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Potent anticancer and antimicrobial activities of pyrazole, oxazole and pyridine derivatives containing 1,2,4-triazine moiety

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Abstract

Due to the importance of biological activities of 1,2,4-triazine derivatives, in this manuscript, ten of newly synthesized compounds containing 1,2,4-triazine moiety were prepared. Anticancer and antimicrobial activities of some selected synthesized compounds were screened. Chalcone derivatives 6, 7 were synthesized via reaction of Mannich base 2 in acetic acid and fused sodium acetate with formyl khellin 5 or vanillin. Treatment of chalcone derivatives 6, 7 toward hydrazine hydrate, phenyl hydrazine, hydroxylamine hydrochloride or malononitrile, respectively, led to give pyrazoline 8, 9, 10, 11, oxazole 12, 13 and pyridine 14, 15 derivatives, respectively. The structures of the isolated products were established by elementary analysis and spectral data studies. Compounds 1, 5, 6, 8, 10, 12 and 14 were tested against different human cancer cell lines, and cytotoxicity in vitro and most of the synthesized compounds were proved to have high activities against cytotoxic test. Then, the compounds 1, 5, 6, 8, 10, 12 and 14 were tested against cancer in vivo, and the result was established. Also, antimicrobial activity of compounds 1, 5, 6, 8, 10, 12 and 14 was screened in vitro against a panel of gram-positive and gram-negative bacterial pathogens and fungi. The results indicated that compound 5 showed higher antimicrobial activity than compounds 1, 6, 8, 10, 12 and 14, and compound 5 exhibited a wide range of antimicrobial activities against gram-positive and gram-negative bacteria and fungi, greater than well-known antibacterial and antifungal agents with minimal inhibitory concentration ranged between 6.25 and 25 μg.

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Acknowledgments

The authors wish to express our thanks to the National Research Center for providing the facilities.

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Authors and Affiliations

  1. Research Division of Pharmaceutical and Drug Industries, Department of Natural and Microbial Product, National Research Center, El-Behoos Street, Dokki, Giza, 12622, Egypt

    Amira S. Abd El-All, Hanaa M. F. Roaiah & Abeer A. Abd El Aty

  2. Division of Inorganic Chemical Industries and Mineral Resources, Department of Organometallic and Organometalloid Chemistry, National Research Center, El-Behoos Street, Dokki, Giza, 12622, Egypt

    Souad A. Osman & Wafaa H. AbdEl-Hady

  3. Research Unit, Saco Pharm. Co., 6 October City, 11632, Egypt

    Mohamed M. Abdalla

Authors
  1. Amira S. Abd El-All
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  2. Souad A. Osman
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  3. Hanaa M. F. Roaiah
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  4. Mohamed M. Abdalla
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  5. Abeer A. Abd El Aty
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  6. Wafaa H. AbdEl-Hady
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Correspondence to Amira S. Abd El-All.

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Abd El-All, A.S., Osman, S.A., Roaiah, H.M.F. et al. Potent anticancer and antimicrobial activities of pyrazole, oxazole and pyridine derivatives containing 1,2,4-triazine moiety. Med Chem Res 24, 4093–4104 (2015). https://doi.org/10.1007/s00044-015-1460-3

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  • DOI: https://doi.org/10.1007/s00044-015-1460-3

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