Synthesis and in vitro anticancer activity of 6,7-methylenedioxy (or 5-hydroxy-6-methoxy)-2-(substituted selenophenyl)quinolin-4-one analogs

被引：39

作者：

Chen, Chien-Ting ^{[1
]}

Hsu, Mei-Hua ^{[1
]}

Cheng, Yung-Yi ^{[1
]}

Liu, Chin-Yu ^{[1
]}

Chou, Li-Chen ^{[1
]}

Huang, Li-Jiau ^{[1
]}

Wu, Tian-Shung ^{[2
,3
]}

Yang, Xiaoming ^{[4
]}

Lee, Kuo-Hsiung ^{[2
,4
]}

Kuo, Sheng-Chu ^{[1
,2
]}

机构：

[1] China Med Univ, Grad Inst Pharmaceut Chem, North Sect, Taichung, Taiwan

[2] China Med Univ Hosp, Chinese Med Res & Dev Ctr, Taichung, Taiwan

[3] Natl Cheng Kung Univ, Dept Chem, Tainan 70101, Taiwan

[4] Univ N Carolina, UNC Eshelman Sch Pharm, Nat Prod Res Labs, Chapel Hill, NC 27599 USA

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2011年 / 46卷 / 12期

关键词：

Selenophene; Melanoma; Structure-activity relationships (SAR); Anticancer activity; Quinolin-4-one analogs; POTENT ANTITUMOR AGENTS; TUBULIN POLYMERIZATION; BIOLOGICAL EVALUATION; CATALYZED AMIDATION; ANTIMITOTIC AGENTS; CYTOTOXICITY; INHIBITION; 2-PHENYL-4-QUINOLONES; 2-ARYL-4-QUINOLONES; DERIVATIVES;

D O I：

10.1016/j.ejmech.2011.10.017

中图分类号：

R914 [药物化学];

学科分类号：

100705 [微生物与生化药学];

摘要：

6,7-Methylenedioxy (or 5-hydroxy-6-methoxy)-2-(substituted selenophenyl)quinolin-4-ones and their isosteric compounds were synthesized and evaluated for anticancer activity. Structure activity relationships (SAR) of these compounds were established. Among all tested compounds, 6,7-methylenedioxy-2-(5-methylselenophen-2-yl)quinolin-4-one (4d) was found to be the most promising anticancer agent. In screening against NCI's 60 human tumor cell line panel, 4d exhibited highly selective and potent inhibitory activity against MDA-MB-435 melanoma. Furthermore, the results of COMPARE analysis suggested that 4d is an antimitotic agent with a different mechanism of action from the conventional antimitotic agents, such as colchicine, vinca alkaloids and paclitaxel. Therefore, 4d was identified as a new lead compound that merits further optimization. (C) 2011 Elsevier Masson SAS. All rights reserved.

引用

页码：6046 / 6056

页数：11

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