Molecules (Mar 2022)

Greener Synthesis of Antiproliferative Furoxans via Multicomponent Reactions

  • Mariana Ingold,
  • Victoria de la Sovera,
  • Rosina Dapueto,
  • Paola Hernández,
  • Williams Porcal,
  • Gloria V. López

DOI
https://doi.org/10.3390/molecules27061756
Journal volume & issue
Vol. 27, no. 6
p. 1756

Abstract

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Prostate and bladder cancers are commonly diagnosed malignancies in men. Several nitric oxide donor compounds with strong antitumor activity have been reported. Thus, continuing with our efforts to explore the chemical space around bioactive furoxan moiety, multicomponent reactions were employed for the rapid generation of molecular diversity and complexity. We herein report the use of Ugi and Groebke–Blackburn–Bienaymé multicomponent reactions under efficient, safe, and environmentally friendly conditions to synthesize a small collection of nitric-oxide-releasing molecules. The in vitro antiproliferative activity of the synthesized compounds was measured against two different human cancer cell lines, LNCaP (prostate) and T24 (bladder). Almost all compounds displayed antiproliferative activity against both cancer cell lines, providing lead compounds with nanomolar GI50 values against the cancer bladder cell line with selectivity indices higher than 10.

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