scholarly journals Syntheses of Isoxazoline-Carbocyclic Nucleosides and Their Antiviral Evaluation: A Standard Protocol

2014 ◽  
Vol 2014 ◽  
pp. 1-12 ◽  
Author(s):  
Paolo Quadrelli ◽  
Naiara Vazquez Martinez ◽  
Roberto Scrocchi ◽  
Antonino Corsaro ◽  
Venerando Pistarà

The current synthesis of racemic purine and pyrimidine isoxazoline-carbocyclic nucleosides is reported, detailing the key-steps for standard and reliable preparations. Improved yields were obtained by the proper tuning of the single synthetic steps, opening the way for the preparation of a variety of novel compounds. Some of the obtained compounds were also evaluated against a wide variety of DNA and RNA viruses including HIV. No specific antiviral activity was observed in the cases at hand. Novel compounds were prepared for future biological tests.

2015 ◽  
Vol 23 (17) ◽  
pp. 5345-5351 ◽  
Author(s):  
Giorgia Botta ◽  
Bruno Mattia Bizzarri ◽  
Adriana Garozzo ◽  
Rossella Timpanaro ◽  
Benedetta Bisignano ◽  
...  

Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 1889 ◽  
Author(s):  
Magdalena Grabkowska-Drużyc ◽  
Graciela Andrei ◽  
Dominique Schols ◽  
Robert Snoeck ◽  
Dorota Piotrowska

1,3-Dipolar cycloaddition of N-methyl C-(diethoxyphosphoryl) nitrone to N3-substituted 6-bromo-2-vinyl-3H-quinazolin-4-ones gave (3-diethoxyphosphoryl) isoxazolidines substituted at C5 with quinazolinones modified at N3. All isoxazolidine cycloadducts were screened for antiviral activity against a broad spectrum of DNA and RNA viruses. Several isoxazolidines inhibited the replication of both thymidine kinase wild-type and deficient (TK+ and TK−) varicella-zoster virus strains at EC50 in the 5.4–13.6 μΜ range, as well as human cytomegalovirus (EC50 = 8.9–12.5 μΜ). Isoxazolidines trans-11b, trans-11c, trans-11e, trans-11f/cis-11f, trans-11g, trans-11h, and trans-11i/cis-11i exhibited moderate cytostatic activity towards the human lymphocyte cell line CEM (IC50 = 9.6–17 μM).


2020 ◽  
Vol 14 (1) ◽  
pp. 83-98
Author(s):  
Paola Corona ◽  
Sandra Piras ◽  
Roberta Ibba ◽  
Federico Riu ◽  
Gabriele Murineddu ◽  
...  

Background: For the last thirty years, the benzotriazole scaffold has been the object of our group interest and we have already presented some results on the antiviral activity of our compounds. Objective: In this article, we conclude the exploration of N-(4-(R-2H-benzo[d][1,2,3]triazol-2-yl)phenyl)-4-R’-benzamides and 1-(4-(R-2H-benzo[d][1,2,3]triazol-2-yl)phenyl)-3-R’-ureas by synthesizing further modified derivatives, in order to have more elements for SARs evaluation. Methods: Here, we reported the synthesis and the antiviral screening results of 38 newly synthesized benzotriazole derivatives against a panel of DNA and RNA viruses. We also analyse SARs in comparing these compounds with previously published benzotriazole analogues, taking stock of the situation. Results: Among the newly presented derivatives, compounds 17 and 18 were the most active with EC50 6.9 and 5.5 µM, respectively against Coxsackievirus B5 (CV-B5) and 20.5 and 17.5 µM against Poliovirus (Sb-1). Conclusion: we can conclude that N-(4-(2H-benzo[d] [1 - 3] triazol-2-yl)phenyl-R-amide is a good chemical scaffold for the development of new antiviral molecules.


1985 ◽  
Vol 38 (11) ◽  
pp. 1581-1587 ◽  
Author(s):  
MASAHIDE HASOBE ◽  
MINEO SANEYOSHI ◽  
KIYOSHI ISONO

2006 ◽  
Vol 71 (7) ◽  
pp. 956-977 ◽  
Author(s):  
Frank Seela ◽  
Xiaohua Peng

The synthesis and properties of 7-deazapurine β-L-nucleosides are described. The stereoselective glycosylation of the anions of 2-amino-6-chloro-7-deazapurines 9a, 9b or 6-chloro-7-deazapurines 13a, 13d with 3,5-di-O-(4-methylbenzoyl)-2-deoxy-α-L-erythro-pentofuranosyl chloride (8) furnished the β-L-2'-deoxyribonucleosides 1-4. The synthesis of β-L-ribonucleosides 5-7 used the Silyl-Hilbert-Johnson reaction (TMSOTf/BSA/MeCN) performed under Vorbrüggen conditions for the glycosylation of 7-halogenated 6-chloro-2-pivalamido-7-deazapurines 17b-17d with 1-O-acetyl-2,3,5-tri-O-benzoyl-L-ribofuranose (16). Single-crystal X-ray analyses were performed and CD spectra were measured to assign the configuration. The antiviral activity against selected DNA and RNA viruses is reported.


2017 ◽  
Vol 25 (3) ◽  
pp. 90-93 ◽  
Author(s):  
Xue-Qiang Yin ◽  
Stewart W Schneller

Objective To synthesize 3,7-dideazaneplanocin and evaluate its antiviral potential. Methods The target 3,7-dideazaneplanocin has been prepared in five steps from a readily available cyclopentenol. A thorough in vitro antiviral analysis was conducted versus both DNA and RNA viruses. Results A rational synthesis of 3,7-dideazaneplanocin was conceived and successfully pursued in such a way that it can be adapted to various analogs of 3,7-dideazaneplanocin. Using standard antiviral assays, no activity for 3,7-dideazaneplanocn was found. Conclusion Two structural features are necessary for adenine-based carbocyclic nucleosides (like neplanocin) for potential antiviral properties: (i) inhibition of S-adenosylhomocysteine hydrolase and/or (ii) C-5′ activation via the mono-nucleotide. These two requisite adenine structural features to fit these criteria are not present in in the target 3,7-dideazaneplanocin: (i) an N-7 is necessary for inhibition of the hydrolase and the N-3 is claimed to be essential for phosphorylation at C-5′. Thus, it is not surprising that 3,7-dideazaneplaoncin lacked antiviral properties.


2004 ◽  
Vol 61 (1) ◽  
pp. 57-62 ◽  
Author(s):  
V BUCKWOLD ◽  
R WILSON ◽  
A NALCA ◽  
B BEER ◽  
T VOSS ◽  
...  

2021 ◽  
Vol 166 (4) ◽  
pp. 1203-1211
Author(s):  
Caio Bidueira Denani ◽  
Antonio Real-Hohn ◽  
Carlos Alberto Marques de Carvalho ◽  
Andre Marco de Oliveira Gomes ◽  
Rafael Braga Gonçalves

AbstractLactoferrin is part of the innate immune system, with antiviral activity against numerous DNA and RNA viruses. Rhinoviruses, the leading cause of the common cold, are associated with exacerbation of respiratory illnesses such as asthma. Here, we explored the effect of bovine lactoferrin (BLf) on RV-B14 infectivity. Using different assays, we show that the effect of BLf is strongest during adhesion of the virus to the cell and entry. Tracking the internalisation of BLf and virus revealed a degree of colocalisation, although their interaction was only confirmed in vitro using empty viral particles, indicating a possible additional influence of BLf on other infection steps.


1999 ◽  
Vol 18 (10) ◽  
pp. 2253-2263 ◽  
Author(s):  
M. Isabel Nieto ◽  
J. Manuel Blanco ◽  
Olga Caamaño ◽  
Franco Fernández ◽  
Xerardo Garcia-mera ◽  
...  

2021 ◽  
Author(s):  
Rajan Saha Raju ◽  
Abdullah Al Nahid ◽  
Preonath Shuvo ◽  
Rashedul Islam

AbstractTaxonomic classification of viruses is a multi-class hierarchical classification problem, as taxonomic ranks (e.g., order, family and genus) of viruses are hierarchically structured and have multiple classes in each rank. Classification of biological sequences which are hierarchically structured with multiple classes is challenging. Here we developed a machine learning architecture, VirusTaxo, using a multi-class hierarchical classification by k-mer enrichment. VirusTaxo classifies DNA and RNA viruses to their taxonomic ranks using genome sequence. To assign taxonomic ranks, VirusTaxo extracts k-mers from genome sequence and creates bag-of-k-mers for each class in a rank. VirusTaxo uses a top-down hierarchical classification approach and accurately assigns the order, family and genus of a virus from the genome sequence. The average accuracies of VirusTaxo for DNA viruses are 99% (order), 98% (family) and 95% (genus) and for RNA viruses 97% (order), 96% (family) and 82% (genus). VirusTaxo can be used to detect taxonomy of novel viruses using full length genome or contig sequences.AvailabilityOnline version of VirusTaxo is available at https://omics-lab.com/virustaxo/.


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