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Special Issue "Nucleosides – Nucleotides – Oligonucleotides"

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Medicinal Chemistry".

Deadline for manuscript submissions: 31 January 2020

Special Issue Editors

Guest Editor
Prof. Luigi A. Agrofoglio

ICOA UMR CNRS 7311, Universite d\'Orleans, Rue de Chartres, 45067 Orleans Cedex 2, France
Website | E-Mail
Interests: nucleoside and nucleotide analogues; heterocycles; infectious diseases, oncolytic virus; drug delivery system; (asymmetric)-organic synthesis; medicinal chemistry; synthetic methodologies; enzyme inhibitors
Guest Editor
Dr. Vincent Roy

ICOA UMR CNRS 7311, Universite d'Orleans, Rue de Chartres, 45067 Orleans Cedex 2, France
Website | E-Mail
Interests: nucleoside and nucleotide analogues; heterocycles; infectious diseases, oncolytic virus; organic synthesis; medicinal chemistry
Guest Editor
Dr. Cyril Nicolas

ICOA UMR CNRS 7311, Universite d'Orleans, Rue de Chartres, 45067 Orleans Cedex 2, France
Website | E-Mail
Interests: asymmetric and organic synthesis; innovation-driven chemistry; glycochemistry; iminosugars

Special Issue Information

Dear Colleagues,

This Special Issue will publish the latest developments in innovation-driven nucleos(t)ide and oligonucleotide chemistry, which deals with the new challenges of our century. These compounds are used not only as building blocks in the genetic code, but also as biosynthetic intermediates, energy donors, metabolic regulators, and cofactors in enzymatic processes. Thanks to the broad spectrum of their biological functions, they are identified as lead pharmaceutical anticancer, antiviral and antibacterial compounds for the treatment of metabolic and genetic diseases. Several nucleotide analogs and methylated nucleosides are also suitable for epigenetic modification analysis. They possess strong potential as future drugs, and an improved synthetic approach is an important target of the current research. New elegant and innovative organic, organometallic, and bio-oriented reactions have recently been developed for the synthesis of these complex, biologically-active compounds. This includes asymmetric synthesis, modern catalysis, C-H functionalization, olefin metathesis, gold-catalyzed reactions, and phosphorus chemistry.

The scope of this Special Issue is to bring together reviews, original research articles and short communications covering all current aspects of the design, synthesis and characterization of both small molecules (nucleoside analogues) and oligomers from innovative synthesis to potential therapeutic applications, e.g. the discovery and development of anticancer and anti-infectious drugs, small molecule recognition of DNA and RNA, backbone-modified oligonucleotides and DNA repair, and fluorescent imaging agents.

Prof. Luigi A. Agrofoglio
Dr. Vincent Roy
Dr. Cyril Nicolas
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All papers will be peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 1800 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • Nucleoside and nucleotide analogues
  • Nucleoside natural products
  • Nucleotide signaling molecules
  • Oligonucleotides for therapeutic applications and biotechnology
  • Carbasugars
  • Iminosugars
  • Innovation-driven chemistry

Published Papers (1 paper)

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Research

Open AccessArticle
Tri-Cyclic Nucleobase Analogs and Their Ribosides as Substrates of Purine-Nucleoside Phosphorylases. II Guanine and Isoguanine Derivatives
Molecules 2019, 24(8), 1493; https://doi.org/10.3390/molecules24081493
Received: 6 March 2019 / Revised: 27 March 2019 / Accepted: 9 April 2019 / Published: 16 April 2019
PDF Full-text (3324 KB) | HTML Full-text | XML Full-text | Supplementary Files
Abstract
Etheno-derivatives of guanine, O6-methylguanine, and isoguanine were prepared and purified using standard methods. The title compounds were examined as potential substrates of purine-nucleoside phosphorylases from various sources in the reverse (synthetic) pathway. It was found that 1,N2-etheno-guanine and [...] Read more.
Etheno-derivatives of guanine, O6-methylguanine, and isoguanine were prepared and purified using standard methods. The title compounds were examined as potential substrates of purine-nucleoside phosphorylases from various sources in the reverse (synthetic) pathway. It was found that 1,N2-etheno-guanine and 1,N6-etheno-isoguanine are excellent substrates for purine-nucleoside phosphorylase (PNP) from E. coli, while O6-methyl-N2,3-etheno-guanine exhibited moderate activity vs. this enzyme. The latter two compounds displayed intense fluorescence in neutral aqueous medium, and so did the corresponding ribosylation products. By contrast, PNP from calf spleens exhibited only modest activity towards 1,N6-etheno-isoguanine; the remaining compounds were not ribosylated by this enzyme. The enzymatic ribosylation of 1,N6-etheno-isoguanine using two forms of calf PNP (wild type and N243D) and E. coli PNP (wild type and D204N) gave three different products, which were identified on the basis of NMR analysis and comparison with the product of the isoguanosine reaction with chloroacetic aldehyde, which gave an essentially single compound, identified unequivocally as N9-riboside. With the wild-type E. coli enzyme as a catalyst, N9-β-d- and N7-β-d-ribosides are obtained in proportion ~1:3, while calf PNP produced another riboside, tentatively identified as N6-β-d-riboside. The potential application of various forms of PNP for synthesis of the tri-cyclic nucleoside analogs is discussed. Full article
(This article belongs to the Special Issue Nucleosides – Nucleotides – Oligonucleotides)
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