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New benzothiazole/benzoxazole-pyrazole hybrids with potential as COX inhibitors: design, synthesis and anticancer activity evaluation

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Abstract

Ten new hybrids were designed and synthesized, their chemical structures were confirmed through spectral and elemental analysis. The new hybrids were screened against lung, breast and liver cancer cell lines (A549, MCF7 and Hep3B), in addition to normal fibroblast cells. Compound 13a was the most active and selective one on the lung cancer cell line (A549), its IC50 and S.I. values were 2.4 µM and 83.2, respectively. Compound 14b was active on MCF7 with the best selectivity towards this cell line. The new derivatives were screened for their inhibitory activity against COX enzymes, the obtained results revealed that compound 13a and 14b were more active inhibitors for COX-2 than celecoxib. This finding encourages us to consider COX-2 inhibitory activity as a proposed mechanism for their anticancer activity.

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Acknowledgements

Authors are grateful to Dr. Ahmed B. M. Mehany, Zoology Department, Faculty of Science, Al-Azhar university, Egypt, for his help in performing cytotoxicity for the new compounds.

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Authors and Affiliations

  1. Medicinal Chemistry Department, Faculty of Pharmacy, Beni-Suef University, Beni-Suef, 62514, Egypt

    Amany Belal

  2. Pharmaceutical Chemistry Department, College of Pharmacy, Taif University, Taif, 21974, Saudi Arabia

    Amany Belal

  3. Pharmaceutical Organic Chemistry Department, Beni-Suef University, Beni-Suef, 62514, Egypt

    Mohamed A. Abdelgawad

  4. Pharmaceutical Chemistry Department, College of Pharmacy, Aljouf University, Sakaka Aljouf, 2014, Saudi Arabia

    Mohamed A. Abdelgawad

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  1. Amany Belal
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  2. Mohamed A. Abdelgawad
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Correspondence to Amany Belal.

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Belal, A., Abdelgawad, M.A. New benzothiazole/benzoxazole-pyrazole hybrids with potential as COX inhibitors: design, synthesis and anticancer activity evaluation. Res Chem Intermed 43, 3859–3872 (2017). https://doi.org/10.1007/s11164-016-2851-x

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