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4'- and 1'-methyl-substituted 5'-norcarbanucleosides.

Authors
Type
Published Article
Journal
The Journal of organic chemistry
Publication Date
Volume
68
Issue
24
Pages
9269–9273
Identifiers
PMID: 14629146
Source
Medline
License
Unknown

Abstract

5'-norcarbocyclic nucleosides have been found to possess a variety of meaningful biological properties. Derivatives of these compounds possessing substituents at the hydroxyl and heterocyclic ring bearing carbon atoms have not been described. As entries into these compounds, the 4'- and 1'-methyl derivatives of 5'-noraristeromycin (2 and 3) have been prepared from a common cyclopentyl precursor 8. The synthetic methods developed are adaptable to 5'-norcarbanucleosides possessing a variety of heterocyclic bases and in the l-like configuration. In turn, the products from such syntheses will lend themselves to a number of structural and biochemical investigations relevant to carbanucleosides in general. Compounds 2 and 3 lack antiviral properties and were not cytotoxic.

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