The synthesis of the title 2'-deoxyadenosine derivatives bearing bipyridine, phenanthroline or terpyridine ligands and their corresponding RuII-complexes in position 8 linked via acetylene or phenylene tethers was accomplished through cross-coupling reactions. The Suzuki-Miyaura reactions of boronic acids or the Sonogashira reactions of terminal acetylene derivatives of oligopyridine ligands were performed either on protected 8-bromoadenosines in organic solvents or, more efficiently, directly on unprotected nucleosides in aqueous acetonitrile or DMF. Direct cross-coupling reactions of unprotected nucleosides with RuII-complexes or the oligopyridine-boronic acids or -acetylenes gave the Ru-labelled nucleosides in one step in fair to good yields. This method was also proven to be applicable for direct Ru-labelling of dATP. Terpyridine-containing 2'-deoxyadenosine exerted significant antiviral and cytostatic effects.
- MeSH
- antivirové látky chemická syntéza chemie toxicita MeSH
- deoxyadenosiny chemická syntéza chemie toxicita MeSH
- difrakce rentgenového záření MeSH
- financování organizované MeSH
- Hepacivirus účinky léků MeSH
- ligandy MeSH
- molekulární modely MeSH
- molekulární struktura MeSH
- protinádorové látky chemická syntéza chemie toxicita MeSH
- pyridiny chemie MeSH
- reagencia zkříženě vázaná chemie MeSH
- sloučeniny ruthenia chemie MeSH