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Chemical Synthesis of Heterocyclic−Sugar Nucleoside Analogues
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TLDR
Dipartimento Farmaco-Chimico, Università diMessina, Via SS Annunziata, 98168 Messina, Italy, Dipartimenti di Scienze Chimiche, Universidad de Zaragoza, CSIC, and Laboratorio de Sintesis Asimetrica are investigating how Chimiche affects Quimica Organica.Abstract:
Dipartimento Farmaco-Chimico, Università di Messina, Via SS Annunziata, 98168 Messina, Italy, Dipartimento di Scienze Chimiche, Università di Catania, Viale Andrea Doria 6, 95125 Catania, Italy, and Laboratorio de Sintesis Asimetrica, Departamento de Quimica Organica, Instituto de Ciencia de Materiales de Aragon, Universidad de Zaragoza, CSIC, E-50009 Zaragoza, Aragon, Spain, Pedro Merino: pmerino@unizar.esread more
Citations
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Expedient and generic synthesis of imidazole nucleosides by enzymatic transglycosylation.
TL;DR: Nucleoside deoxyribosyltransferase of class II was found to convert the widest range of functionalized imidazoles into 2'-deoxyribonucleosides and was even capable of bis-glycosylating certain heterocyclic substrates.
Journal ArticleDOI
Nucleosides as reagents in multicomponent reactions: one-pot synthesis of heterocyclic nucleoside analogues incorporating pyrimidine-fused rings
TL;DR: In this paper, a general and efficient protocol for the synthesis of new heterocyclic nucleoside analogues (HNAs), using a four-component coupling reaction of nucleosides, aldehydes, barbituric acid/2-thiobarbiturric acid, or dimedone is described.
Journal ArticleDOI
Design, Synthesis and Cytotoxicity of a New Series of Isoxazolidine Based Nucleoside Analogues
TL;DR: Preliminary studies on mechanism of action imply that intercalation to DNA is not responsible for phosphonic acids found cytotoxic to HeLa and K562 cells with IC50 in the 0.1–0.3 mM range.
Journal ArticleDOI
Synthesis and Biological Activity of Triazole-Appended N,O-Nucleosides
Roberto Romeo,Salvatore V. Giofrè,Caterina Carnovale,Maria A. Chiacchio,Agata Campisi,Raffaella Mancuso,Santa Cirmi,Michele Navarra +7 more
TL;DR: 1,2,3-Triazole-appended N,O-nucleosides synthesized by an approach combining a 1-3-dipolar cycloaddition process and an alkyne–azide click chemistry reaction revealed the antiproliferative activity of the synthesized compounds.
Journal ArticleDOI
Semi-continuous multi-step synthesis of lamivudine.
TL;DR: The overall isolated yield of the desired isomer of lamivudine was improved in the flow synthesis compared to the batch process, and the crucial glycosidation reaction, using pyridinium triflate as the novel catalyst, an improved conversion of 95% was obtained.
References
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Acyclic nucleoside phosphonates: a key class of antiviral drugs
Erik De Clercq,Antonín Holý +1 more
TL;DR: The discovery and development of acyclic nucleoside phosphonates is reviewed, focusing on cidofovir and its potential in the treatment of various herpes-, papilloma-, polyoma-, adeno- and pox-virus infections, and the prevention of HIV infections.
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New developments in the enantioselective synthesis of cyclopentyl carbocyclic nucleosides
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Pronucleotides: toward the in vivo delivery of antiviral and anticancer nucleotides.
TL;DR: This review will discuss the major advances and future directions of the emerging field of antiviral and anticancer pronucleotide design and development.
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Nucleoside Analogues as Chemotherapeutic Agents: A Review
TL;DR: The importance of nucleoside analogues in chemotherapy and in other potential therapeutic approaches as immunomodulation or regulation of gene expression is reviewed in this paper, where the authors also present a review of the role of RNA-based methods.