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2-알킬-2,3-다이하이드로-1H-2-아자사이클로펜타[b]안트라센-5,10-디온계 유도체 합성 및 세포독성
곽재환,정은경,오주훈,정재경,홍진태,이희순,Kwak, Jae-Hwan,Jeong, Eun-Kyeong,Oh, Ju-Hoon,Jung, Jae-Kyung,Hong, Jin-Tae,Lee, Hee-Soon 대한약학회 2009 약학회지 Vol.53 No.1
A series of 2-alkyl-2,3-dihydro-1H-2-azacyclopenta[b]anthracene-5,10-diones ($3a{\sim}h$) were synthesized and evaluated in vitro cytotoxicity against colon cancer cell lines (HCT116 and SW620) and nuroblastoma cell lines (SK-N-SH and SK-N-MC). Among them, compound 3f showed significant cytotoxic activity ($IC_{50}$ against SK-N-SH; $14.8{\mu}M$, $IC_{50}$ against SK-N-MC; $11.3{\mu}M$).
곽재환,Sun-Woo Won,Tae-Jeong Kim,노은미리,강한영,이효원,정재경,황방연,김영수,조정숙,이희순 대한약학회 2008 Archives of Pharmacal Research Vol.31 No.2
A series of chroman-2-carboxylic acid N-(substituted)phenylamides (2a-s, 3a-j) were synthesized. Their ability to inhibit nuclear factor-κB (NF-κB) activity was evaluated in lipopolysaccharide (LPS)-stimulated macrophage RAW 264.7 cells and their antioxidant activity was examined. NF-κB inhibition by chroman compounds was not related to their antioxidant activity. Compounds with -H, -NO2 monosubstituents and -OCH3, -CF3 disubstituents on the phenyl ring were poor inhibitors of NF-kB activity. Compounds with -CH3, -CF3, -Cl monosubstituents or -Cl, -CH3 disubstituents exhibited moderate to good NF-κB activity inhibition (IC50: 18.2-95.8 μM). The most active NF-κB inhibitor, 2s, contained a 4-Cl (IC50: 18.2 μM) substituent on the phenyl ring and was slightly more potent than the compound KL-1156 (1) (IC50: 43.9 μM).
곽재환,인진경,이미성,최은화,이희순,홍진태,윤여표,이수재,서승용,서영거,정재경 대한약학회 2008 Archives of Pharmacal Research Vol.31 No.12
Concise total synthesis of obovatol (1) was achieved from the commercially available eugenol (5) via linear 4 steps in 40% overall yield. The key features of the synthesis involve the chemoselective orthobromination of phenol in the presence of isolated double bond and the efficient Cu-catalyzed Ullmann coupling of two aromatic moieties for the diaryl ether skeleton.
곽재환,원선우,정재경,황방연,홍진태,김영수,조정숙,이희순,김태정,이원희,최운화,김성찬,박현정,Eunmiri Roh 대한약학회 2009 Archives of Pharmacal Research Vol.32 No.2
A series of 6- or 7-methylchroman-2-carboxylic acid N-(substituted) phenylamides (2a-s, 3a-s) were synthesized. Their abilities to inhibit nuclear factor-κB (NF-κB) activity were evaluated in lipopolysaccharide (LPS)-stimulated macrophage RAW 264.7 cells. Compounds with substituents such as -H, -CH3, and -CF3 on the phenyl ring were poor inhibitors of NF-κB. The most active NF-κB inhibitors contained4-Cl (3s) and 4-OMe (3g) in the 7-methylchroman-2-carboxamide derivatives and 2-OH (2b) and 4-Cl(2s) in the 6-methylchroman-2-carboxamide derivatives (IC50: 20.2-24.0 μM). These were slightly more potent than a reference compound, KL-1156 (1) (IC50: 43.9 μM).
곽재환,Hae-Eun Kang,정재경,Hwajung Kim,조정숙,이희순 대한약학회 2006 Archives of Pharmacal Research Vol.29 No.9
A series of 7-hydroxy-4-oxo-4H-chromene- (3a - h) and 7-hydroxychroman-2-carboxylic acid N-alkyl amides (4a - g) were synthesized and their antioxidant activities were evaluated. While compounds 3a - h were less active, compounds 4a - g exhibited more potent inhibition of lipid peroxidation initiated by Fe2+ and ascorbic acid in rat brain homogenates. Among them, 7- hydroxychroman-2-carboxylic acid N-alkylamides (4e - g) bearing nonyl, decyl, and undecyl side chain exhibited 3 times more potent inhibition than trolox (1).