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CHEN Huan, GENG Dong-ping, LI Ke. Design, synthesis and anti-tumor activity of N-Phenyl-2-(4-phenyl)-cyclo-propane-1-carboxylic acid-1-amide[J]. Journal of Pharmaceutical Practice and Service, 2012, 30(6): 422-426,461. doi: 10.3969/j.issn.1006-0111.2012.06.007
Citation: CHEN Huan, GENG Dong-ping, LI Ke. Design, synthesis and anti-tumor activity of N-Phenyl-2-(4-phenyl)-cyclo-propane-1-carboxylic acid-1-amide[J]. Journal of Pharmaceutical Practice and Service, 2012, 30(6): 422-426,461. doi: 10.3969/j.issn.1006-0111.2012.06.007

Design, synthesis and anti-tumor activity of N-Phenyl-2-(4-phenyl)-cyclo-propane-1-carboxylic acid-1-amide

doi: 10.3969/j.issn.1006-0111.2012.06.007
  • Received Date: 2012-04-16
  • Rev Recd Date: 2012-06-08
  • Objective To design, synthesize and study the anti-tumor activity in vitro of N-Phenyl-2-(4-phenyl)-cyclopropane-1-carboxylic acid-1-amide compounds. Methods The target compounds were obtained through knoevenagel condensation, cyclization, hydrolysis and amidation reaction, microwave reaction equipment contributed to improve efficiency. Structure of the target compounds were determined by 1H NMR and LC-MS. Results Design, synthesis of 20 novel cyclopropyl-amide compounds and anti-tumor assay showed all of the target compounds had significant anticancer activity in vitro. Compound 5b had the best activity in A549 cell with IC50 6.8 μM. Conclusion 4-trifluoromethyl substituted phenyl compounds had better anticancer activity than 4-chlorine substituted phenyl compounds.Electron-withdrawing group made more contributed than electron-donating group for anticancer activity in vitro.
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    [2] 姜殿君, 赵丽妮, 崔晶. 抗肿瘤药物治疗的研究进展[J]. 中国现代医药杂志, 2009, 11(4):8.
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    [5] Wang TT, Liu J, Li K, et al. Efficient and mild synthesis of highly substituted 2,5-dihydrofuran and furan derivatves via stepwise reaction[J]. Tetrahedron,2011, 67(7):3476.
    [6] Sun HL, Wang TT, Li K, et al. Synthesis, chiral resolution, and determination of novel furan lignan derivatives with potent anti-tumor activity[J]. Bioorg Med Chem Lett, 2010, 20(11):1961.
    [7] Wang TT, Liu J, Li K, et al. Synthesis and anti-tumor activity of novel ethyl 3-aryl-4-oxo-3, 3a, 4, 6-tetrahydro-1H-furo[3, 4-c] pyran-3a-carboxylates[J]. Bioorg Med Chem Lett, 2011, 21(9):3381.
    [8] He XR, Qiu GP, Yang J, et al. Synthesis and anticonvulsant activity of new 6-methyl-1-substituted-4, 6-diazaspiro[2.4] heptane-5, 7-diones[J]. Eur J Med Chem, 2010, 45(6):3818.
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Design, synthesis and anti-tumor activity of N-Phenyl-2-(4-phenyl)-cyclo-propane-1-carboxylic acid-1-amide

doi: 10.3969/j.issn.1006-0111.2012.06.007

Abstract: Objective To design, synthesize and study the anti-tumor activity in vitro of N-Phenyl-2-(4-phenyl)-cyclopropane-1-carboxylic acid-1-amide compounds. Methods The target compounds were obtained through knoevenagel condensation, cyclization, hydrolysis and amidation reaction, microwave reaction equipment contributed to improve efficiency. Structure of the target compounds were determined by 1H NMR and LC-MS. Results Design, synthesis of 20 novel cyclopropyl-amide compounds and anti-tumor assay showed all of the target compounds had significant anticancer activity in vitro. Compound 5b had the best activity in A549 cell with IC50 6.8 μM. Conclusion 4-trifluoromethyl substituted phenyl compounds had better anticancer activity than 4-chlorine substituted phenyl compounds.Electron-withdrawing group made more contributed than electron-donating group for anticancer activity in vitro.

CHEN Huan, GENG Dong-ping, LI Ke. Design, synthesis and anti-tumor activity of N-Phenyl-2-(4-phenyl)-cyclo-propane-1-carboxylic acid-1-amide[J]. Journal of Pharmaceutical Practice and Service, 2012, 30(6): 422-426,461. doi: 10.3969/j.issn.1006-0111.2012.06.007
Citation: CHEN Huan, GENG Dong-ping, LI Ke. Design, synthesis and anti-tumor activity of N-Phenyl-2-(4-phenyl)-cyclo-propane-1-carboxylic acid-1-amide[J]. Journal of Pharmaceutical Practice and Service, 2012, 30(6): 422-426,461. doi: 10.3969/j.issn.1006-0111.2012.06.007
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