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.
Multicomponent synthesis of diaminopurine and guanine PNA’s analogues active against influenza a virus from prebiotic compounds / Bizzarri, B.; Fanelli, A.; Ciprini, S.; Giorgi, A.; De Angelis, M.; Fioravanti, R.; Nencioni, L.; Saladino, R.. - In: ACS OMEGA. - ISSN 2470-1343. - 7:49(2022), pp. 45253-45264. [10.1021/acsomega.2c05754]
Multicomponent synthesis of diaminopurine and guanine PNA’s analogues active against influenza a virus from prebiotic compounds
De Angelis M.;Fioravanti R.;Nencioni L.Penultimo
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2022
Abstract
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.File | Dimensione | Formato | |
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