• Title/Summary/Keyword: 7-dihydro-3

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Enzymatic Synthesis of a Dihydrobenzofuran Neolignan by Oxidative Coupling

  • Yeo, Ho-Sup;Lee, Jou-Heon;Kim, Jin-Woong
    • Archives of Pharmacal Research
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    • v.22 no.3
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    • pp.306-308
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    • 1999
  • The oxidative dimerization of ferulic acid has been carried out using horse-radish peroxidase as catalyst to give a dihydrobenzofuran neolignan (1), the structure of which was elucidated as (2SR, 3RS)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3n-butoxycarbonyl-5-(2E-carboxyethenyl)-7methoxybenzofuran by spectroscopic analyses. This compound showed more potent cytotoxicity against several tumor cell lines than the starting material.

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Synthesis of 4,6-Dichloro-3-[(1-N-Arylaminocarbonyl)-Hydrazono]- 1,3-Dihydro-Indole-2-One as a Potential NMDA Receptor Glycine Site Antagonist

  • Hwang, Ki-Jun;Lee, Tae-Suk
    • Archives of Pharmacal Research
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    • v.23 no.2
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    • pp.112-115
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    • 2000
  • A synthetic procedure for the preparation of indole-2,3-dione derivatives 6 as a potential NMDA receptor glycine site antagonist with improved pharmacological profile compared with 2-carboxyindole derivative 5, starting from readily available 3,5-dichloroaniline (7), is described.

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Investigation of the Reaction of 6-Amino-3-methyl-4-oxo-3, 4-dihydro-2-pyrimidinylhydrazine

  • Moustafa, M.A.;Gineinah, M.M.;Bayomi, S.M.;Ismaiel, A.M.
    • Archives of Pharmacal Research
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    • v.13 no.4
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    • pp.347-350
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    • 1990
  • The hydrazine derivative 2 has been utilized for the synthesis of three different fused 1, 2, 4-triazolo [4, 3-a] pyrimidine derivatives 4, 5, &6 and a tetrazolo [1, 5-a] pyrimidine derivative 7. Reaction of 2 with the chalcone analogue 2-thenylidene-2'-acetothienone, gave the pyrazoline derivative 8.

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Influence of N-alkoxy groups on the activity of photodynamic herbicidal 6-Benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one derivatives (광역동 6-Benzofuryl-2-[1-(alkoxyimino)alkyl]-3-hydroxycyclohex-2-en-1-one 유도체의 제초활성에 미치는 N-alkoxy기의 영향)

  • Sung, Nack-Do;Song, Jong-Hwan;Kim, Hyung-Rae
    • The Korean Journal of Pesticide Science
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    • v.6 no.2
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    • pp.58-63
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    • 2002
  • New photodynamic herbicidal 2,3-dihydro-2,2,4,5,6-pentamethylbenzofuran-5-yl, (I) and 2,3-dihydro-2-ethyl-2,4,5,6-tetramethylbenzofuran-5-yl, (II) substituents in 6-benzofury-2-[1-( alkoxyimino )alkyl]-3 hydroxycyclohex-2-en-1-one derivatives were synthesized and their herbicidal activities against rice plant (Oryza sativa L.), barnyard grass (Echinochloa crus-galli) and pickerel weed (Monochoria vaginalis presl.) were measured under submerged pre and post-emergence conditions. Particularly, a series of (I) compounds showed good selective herbicidal activities between the 3 leaf stage of rice plant and barnyard grass at rates of $0.25{\sim}0.0007kg/ha$. The structure activity relationships (SAR) on the herbicidal activity with changing N-alkoxy groups were discussed quantitatively. According to the SAR results, it was expected that the selectivity factor between seed of rice plant and barnyard grass should be rely on the N-alkoxy groups with bigger dipole moment and bigger (or smaller) $B_3$ constant than optimal value $(B_3)_{opt.}=4.41{\AA}$. Compared with (I), the (II) substituents showed more superior herbicidal activities.

Whitening Effects of Arctigenin Extracted from the Arctii Fructus (우방자로부터 추출한 악티게닌의 미백효과)

  • Kim, Tae-Hyeon;Park, Jong-Kwon;Jeong, Noh-Hee
    • Journal of the Korean Applied Science and Technology
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    • v.32 no.3
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    • pp.505-511
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    • 2015
  • In this study, Arctigenin was obtained by using supercritical fluid extraction and bio-conversion process from Arctii Fructus. Arctigenin is efficacious in anti-inflammatory and anti-influenza. For this reason, Arctigenin is studied in various field. It was identified as 4-[(3,4-Dimethoxyphenyl)methyl)]dihydro-3-[(4-hydroxy-3-methoxyphenyl)methyl]-2(3H)-furanone (arctigenin) by FT-IR, $^1H$-NMR and the purity of it was 95.1 % by HPLC analysis. Arctigenin inhibited tyrosinase (up to $85.06{\pm}0.9%$ at $260{\mu}g/m{\ell}$ concentration) and melanin synthesis in a dose dependent manner (up to $51.1{\pm}3.7%$ at the concentration of $3.0{\mu}g/m{\ell}$). The results were better than arbutin. Therefore, it is expected that manufactured Arctigenin is useful for whitening cosmetics.

Joint Toxic Action of Carbofuran and Diazinon Mixture Against the Larvae of the Common Cutworm (Agrotis fucosa Butler) (거세미나방 유충에 대한 $Carbofuran{\cdot}Diazinon$혼합의 연합독작용)

  • Ahn Y.J.;Kim Y.T.;Kim H.J.;Choi S.Y.
    • Korean journal of applied entomology
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    • v.19 no.2 s.43
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    • pp.73-78
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    • 1980
  • Some experiment were conducted to evaluate the joint toxic action of carbofuran(2,3-Dihydro-2, 2-dimethyl-benzofuranyl methyl carbamate) and diazinon (0.0-Diethyl-0-(2-isopropyl-6-methyl-e-pyrimidinyl)-0-thionophosphate) against 3rd-instar larvae of the common cutworm, Agrotis fucosa (Butler). Acetone solutions of carbofuran or diazinon or mixture of these two insecticides, were topically applied to the mesonotum of the insect in a constant volume of $1.0{\mu}l$ per larva by means of Burkard microapplicator. Joint toxic action of carbofuran and diazinon for 3rd-instar larva of common cutworm was synergistic. The maximum synergistic effect might be obtained when the ratio of carbofuran to diazinon was 4.8 : 5.2.

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A Solid Phase Synthesis of Dihydro-1,4-dioxin and Dihydro-1,4-oxathiin Carboxanilides Using Polymer-bound Oxime Ester (고체상에 연결된 옥심 에스테르를 이용한 다이하이드로-1,4-다이옥신 및 다이하이드로-1,4-옥사티인 카르복스아닐라이드 유도체의 고체상 합성)

  • Hahn, Hoh-Gyu;Bae, Su-Yeal;Nam, Kee-Dal
    • The Korean Journal of Pesticide Science
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    • v.10 no.1
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    • pp.1-6
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    • 2006
  • A methodology for the syntheses of carboxanilides using solid support of 4-chloro-3-nitorbenzophenone oxime resin 5 was developed. Condensation of 4-chloro-3-nitorbenzophenone resin 6 with hydroxylamine hydrochloride salt gave oxime resin 5. The reaction of oxime resin 5 with dioxin and oxathiin derivatives 7a-d afforded the corresponding polymer-bound dioxin and oxathiin derivatives 9a-d. These polymer-bound resins 9a-d were treated respectively with aniline in the presence of acetic acid resulted in the corresponding dioxin carboxanilides 10a-d (yield, 5%-quantitative).

Phenolic constituents of Nelumbinis Semen and Their Tyrosinase Inhibitory Activity (연자육의 페놀성 성분 및 Tyrosinase 저해 활성)

  • Jeong, Ji Yeon;Mo, Eun Jin;Hwang, Bang Yeon;Lee, Mi Kyeong
    • Korean Journal of Pharmacognosy
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    • v.46 no.1
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    • pp.1-5
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    • 2015
  • In the course of screening tyrosinase inhibitory activity, EtOAc-soluble fraction of Nelumbinis Semen (Seeds of Nelumbo nucifera) showed significant inhibition. Further fractionation of the EtOAc-soluble fraction resulted in 12 compounds, which were identified as 4-(hydroxymethyl)phenol (1), tyrosol (2), 4-(hydroxymethyl)benzaldehyde (3), 4-hydroxybenzoic acid (4), 4-(2-methoxyvinyl)benzene-1,2-diol (5), 2,6-dihydroxybenzoic acid (6), (2R-trans)-2,3-dihydro-3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (7), (+)-catechin (8), elephantorrhizol (9), (+)-dehydrovomifoliol (10), (-)-boscialin (11) and uridine (12). Compounds 5 and 7 were first reported from this plant. Among the isolated compounds, compound 7 showed strong inhibition on tyrosinase activity with mixed mechanism of competitive and noncompetitive inhibition.

Synthesis and Antimicrobial Activity of 7-[(3-Methylthio or 3-Methylthiomethyl)pyrrolidinyl] quinolone-3-carboxylic Acid (7-[(3-메틸티오 또는 3-메틸티오메틸)피롤리디닐]퀴놀론-3-카르복실산의 합성과 항균작용)

  • Lee, Jae-Wook;Kang, Tae-Choong;Lee, Kyu-Sam;Son, Ho-Jung;Yoon, Geal-Joong;Yu, Young-Hyo;Kim, Dae-Young
    • YAKHAK HOEJI
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    • v.38 no.2
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    • pp.197-201
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    • 1994
  • A number of 7-[(3-methylthio or methylthiomethyl)pyrrolidiny]qui nolone-3-carboxylic acids were synthesized by condensation of 7-fluoro substituted quinolone-3-carboxylic acid with 3-methylthiopyrrolidine or 3-methylthiomet hylpyrrolidne. 3-Methylthiopyrrolidine or 3-methylthio-methylpyrrolidine which was prepared from N-benzyl-3-hydroxy pyrrolidine or 3-hydroxymethylpyrrolidine. The in vitro antimicrobial activity of them were tested against twenty species of Gram-positive or Gram-negative microorganisms. It showed remarkable antibacterial activity, particularly against Gram-positive microorganisms. Among those 1-cyclopropyl-6,8-difluoro-7-(3-methylthiomethy-lpyrrolidinyl)-1,4-d ihydro-4-oxo-3-quinolinecarboxylic acid(7d) and 1-cyclopropyl-6- fluoro-8-chloro-7-(3-methylthiomethyl pyrrolidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (7f) showed the most potent in vitro antibacterial activity.

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신규 항암제 DA-125의 ADME 연구

  • 이명걸;윤은정;심현주
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1993.04a
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    • pp.133-133
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    • 1993
  • DA-125의 rat blood중 분해반감기는 4.28분으로, DA-125는 정맥 투여후 신속히 M1으로 분해되었으며, DA-125는 투여 10분 후부터 검출되지 않았다. Mouse에 25mg/kg 정맥주사 한 후의 M1의 phamacokinetic parameter는 terminal t$\frac{1}{2}$ 344분, MRT 371분, Vss 25.7 $\ell$/kg, CL$_{total}$ 69.3 ml/min/kg이었으며 투여 2hr후에 M1및 대사체가 폐, 위, 신장등에는 다량 존재하였으나 심장에서는 검출되지 않았다. Rat에 10 mg/kg 정맥주사한 후의 혈장농도는 terminal phase에 도달하지 못하고 혈장농도가 변동을 나타내었다. 담즙으로의 배설은 주로 M2의 형태로 이루어졌으며 M1이 소량 차지하고 M3와 M4는 검출되지 않았다. DA-125는 rat 및 mouse liver homogenate에 의해 대사되어 FT-ADM(M1) ,13-dihy-dro FT-ADM(M2), 7-deoxy-adriamycinone(M3) 및 7-deoxy-13-dihydro adriamyci-none(M4)를 형성하였다. DA-125는 혐기, 호기 및 보효소, 종차에 관계얼이 반응개시 30분후에 약 90%가 분해되었으나 각 대사체의 생성여부 및 속도는 조건에 따라 변화하였다.

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