Recent advances in the synthesis of conformationally locked nucleosides and their success in probing the critical question of conformational preferences by their biological targets.
The present work describes some recent approaches to the syntheses of three classes of locked-North nucleosides: beta-D-ribo-, beta-D-deoxyribo-, and beta-D-dideoxyribonucleosides. The method developed for the latter class permitted access to a novel bicyclo[3.1.0]hexene-type nucleosides structurally similar to D4T and carbovir. A structural analysis and biological activities are discussed.
Choi
Yongseok
Y
Laboratory of Medicinal Chemistry, Center for Cancer Research, National Cancer Institute at Frederick, NIH, HHS, Frederick, Maryland 21702, USA.
Moon
Hyung R
HR
Yoshimura
Yuichi
Y
Marquez
Victor E
VE
D003853:Deoxyribonucleosides / Q000138:chemical synthesis / Q000737:chemistry; D007202:Indicators and Reagents; D007700:Kinetics; D008958:Models, Molecular; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D003853:Deoxyribonucleosides; D007202:Indicators and Reagents; D009705:Nucleosides