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Synthesis and anticancer activity of chalcones derived from vanillin and isovanillin

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Abstract

An array of chalcones from vanillin/isovanillin and differently substituted acetophenones were synthesized and assessed for their anticancer activity against A549, MCF7 and MIA PaCa-2 cell lines using MTT assay. Some of the chalcones exhibited good anticancer activity with IC50 values below 10 μM. Compound 5f with IC50 values 5.4 ± 0.7, 10.45 ± 2.15 and 13.0 ± 1.68 µM on MIA PaCa-2, A549 and MCF7, respectively, was more potent than curcumin and hence was analyzed for changes in cell morphology, inhibition of cell migration, mechanism of cell death and arrest of cell cycle progression on MIA PaCa-2 cells.

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Acknowledgments

The authors thank Science and Engineering Research Board (SERB), Department of Science and Technology (DST), Government of India, for funding the project. Also we thank Ms. G. Anjana for helpful discussions during the manuscript preparation. The authors thank CRF, Sri Ramachandra University for NMR facility.

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Authors and Affiliations

  1. Department of Medicinal Chemistry, Sri Ramachandra University, Porur, Chennai, Tamil Nadu, 600 116, India

    Saiharish Raghavan, Balasubramanian Kalpattu Kuppuswami & Krishna Kumari Gadepalli Narasimha

  2. Department of Human Genetics, Sri Ramachandra University, Porur, Chennai, Tamil Nadu, 600 116, India

    Prasath Manogaran & Ganesh Venkatraman

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  1. Saiharish Raghavan
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  2. Prasath Manogaran
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  3. Balasubramanian Kalpattu Kuppuswami
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  4. Ganesh Venkatraman
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  5. Krishna Kumari Gadepalli Narasimha
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Correspondence to Ganesh Venkatraman or Krishna Kumari Gadepalli Narasimha.

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Raghavan, S., Manogaran, P., Kalpattu Kuppuswami, B. et al. Synthesis and anticancer activity of chalcones derived from vanillin and isovanillin. Med Chem Res 24, 4157–4165 (2015). https://doi.org/10.1007/s00044-015-1453-2

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  • DOI: https://doi.org/10.1007/s00044-015-1453-2

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