Synthesis and activities towards resistant cancer cells of sulfone and sulfoxide griseofulvin derivatives

Bioorg Med Chem Lett. 2015;25(10):2078-81. doi: 10.1016/j.bmcl.2015.03.081. Epub 2015 Apr 3.

Abstract

Griseofulvin, an antifungal drug, has been shown in recent years to have anti-proliferative activities. We report here the synthesis of new analogs of griseofulvin, substituted in 2' by a sulfonyl group or in 3' by a sulfinyl or sulfonyl group. These compounds exhibit good anti-proliferative activities against SCC114 cells, an oral squamous carcinoma cell line showing pronounced centrosome amplification, and unexpected cytotoxic activities on HCC1937 cells, a triple negative breast cancer cell line resistant to microtubule inhibitors.

Keywords: Cytotoxicity; Griseofulvin; Sulfone; Sulfoxide.

MeSH terms

  • Cell Line, Tumor
  • Drug Resistance, Neoplasm
  • Griseofulvin / chemical synthesis*
  • Griseofulvin / chemistry
  • Griseofulvin / pharmacology*
  • Humans
  • Neoplasms / pathology*
  • Sulfones / chemistry*
  • Sulfoxides / chemistry*

Substances

  • Sulfones
  • Sulfoxides
  • Griseofulvin