Eco-friendly synthesis and antiproliferative evaluation of some oxygen substituted diaryl ketones

Arenas, Paola;Peña, Andrés;Ríos, David;Benites, Julio;Valderrama, Jaime A;et.al.
(2013) Molecules : a journal of synthetic organic and natural product chemistry — Vol. 18, n° 8, p. 9818-9832 (2013)

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Authors
  • Arenas, Paola
    Author
  • Peña, Andrés
    Author
  • Ríos, David
    Author
  • Benites, Julio
    Author
  • Author
  • Buc Calderon, PedroUCLouvain
    Author
  • Valderrama, Jaime A
    Author
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Abstract
A broad variety of oxygen-substituted diaryl ketones has been synthesized by solar energy-induced Friedel Crafts acylations of 1,4-benzo- and 1,4-naphthoquinones with benzaldehydes. The in vitro antiproliferative properties of the photoproducts were assessed on prostate (DU-145), bladder (T24) and breast (MCF7) human-derived tumor cell lines and compared to non-tumor mouse fibroblasts (Balb/3T3). Among the tested compounds, it was found that those containing a 3,4,5-trimethoxyphenyl A-ring, such as 12 and 22 are more active on DU-145, with EC50 values of 1.2 and 5.9 μM, respectively. By comparing their effects on the three cancer cell lines, the analogue 22 has the best mean selective index (2.4).
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Arenas, P., Peña, A., Ríos, D., Benites, J., Muccioli, G., Buc Calderon, P., & Valderrama, J. A. (2013). Eco-friendly synthesis and antiproliferative evaluation of some oxygen substituted diaryl ketones. Molecules : a journal of synthetic organic and natural product chemistry, 18(8), 9818-9832. https://doi.org/10.3390/molecules18089818 (Original work published 2013)