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Carbocyclic 4'-epi-formycin

2008-01-01
Zhou, Jian
Yang, Minmin
Akdağ, Akın
Wang, Haisheng
Schneller, Stewart W.
Formycin is a naturally occurring biologically responsive C-nucleoside. In pursuing the design and syntheses of novel C-nucleosides, convenient access to carbocyclic C-nucleosides based on the formycin framework was a goal. One such target was carbocyclic 4'-epi-formycin (4). This compound is reported via a procedure based on an asymmetric aldol/ring closure metathesis strategy. To provide a preliminary glimpse into the biological characterization of 4 an antiviral assay was conducted. Target 4 was found to be inactive and to lack cytotoxicity to the host cells.