Archives of Pharmacal Research vol. 24, no. 2, pp. 95 - 99
Indexed
SCIE; SCOPUS; KCI
Document Type
Article
Abstract
Novel fIuoro-substituted apio dideoxynucleosides ((±)-3a and (±)-3b) were efficiently synthesized starting from 1,3-dihydroxyacetone via Horner-Emmons olefination as a key step. Cyclization of fluoro ester (±)-6 under acidic conditions to the fluorolactone was smoothly proceeded in favor of trans-fluorolactone due to the favorable transition state with equatorial hydroxymethyl substituent. Unfortunately, the final nucleosides (±) -3a and (±)-3b were found to be inactive against several viruses such as HIV-1, HSV-1, HSV-2 and HCMV.