| Abstract: | Direct introduction of a N-atom in one step at C (5) of 5-hydroxyuridine (4a) or 5-hydroxy-2′-deoxyuridine (4b) by certain primary amines led to the synthesis of two novel C(5)-N-spin-labeled nucleoside analogs and to several C(5)-N-aryl adducts. Substitution by 4-amino-2,2,6,6-tetramethylpiperidinooxyl (3) at C(5) of 4a or 4b led to the spin-labeled nucleosides 5-[(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)amino]uridine and -2′-deoxyuridine ( 2a and 2b , respectively). The analogous C(5)-substituted aniline adducts 5-anilino uridine (5a) and 5-anilino-2′-deoxyuridine (5b) and the p-toluidine adducts 5-(p-toluidino)uridine (6a) and 5-(p-toluidino)-2-deoxyuridine (6b) were also prepared. In addition, results of the antiviral and antimetabolic activity of some of these analogs are reported. |
