title: Recent advances in the synthesis of conformationally locked nucleosides and their success in probing the critical question of conformational preferences by their biological targets.
abstract: 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.
authors.affiliation: Laboratory of Medicinal Chemistry, Center for Cancer Research, National Cancer Institute at Frederick, NIH, HHS, Frederick, Maryland 21702, USA.
authors.forename: Yongseok
authors.initials: Y
authors.lastname: Choi
authors.forename: Hyung R
authors.initials: HR
authors.lastname: Moon
authors.forename: Yuichi
authors.initials: Y
authors.lastname: Yoshimura
authors.forename: Victor E
authors.initials: VE
authors.lastname: Marquez
mesh_terms: 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
chemical_list: D003853:Deoxyribonucleosides; D007202:Indicators and Reagents; D009705:Nucleosides