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

doi:10.1021/acsomega.2c05754

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

Author(s)

Bizzarri, Bruno Mattia

Fanelli, Angelica

Ciprini, Stefania

Giorgi, Alessandra

De Angelis, Marta

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Date Issued

2022

Type

article

Volume

7

Issue

49

Start Page

45253

End Page

45264

DOI

10.1021/acsomega.2c05754

Journal

ACS OMEGA

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.

Handle

http://hdl.handle.net/2067/48830

File(s)

Name

acsomega.2c05754 2022.pdf

Size

3.18 MB

Format

Adobe PDF

Checksum (MD5)

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