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Synthesis and antitumor activity of certain new thiazolo[2,3-b]quinazoline and thiazolo[3,2-a]pyrimidine analogs

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Abstract

A novel series of thiazolo[2,3-b]quinazoline (16–19, 25–28, and 34–37) and cyclohepta[d]thiazolo[3,2-a]pyrimidine (20–23, 29–32, and 38–41) analogs was designed and synthesized. Structure elucidation of the synthesized compounds was attained by the use of H1 NMR, C13 NMR, and mass spectrometry. The obtained compounds were evaluated for their in vitro antitumor activity using the National Cancer Institute’s 60 cell lines’ panel assay that included nine tumor subpanels, namely, leukemia, non-small cell lung, colon, CNS, melanoma, ovarian, renal, prostate, and breast cancer cells. Most of the investigated compounds showed a remarkable broad-spectrum antitumor activity. Compounds 19, 28, 32, and 34 proved to be 10-, 15-, 2-, and 7-fold more active than 5-FU, with GI50 MG-MID values of 2.4, 1.5, 11.2, and 3.1 μM, respectively.

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Acknowledgments

Thanks to the NCI, Bethesda, MD, USA, for performing the antitumor testing of the synthesized compounds.

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Authors and Affiliations

  1. Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, P.O. Box 2457, Riyadh, 11451, Saudi Arabia

    Ghada S. Hassan

  2. Department of Medicinal Chemistry, Faculty of Pharmacy, Mansoura University, P.O. Box 35516, Mansoura, Egypt

    Ghada S. Hassan

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  1. Ghada S. Hassan
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Correspondence to Ghada S. Hassan.

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Hassan, G.S. Synthesis and antitumor activity of certain new thiazolo[2,3-b]quinazoline and thiazolo[3,2-a]pyrimidine analogs. Med Chem Res 23, 388–401 (2014). https://doi.org/10.1007/s00044-013-0649-6

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  • DOI: https://doi.org/10.1007/s00044-013-0649-6

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