• 제목/요약/키워드: Dimethoxy

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Monoamine Oxidase Inhibitors from Cinnamomi Cortex

  • Huong, Dang Thi Lan;Jo, Young-Su;Lee, Myung-Koo;Bae, Ki-Hwan;Kim, Young-Ho
    • Natural Product Sciences
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    • 제6권1호
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    • pp.16-19
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    • 2000
  • Four compounds were isolated from the dichloromethane fraction of Cinnamomi Cortex through bioassay-guided isolation. Their structures were identified as coumarin (1), 3,3-dimethoxy-1-propenyl benzene (2), cinnamic acid (3) and o-methoxy cinnamaldehyde (4) on the basis of spectroscopic data. All four compounds showed inhibitory activities in vitro against monoamine oxidase (MAO) prepared by mouse brain. The $IC_{50}$ values were $41.4\;{\mu}M\;(1),\;110.6\;{\mu}M\;(2),\;252.5\;{\mu}M\;(3)\;and\;83.1\;{\mu}M$ (4), respectively.

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Antifungal activities of 2-arylthio-,2-arylthio-5-methoxy-,2,3-bisarylthio-juglones and 2,3-bisarylthio-5,8-dimethoxy-1 A-naphthoquinones

  • Shim, Ju-Yeon;You, Hea-Jung;Choi, Ko-Un;Choi, Ik-Hwa;Chae, Mi-Jin;Ryu, Chung-Kyu
    • 대한약학회:학술대회논문집
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    • 대한약학회 2002년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2
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    • pp.350.3-351
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    • 2002
  • 2-Arylthio-, 2-arylthio-5-methoxy-, 2, 3-bisarylthio-juglones and 2, 3-bisarylthio-5, 8-dimethoxy-1, 4-naphthoquinones were newly systhesized for the evaluation of antifungal activities. These derivatives were prepared by methylation of juglone and 2, 3-dichloro-5, 8-dihydroxy-1, 4-naphthoquinone. and by resioselective nucleophilic subsitution with arylthiols. All compounds were tested in vitro for their growth inhibitory activities against pathogenic fungi by the standard method. The MIC values were determined by comparison to flucytosine as a fungicidal standard agent. In general. In general. most juglone derivatives shows in vitro antifungal activities. Among them. 2-arylthio-5-methoxy-juglones showed most potent antifungal activities against all pathogenic fungi.

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In vivo metabolism of 2-methylaminoethyl-4,4′-dimethoxy-5,6,5′,6′-dimethylenedioxybiphenyl-2′-carboxy-2-carboxylate (DDB-S) in rats using deutrium labeled compound

  • Lee, Eun-Young;Shin, Myoung-Youp;Lee, Mi-Jin;Jung, Ha-Youn;Son, Jung-Hyun;Kim, Dong-Hyun
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.1
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    • pp.133.2-134
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    • 2003
  • 2-Methylaminoethyl-4, 4'-dimethoxy-5, 5', 6.6 -dimethylenedioxybiphenyl-2'-carboxy-2-carboxylate (DDB-S), a synthetic compound derived from DDB, has been known to protect liver against carbon tetrachloride-, D-galactosamine-, thioacetamide-, and prednisolone-induced hepatic injury in experimental animals. The metabolism of this compound has been assessed in rats by using liquid chromatography/electrospray tandem mass spectrometry (LC/MS/MS) method. (omitted)

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디메틸포름아미드 디알킬 아세탈을 이용한 우레아 유도체의 합성 (Synthesis of N,N-Dimethylurea Derivative By Use of Dimethylformamide Dialkyl Acetals)

  • 홍순영
    • 대한화학회지
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    • 제26권6호
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    • pp.403-406
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    • 1982
  • N, N-디메틸포름아미드 디알킬 아세탈류를 N-아실-1,4-디메톡시-2-나프틸아민의 몇 가지에 반응시켰더니 어느 경우에나 동일한 생성물인 N,N-디메틸-N'-2-(1,4-디메톡시)나프틸우레아 만이 생성 되었다. 이들 반응으로부터 N,N-디메틸포름아미드 디알킬아세탈은 반응 상대화합물에 전자밀도가 낮은 원자가 있을 때는 친핵 공격으로 반응하는 디메틸아미노화 시약으로 작용한다는 사실을 발견 하였다.

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Two New Phenylpropanoid Glycosides from the Stem Bark of Acanthopanax trifoliatus

  • Kiem, Phan-Van;Minh, Chau-Van;Dat, Nguyen-Tien;Cai, Xing-Fu;Lee, Jung-Joon;Kim, Young-Ho
    • Archives of Pharmacal Research
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    • 제26권12호
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    • pp.1014-1017
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    • 2003
  • Two new phenylpropanoid glycosides, 1-$\beta$-D-glucopyranosyl-2,6-dimethoxy-4-propenylphenol (1) and 1-[$\beta$-D-glucopyranosyl-(1$\rightarrow6)-\beta$-D-glucopyranosyl]-2,6-dimethoxy-4-propenylphenol (2) were isolated from the stem bark of Acanthopanax trifoliatus along with four known compounds (3∼6). Their structures were established on the basis of spectral and chemical evidences.

N-(2치환스티릴) 카르복사미드류의 합성 (Synthesis of N-(disubstituted styryl) Carboxamides)

  • 김순옥;홍사미;이선화
    • 약학회지
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    • 제36권5호
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    • pp.433-439
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    • 1992
  • For the synthesis of tuberin derivatives, N-(disubstituted styryl) carboxamides, the series of cinnamic acids were transformed through chlorides, azides to isocyanates. And then isocyanates were reduced separately by Dibal and Grignard reagent. As a result of antimicrobial susceptibility test, N-(3,4-dichlorostyryl) formamide and N-(3,4-dichlorostyrl) acetamide showed comparatively large activity against some bacteria that is, MIC was respectively 50 ppm, $6.25{\sim}50\;ppm$. MIC of other derivatives was similiar to that of tuberin, about 100.

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Phytochemical Constituents of Artemisia stolonofera

  • Kwon, Hak-Cheol;Choi, Sang-Un;Lee, Kang-Ro
    • Archives of Pharmacal Research
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    • 제24권4호
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    • pp.312-315
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    • 2001
  • Repeated column chromatographic separation of the $CH_{2}Cl_{2}$ extract of Artemisia stolonofera (Asteraceae) led to the isolation of a triterpene (I), a sesquiterpene (II), two aromatic compounds (III and IV) and a benzoquinone (V). Their structures were determined by spectroscopic means to be simiarenol (I), (1S,7S)-1 $\beta$-hydroxygermacra-4(15),5, 10(14)-triene (II), 3'-methoxy-4'-hydroxy-trans-cinnamaldehyde (III), vanillin(IV) and 2,6-dimethoxy-1,4-benzoquinone (V), respectively. Among these products, compound V showed significant cytotoxicity against five human tumor cell lines in vitro, A549 (non small cell lung adenocarcinoma), SK-OV-3 (ovarian), SK-MEL-2 (skin melanoma), XF498 (CNS) and HCT15 (colon) with ED_{50}$ values ranging from 1.33~4.22${\mu}g/ml$.

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In vitro cytotoxicity of Chloromethyl-2-dihydroxyphosphinyl-6, 7-dimethoxy-l,2,3,4-tetra hydroisoquinoline on HL60 cells and apoptotic effet

  • Kim, Kun-Jung;Ju, Sung-Min;Yeom, Kee-Bok;Kim, Dae-Geun;Lee, Chai-Ho;Kim, Won-Sin;Han, Dong-Min;Jeon, Byung-Hun
    • 한국독성학회:학술대회논문집
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    • 한국독성학회 2003년도 추계학술대회
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    • pp.115-115
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    • 2003
  • The chloromethyl-2-dihydroxyphosphinyl-6, 7-dimethoxy-1,2,3,4-tetrahydro isoquino- line (CDDT) is a newly synthesized agent which is derivated from 1,2,3,4- Tetrahydroiso- quinoline (TIQ). The TIQs include potent cytotoxic agents that display a range of antitumor activities, antimicrobial activity, and other biological properties. (omitted)

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Steric Effect on the Molecular Hyperpolarizabilities of β-Nitrostyrene Derivatives

  • 조봉래;제종태;김현수;전승준;송옥근;Wang, C. H.
    • Bulletin of the Korean Chemical Society
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    • 제17권8호
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    • pp.693-695
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    • 1996
  • The steric effect on the first order hyperpolarizability of the β-nitrostyrene derivatives has been investigated by comparing the β values and the dihedral angles between the aryl and nitroalkenyl groups. In general the β value increased with the electron-donating ability of the substituent. The larger β value for 3,4-dimethoxy-β-nitrostyrene than that for p-methoxy-β-nitrostyrene has been attributed to the lower charge transfer energy for the former. The most striking substituent effect was observed in the β-methyl-β-nitrostyrene derivatives. Thus the β values for 3,4-dimethoxy- and p-methoxy derivatives of the latter decreased to near zero, probably because of the large distortion from planarity caused by the steric repulsion between the β-methyl and the aryl groups. The larger β value for p-dimethylamino-β-methyl-β-nitrostyrene has been interpreted with an increased electron-donating ability of the substituent and increased co-planarity.

Steric Hindrance in the Free Radical Polymerization of Aryloxyethyl Vinyl Ethers Containing Electron-Deficient Olefin Groups$^{\dag}$

  • 이주연;진미경
    • Bulletin of the Korean Chemical Society
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    • 제21권6호
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    • pp.613-617
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    • 2000
  • p-(2-Vinyloxyethoxy)benzylidenemalononitrile (4a), methyl p-(2-vinyloxyethoxy)benzylidenecyanoacetate (4b), 3,5-dimethoxy-4-(2'-vinyloxyethoxy)benzylidenemalononitrile (5a), methyl 3,5-dimethoxy-4-(2'-vinyloxy-ethoxy) benzylidenecyanoacetate (5 b), o-(2 -vinyloxyethoxy)benzylidenemalononitrile (6a), methyl o-(2-viny-Ioxyethoxy) benzylidenecyanoacetate (6b), 1,3-di-(2',2'-dicyanovinyl)-5-methyl-2-(2'-vinyloxyetioxy)benzene (7a), l,3-di-(2'-carbomethoxy-2'-cyanovinyl)-5-methyl-2-(2'-vinyloxyethoxy)benzene (7b), 2,3,4-tri-(2'-viny-Ioxyethoxy) benzylidenemalononitrile (8a), methyl 2,3,4-tri-(2'-vinyloxyethoxy)benzylidenecyanoacetate (8b), 2,4,6-tri-(2'-vinyloxyethoxy)benzylidenemalononitrile (9a), and methyl 2,4,6-tri-(2'-vinyloxyethoxy)benzyl-idenecyanoacetate(9b) were prepared by the condensation of the corresponding benzaldehyde 1-3 with malononitrile or methyl cyanoacetate, respectively. Vinyl ether monomers 4, 6, and 8 polymerized readily with radical initiators to yield crosslinked polymers 10, 12, and 14. However, compounds 5, 7, and 9 were inert to radical initiators due to the steric hindrance. The resulting polymers 10, 12, and 14 were not soluble in common solvents showing a thermal stability up to $300^{\circ}C$.