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

[Image: see text] 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, u...

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Autores principales: Bizzarri, Bruno Mattia, Fanelli, Angelica, Ciprini, Stefania, Giorgi, Alessandra, De Angelis, Marta, Fioravanti, Raoul, Nencioni, Lucia, Saladino, Raffaele
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9753540/
https://www.ncbi.nlm.nih.gov/pubmed/36530301
http://dx.doi.org/10.1021/acsomega.2c05754
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author Bizzarri, Bruno Mattia
Fanelli, Angelica
Ciprini, Stefania
Giorgi, Alessandra
De Angelis, Marta
Fioravanti, Raoul
Nencioni, Lucia
Saladino, Raffaele
author_facet Bizzarri, Bruno Mattia
Fanelli, Angelica
Ciprini, Stefania
Giorgi, Alessandra
De Angelis, Marta
Fioravanti, Raoul
Nencioni, Lucia
Saladino, Raffaele
author_sort Bizzarri, Bruno Mattia
collection PubMed
description [Image: see text] 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.
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spelling pubmed-97535402022-12-16 Multicomponent Synthesis of Diaminopurine and Guanine PNA’s Analogues Active against Influenza A Virus from Prebiotic Compounds Bizzarri, Bruno Mattia Fanelli, Angelica Ciprini, Stefania Giorgi, Alessandra De Angelis, Marta Fioravanti, Raoul Nencioni, Lucia Saladino, Raffaele ACS Omega [Image: see text] 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. American Chemical Society 2022-11-29 /pmc/articles/PMC9753540/ /pubmed/36530301 http://dx.doi.org/10.1021/acsomega.2c05754 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Bizzarri, Bruno Mattia
Fanelli, Angelica
Ciprini, Stefania
Giorgi, Alessandra
De Angelis, Marta
Fioravanti, Raoul
Nencioni, Lucia
Saladino, Raffaele
Multicomponent Synthesis of Diaminopurine and Guanine PNA’s Analogues Active against Influenza A Virus from Prebiotic Compounds
title Multicomponent Synthesis of Diaminopurine and Guanine PNA’s Analogues Active against Influenza A Virus from Prebiotic Compounds
title_full Multicomponent Synthesis of Diaminopurine and Guanine PNA’s Analogues Active against Influenza A Virus from Prebiotic Compounds
title_fullStr Multicomponent Synthesis of Diaminopurine and Guanine PNA’s Analogues Active against Influenza A Virus from Prebiotic Compounds
title_full_unstemmed Multicomponent Synthesis of Diaminopurine and Guanine PNA’s Analogues Active against Influenza A Virus from Prebiotic Compounds
title_short Multicomponent Synthesis of Diaminopurine and Guanine PNA’s Analogues Active against Influenza A Virus from Prebiotic Compounds
title_sort multicomponent synthesis of diaminopurine and guanine pna’s analogues active against influenza a virus from prebiotic compounds
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9753540/
https://www.ncbi.nlm.nih.gov/pubmed/36530301
http://dx.doi.org/10.1021/acsomega.2c05754
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