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Multicomponent Synthesis of Diaminopurine and Guanine PNA's Analogues Active against Influenza A Virus from Prebiotic Compounds.

Bruno Mattia BizzarriAngelica FanelliStefania CipriniAlessandra GiorgiMarta De AngelisRaoul FioravantiLucia NencioniRaffaele Saladino
Published in: ACS omega (2022)
Peptide nucleic acids (PNAs) play a key role in prebiotic chemistry as a chimera between RNA and proteins. We developed an alternative synthesis of bioactive PNA's diaminopurine and guanine analogues from prebiotic compounds, such as aminomalononitrile (AMN), urea, and guanidine, using a two-step multicomponent microwave-assisted and solvent-free approach in the presence of selected amino acids. The novel derivatives showed selective inhibitory activity against influenza virus A/Puerto Rico/8/34 H1N1 encompassing the range of nanomolar activity. Derivatives decorated with the tyrosine residue showed the highest inhibitory activity against the virus.
Keyphrases
  • structure activity relationship
  • nucleic acid
  • amino acid
  • molecular docking
  • quantum dots
  • gold nanoparticles
  • drug discovery
  • molecular dynamics simulations