Synthèe, caractérisation et propriétés cytotoxiques des premiers ‘métallocénonucléosides’

Metal–Carbon Bonds in Biopolymer Conjugates: Bioorganometallic Nucleic Acid Chemistry

“…Early examples involved uridines and adenosine being functionalized with ferrocenes via single, double, and triple bonds using palladiumcatalyzed cross-coupling reactions. 39 Cyclization side reactions have been found to occur in the synthesis of uridinealkyneferrocene compounds. For example Yu and co-workers attempted to attach ferrocene to the 5-position of deoxyuridine using Sonogashira chemistry but upon deprotection, the monomer was found to undergo an internal cyclization.…”

Ferrocene‐modified thiopyrimidines: synthesis, enantiomeric resolution, antitumor activity

“…It was found that ferrocene units incorporated into some organic molecules [2,3] or drugs [4] and vitamins [5] significantly decreased their toxicity. Moreover, the antitumor activities of ferrocenecontaining compounds themselves were extensively studied in vitro and in vivo.…”

In-water reactivity of nucleosides and nucleotides: one-step preparation and biological evaluation of novel ferrocenyl-derivatives

“…5 Metalloceno-nucleosides, that is structurally modified nucleosides bearing ferrocene residues attached to the bases, have been first designed by Meunier and co-workers. 3 They envisaged a new class of analogues in which the biological activity due to the nucleoside moieties could be coupled to the specific properties imparted by the ferrocene residue (e.g., enhanced cell uptake, ability to form noncovalent, stable interactions with cellular targets, for instance, nucleic acids) in order to obtain new lead compounds to be tested as antivirals and/or antitumorals.…”