Self-Assembled Novel BODIPY-Based Palladium Supramolecules and Their Cellular Localization

Inorg Chem. 2017 Apr 17;56(8):4616-4622. doi: 10.1021/acs.inorgchem.7b00260. Epub 2017 Apr 6.

Abstract

Four new palladium metal supramolecules with triangular/square architectures derived from boron dipyrromethane (BODIPY) ligands were synthesized by self-assembly and fully characterized by 1H and 31P NMR, electrospray ionization mass spectrometry, and single-crystal X-ray diffraction. These supramolecules were more cytotoxic to brain cancer (glioblastoma) cells than to normal lung fibroblasts. Their cytotoxicity to the glioblastoma cells was higher than that of a benchmark metal-based chemotherapy drug, cisplatin. The characteristic green fluorescence of the BODIPY ligands in these supramolecules permitted their intracellular visualization using confocal microscopy, and the compounds were localized in the cytoplasm and on the plasma membrane.

MeSH terms

  • Boron Compounds / chemistry
  • Boron Compounds / pharmacology*
  • Brain Neoplasms / drug therapy*
  • Brain Neoplasms / pathology
  • Cell Line
  • Cell Proliferation / drug effects
  • Cell Survival / drug effects
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Fibroblasts / drug effects
  • Glioblastoma / drug therapy*
  • Glioblastoma / pathology
  • Humans
  • Ligands
  • Macromolecular Substances / chemical synthesis
  • Macromolecular Substances / chemistry
  • Macromolecular Substances / pharmacology
  • Molecular Structure
  • Organometallic Compounds / chemical synthesis
  • Organometallic Compounds / chemistry
  • Organometallic Compounds / pharmacology*
  • Palladium / chemistry
  • Palladium / pharmacology*
  • Structure-Activity Relationship

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Ligands
  • Macromolecular Substances
  • Organometallic Compounds
  • Palladium