Enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl C-nucleosides

The enantiomerically pure carbocyclic purine and pyrimidine C-nucleosides 1–4 were synthesized via the key intermediate, 2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-ol (5), which was prepared from d-ribose in eight steps. Synthesized compounds were evaluated as potential antiviral...

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Detalles Bibliográficos
Autores principales: Rao, Jagadeeshwar R., Schinazi, Raymond F., Chu, Chung K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier Ltd. 2007
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7127144/
https://www.ncbi.nlm.nih.gov/pubmed/17085053
http://dx.doi.org/10.1016/j.bmc.2006.10.043
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author Rao, Jagadeeshwar R.
Schinazi, Raymond F.
Chu, Chung K.
author_facet Rao, Jagadeeshwar R.
Schinazi, Raymond F.
Chu, Chung K.
author_sort Rao, Jagadeeshwar R.
collection PubMed
description The enantiomerically pure carbocyclic purine and pyrimidine C-nucleosides 1–4 were synthesized via the key intermediate, 2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-ol (5), which was prepared from d-ribose in eight steps. Synthesized compounds were evaluated as potential antiviral agents against HIV, SARSCoV, Punta Toro, West Nile, and Cowpox viruses. However, only 9-deazaneplanocin A (1) exhibited moderate anti-HIV activity.
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spelling pubmed-71271442020-04-08 Enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl C-nucleosides Rao, Jagadeeshwar R. Schinazi, Raymond F. Chu, Chung K. Bioorg Med Chem Article The enantiomerically pure carbocyclic purine and pyrimidine C-nucleosides 1–4 were synthesized via the key intermediate, 2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-ol (5), which was prepared from d-ribose in eight steps. Synthesized compounds were evaluated as potential antiviral agents against HIV, SARSCoV, Punta Toro, West Nile, and Cowpox viruses. However, only 9-deazaneplanocin A (1) exhibited moderate anti-HIV activity. Elsevier Ltd. 2007-01-15 2006-10-25 /pmc/articles/PMC7127144/ /pubmed/17085053 http://dx.doi.org/10.1016/j.bmc.2006.10.043 Text en Copyright © 2006 Elsevier Ltd. All rights reserved. Since January 2020 Elsevier has created a COVID-19 resource centre with free information in English and Mandarin on the novel coronavirus COVID-19. The COVID-19 resource centre is hosted on Elsevier Connect, the company's public news and information website. Elsevier hereby grants permission to make all its COVID-19-related research that is available on the COVID-19 resource centre - including this research content - immediately available in PubMed Central and other publicly funded repositories, such as the WHO COVID database with rights for unrestricted research re-use and analyses in any form or by any means with acknowledgement of the original source. These permissions are granted for free by Elsevier for as long as the COVID-19 resource centre remains active.
spellingShingle Article
Rao, Jagadeeshwar R.
Schinazi, Raymond F.
Chu, Chung K.
Enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl C-nucleosides
title Enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl C-nucleosides
title_full Enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl C-nucleosides
title_fullStr Enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl C-nucleosides
title_full_unstemmed Enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl C-nucleosides
title_short Enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl C-nucleosides
title_sort enantioselective synthesis and antiviral activity of purine and pyrimidine cyclopentenyl c-nucleosides
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7127144/
https://www.ncbi.nlm.nih.gov/pubmed/17085053
http://dx.doi.org/10.1016/j.bmc.2006.10.043
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