• Title/Summary/Keyword: methoxy group

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Effects of Chrysanthemum Extract Drinks on Sociopsychological Stress (사회.심리적 스트레스에 미치는 국화 추출 음료의 영향)

  • 최진호;김대익;박수현;김동우;조원기;유병팔
    • Journal of Life Science
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    • v.9 no.5
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    • pp.604-611
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    • 1999
  • The effects of anti-stress chrysanthemum flower (ASCF) extract drink (ASCF-0.1% and ASCF-0.5% concentrations) were tested for the anti-stress action. ICR male mice (20$\pm$2 g) were fed with basic experimental diets and given free access to water containing these ingredients for 18 days. Psychological stress/sociopsychologcal stress exposed by foot-shock for 1 hour for 3 days. Both ASCF-0.1 and ASCF-0.5 groups in the sociopsychological stress resulted in a significant decrease of 28.1% and 27.3% in plasma corticosterone (CS) secretion compared with psychological stress (control group). Noradrenaline (NA) secretions in the brain were significantly increased 49.7% and 53.9%, respectively, in ASCF-0.1 and ASCF-0.5 groups compared with control group. MHPG-SO4 (3-Methoxy-4-hydroxyphenylethy-leneglycol sulfate) levels in the brain resulted in a marked decreases of 12.9% and 16.6%, respectively in ASCF-0.1 and ASCF-0.5 groups. NA/MHPG-SO4 ratios in the brain of ASCF-0.1 and ASCF-0.5 groups resulted in a significantly increase of 71.3% and 81.0%, respectively, compared with control group. These results suggest that anti-stress chrysanthemum flower (ASCF) drink can effectively ridded the sociopsychological stress.

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Effects of Mind Tonic Drinks on Sociopsychological Stress (사회.심리적 스트레스에 미치는 마인드 토닉(Mind Tonic) 음료의 영향)

  • 최진호;김대익;박수현;김동우;조원기;유병팔
    • Journal of Life Science
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    • v.9 no.5
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    • pp.596-603
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    • 1999
  • The effects of anti-stress mind tonic (ASMT) drink (ASMT-0.1% and ASMT-0.5% concentration) were tested for the anti-stress action. ICR male mice (20$\pm$2 g) were fed with basic experimental diets free access to water containing these ingredients for 18 days. Psychological stress/sociopsychological stress were exposed by foot-shock for 1 hour for 3 days. Both ASMT-0.1 and ASMT-0.5 groups in the sociopsychological stress resulted in a significant decrease of 19.1% and 41.9% in plasma corticosterone (CS) secretion compared with psychological stress (control group). Noradrenaline (NA) secretions in the brain were significantly increased 23.4% and 35.9%, respectively, in ASMT-0.1 and ASMT-0.5 groups compared with control group. MHPG-SO4 (3-Methoxy-4-hydroxyphenylethyleneglycol sulfate) levels in the brain resulted in a marked decreases of 27.1% and 19.6%, respectively in ASMT-0.1 and ASMT-0.5 groups. NA/MHPG-SO4 ratios in the brain of ASMT-0.1 and ASMT-0.5 groups resulted in a significantly increase of about 70% compared with control group. These suggest that mind tonic anti-stress drink can effectively ridded the sociopsychological stress.

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Synthesis of new sulfonylureas and their herbicidal effects (새로운 Sulfonylurea 유도체의 합성과 제초활성)

  • Jeon, Dong-Ju;Koo, Dong-Wan;Ko, Young-Kwan;Hong, Kyung-Sik;Kim, Dae-Whang
    • The Korean Journal of Pesticide Science
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    • v.5 no.2
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    • pp.33-36
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    • 2001
  • New series of sulfonylureas containing substituted thiophene with 2-chloromethyl-1,3-dioxolane group were prepared, and their herbicidal effects were tested(in vivo) in the upland conditions and in the paddy submerged conditions. The sulfonylureas in which 4,6-dimethoxy- or 4-methyl-6-methoxy group in pyrimidine or triazine ring showed good herbicidal effects at a rate of 0.1 kg/ha. However, they showed weaker herbicidal effects than that of sulfonylureas containing substituted thiophene with 2-fluoromethyl-1,3-dioxolane group in general.

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Molecular Modeling of Enantio-discrimination of α-Methoxy-α-trifluoromethylphenylacetic Acid (MTPA) by Cyclomaltoheptaose (β-Cyclodextrin) and 6-Amino-6-deoxy-cyclomaltoheptaose

  • Jung, Eun-Kyoung;Jeong, Karp-Joo;Lee, Sang-San;Kim, Jee-In;Jung, Seun-Ho
    • Bulletin of the Korean Chemical Society
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    • v.24 no.11
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    • pp.1627-1631
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    • 2003
  • Molecular modeling was performed to comprehend the chiral recognition of ${\alpha}$-methoxy-${\alpha}$-trifluoromethylphenylacetic acid (MTPA) enantiomers by cyclomaltoheptaose (${\beta}$-cyclodextrin,${\beta}$-CD) and 6-amino-6-deoxy-cyclomaltoheptaose (am-${\beta}$-CD). Monte Carlo (MC) docking coupled to constant temperature molecular dynamics (MD) simulations was applied to the investigation for the ${\alpha}$-methoxy-${\alpha}$-trifluoromethylphenylacetic acid complexation with two different CDs in terms of the relative distribution of the interaction energies. The calculated results are finely correlated with the experimental observations in chiral recognition thermodynamics. Am-${\beta}$-CD as a host showed the superior enantio-discrimination ability to the native ${\beta}$-CD where the amino group of am-${\beta}$-CD was critically involved in enhancing the ability of chiral discrimination via the Coulombic interaction with MTPA.

항암제로서 새로운 Anthracycline 유도체의 합성

  • 주상섭;홍성원;우윤희;박무신;김재순
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1994.04a
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    • pp.172-172
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    • 1994
  • 1960년대 이후 광범위한 항암제로서 그 임상효과가 탁월한 물질로 알려진 Anthracycline계 항생물질이 화학구조상 B환의 Hydroquinone형에 의한 생체내 산화환원 반응으로 이해 심근 독성에 영향을 준다고 알려져 있다. 이에 본 연구실에서는 Anthracycline의 Aqlycone 부분 12번 탄소의 전자친화력을 증가시키는 11번 탄소의 Hydroxy group이 제거되고 9번 탄소의 Hydroxy group을 Amine으로 대체함과 동시에 4번 탄소의 Methoxy group이 제거된 보다 독성이 적을 것이라 생각되는 Anthracycline의 새로운 Aglycone 유도체를 Design 하여 전합성 하였다.

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Kinetics and Mechanism of the Hydrolysis of N-Arylsulfonylbenzimidothiophenyl ester (N-Arylsulfonylbenzimidothiophenyl Ester 유도체의 가수분해에 대한 반응속도론적 연구)

  • Tae-Seong Huh;Tae-Rin Kim
    • Journal of the Korean Chemical Society
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    • v.20 no.1
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    • pp.73-86
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    • 1976
  • Four unreported derivatives of N-arylsulfonylbenzamide and six derivatives of N-arylsulfonylbenzimidothiophenyl ester were prepared. These were; p-methyl-N-(arylsulfonyl)benzamide, m-methyl-N-(arylsulfonyl)benzamide, m-nitro-N-(arylsulfonyl)benzamide, p-methoxy-N-(arylsulfonyl)benzamide, p-methyl-N-(arylsulfonyl)benzimidothiophenyl esters, p-chloro-N-(arylsulfonyl)benzimidothiophenyl ester, m-methyl-N-(arylsulfonyl)benzimidothiophenyl ester, p-nitro-N-(arylsulfonyl)benzimidothiophenyl ester, m-nitro-(arylsulfonyl)benzimidothiophenyl ester and p-methoxy-N-(arylsulfonyl)benzimidothiophenyl ester. The rate constants of the hydrolysis of N-arylsulfonylbenzimidothiophenyl esters were determined by ultraviolet spectrophotometry at various pH and rate equations which can be applied over a wide pH range were obtained. From the rate equation and substituent effects, one can conclude that above pH 11, the hydrolysis of N-arylsulfonylbenzimidothiophenyl esters are initiated by the attack of hydroxide ion, however, below pH 9, started by the addition of a water molecule on the azomethine group. At pH 9∼11, the competitive reaction between a water molecule and hydroxide ion is anticipated to occur.

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The Synthesis, NMR Sepectrum and MO Theoretical Studies on MBBA and EBBA (MBBA와 EBBA의 합성 NMR 스펙트럼과 분자궤도함수론적 연구)

  • Kim, Ui Rak;Jeon, Mu Sik;Kim, Un Seop;Chae, Yeong Bok
    • Journal of the Korean Chemical Society
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    • v.18 no.4
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    • pp.239-243
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    • 1974
  • By means of NMR spectrum analysis of the synthesized MBBA and EBBA, it has been found that benzene rings of p-n-butylaniline in both MBBA and EBBA molecules do not conjugate with the central double bond and the benzene ring is twisted from molecular plane of N-(p-methoxy or ethoxy benzylidene) group. And as a result of MO studies, the minimum energy conformation is found for the conformation of $30^{\circ}$ twisted angle. One sees reasonable agreement between theory and experiment.

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A Structure-Based Activation Model of Phenol-Receptor Protein Interactions

  • 이경희
    • Bulletin of the Korean Chemical Society
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    • v.18 no.1
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    • pp.18-23
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    • 1997
  • Data from structure/activity studies in vir gene induction system have led to evaluate the working hypothesis of interaction between phenolic inducers and phenol binding proteins. The primary specificity in the association of a phenolic inducer with its receptor in our system is hypothesized to be the hydrogen bonding interactions through the ortho methoxy substituents as well as the proton transfer between the inducer and the binding protein. In this paper the proposed working model for phenol-mediating signal transduction was evaluated in several ways. The importance of the general acid-base catalysis was first addressed by the presence of an acidic residue and a basic residue in the phenol binding protein. Series of compounds were tested for vir gene expression activity to confirm the generation of a strong nucleophile by an acidic residue and an involvement of a basic residue as a proton acceptor. An attempt was made to correlate the pKa values of the phenolic compounds with vir gene induction activities as inducers to further support the proposed proton transfer mechanism. Finally, it was also observed that the regioselectively attached methoxy group on phenol compounds is required as the proper hydrogen bond acceptor.

Synthesis of 10-Oxo-$\beta$-rhodomycinone Derivatives

  • Rho, Young S.;Kim, Sun Y.;조인호;강흠수;유동진;정채준
    • Bulletin of the Korean Chemical Society
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    • v.19 no.10
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    • pp.1059-1063
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    • 1998
  • Regiospecific total syntheses of (±)-11-deoxy-4-methoxy-10-oxo-βrhodomycinone (21a) and (±)-11-deoxy-1-methoxy-10-oxo-β-rbodomycinone (21b) are described. 2-(2-Bromoethyl)-1,3-dioxane (6) was transformed to naphthalenone 12, which was condensed with (phenylsulfonyl)-isobenzofuranone 13 to afford 7,8-dihydro-9-ethyl-6-hydroxy-4-methoxynaphthacen-5,12-dione (15). Epoxide 16 prepared from olefinic compound 15, reacted with HF/Pyr (7:3) to give 17. Dihydroxylation of 17 with t-BuOK/P(OMe)3/O2, selective cis-diol protection of mixed compounds 18 with phenylboronic acid in toluene, separation of cis-boronate 19 and trans-diol 20 by column chromatography on silica gel, and cleavage of the boronate group of 19 with 2-methylpentane-2,4-diol in acetic acid completed the construction of 21.

Structure Activity Relationships of Thiazole and Thiadiazole Derivatives as Potent and Selective Human Adenosine $A_3$ Receptor Antagonists

  • Jung, Kwan-Young;Kim, Soo-Kyung;Gao, Zhan-Guo;Gross-Ariel-S.;Melman-Neli;Jacobson-Kenneth-A.;Kim, Yong-Chul
    • Proceedings of the PSK Conference
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    • 2003.10b
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    • pp.189.1-189.1
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    • 2003
  • 4-(4-Methoxyphenyl)-2-aminothiazole and 3-(4-methoxyphenyl)-5-aminothiadiazole derivatives have been synthesized and evaluated as selective antagonists for human adenosine A$_3$ receptors. A methoxy group in the 4-position of the phenyl ring and N-acetyl or propionyl substitutions of the aminothiazole and aminothiadiazole templates displayed great increases of binding affinity and selectivity for human adenosine A$_3$ receptors. The most potent A$_3$ antagonist of the present series, N-[3-(4-methoxy-phenyl)-[1,2,4]thiadiazol-5-yl]-acetamide exhibiting a K$\_$i/ value of 0.79 nM at human adenosine A$_3$ receptors, showed antagonistic property in functional assay of cAMP biosynthesis involved in one of the signal transduction pathways of adenosine A$_3$ receptors. (omitted)

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