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Molecules 2013, 18(8), 9420-9431; doi:10.3390/molecules18089420
Article

Synthesis of New Acadesine (AICA-riboside) Analogues Having Acyclic d-Ribityl or 4-Hydroxybutyl Chains in Place of the Ribose

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1 Dipartimento di Farmacia, Università degli Studi di Napoli Federico II, Via D. Montesano 49, Napoli 80131, Italy 2 Dipartimento di Scienze Chimiche, Università degli Studi di Napoli Federico II, Via Cintia 21, Napoli 80126, Italy
* Author to whom correspondence should be addressed.
Received: 27 May 2013 / Revised: 19 July 2013 / Accepted: 1 August 2013 / Published: 6 August 2013
(This article belongs to the Section Organic Synthesis)
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Abstract

The antiviral activity of certain acyclic nucleosides drew our attention to the fact that the replacement of the furanose ring by an alkyl group bearing hydroxyl(s) could be a useful structural modification to modulate the biological properties of those nucleosides. Herein, we report on the synthesis of some novel acadesine analogues, where the ribose moiety is mimicked by a d-ribityl or by a hydroxybutyl chain.
Keywords: AICAR; ZMP; acadesine; AMPK; AMPK activation; imidazole nucleosides; nucleoside analogues; modified nucleosides; acyclic nucleosides; acyclic nucleotides AICAR; ZMP; acadesine; AMPK; AMPK activation; imidazole nucleosides; nucleoside analogues; modified nucleosides; acyclic nucleosides; acyclic nucleotides
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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D'Errico, S.; Oliviero, G.; Borbone, N.; Amato, J.; Piccialli, V.; Varra, M.; Mayol, L.; Piccialli, G. Synthesis of New Acadesine (AICA-riboside) Analogues Having Acyclic d-Ribityl or 4-Hydroxybutyl Chains in Place of the Ribose. Molecules 2013, 18, 9420-9431.

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