Synthesis and Antiviral Evaluation of Carbocyclic Analogues of 2'-Azido- and 2'-Amino-2'-deoxycytidine

Article abstract of DOI:10.1021/jm00397a038

Carbocyclic analogues of 2'-azido- and 2'-amino-2'-deoxycytidine, compounds 8 and 9, were synthesized by an eight-step synthesis from (+/-)-(1α,2α,3β,5β)-3-amino-5-(hydroxymethyl)-1,2-cyclopentanediol (1), which was prepared from cyclopentadiene via an eight-step route.These compounds were tested in vitro against herpes simplex virus type 1 (HSV-1).The 2'-amino analogue was found to show moderate antiviral activity, with an ED₅₀ of 50 μM.However, the 2'-azido analogue was not active at a concentration up to 400 μM.