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Synthesis and Antiproliferative Activity of Imidazole and Triazole Derivatives of Flavonoids

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Pharmaceutical Chemistry Journal Aims and scope

Flavones can play a potential role in estrogen dependent breast cancer due to greater reactivity of imidazole and triazole heterocycles which have been investigated in this work. We emphasized on synthesis of flavones derivatives with imidazole (2a, 2b, 2c) and triazole (3a, 3b, 3c) nucleus as a fundamental hetero-aromatic system with modifications, which have been confirmed by TLC, IR, NMR and mass spectrometry data. The synthesized compound were studied as non-steroidal aromatase inhibitors and evaluated for in vitro anti-breast cancer activity against MCF-7 cell line through SRB assay. The triazole derivative 3a with nitro substitution (H-bond accepting group) was found to be more active in comparison to standard drug letrozole.

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References

  1. R. W. Brueggeemeier, J. C. Hachett, and E. S. Diaz-Cruz, Endocr. Rev., 26, 331 – 345 (2005).

    Article  CAS  Google Scholar 

  2. J. C. Hackett, R. W. Brueggemeier, and C. M. Hadad, J. Am. Chem. Soc., 127, 5224 – 37 (2005).

    Article  PubMed  CAS  Google Scholar 

  3. A. Brodie, Semin. Oncol., 30, 12 – 22 (2003).

    Article  PubMed  CAS  Google Scholar 

  4. P. Skehan, R. Storeng, D. Scudiero, et al., J. Natl. Cancer Inst., 82, 1107 – 1112 (1990).

    Article  PubMed  CAS  Google Scholar 

  5. G. Silvia, Z. Christina, B. Federica, et al., J. Med. Chem., 53, 5347 – 5351 (2010).

    Article  CAS  Google Scholar 

  6. L. Costantino, G. Rastelli, M. C. Gamberini, et al., J. Med. Chem., 42, 1881 – 1893 (1999).

    Article  PubMed  CAS  Google Scholar 

  7. V. G. Kulkarni and G. Jadhav, J. Indian Chem. Soc., 31, 746 – 754 (1954).

    CAS  Google Scholar 

  8. B. S. Rauckman, M. Y. Tidwell, J. V. Johnson, and B. Roth, J. Med. Chem., 32, 1927 – 1936 (1989).

    Article  PubMed  CAS  Google Scholar 

  9. L. B. Richard, T. Min, F. C. Diana, et al., Bioorg. Med. Chem. Lett., 7, 2373 – 2378 (1997).

    Article  Google Scholar 

  10. T. Lijun, Z. Shufen, Y. Jinzong, et al., Molecules, 9, 842 – 848 (2004).

    Article  Google Scholar 

Download references

Acknowledgments

We take this privilege and pleasure to acknowledge the contributions of many individuals who have been inspirational and supportive throughout this work undertaken and endowed us with the most precious knowledge to see success in our endeavor.

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Correspondence to Prafulla M. Sable.

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Sable, P.M., Potey, L.C. Synthesis and Antiproliferative Activity of Imidazole and Triazole Derivatives of Flavonoids. Pharm Chem J 52, 438–443 (2018). https://doi.org/10.1007/s11094-018-1836-z

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  • DOI: https://doi.org/10.1007/s11094-018-1836-z

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