Evidence for an intrinsic binding force between dodecaborate dianions and receptors with hydrophobic binding pockets

Chem Commun (Camb). 2016 May 7;52(37):6300-3. doi: 10.1039/c6cc01233g. Epub 2016 Apr 18.

Abstract

A gas phase binding study revealed strong intrinsic intermolecular interactions between dianionic halogenated closo-dodecaborates [B12X12](2-) and several neutral organic receptors. Oxidation of a tetrathiafulvalene host allowed switching between two host-guest binding modes in a supramolecular complex. Complexes of β-cyclodextrin with [B12F12](2-) show remarkable stability in the gas phase and were successfully tested as carriers for the delivery of boron clusters into cancer cells.

MeSH terms

  • Anions / chemistry
  • Binding Sites
  • Boron Compounds / chemistry
  • Boron Compounds / pharmacology*
  • Boron Neutron Capture Therapy
  • Cell Line
  • Cell Proliferation / drug effects
  • Drug Carriers / chemistry
  • Drug Delivery Systems
  • Heterocyclic Compounds / chemistry*
  • Humans
  • Hydrophobic and Hydrophilic Interactions
  • Molecular Structure
  • Neoplasms / drug therapy*
  • Neoplasms / pathology
  • Oxidation-Reduction

Substances

  • Anions
  • Boron Compounds
  • Drug Carriers
  • Heterocyclic Compounds
  • dodecaborate
  • tetrathiafulvalene