Synthesis of new nucleoside analogues comprising a geminal difluorocyclopropane moiety as potential antiviral/antitumor agents

Article abstract of DOI:10.1080/07328319908044881

Geminal difluorocyclopropane analogues of nucleosides 7a - 7e were synthesized. Compounds 7a and 7c - 7e were obtained by alkylation of nucleic acid bases or their appropriate precursors with (cis)-1- benzyloxymethyl-2-bromomethyl-3,3-difluorocyclopropane (8). Analogue 7b was prepared by hydrolysis of 2-amino-6-chloropurine derivative 7e. Compounds 7a - 7d did not exhibit any antiviral activity against HCMV, HSV-1, HSV-2, EBV, VZV, HBV and HIV-1 or antitumor effects against murine leukemia L1210, mouse tumors PO3 or C38 and human tumor H15.