• Title/Summary/Keyword: 2-chloro

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Synthesis and Catalytic Properties of Ruthenium(Ⅲ) Unsymmetrical Schiff Base Complexes

  • Yeo Hwhan-Jin;Lim Jong-Wan
    • Bulletin of the Korean Chemical Society
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    • v.13 no.3
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    • pp.265-268
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    • 1992
  • Ruthenium(III) unsymmetrical Schiff base complexes, $[Ru(CHBPH-TP)Cl_2]$ and $K[Ru(CHBPH-HB)Cl_2]$ were synthesized, where CHBPH-TP and CHBPH-HB are 5-chloro-2-hydroxybenzophenonethiophencarba aldehydephenylenediimine and 5-chloro-2-hydroxybenzophenonehydroxybenzophe nonephenylenediimine. These Schiff bases were obtained from the reactions of 5-chloro-2-hydroxybenzophenone (CHB) and 2-thiophenecarbaldehyde (TP) or hyroxybenzophenone (HB) and 1,2-diaminobenzene. Elemental analysis, conductivity and infrared studies of the complexes suggest an octahedral geometry around ruthenium. Magnetic moments of the complexes indicate a single unpaired electron in alow spin $d^5$ configuration. The complexes are capable of catalyzing the oxidation of styrene with sodium hypochlorite in the presence of phase transfer agent. Oxidative cleavage of C=C bond is the major reaction pathway to form benzaldehyde for styrene oxidation.

Comparative Molecular Field Analyses (CoMFA) Models and Their Selectivity for the Herbicidal Activities of New Novel 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl)-3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one Derivatives (새로운 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl)-3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one 유도체들의 제초활성에 관한 비교 분자장 분석 모델과 선택성)

  • Sung, Nack-Do;Song, Jong-Hwan;Kang, Eun-Kyu;Jung, Hoon-Sung
    • Applied Biological Chemistry
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    • v.48 no.4
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    • pp.394-399
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    • 2005
  • The comparative molecular field analyses (CoMFA) models for the herbicidal activities against barnyardgrass (Echinochloa crus-galli) and rice plant (Orysa sativa L.) by the substituent (R) on the hexahydroisoindol-1-one ring in a series of new 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl)-3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one derivatives were conducted and discussed for selectivity between both plants. The statistical results of the two best models (B2 & R7) showed the best predictability for the herbicidal activities based on the cross-validated value $q_2(r^2cv.=0.529{\sim}0.755)$ and none cross-validated value $({r^2}_{ncv.}=0.937{\sim}0.945)$, respectively. Based on the findings, the predictability and fitness of the model (B2) for barnyard grass was better than that of the model (R7) for rice plant. From the two models and contour maps, it is revealed that the novel selective character for herbicidal activity between the two plants depend on the electrostatic field and steric field for the substituent of ortho-positions on the S-phenyl group as R-substituent in hexahydroisoindol-1-one ring.

Holographic Quantitative Structure-Activity Relationship (HQSAR) Analyses for the Herbicidal Activities of New Novel 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl)-3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one Derivatives (새로운 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl)-3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one 유도체들의 제초활성에 관한 분자 홀로그램(H) QSAR)

  • Sung, Nack-Do;Song, Jong-Hwan;Kang, Eun-Kyu;Jung, Hoon-Sung
    • The Korean Journal of Pesticide Science
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    • v.9 no.3
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    • pp.199-204
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    • 2005
  • The herbicidal activities against barnyardgrass (Echinochloa crus-galli) by R-groups on the hexahydroisoindol-1-one ring of new 2-(4-chloro-5-(2-chloroallyloxy)-2-fluorophenyl) -3-thioalkoxy-2,3,4,5,6,7-hexahydroisoindol-1-one derivatives were studied using molecular holographic quantitative structure-activity relationships (HQSAR) methodology. Based on the results, the statistical results of the optimised HQSAR model (I-2) exhibited the best predictability and fitness for the herbicidal activities based on the cross-validated value ($r^2_{cv.}$ or $q^2=0.714$) and non-cross-validated value ($r^2_{ncv.}=0.922$), respectively. From the based graphical analyses of atomic contribution maps, herbicidal activities against barnyardgrass were confirmed depends upon the C4-C6 atoms of hexahydroisoindoline-l-one ring, carbon atom of ortho-position and meta-methyl group of 3-tolylthio substituent (8).

Cloning and Nucleotide Sequence Analysis of xylC Gene Encoding 5C-2HMS Dehydrogenase from Pseudomonas sp. S-47. (Pseudomonas sp. S-47로부터 5-Chloro-2-Hydroxymuconic Semialdehyde Dehydrogenase를 암호화하는 xylG 유전자의 클로닝 및 염기서열 분석)

  • Park, Song-Yi;Lee, Dong-Hoon;Kim, Young-Soo;Lee, Kyung;Kim, Chi-Kyung
    • Microbiology and Biotechnology Letters
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    • v.30 no.1
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    • pp.8-14
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    • 2002
  • Pseudomonas sp. S-47 is capable of degrading 4-chlorobenzoate to produce 5-chloro-2-hydroxymuconic semialdehyde (5C-2HMS) by the enzymes encoding by xylXYZLTE cluster. In this study, the resulting 5C-2HMS was confirmed to be transformed to 5-chloro-2-hydroxymuconic acid (5C-2HMA) by 5C-2HMS dehydrogenase. The xylG gene encoding 5C-2HMS dehydrogenase was cloned from the chromosomal DNA of strain S-47. The nucleotide sequence of xylG showed to be composed of 1,600 base pairs with ATG initiation and TGA termination codons. A deduced amino acid sequence of the 5C-2HMS dehydrogenase (XylG) exhibited 98%, 93%, and 89% identity with those of the dehydrogenases from P. putida mt-2, P. putida G7, and Pseudomonas sp. CF600, respectively.

Synthesis of 1-(4-Thio-${\alpha},{\beta}$-D-ribofuranosyl)-5-halogenouracils (II). 5-Fluoro-4'-thiouridine and 5-Chloro-4'-thio-uridine (5-할로겐 치환된 Uracil의 4-Thiosugar Nucleosides의 합성에 관한 연구 (제2보). 5-Fluoro-4'-thiouridine과 5-Chloro-4'-thiouridine의 합성)

  • Jack C Kim;Won-Jei Cho;Miroslay Bobek;Roy L. Whistler
    • Journal of the Korean Chemical Society
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    • v.19 no.6
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    • pp.438-442
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    • 1975
  • The syntheses of anomeric mixtures of 1-(4-thio-${\alpha},{\beta}$-D-ribofuranosyl)-5-fluoro-and 5-chlorouracils from their corresponding bis(trimethylsilyl) derivatives of 5-halogenouracils and 2,3,5-tri-O-acetyl-4-thio-${\alpha},{\beta}$-D-ribofuranosyl chloride are described. Preliminary biochemical studies showed that in leukemia 1210 cells and Streptococcus faecium, the ${\beta}$-anomeric 5-chloro-4'-thionucleoside is not greatly different from the corresponding 4'-oxygen analog. However, the 5-fluoro-4'-thionucleoside showed a growth inhibitory effect more than that of the oxygen counterpart. The potential chemotherapeutic use of the analog is to warrant further study.

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Structure activity relationship on the herbicidal activity by the N-phenyl substituents of 2-(4-(6-chloro-2-benzoxazolyloxy)phenoxy)-N-Phenylpropionamide derivatives in down land (수답에서 2-(4-(6-chloro-2-benz-oxazolyloxy)phenoxy)-N-phenylpropionamide 유도체 중 N-phenyl 치환체들의 제초활성)

  • Sung, Nack-Do;Lee, Sang-Ho;Ko, Young-Kwan;Lee, Kyung-Mo;Kim, Dae-Whang;Kim, Tae-Joon
    • The Korean Journal of Pesticide Science
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    • v.4 no.2
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    • pp.21-28
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    • 2000
  • A new fourty six 2-(4-(6-chloro-2-benzoxazolyloxy)phenoxy)-N-phenylpro- pionamide derivatives were synthesized and the herbicidal activities against rice plant and barnyard grass with pre-emergence in down land were measured. The structure activity relationships (SAR) between the activities and physicochemical parameters of the substituted(X) N-phenyl group in substrates were analyzed and discussed by Free- Wilson and Hansch method from the basis on the former study (Sung. et. al., 1999). The conditions of selective herbicide activity both the barnyard grass and rice plant are shown that the optimal hydrophobicity, $({\pi})_{opt.}=1.34$ and electron donating with field effect (F<0) of meta and ortho, para-substituted mono or disubstituent on the N-phenyl ring were found to contribute significantly. The herbicidal activities against barnyard grass are roughly the same as the results in up land whereas damage to rice plant in down land more increase than that of up land. Degradation products in water are 2-(4-(6-chloro-2-benzoxazolyloxy)phenoxy)propionic acid ((A)) (obs. pKa=4.35 & obs. logP=4.77) and 6-chloro-2-benzoxazolone (B) (obs. pKa=8.40 & obs. logP=2.90). These results were supposing that the hydrolysis product of substrates, (A) is comparatively absorbed in rice plant but not in barnyard grass. And it is assumed from the SAR equations that the 2,6-dimethyl-4-methoxymethyl group substituent ($pI_{50}=5.41$, 3g/ha) is selected as the most highest herbicidal activity against barnyard grass in green house.

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Synthesis of 2-(2-Fluorenyl)propanoic Acid

  • Choi, Hong-Dae;Geum, Dek-Hyun;Kowak, Young-Sil;Son, Byeng-Wha
    • Archives of Pharmacal Research
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    • v.17 no.1
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    • pp.17-20
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    • 1994
  • Friedel-Crafts reaction of fluorene with methyl ${\alpha}$-chloro-${\alpha}$-(methylthio)acetate 1 gave methyl $\alpha$-methylthio-2-fluoreneacetate 2. Cicloprofen 8, a potent antiinflammatory agent, was prepared by methylation of 2 followed by reductive desulfurization of methyl 2(2-fluorenyl)-2-(methylthio)propionate 6 and hydrolysis of methyl 2-(2-fluorenyl)propionate 7.

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Molecular Docking to Acetyl-CoA Carboxylase of 2-(4-(6-chloro-2-benzoxazolyl)oxy)phenoxy-N-phenylpropionamide Analogues and Their Herbicidal Activity (Acetyl-CoA Carboxylase에 대한 2-(4-(6-chloro-2-benzoxazolyl)oxy)phenoxy-N-phenylpropionamide 유도체들의 분자 도킹과 제초활성)

  • Choi, Won-Seok;Sung, Nack-Do
    • The Korean Journal of Pesticide Science
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    • v.14 no.3
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    • pp.183-190
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    • 2010
  • To search the new potent herbicidal agents by receptor-based approach, the interactions between receptor and substrate molecules from molecular docking to acetyl-CoA carboxylase(PDB code: 3K8X) of 2-(4-(6-chloro-2-benzoxazolyl)oxy)phenoxy-N-phenylpropionamide analogues (1-38) as substrate molecules were performed and discussed quantitatively. The most of the substrate molecules were formated 2 H-bonds between carbonyl oxygen atom of the substrate molecules and the amino acid residues (Ala1627 and Ile1735) in binding site of acetyl-CoA carboxylase (ACCase). But, the substrate molecules such as $R_l$=Acetyl substituents (6 & P9) were formated 3 H-bonds between H-bond acceptors in the substrate molecules and the H-bond donors in three amino acid residues including the rest residue (Gly 1998). Therefore, the inhibitory activity factors of the substrate molecules against ACCase are due to the H-bonding characters that will be able to apply to the optimization of herbicidal agents.

Antimicrobial and Antineoplastic Tyrosine Metabolites from a Marine Sponge, Aplysina fistularis

  • Goo, Yang-M.
    • Archives of Pharmacal Research
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    • v.8 no.1
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    • pp.21-30
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    • 1985
  • Examination of the constituents of a marine sponge, Aplysina fishtularis, indicated that brominated tyrosine metabolites were mainly responsible for antimicrobial and antineoplastic activities. Halogenated tyrosine metabolites, 2, 6-dibromo-(2), 2-bromo-3-chloro-(3) and 2, 6-dibromo-(5), 5-a mino-2-bromo-6-chloro-(6) and 5-amino-2, 6-dich-loro-(7) 4-hydroxy-2-cyclohexenone-4-acetic acid lactams were identified as the major antineoplastic and antimicrobial principles. Many other brominated tyrosine metabolites were also confirmed, but they did not show antimicrobial and antineoplastic activities.

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