North- and South-Bicyclo[3.1.0]Hexene Nucleosides: The Effect of Ring Planarity on Anti-HIV Activity

Cover of ChemMedChem, August 2009

The picture shows the locked north (blue) and south (red) bicyclo[3.1.0]hexane nucleosides in the normal pseudorotational cycle, and the corresponding shift to a smaller cycle (nmax=7°) caused by the insertion of a double bond. The former nucleosides are inactive, while the flattening of the embedded cyclopentene ring provides active compounds against HOS cells infected with HIV.

 

Lab/Branch/Program: 
Chemical Biology Laboratory
Citation: 

See: North- and South-Bicyclo[3.1.0]Hexene Nucleosides: The Effect of Ring Planarity on Anti-HIV Activity by Pamela L. Russ, Maria J. Gonzalez-Moa, B. Christie Vu, Dina M. Sigano, James A. Kelley, Christopher C. Lai, Jeffrey R. Deschamps, Stephen H. Hughes and Victor E. Marquez in ChemMedChem 20094 (8), 1354 - 1363.

Published Date: 
August, 2009