Abstract
The present work describes some recent approaches to the syntheses of three classes of locked-North nucleosides: β-D-ribo-, β-D-deoxyribo-, and β-D-dideoxy-ribonucleosides. 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.
Original language | English |
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Pages (from-to) | 547-557 |
Number of pages | 11 |
Journal | Nucleosides, Nucleotides and Nucleic Acids |
Volume | 22 |
Issue number | 5-8 |
DOIs | |
Publication status | Published - 2003 |
Externally published | Yes |
Keywords
- Bicyclo[3.1.0]hexane and bicyclo[3.1.0]hexene
- Conformationally locked carbocyclic nucleosides
- D4T and carbovir analogues
- Intramolecular cyclopropanation
- Lipase-catalyzed resolution
- Pseudorotational analysis
ASJC Scopus subject areas
- Biochemistry
- Molecular Medicine
- Genetics