Enlargement of a Modular System-Synthesis and Characterization of an s-Triazine-Based Carboxylic Acid Ester Bearing a Galactopyranosyl Moiety and an Enormous Boron Load

Molecules. 2019 Sep 10;24(18):3288. doi: 10.3390/molecules24183288.

Abstract

The amount of boron accumulated in tumor tissue plays an important role regarding the success of the boron neutron capture therapy (BNCT). In this article, we report a modular system, combining readily available starting materials, like glycine, 1,3,5-triazine and the well-known 9-mercapto-1,7-dicarba-closo-dodecaborane(12), as well as α-d-galactopyranose for increased hydrophilicity, with a novel boron-rich tris-meta-carboranyl thiol.

Keywords: boron neutron capture therapy; cancer therapy; carborane; modular system; s-triazine.

MeSH terms

  • Boron / chemistry
  • Boron / pharmacology*
  • Boron Compounds / chemical synthesis
  • Boron Compounds / chemistry
  • Boron Compounds / pharmacology
  • Boron Neutron Capture Therapy*
  • Carboxylic Acids / chemistry
  • Carboxylic Acids / pharmacology
  • Drug Delivery Systems*
  • Esters / chemistry
  • Glycine / chemistry
  • Humans
  • Hydrophobic and Hydrophilic Interactions / drug effects
  • Molecular Structure
  • Neoplasms / drug therapy*
  • Neoplasms / pathology
  • Sulfhydryl Compounds / chemistry
  • Sulfhydryl Compounds / pharmacology
  • Triazines / chemistry
  • Triazines / pharmacology

Substances

  • Boron Compounds
  • Carboxylic Acids
  • Esters
  • Sulfhydryl Compounds
  • Triazines
  • Boron
  • Glycine