Issue 48, 2021, Issue in Progress

Aminomalononitrile inspired prebiotic chemistry as a novel multicomponent tool for the synthesis of imidazole and purine derivatives with anti-influenza A virus activity

Abstract

Amino imidazole carbonitrile derivatives decorated with α-amino acid side-chains have been synthesized by a multicomponent microwave assisted reaction inspired by the prebiotic chemistry of aminomalononitrile as a tool for generating high chemical diversity. These compounds were used as annulation synthons for the preparation of 8,9-disubstituted-6,9-dihydro-1H-purin-6-ones by reaction with formic acid as a simple C-1 donor reagent. The novel heterocycles were characterized by significant activity against influenza A virus, amino imidazole carbonitrile derivatives showing the highest activity. Thus, the chemical complexity generated by prebiotic chemistry furnished a general tool for the identification of novel antiviral agents.

Graphical abstract: Aminomalononitrile inspired prebiotic chemistry as a novel multicomponent tool for the synthesis of imidazole and purine derivatives with anti-influenza A virus activity

Supplementary files

Article information

Article type
Paper
Submitted
07 Jul 2021
Accepted
30 Aug 2021
First published
08 Sep 2021
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2021,11, 30020-30029

Aminomalononitrile inspired prebiotic chemistry as a novel multicomponent tool for the synthesis of imidazole and purine derivatives with anti-influenza A virus activity

B. M. Bizzarri, A. Fanelli, L. Botta, M. De Angelis, A. T. Palamara, L. Nencioni and R. Saladino, RSC Adv., 2021, 11, 30020 DOI: 10.1039/D1RA05240C

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