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Synthesis and biological evaluation of novel series of thieno[2,3-d]pyrimidine derivatives as anticancer and antimicrobial agents

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Abstract

The present study is concerned with the synthesis, anticancer and antimicrobial screening of several new 3-substituted or 2,3-disubstituted-5-methyl-4-oxo-3,4-dihydrothieno[2,3-d]pyrimidine-6-carboxamide derivatives. Three compounds (4b, 8c, and 11b) were selected by the National Cancer Institute and were first evaluated at a single-dose primary anticancer assay against 60 human cancer cell lines for their in vitro anticancer activity. Compound 8c which passed the criteria for activity in this assay was evaluated against the full panel of 60 human cancer cell lines at five concentrations at tenfold dilutions where it showed non-selective broad-spectrum activity against all cancer cell lines. Furthermore, compounds 4b, 6, 8c, 8d, and 16 showed pronounced antibacterial activities comparable to ampicillin against P. aeruginosa. Therefore, it was concluded that compound 8c may serve as a useful lead compound in search for powerful dual anticancer-antimicrobial agents.

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Acknowledgments

The authors thank the members of the Developmental Therapeutics Program, Division of Cancer Treatment and Diagnosis, National Cancer Institute, Bethesda, Maryland, U.S.A. for carrying out the in vitro anticancer screening and members of the Department of Microbiology, Faculty of Pharmacy, University of Alexandria, for performing the in vitro antimicrobial screening.

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The authors have declared no conflict of interest.

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Authors and Affiliations

  1. Pharmaceutical Chemistry Department, Faculty of Pharmacy, Alexandria University, Alexandria, 21521, Egypt

    Nargues S. Habib, Raafat Soliman, Alaa A. El-Tombary, Soad A. El-Hawash & Omaima G. Shaaban

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  1. Nargues S. Habib
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  2. Raafat Soliman
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  3. Alaa A. El-Tombary
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  4. Soad A. El-Hawash
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  5. Omaima G. Shaaban
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Correspondence to Alaa A. El-Tombary.

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Habib, N.S., Soliman, R., El-Tombary, A.A. et al. Synthesis and biological evaluation of novel series of thieno[2,3-d]pyrimidine derivatives as anticancer and antimicrobial agents. Med Chem Res 22, 3289–3308 (2013). https://doi.org/10.1007/s00044-012-0324-3

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