Nucleic acid bases, halogenated

Target compound 202 is also provided by reacting a halogenated perfluor-oalkane (e.g., trifluoromethyl iodide) with a nucleic acid base (2 -deoxyuridine 216) in the presence of a sulfoxide, hydrogen peroxide, and an iron (11) salt (Scheme 12.48). 

Halogenation. Like many compounds, nucleic acid bases are attacked by halogens, the pyrimidines at position 5, the purines at position 8. Halogenobases have found wide application in chemotherapy (see Chapter 7), br dUrd is a powerful dThd analogue br Ado and bi Guo have been used in RNA polymerase studies. 

Nucleic acid analogs - Halogenated nucleotides are effective inhibitors of viral replication by virtue of their incorporation into viral nucleic acid. If virus-specific nucleic acids are identified, an approach to the design of antiviral agents could be suggested since analogs of such bases should not have the same toxic effects as nucleotide analogs that are incorporated into human DNA. 

---