Design, synthesis and destructive dynamic effects of BODIPY-containing and curcuminoid boron tracedrugs for neutron dynamic therapy

Anticancer Res. 2011 Jul;31(7):2477-81.

Abstract

Background: We previously designed the boron tracedrugs UTX-42, UTX-43, and UTX-44, which possess antioxidant potency. In order to explore their destructive dynamic effects when bombarded by weak thermal neutrons, we performed thermal neutron irradiation of bovine serum albumin (BSA) treated with the boron tracedrugs.

Materials and methods: Boron tracedrugs, including the boron dipyrromethene (BODIPY)-containing compounds UTX-42, UTX-44, and UTX-47 and the curcuminoid compounds UTX-50 and UTX-51, were designed for neutron dynamic therapy based on their molecular orbital calculation. Newly designed UTX-47, UTX-50, and UTX-51 were synthesized. Sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE) was performed to detect decomposition by thermal neutron irradiation of BSA treated with these boron tracedrugs.

Results: The combination of 1.0 μM BSA with 100 μM of each of the boron tracedrugs showed a decrease in band intensity after irradiation.

Conclusion: All boron tracedrugs tested caused destructive dynamic damage of BSA during thermal neutron irradiation, suggesting that boron tracedrugs could be used as dynamic drugs for neutron dynamic therapy.

MeSH terms

  • Animals
  • Boron Compounds / chemistry
  • Boron Compounds / radiation effects*
  • Boron Neutron Capture Therapy / methods*
  • Cattle
  • Curcumin / analogs & derivatives
  • Curcumin / chemistry
  • Curcumin / radiation effects*
  • Drug Design
  • Electrophoresis, Polyacrylamide Gel
  • Gamma Rays
  • Molecular Structure
  • Radiation-Sensitizing Agents / chemical synthesis
  • Radiation-Sensitizing Agents / chemistry
  • Radiation-Sensitizing Agents / radiation effects*
  • Serum Albumin, Bovine / drug effects
  • Serum Albumin, Bovine / radiation effects
  • Structure-Activity Relationship

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Radiation-Sensitizing Agents
  • Serum Albumin, Bovine
  • Curcumin