Chia Nan University of Pharmacy & Science Institutional Repository:Item 310902800/24252
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    標題: Microwave-Assisted Synthesis of l-Arylpyrrolo[3,2-c]quinolin-4-one Derivatives as Fotential Anticancer Agents
    作者: Chen-Hsing Chien (簡振興)
    Da-Wei Chien (簡大為)
    Ying Yuan Chang (張英媛)
    Chun-Tang Chiou (邱俊棠)
    Grace Shiahuy Chen (陳香惠)
    日期: 2011
    上傳時間: 2011-06-23 14:57:36 (UTC+8)
    摘要: Combretastatin A4 (CA-4) is structurally related to colchicines and first isolated from Combretum caffrum. CA-4 and its related derivatives possess potency on inhibition of tubulin polymerization. On the basis of their structural features, it is essential for antimicrotubule agents to possess two aryl rings in cis conformation and methoxy groups on the aryl rings. Thus, a series of l-arylpyrrolo[3,2-c]quinolin- 4-one derivatives were designed as antimicrobubule agent for the treatment of tumors. One-pot reaction of diethyl 2-(2-ethoxyethyl)malonate with various anilines by the use of microwave radiation afforded the corresponding symmetric product 2-(2-ethoxyethyl)-AyV-diaryl malonamide, which was then followed by intramolecular cyclization to provide the key intermediates l-aryl-2,3-dihydro-lH- pyrrolo[3,2-c]quinolin-4-one directly. Fifinally, the planar 1-aryl- pyrrolo[3,2-c]quinolin-4-one derivatives were obtained by dehydrogenation reaction with the use of Pd/C in diphenyl ether at reflux. synthesized target compounds 1 -arylpyrrolo[3,2-c]quinolin-4 derivatives were evaluated for in vitro cytotoxicity by SRB methods against gastric cancer cell lines AGS, lung cancer cell lines A549, and colon cancer cell lines HT-29.These derivatives exhibited selectivity on HT-29 cell lines. Further, more substituents on the aromatic ring resulted in better inhibitory acuvuy.
    關聯: 2011年台俄有機、藥物與生物化學交流暨藥物化學研討會,起迄日:2011/04/06~2011/04/05,地點:溪頭台大實驗林
    显示于类别:[藥理學院] 2011年台俄有機、藥物與生物化學交流暨藥物化學研討會

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