Design, synthesis and anti-tumor activities of 2-(4-trifluoromethylphenyl)-4-ethyl-furan-3-amide derivatives

ZHANG Tao; WANG Tiantian; ZHANG Yikai; NIU Chunjuan; LI Lingzhen; LI Ke

doi:10.3969/j.issn.1006-0111.2014.02.006

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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.

Design, synthesis and anti-tumor activities of 2-(4-trifluoromethylphenyl)-4-ethyl-furan-3-amide derivatives

Department of Medical Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China

Received Date: 2013-04-26

Rev Recd Date: 2013-10-11

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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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Reference (7)

[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.

[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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Design, synthesis and anti-tumor activities of 2-(4-trifluoromethylphenyl)-4-ethyl-furan-3-amide derivatives

doi: 10.3969/j.issn.1006-0111.2014.02.006

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