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Synthesis and antitumor evaluation of some new biscarboxamidocoumarin and chromene derivatives

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Abstract

The reaction of N,N’-(1,4-phenylene)bis(2-cyano-3-(dimethylamino)acrylamide) (2) with resorcinol, α-naphthol, β-naphthol, dimedone and indandione in acetic acid afforded bischromene derivatives 4, 6, 8, 12 and 14, respectively. Similarly, treatment of 2 with barbituric acid, thiobarbituric acid and 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one to give pyrano[2,3-b]pyrimidine 16, 18, and pyrano[2,3-c]pyrazole 20 derivatives. Moreover, 2 react with thiocyanoacetamide to afford 2-pyridone derivative 24. The newly synthesized compounds were evaluated as antitumor activities. The results showed that four compounds, namely 4, 10, 18 and 24, displayed promising in vitro antitumor activity in the four cell lines assay.

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Acknowledgments

The authors are thankful to Department of Pharmacology, Faculty of Pharmacy, Mansoura University, Egypt, for performing the antitumor evaluation.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Education, Suez Canal University, Al-Arish, Egypt

    Hala M. Refat

  2. Department of Chemistry, Faculty of Science, Mansoura University, El-Mansoura, Egypt

    A. A. Fadda & Shimaa Kamal

Authors
  1. Hala M. Refat
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  2. A. A. Fadda
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  3. Shimaa Kamal
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Correspondence to Hala M. Refat.

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Refat, H.M., Fadda, A.A. & Kamal, S. Synthesis and antitumor evaluation of some new biscarboxamidocoumarin and chromene derivatives. J IRAN CHEM SOC 12, 845–854 (2015). https://doi.org/10.1007/s13738-014-0547-y

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