Synthesis and Cytostatic and Antiviral Activities of 1-β-D-Ribofuranosyl-5-alkylcytosine (5-Alkylcytidine) Cyclic 3',5'-Monophosphates

Article abstract of DOI:10.1021/jm00121a040

A series of 5-alkylcytidines and their 5'-monophosphates and cyclic 3',5'-monophosphates have been synthesized and evaluated for antiviral and antitumor activity.The 5-alkyl cyclic nucleotides were not cytostatic (ID 50 > 200 μg/mL) against leukemia L1210 cells and a deoxycytidine kinase-deficient subline thereof.Certain of the corresponding nucleosides and their 5'-monophosphates did show activity within the range of 35-162 μg/mL, as did the unsubstituted cytidine cyclic 3',5'-monophosphate.No antiviral activity was found for any of the compounds at 400 μg/mL.A drug design rationale for utilization of 5-alkylcytidines based on their potential conversion to biologically active 5-alkyl-2'-deoxyuridines is not supported by these experimental findings.