Synthesis and Biological Activity of Various Selenenyl and Tellurenyl-Substituted Deoxyuridines and Deoxyuridylates

Abstract

5-Methylselenenyl and 5-phenyltellurenyldeoxyuridines were constructed via the transmetallation of the corresponding 5-bromo-3′,5′-bis(dimethyl-tert-butyl)silyl deoxyuridine with n-butyllithium followed by electrophilic trapping of the anion with the appropriate reagent. These substituted deoxyuridylates have been evaluated as potenital inhibitors of Lactobacillus casei thymidylate synthase.