Cytotoxicity and DNA Topoisomerase Inhibitory Activity of Benz[f]indole-4,9-dione Analogs(Biochemistry & Molecular Biology)
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概要
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A series of benz[f]indole-4,9-diones, based on the antitumor activity of 1, 4-naphthoquinone, were synthesized and evaluated for their cytotoxic activity in cultured human cancer cell lines A549 (lung cancer), Col2 (colon cancer), and SNU-638 (stomach cancer), and also for the inhibition of human DNA topoisomerases I and II activity in vitro. Several compounds including 2-amino-3-ethoxycarbonyl-N-methyl-benz[f]indole-4,9-dione showed a potential cytotoxic activity judged by IC_<50> < 20.0 μg/ml in the panel of cancer cell lines. Especially, 2-hydroxy-3-ethoxycarbonyl-N-(3,4-dimethyl-phenyl)-benz[f]indole-4,9-dione had potential selective cytotoxicity against lung cancer cells (IC_<50> = 0.4 μg/ml)) compared to colon (IC_<50> > 20.0 μg/ml) and stomach (IC_<50> > 20.0μg/ml) cancer cells. To further investigate the cytotoxic mechanism, the effects of test compounds on DNA topoisomerase I and II activities were used. In a topoisomerase I-mediated relaxation assay using human placenta DNA topoisomerase I and supercoiled pHOTI plasmid DNA, 2-amino-3-ethoxycarbonyl-N-(4-fluorophenyl)-benz[f]indole-4,9-dione had the most potent inhibitory activity among the compounds tested. However, most of the compounds showed only weak inhibition of the DNA topoisomerase II-mediated KDNA (Kinetoplast DNA) decatenation assay, except for 2-amino-3-ethoxycarbonyl-N-(4-methylphenyl)-benz[f]in-dole-4,9-dione and 2-amino-3-ethoxycarbonyl-N-(2-bromoehtyl)-benz[f]indole-4,9-dione with a moderate inhibitory activity. These results suggest that several active compounds had relatively selective inhibitory activity against toposiomearse I compared to toposiomerase II. No obvious correlation was observed between the cytotoxicity of the individual compound and the inhibitory activity of DNA relaxation and decatenation by topoisomerase I and II, respectively, in vitro.
- 社団法人日本農芸化学会の論文
- 2003-09-23
著者
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Lee Sang
College Of Industrial Science Chung-ang University
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Kim Hyo
Department Of Physics Kwangwoon University
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PARK Hyen
College of Pharmacy, Ewha Womans University
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Park Hyen
College Of Pharmacy Ewha Womans University
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Lee Eun-jin
College Of Pharmacy Ewha Womans University
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Seo Eun-kyung
College Of Pharmacy Ewha Womans University
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LEE Hyun-Jung
College of Pharmacy, Ewha Womans University
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HWANG Hye
College of Pharmacy, Ewha Womans University
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SHIN Sang-Hee
College of Pharmacy, Ewha Womans University
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SUH Myung-Eun
College of Pharmacy, Ewha Womans University
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KIM Choonmi
College of Pharmacy, Ewha Womans University
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KIM Hwa
College of Pharmacy, Ewha Womans University
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Lee Sang
College Of Pharmacy Ewha Womans University
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Kim Hwa
College Of Pharmacy Ewha Womans University
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Hwang Hye
College Of Pharmacy Ewha Womans University
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Kim C
College Of Pharmacy Ewha Womans University
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Kim Choonmi
College Of Pharmacy Ewha Womans University
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Lee Hyun-jung
College Of Pharmacy Ewha Womans University
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Suh Myung-eun
College Of Pharmacy Ewha Womans University
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Shin Sang-hee
College Of Pharmacy Ewha Womans University
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Lee Sang
College Of Agriculture And Life Sciences Kyungpook National University
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