Literature DB >> 26513594

C-Nucleosides To Be Revisited.

Erik De Clercq1.   

Abstract

Two new C-nucleoside analogues, BCX4430, an imino-C-nucleoside, and GS-6620, a phosphoramidate derivative of 1'-cyano-2'-C-methyl-4-aza-7,9-dideazaadenosine C-nucleoside, have been recently described as effective against filovirus infections (Marburg) and hepatitis C virus (HCV), respectively. The first C-nucleoside analogues were described about half a century ago. The C-nucleoside pseudouridine is a natural component of RNA, and various other C-nucleoside analogues have been reported previously for their antiviral and/or anticancer potential, the most prominent being pyrazofurin, tiazofurin, and selenazofurin. In the meantime, showdomycin, formycin, and various triazole, pyrazine, pyridine, dihydroxyphenyl, thienopyrimidine, pyrazolotriazine, and porphyrin C-nucleoside analogues have been described. It would be worth revisiting these C-nucleosides and derivatives thereof, including their phosphoramidates, for their therapeutic potential in the treatment of virus infections and, where appropriate, cancer as well.

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Year:  2015        PMID: 26513594     DOI: 10.1021/acs.jmedchem.5b01157

Source DB:  PubMed          Journal:  J Med Chem        ISSN: 0022-2623            Impact factor:   7.446


  32 in total

1.  An E460D Substitution in the NS5 Protein of Tick-Borne Encephalitis Virus Confers Resistance to the Inhibitor Galidesivir (BCX4430) and Also Attenuates the Virus for Mice.

Authors:  Ludek Eyer; Antoine Nougairède; Marie Uhlířová; Jean-Sélim Driouich; Darina Zouharová; James J Valdés; Jan Haviernik; Ernest A Gould; Erik De Clercq; Xavier de Lamballerie; Daniel Ruzek
Journal:  J Virol       Date:  2019-07-30       Impact factor: 5.103

2.  Identification of the C-Glycoside Synthases during Biosynthesis of the Pyrazole-C-Nucleosides Formycin and Pyrazofurin.

Authors:  Daan Ren; Shao-An Wang; Yeonjin Ko; Yujie Geng; Yasushi Ogasawara; Hung-Wen Liu
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-07       Impact factor: 15.336

3.  Radiolytic synthesis and characterization of selenium nanoparticles: comparative biosafety evaluation with selenite and ionizing radiation.

Authors:  Alline Gomes Pereira; Luanai Graziele Luquini Gerolis; Letícia Satler Gonçalves; Luciana Mara Costa Moreira; Pedro Lana Gastelois; Maria Jose Neves
Journal:  World J Microbiol Biotechnol       Date:  2022-01-06       Impact factor: 3.312

4.  Analysis of the Pseudouridimycin Biosynthetic Pathway Provides Insights into the Formation of C-nucleoside Antibiotics.

Authors:  Margherita Sosio; Eleonora Gaspari; Marianna Iorio; Silvia Pessina; Marnix H Medema; Alice Bernasconi; Matteo Simone; Sonia I Maffioli; Richard H Ebright; Stefano Donadio
Journal:  Cell Chem Biol       Date:  2018-03-15       Impact factor: 8.116

5.  Identification and Characterization of Novel Compounds with Broad-Spectrum Antiviral Activity against Influenza A and B Viruses.

Authors:  Jun-Gyu Park; Ginés Ávila-Pérez; Aitor Nogales; Pilar Blanco-Lobo; Juan C de la Torre; Luis Martínez-Sobrido
Journal:  J Virol       Date:  2020-03-17       Impact factor: 5.103

6.  Comparative Investigation into Formycin A and Pyrazofurin A Biosynthesis Reveals Branch Pathways for the Construction of C-Nucleoside Scaffolds.

Authors:  Meng Zhang; Peichao Zhang; Gudan Xu; Wenting Zhou; Yaojie Gao; Rong Gong; You-Sheng Cai; Hengjiang Cong; Zixin Deng; Neil P J Price; Xiangzhao Mao; Wenqing Chen
Journal:  Appl Environ Microbiol       Date:  2020-01-07       Impact factor: 4.792

7.  A Mini Review on Discovery and Synthesis of Remdesivir as an Effective and Promising Drug against COVID-19.

Authors:  E Zarenezhad; S Behrouz; M Farjam; M N Soltani Rad
Journal:  Russ J Bioorg Chem       Date:  2021-06-11       Impact factor: 0.796

8.  Diastereoselective Synthesis of Aryl C-Glycosides from Glycosyl Esters via C-O Bond Homolysis.

Authors:  Yongliang Wei; Benjamin Ben-Zvi; Tianning Diao
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-10       Impact factor: 15.336

9.  Uncovering the chemistry of C-C bond formation in C-nucleoside biosynthesis: crystal structure of a C-glycoside synthase/PRPP complex.

Authors:  Sisi Gao; Ashish Radadiya; Wenbo Li; Huanting Liu; Wen Zhu; Valérie de Crécy-Lagard; Nigel G J Richards; James H Naismith
Journal:  Chem Commun (Camb)       Date:  2020-06-09       Impact factor: 6.222

10.  Identification of a Pyrrole Intermediate Which Undergoes C-Glycosidation and Autoxidation to Yield the Final Product in Showdomycin Biosynthesis.

Authors:  Daan Ren; Minje Kim; Shao-An Wang; Hung-Wen Liu
Journal:  Angew Chem Int Ed Engl       Date:  2021-06-24       Impact factor: 16.823

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