Synthesis, cellular uptake and animal toxicity of a tetra(carboranylphenyl) -tetrabenzoporphyrin
A water-soluble nido-carboranyl-tetrabenzoporphyrin has been synthesized in 43% overall yield, by condensation of butanopyrrole with a carboranylbenzaldehyde, followed by metal insertion, oxidation, demetallation and deboronation reactions. This compound accumulated within human glioblastoma T98G cells to a significant higher extent than a structurally related nido-carboranylporphyrin, and localized preferentially in the cell lysosomes. Animal toxicity studies using male and female BALB/c mice revealed that both compounds are non-toxic even at a dose of 160 mg/kg, administered intraperitoneally as a single injection at a concentration of 4 mg/mL. It is concluded that the tetra(carboranylphenyl)-tetrabenzoporphyrin is a promising new sensitizer for the treatment of malignant tumors. © 2005 Elsevier Ltd. All rights reserved.
Publication Source (Journal or Book title)
Bioorganic and Medicinal Chemistry
Gottumukkala, V., Ongayi, O., Baker, D., Lomax, L., & Vicente, M. (2006). Synthesis, cellular uptake and animal toxicity of a tetra(carboranylphenyl) -tetrabenzoporphyrin. Bioorganic and Medicinal Chemistry, 14 (6), 1871-1879. https://doi.org/10.1016/j.bmc.2005.10.037