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Synthesis, characterization and cytotoxic studies of novel 1,2,4-triazole-azomethine conjugates

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Abstract

A series of 1,2,4-triazole-schiff hybrids were synthesized and characterized by mass spectrometry, FTIR and NMR spectroscopy. The compounds were screened for anticancer activity against human breast cancer cell line (MCF-7 and T47D) and human cervical cancer cell line (HeLa). The result indicates that newly synthesized compounds exhibit cytotoxicity to all cell lines studied. In particular, MCF-7 cells were shown to be more sensitive with EC50 < 50 μM/ml with the exception of compound T2. Interestingly, T6 produced more high cytotoxicity on MCF-7 cells (< 10 μM/ml), which is comparable to cisplatin EC50 13.10 μM/ml. To further investigate the mode of cell death, early and late apoptosis studies were done on MCF-7 cells. The externalization of phosphatidylserine and DNA fragmentation supports the apoptosis as the major mode of cell death induced by derivatives on MCF-7 cells.

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Scheme 1
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Authors and Affiliations

  1. Department of Chemistry, Quaid-i-Azam University, Islamabad, 45320, Pakistan

    Jamaluddin Mahar, Aamer Saeed, Madiha Irfan, Pervaiz Ali Channar, Muhammad Faisal & Fayaz Ali Larik

  2. Institute of Marine Biotechnology, Universiti Malaysia Terengganu, 21030, Kuala Nerus, Terengganu, Malaysia

    Gul-e-Saba Chaudhry

  3. Department of Chemistry, Khwaja Fareed University of Engineering and Information Technology (KFEIT), Rahim Yar Khan, Pakistan

    Madiha Irfan

Authors
  1. Jamaluddin Mahar
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  2. Aamer Saeed
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  3. Gul-e-Saba Chaudhry
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  4. Madiha Irfan
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  5. Pervaiz Ali Channar
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  6. Muhammad Faisal
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  7. Fayaz Ali Larik
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Correspondence to Aamer Saeed or Muhammad Faisal.

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Mahar, J., Saeed, A., Chaudhry, GeS. et al. Synthesis, characterization and cytotoxic studies of novel 1,2,4-triazole-azomethine conjugates. J IRAN CHEM SOC 17, 943–951 (2020). https://doi.org/10.1007/s13738-019-01826-9

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  • DOI: https://doi.org/10.1007/s13738-019-01826-9

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