Design, synthesis and anti-tumor activities of 2-(4-trifluoromethylphenyl)-4-ethyl-furan-3-amide derivatives
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摘要: 目的 设计、合成新型抗肿瘤的2-(4-三氟甲基苯基)-4-乙基-呋喃-3-酰胺衍生物。 方法 以对三氟甲基苯甲醛和丙二酸二乙酯为起始原料,经缩合、环合、酰氯化及胺解等4步反应,合成系列目标化合物。 结果 设计合成了15个目标化合物,并对其进行了4种肿瘤细胞A549、QGY、HeLa和SW480的活性测试。 结论 显示出较好的抗肿瘤活性,化合物5b显示出最优的高效、广谱抗肿瘤活性,值得深入研究。Abstract: Objective To study the designing,synthesis and anti-tumor activities of the novel 2-(4-trifluoromethylphenyl)-4-ethyl-furan-3-amide derivatives. Methods 4-(trifluoromethyl)benzaldehyde and diethyl malonate were used as the starting materials to synthesize a series of target compounds through a multi-step reaction. Results 15 compounds were synthesized and their anti-tumor activities were tested against A549, QGY, HeLa and SW480 cell lines. Conclusion Target compounds showed good anti-tumor activities, compound 5b showed best broad spectrum activities, which was worth to continued study.
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Key words:
- furan derivatives /
- chemical synthesis /
- anti-tumor /
- structure-activity relationship
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[1] Wright DL. Furan as a versatile synthon[J]. Chem Innov,2001, 31(10):17-21. [2] Min BS,Yun BS,Lee HK,et al. Two novel furan derivatives from Phellinus linteus with anti-complement activity[J]. Bioorg Med Chem Lett,2006, 16:3255-3257. [3] Hough LB,Menge WMPB,Vande Stolpe AC,et al. Antinociceptive activity of furan-containing congeners of improgan and ranitidine[J]. Bioorg Med Chem Lett,2007, 17:5715-5719. [4] Zanatta N,Alves SH,Coelho HS,et al. Synthesis, antimicrobial activity, and QSAR studies of furan-3-carboxamides[J]. Bioorg Med Chem,2007, 15:1947-1958. [5] 周大铮, 易杨华, 毛士龙,等. 香榧假种皮中的木脂素成分[J]. 药学学报, 2004, 39(4):269-271. [6] 周大铮. 香榧中抗艾滋病病毒活性先导化合物的研究和结构修饰[D]. 第二军医大学, 2004. [7] Wang TT, Liu J,LU ZL,et al. Efficient and mild synthesis of highly substituted 2,5-dihydro-furan and furan derivatives via stepwise reaction[J].Tetrahedron, 2011, 67(19):3476-3482. -
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