New dideoxy carbocyclic nucleosides inspired by the structure of the fermentation product neplanocin C were synthesized and evaluated for antitumor and antiviral activity. The epoxy oxygen of the [3.1.0]bicyclic system present in neplanocin C was replaced by carbon, thus generating a more robust fused cyclopropane system. The [3.1.0]bicyclic-containing carbocyclic nucleosides possess a rigid pseudosugar conformation in the northern hemisphere of the pseudorotation cycle as ascertained by NMR spectroscopy.

Agency
National Institute of Health (NIH)
Institute
National Cancer Institute (NCI)
Type
Intramural Research (Z01)
Project #
1Z01CM006174-08
Application #
3774551
Study Section
Project Start
Project End
Budget Start
Budget End
Support Year
8
Fiscal Year
1993
Total Cost
Indirect Cost
Name
Division of Cancer Treatment
Department
Type
DUNS #
City
State
Country
United States
Zip Code