• Title/Summary/Keyword: Dimethoxy

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2,3-Dimethoxy-2′-hydroxychalcone ameliorates TNF-α-induced ICAM-1 expression and subsequent monocyte adhesiveness via NF-kappaB inhibition and HO-1 induction in HaCaT cells

  • Kim, Hyejin;Youn, Gi Soo;An, Soo Yeon;Kwon, Hyeok Yil;Choi, Soo Young;Park, Jinseu
    • BMB Reports
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    • v.49 no.1
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    • pp.57-62
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    • 2016
  • Up-regulation of adhesion molecules plays an important role in the infiltration of leukocytes into the skin during the development of various inflammatory skin diseases, such as atopic dermatitis. In this study, we investigated the modulatory effects of 2,3-dimethoxy-2′-hydroxychalcone (DMHC) on tumor necrosis factor (TNF)-α-induced intercellular adhesion molecule-1 (ICAM-1) expression and monocyte adhesiveness, as well as the molecular mechanisms underlying its action in the HaCaT human keratinocyte cell line. Pre-treating HaCaT cells with DMHC significantly suppressed TNF-α-induced ICAM-1 expression and subsequent monocyte adhesiveness. DMHC inhibited TNF-α-induced activation of NF-ᴋB. In addition, DMHC induced HO-1 expression as well as NRF2 activation. Furthermore, HO-1 knockdown using siRNA reversed the inhibitory effect of DMHC on TNF-α-induced ICAM-1 expression and adhesion of monocytes to keratinocytes. These results suggest that DMHC may inhibit TNF-α-induced ICAM-1 expression and adhesion of monocytes to keratinocytes by suppressing the signaling cascades leading to NF-ᴋB activation and inducing HO-1 expression in keratinocytes. [BMB Reports 2016; 49(1): 57-62]

Synthesis of Higenamine, A Cardiotonic Principle of Aconite Root

  • Chang, Ki-Churl;Choi, Sook-Yun;Lim, Jung-Kyoo;Park, Chan-Woong
    • Archives of Pharmacal Research
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    • v.7 no.2
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    • pp.133-136
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    • 1984
  • Higenamine (I), cardiotonic principle of Aconite root, was synthesized from 4-methoxy-phenylacetic acid (II) and .betha.-(3, 4-dimethoxyphenyl)-ethylamine (IV). Condensation of IV with 4-mehoxyphenylacetyl chloride (III) was followed by cyclodehydration yielding 1-(4'-methoxybenzyl)-6, 7- dimethoxy-3, 4-dihydroisoquinoline (VI). Reduction of VI to 1, 2, 3, 4-tetrahydroisoquinoline (VII) and subsequent demethylation provided desired product higenamine, 1-(4'-hydroxybenzyl)-6, 7- dihydroxy-1, 2, 3, 4, -tetrahydroisoquinoline.

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Optimization of the Reaction Conditions for Synthesis of 3-(Aryloxy)quinoline Derivatives via Friedländer's Cyclization Reaction

  • Khan, Mohammad Ashrafuddin;El-Gamal, Mohammed I.;Oh, Chang-Hyun
    • Bulletin of the Korean Chemical Society
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    • v.34 no.6
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    • pp.1848-1852
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    • 2013
  • 6,7-Dimethoxy-2-methyl-3-(4-nitrophenoxy)quinoline was synthesized by Friedl$\ddot{a}$nder's cyclization reaction. Different bases and solvents were tested in order to optimize the reaction conditions. The highest yields were obtained using piperidine in refluxing ethanol. Further reactions were carried out in order to prepare different diarylamide and diarylurea derivatives in moderate to high yields in order to examine their anticancer activities.

A Study on BST Thin Films by MOD Process (MOD법에 의한 BST 박막의 특성에 대한 연구)

  • 송재훈
    • Journal of the Microelectronics and Packaging Society
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    • v.3 no.1
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    • pp.33-40
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    • 1996
  • MOD법에 의해 BST박막을 제조하고 전기적 특성을 측정함으로써 마이크로 회로에 적용가능성을 타진하였다. MOD 공정의 선구물질로서 barium neodecanoate, strontium 2-ethylhexanoate 및 titanium dimethoxy 야-2-ethylheanoate를 합성하였다, 합성된 선구물 질들을 Ba0.5Sr0.5TiO3가 되도록 화학양론적으로 혼합하여 공통용매인 p-xylene에 녹인다음 기판위에 spin coating 방법으로 박막을 형성하여 건조하고 소성하였다. 사용된 기판은 ITO/glass, Pt/SiO2/Si, Pt/Ti/SiO2/Si 및 Pt foil을 사용하였다. 소성 속도를 빨리했을 경우 소성속도를 느리게 했을때에 비하여 훨씬 균일하고 치밀한 박막을 얻을수 있었다, 여러 가 지 제조조건의 변화에 따른 유전상수 I-V 특성 및 C-V 측성 등의 전기적 특성을 측정하고 고찰하였다.

항진균, 항박테리아 작용이 있는 나프토퀴논꼴 화합물 합성에 관한 연구

  • 박외숙;임재경;김주천
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1994.04a
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    • pp.218-218
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    • 1994
  • 화합물 9-methoxy-6-oxo-3,4,4a,5-tetrahydro-3-hydroxy-2,2-dimethyl-naphtho[1,2〕pyran(1)의 전구물질인 7-methoxy-4-oxo-2-prenyl-1-tetralol을 다음과 같은 방법으로 합성하였다. 7-Methoxy-$\alpha$-tetralone에 LDA를 처리한 후, prenyl bromide를 반응시켜 7-methoxy-2-prenyl-1-tetralone을 제조했다 (수율 66%). 7-Methyl-2-prenyl-1-tetralone을 L-seleclride로 환원하여 cis-2-prenyl-1-tetralol을98% 수율로 얻었다. cis-2-Prcnyl-1-tetralol을pyridine 존재하에서 acetic anhydride로서acetylation한 다음 PDC로 산화시켜 4-acetoxy-3-prenyl-1-tetralone을 합성하였다 (수율 45%). cis-4-Acetoxy-3-prenyl-1-tetralone을 가수분해하여 cir-7-methoxy-4-oxo-2-prenyl-1-tenalol을 합성하였다. 6,7-Dimethoxy-4-oxo-2-prenyl-1-letralol도 동일한 방법으로 합성하였다.

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Constituents of Lindera Erythrocarpa Stem Bark

  • Lee, Hak-Ju;Park, Young-Ki;Park, Il-Kwon;Shin, Sang-Chul
    • Natural Product Sciences
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    • v.10 no.5
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    • pp.207-210
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    • 2004
  • Three chalcones and a stilbenoid have been isolated from the stem bark of Lindera erythrocarpa. They were elucidated as 2'-hydroxy-3',4',5',6'- tetramethoxychalcone, 2',4'-dihydroxy-3',6'-dimethoxy chalcone, 2',4',5',6'- tetrahydroxy-3'-methoxychalcone, and 5,6-dihydroxy-2,3,4-trimethoxystilbene. Chemical structures were elucidated on the basis of MS, $^1H,\;^{13}C$ and 2D-NMR spectroscopic data. This is the first report on the isolation of these compounds from the L. erythrocarpa.

Synthesis of Substituted Cinnamoyl-tyramine Derivatives and their platelet Anti-aggregatory Activities

  • Woo, Nam-Tae;Jin, Sun-Yong;Cho, Jin-Cho;Kim, Nam-Sun;Bae, Bae-Eun-Hyung;Han, Ducky;Han, Byung-Hoon;Kang, Young-Hwa
    • Archives of Pharmacal Research
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    • v.20 no.1
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    • pp.80-84
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    • 1997
  • Substituted cinnamoyl-tyramine derivatives were synthesized by DCC-coupling of substituted cinnamic acid with tyramine or tyramine methyl-1-ether to evaluate PAF-receptor binding antagonistic activities and inhibitory activities on PAF-induced platelet aggregation with interest on structure-activity relations. The results show that 3,4-dimethoxy-cinnamoyl tyramine-amide or its methyl ether have significant PAF-receptor binding antagonistic activity and platelet anti-aggregatory activities.

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A New Antipsychotic Effective Neolignan from Firmiana simplex

  • Son Yeon Kyoung;Lee Ming Hong;Han Yong Nam
    • Archives of Pharmacal Research
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    • v.28 no.1
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    • pp.34-38
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    • 2005
  • A new neolignan, named simplidin was isolated from the n-butanol extract of stem of Firmiana simplex, together with six known compounds, scopoletin (1), syrigaresinol (2), aquillochin (3), nitidanin (4), tamarixetin 3-rhamnoside (6), and quercitrin (7). On the basis of spectral and chemical evidence, simplidin (5) was determined to be rel-(7R, 8R)-4, 5, 9, 9'-tetrahydroxy-3,3'­dimethoxy-7-O-5', 8-O-4'-neolignan. All the six compounds were also isolated for the first time from this plant.

Studies on Essential Oils of Lycopus lucidus Turcz (택란(澤蘭)의 정유성분(精油成分)에 관한 연구(硏究))

  • Shin, Soon-Hee;Sim, Youn;Kim, You-Sun;Chi, Hyung-Joon;Lee, Eun-Bang
    • Korean Journal of Pharmacognosy
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    • v.23 no.1
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    • pp.29-33
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    • 1992
  • The essential oils of Lycopus lucidus have been studied. The essential oil obtained from the dried herba by steam distillation followed by fractionation by column chromatography was analysed by gas chromatography-mass spectrometry(GC-MS). The compounds identified by GC-MS were carvacrol, 2,5-dimethoxy-p-cymene, trans-caryophyllene, spathurenol and $trans-{\beta}-farnesene$. Two compounds, thymol and caryophyllene were isolated by silica gel column chromatography and analyzed by TLC, IR, Mass and NMR. And the weak diuretic effects of essential oil and water extract from the dried drugs were observed in rats.

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Naphthazarin Derivatives (Ⅶ): Antitumor Action against ICR Mice Bearing Ascitic S-180 Cells

  • Song, Gyu-Yong;Kim, Yong;You, Young-Jae;Gho, Hoon;Ahn, Byung-Zun
    • Archives of Pharmacal Research
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    • v.24 no.1
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    • pp.35-38
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    • 2001
  • Various analogues of 5,8-dimethoxy-1,4-naphthoquinone (DMNQ) such as 2- or 6-(1-hydro-xyiminoalkyl)-DMNQs were prepared and evaluated for the antitumor action. (1-Hydroxyiminoalkyl)-DMNQ derivatives expressed greater antitumor action than (1 -hydroxyalkyl)- or acyl-DMNQ derivatives. Moreover, 6-(1-hydroxyiminoalkyl)-DMNQ derivatives expressed higher anti-tumor action than 2-sudstituted ones, suggestive of a steric effect. Some of 6-(1-propyloxyalkyl)-DMNQ derivatives with an alkyl group of butyl to octyl moiety showed T/C values of > 400 %.

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