Evaluation of Acridine Orange Derivatives as DNA-Targeted Radiopharmaceuticals for Auger Therapy: Influence of the Radionuclide and Distance to DNA was written by Pereira, Edgar;do Quental, Leticia;Palma, Elisa;Oliveira, Maria Cristina;Mendes, Filipa;Raposinho, Paula;Correia, Isabel;Lavrado, Joao;Di Maria, Salvatore;Belchior, Ana;Vaz, Pedro;Santos, Isabel;Paulo, Antonio. And the article was included in Scientific Reports in 2017.Synthetic Route of C13H14BrNO2 This article mentions the following:
A new family of 99mTc(I)- tricarbonyl complexes and 125I-heteroaromatic compounds bearing an acridine orange (AO) DNA targeting unit was evaluated for Auger therapy. Characterization of the DNA interaction, performed with the non-radioactive Re and 127I congeners, confirmed that all compounds act as DNA intercalators. Both classes of compounds induce double strand breaks (DSB) in plasmid DNA but the extent of DNA damage is strongly dependent on the linker between the Auger emitter (99mTc or 125I) and the AO moiety. The in vitro evaluation was complemented with mol. docking studies and Monte Carlo simulations of the energy deposited at the nanometric scale, which corroborated the exptl. data. Two of the tested compounds, 125I-C5 and 99mTc-C3, place the corresponding radionuclide at similar distances to DNA and produce comparable DSB yields in plasmid and cellular DNA. These results provide the first evidence that 99mTc can induce DNA damage with similar efficiency to that of 125I, when both are positioned at comparable distances to the double helix. Furthermore, the high nuclear retention of 99mTc-C3 in tumoral cells suggests that 99mTc-labeled AO derivatives are more promising for the design of Auger-emitting radiopharmaceuticals than the 125I-labeled congeners. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Synthetic Route of C13H14BrNO2).
N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Synthetic Route of C13H14BrNO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary