Carboxyboranylamino ethanol: unprecedented discovery of boron agents for neutron capture therapy in cancer treatment

Chem Commun (Camb). 2021 Oct 5;57(79):10174-10177. doi: 10.1039/d1cc03034e.

Abstract

Carboxyboranylamino ethanol (Me2N(BH2CO2H)CH2CH2OH, 1) was prepared in 75.0% yield by an amine-exchange reaction. Compound 1 shows lower cytotoxicity and higher anti-tumor efficacy in vitro towards the SCCVII cell line in comparison with 4-borono-L-phenylalanine (BPA) and methyl 2-hydroxyl-5-(1'-ortho-carbonylmethyl-1',2',3'-triazol-4'-yl)-benzonate (2). The bio-enhancement is interpreted using molecular docking calculations.

MeSH terms

  • Amino Alcohols / chemistry
  • Amino Alcohols / pharmacology*
  • Animals
  • Antineoplastic Agents / chemical synthesis
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Boron Compounds / chemistry
  • Boron Compounds / pharmacology*
  • Boron Neutron Capture Therapy*
  • Carcinoma, Squamous Cell / drug therapy*
  • Cell Line, Tumor
  • Drug Discovery*
  • Mice
  • Molecular Docking Simulation

Substances

  • Amino Alcohols
  • Antineoplastic Agents
  • Boron Compounds