Synthesis and biological activity of new arenediyne-linked isoxazolidines

Bioorg Med Chem. 2014 Jul 1;22(13):3379-85. doi: 10.1016/j.bmc.2014.04.047. Epub 2014 May 4.

Abstract

Arenediyne-isoxazolidine conjugates have been synthesized as a new scaffold for the development of bioactive mimics. Some of the synthesized compounds are endowed with antiproliferative activity against three human cancer cell lines. Their thermal reactivity suggests that the biological activity probably could not be linked to the Bergman cyclization.

Keywords: 1,3-Dipolar cycloaddition; Antitumor agents; Arenediyne–isoxazolidine conjugates; SH-SY5Y, HT-29, HepG2 cell lines; Sonogashira reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Cell Proliferation / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • HT29 Cells
  • Hep G2 Cells
  • Humans
  • Isoxazoles / chemical synthesis
  • Isoxazoles / chemistry
  • Isoxazoles / pharmacology*
  • Molecular Structure
  • Structure-Activity Relationship
  • Tumor Cells, Cultured

Substances

  • Alkynes
  • Antineoplastic Agents
  • Isoxazoles