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In-water reactivity of nucleosides and nucleotides: one-step preparation and biological evaluation of novel ferrocenyl-derivatives
Authors:Marcella de Champdoré  ,Anna Messere,Gennaro Piccialli,Massimiliano La Colla
Affiliation:a Dipartimento di Chimica Organica e Biochimica, Università degli Studi di Napoli ‘Federico II’, via Cynthia 4, 80126 Napoli, Italy
b Dipartimento di Scienze Ambientali, Seconda Università di Napoli, via Vivaldi 43, 81100 Caserta, Italy
c Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli ‘Federico II’, via D. Montesano 49, 80131 Napoli, Italy
d Dipartimento di Scienze e Tecnologie Biomediche, Università di Cagliari, Cittadella Universitaria, SS 554, I-09042 Monserrato, Cagliari, Italy
Abstract:
The reactivity in water of a series of nucleosides and nucleotides towards ferrocenemethanol was investigated. Several adducts incorporating the ferrocenemethyl moiety into the heterocyclic base were isolated and their activity was tested against HIV-1, HBV, YFV, BVDV and several bacteria. However, none of the new compounds showed significant antiviral activity nor cytotoxicity. The reaction with ferrocenemethanol of the model dinucleotide 5′dCpdG3′, for a direct comparison of the behaviour of purine versus pyrimidine bases, is also discussed.
Keywords:Nucleosides   Nucleotides   Ferrocene derivatives   Biological activity
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