synthesis of Sulfonyl Urea Derivatives in Aqueous Media (수용액에서 술포닐 우레아 유도체들의 합성)

  • Lee, Chun-Soo;Yoon, Mu-Hong;Choe, Seok-Burn;Rho, Seung-Baik
    • Applied Chemistry for Engineering
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    • v.3 no.1
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    • pp.100-110
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    • 1992
  • Arylsulfonyl urea derivatives can be easily prepared in good yield by treating amines with arylsulfonyl carbamates in aqueous solution : 1) N-Arylsulfonyl-N'-aryl urea derivatives, 2) N-Arylsulfony-N'-alkyl urea derivatives, 3) N-Arylsulfonyl-N'- heterocyclic urea derivatives. The proposed reaction mechanisms for preparing arylsulfonyl ureas involve formation of an ion-pair conformation by initial acid-base reaction, then formation of a so-called tetrahedral intermediate by nucleophilic addition, followed by an acid-catalyzed elimination of an alkoxide ion and loss of a proton.

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Rheological Characterization of Dextran Solution (DEXTRAN 용액의 유동학적 특성)

  • Kim, Nam-Hie;Lee, Hyang-Aee
    • YAKHAK HOEJI
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    • v.32 no.1
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    • pp.86-94
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    • 1988
  • Some rheological properties of subfractions for dextran in the molecular weights range from $3{\times}10^4$ to $2{\times}10^6$ was investigated at room temperature. The dependence of the viscosity on concentration, shear rate, pH & ionic strength, temperature and solvent effect was observed. From the experimental data the Mark-Houwink viscosity equation in water at $25^{\circ}C$ was determined for samples having the molecular weight ranging from $3{\times}10^4$ to $2{\times}10^6$ as$[{\eta}]=3.1{\times}10^{-3}\;Mw^{0.39}(in\;dl/g)$. The intrinsic stiffness of the dextran backbone was estimated by evaluating the 'characteristic ratio' $C_{\infty}$, which is below the 0.082. In the concentrated region, the viscosity was decreased with increasing shear rate and was exponentially decreased with raising temperature, the viscosity showed the maximum value at neutral condition. From the experimental data, it was concluded that dextran chain, linked by the ${\alpha}-1$, 6-glucosidic linkage, behaves like a flexible random coil chain in aqueous solution, dextran solutions were pseudoplastic power law fluids among the empirical models of non-Newtonian behavior. Urea was an active reagent which increases the viscosity and swells dextran while pyrididine and glycerol were inactive reagents. Also, it could be estimated that the formation of gel structure is promote to the neutral state, the molecular weight larger than $2{\times}10^5$, when electrolytic concentration is IN and Ureas is use to solvent.

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Synthesis of Hydrazone Derivatives of 4-(2-Chloroethyl) semicarbazide : A New Class of Cytotoxic Agents (4-(2-Chloroethyl) semicarbazide의 히드라존 유도체 합성:새로운 종류의 세포독성요법제)

  • El-Sabbagh, O.I.;El-Sadek, M.E.;Aboukull, M.E.;Shallal, H.M.
    • Journal of the Korean Chemical Society
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    • v.53 no.1
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    • pp.34-41
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    • 2009
  • A new series of hydrazone derivatives were synthesized from 4-(2-chloroethyl)semicarbazide and their antiproliferative activity against human brain (U251) and liver (Hepg2) carcinoma cell lines were evaluated. The hydrazone compounds are benzaldehyde (2a-2g), acetophenone (3a-3f), and 3-formylindole derivatives (4a-4d). Among the acetophenone derivatives, 3e (p-methoxy substituted) and 3f (p-nitro substituted) showed the highest cytotoxic activity against Hepg2 cell line (I$C_{50}$ = 6 and 8 $\mu$g/ml, respectively). Among the 3-formylindole derivatives, 4a (hydrazone of 3-formylindole itself) showed a pronounced cytotoxic activity against both U251 (I$C_{50}$ = 21 $\mu$g/ml) and Hepg2 (I$C_{50}$ = 7 $\mu$g/ml).

Optimization in the Preparation of Aloe Vinegar by Acetobacter sp. and Inhibitory Effect against Lipase Activity (Acetobacter sp.를 이용한 알로에 식초의 발효조건 및 Lipase활성 저해효과)

  • Ryu, Il-Hwan;Lee, Kap-Sang;Shin, Yong-Seo;Chun, Seung-Ho;Lee, Do-Sang
    • Applied Biological Chemistry
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    • v.42 no.2
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    • pp.105-110
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    • 1999
  • Acetobacter sp. were isolated from persimmon vinegar. We studied about conditions of Aloe vinegar fermentation by an isolated strain and inhibitory effect against lipase activity. Strains DS-118 was strictly aerobic, motile, gram negative, non-spore-forming and short rod shaped. It reacted positively in catalase test, was oxidase test negative, was ureas negative, was produced acetic acid from alcohol. On the basis of these results, it was identified as a strain of Acetobacter sp. In the preparation of Aloe vinegar, optimun initial alcohol concentration, acidity, and fermentation temperature were 10%, $3{\sim}4%$ and $25^{\circ}C$, respectively. The major organic acid in Aloe vinegar was acetic acid (12%), but malic acid and ${\delta}-galactronic$ acid were also present in trace. The Aloe vinegar(acidity : 12%) inhibited lipase activity and it's $IC_{50}$ was 43%.

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DNA-Breaking Action of Some Biologically Active and Other Nitrogen Compounds (수종(數種)의 생리활성물질(生理活性物質) 및 함질소화합물(含窒素化合物)의 DNA 절단작용(切斷作用))

  • Lee, Jin Ha;Ham, Seung Si
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.12 no.4
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    • pp.305-309
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    • 1983
  • The effect of the nucleic acid related compounds, amino acids and ureas on the breakage of calf thymus DNA were investigated with or without inorganic salts. PTU and Cys-SH possessed the ability of DNA strand breaks without metal ions. Tyr, Phe and Trp induced a weak DNA lesions in the presence of $CuSO_4$. Cys-SH with concentrations of 5mM in the presence of metal ion, $CuSO_4$, showed the strong ability to break the DNA. Various metal solutions($500{\mu}M$) except $Sn^{2+}$ did not show the DNA-breaking action. The DNA strands were damaged by some amino acids in the presence of $Cu^{2+}$, $Ni^{2+}$, $Mn^{2+}$, $Zn^{2+}$ and $Sn^{2+}$.

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