• Title/Summary/Keyword: 2-Aryl-2

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Synthesis and Reactions of New Thienopyridines, Pyridothieniopyrimidines and Pyridothienotriazines

  • Bakhite, E.A.;Abdel Rahman, A.E.;Mohamed, O.S.;Thabet, E.A.
    • Bulletin of the Korean Chemical Society
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    • v.23 no.12
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    • pp.1709-1714
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    • 2002
  • 4-Aryl-3-cyano-6-(2'-thienyl)-pyridine-2(1H)-thiones(1a-c) were reacted with phenacyl bromide, chloro-N-arylacetanmides or 2-chloroacetylaminopyridine to furnish 2-functionalized 3-amino-4-aryl-6-(2'-thienyl)-thieno[2,3-b]pyridines 4a-c and 5a-c or 5d respecitively. The compounds 5a-d underwent different sequence of reactions to produce a variety of thienylpyridothienopyrimidines and, thienylpyridothienotriazines. Some of the prepared compounds were tested in vitro for their antimicrobial activities.

Synthesis and Antifungal Activities of 2.5-Disubstituted-6-Arylamino-4.7-benzimidazolediones

  • Choi, Ko-Un;You, Hea-Jung;Shim, Ju-Yeon;Choi, Ik-Hwa;Chae, Mi-Jin;Ryu, Chung-Kyu
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.353.1-353.1
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    • 2002
  • 2.5-Disubstituted-6-arylamino-4.7-benzimidazolediones were synthesized and tested for in vitro antifungal activities against pathogenic fungi. The 2-aryl-6-arylamino-5-chloro-4.7-benzimidazolediones were prepared by nucleophilic substitution on 2-Aryl-5.6-dichloro-4.7-benzimidazolediones with appropriate arylamines in good yields. TIte synthesized 4.7-benzimidazolediones were tested in vitro for their growth inhibitory activities against pathogenic fungi by the standard method. The MIC values were determined by comparison to llucytosine as a fungicidal standard agent. The most active potential among the 4.7-benzimldazoledione series was found for 6-arylamino-2-(2-pyridyl)-4.7-benzimidazolediones. which showed generally good activities against all tested Candida apecies and A. niger.

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Effects of Formononetin on the Aryl Hydrocarbon Receptor and 7,12-Dimethylbenz[a]anthracene-induced Cytochrome P450 1A1 in MCF-7 Human Breast Carcinoma Cells

  • Han, Eun-Hee;Jeong, Tae-Cheon;Jeong, Hye-Gwang
    • Toxicological Research
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    • v.23 no.2
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    • pp.135-142
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    • 2007
  • Formononetin is an isoflavonoid phytoestrogen found in certain foodstuffs such as soy and red clover. In this study, we examined the action of formononetin with the carcinogen activation pathway mediated through the aryl hydrocarbon receptor (AhR) in MCF-7 breast carcinoma cells. Treating the cells with formononetin alone caused the accumulation of CYP1A1 mRNA as well as elevation in CYP1A1-specific 7-ethoxyresorufin O-deethylase (EROD) activity in a dose dependent manner. However, a concomitant treatment with 7,12-dimethylbenz[a]anthracene (DMBA) and formononetin markedly reduced both the DMBA-inducible EROD activity and CYP1A1 mRNA level. Under the same conditions, formononetin inhibited the DMBA-induced AhR transactivation, as shown by reporter gene analysis using a xenobiotic responsive element (XRE). Additionally, formononetin inhibited both DMBA-inducible nuclear localization of the aryl hydrocarbon receptor (AhR) and metabolic activation of DMBA, as measured by the formation of the DMBA-DNA adducts. Furthermore, formononetin competed with the prototypical AhR ligand, 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD), for binding to the AhR in an isolated rat cytosol. These results suggest that formononetin might be considered as a natural ligand to bind on AhR and consequently produces a potent protective effect against DMBA-induced genotoxicity. Therefore, that's the potential to act as a chemopreventive agent that is related to its effect on AhR pathway as antagonist/agonist.

Cytochrome P-450 2A6 Inhibitor Based on the Indole Moiety

  • Lee, Soo;Lee, Hyang-Yeol
    • Journal of the Korean Applied Science and Technology
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    • v.29 no.3
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    • pp.435-442
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    • 2012
  • The cytochrome P-450 enzymes (CYP 2A6) regulate many endogenous signaling molecules and drugs. Aryl alkynes such as 2-ethynylnaphthalene are important P450 inhibitors which have been extensively studied as medicines or as an effective chemical probes for profiling mouse liver microsomal P-450. Here we have synthesized indole-based novel P450 inhibitor, 5-ethynyl indole 3, and showed that it has successfully inhibited CYP 2A6 by chemical inhibition reaction. By using HPLC equipped with a photo diode array(PDA) detector, all of the peaks derived from the enzymatic reaction have been characterized.

3D-QSAR Studies of 8-Substituted-2-aryl-5-alkylaminoquinolines as Corticotropin-releasing Factor-1 Receptor Antagonists

  • Nagarajan, Santhosh Kumar;Madhavan, Thirumurthy
    • Journal of Integrative Natural Science
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    • v.8 no.3
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    • pp.176-183
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    • 2015
  • Corticotropin-releasing actor receptors (CRFRs) activates the hypothalamic pituitary adrenal axis, one of the 2 parts of the fight or flight response to stress. Increased CRH production has is associated with Alzheimer's disease and major depression and hypoglycemia. In this study, we report the important structural and chemical parameters for CRFR inhibitors using the derivatives of 8-substituted-2-aryl-5-alkylaminoquinolines. A 3D QSAR study, Comparative molecular field analysis (CoMFA) was performed. The best predictions were obtained for the best CoMFA model with a $q^2$ of 0.607 with 6 components and $r^2$ of 0.991. The statistical parameters from the generated CoMFA models indicated that the data are well fitted and have high predictive ability. The contour map resulted from the CoMFA models might be helpful in the future designing of novel and more potent CRFR derivatives.

Synthesis and Antibacterial Activities of New S-glycosides Bearing 1,2,4-Triazole (1,2,4-Triazole기를 가지고 있는 S-glycoside들의 합성 및 항균활성시험)

  • Chao, Shu-Jun;Geng, Ming-Jiang;Wang, Ying-Ling
    • Journal of the Korean Chemical Society
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    • v.54 no.6
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    • pp.731-736
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    • 2010
  • Several new 5-aryl-3-($\beta$-D-glucopyranosylthio)-1,2,4-triazoles have been synthesized. The structures of these new compounds were confirmed by $^1H$ NMR, $^{13}C$ NMR and elemental analyses.The antibacterial activities of the compounds were also evaluated.

A Study of Antibacterial Activity of Some Novel 8-Methoxy-4-methyl-quinoline Derivatives

  • Singh, Sheoraj;Kumar, Vikas;Kumar, Ashok;Sharma, Shalabh;Dua, Piyush
    • Bulletin of the Korean Chemical Society
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    • v.31 no.12
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    • pp.3605-3610
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    • 2010
  • In the present study, some quinoline derivatives have been synthesized like 8-methoxy-4-methyl-2-amino-(3'-chloro-2'-oxo-4'-substituted aryl-1'-azetidinyl)quinolines 8-12 and 8-methoxy-4-methyl-2-amino-(2'-substituted aryl-4'-oxo-1',3'-thiazolidin-3'-yl) quinolines 13-17 from 8-methoxy-4-methyl-2-(substituted arylidenyliminoamino)-quinolines 3-7. The structural assignments of these compounds were based on spectral (IR, $^1H$-NMR, Mass) and elemental (C, H, N) analysis. Further, these compounds were evaluated for antibacterial activity against various bacterial strains. Three compounds 10, 11 and 16 were found to exhibit potent antibacterial activity as compared to the standard drug amphicillin.