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Synthesis and in vitro antiviral evaluation of 4-substituted 3,4-dihydropyrimidinones

A series of 4-substituted 3,4-dihydropyrimidine-2-ones (DHPM) was synthesized, characterized by IR, (1)H NMR, (13)C NMR and HRMS spectra. The compounds were evaluated in vitro for their antiviral activity against a broad range of DNA and RNA viruses, along with assessment for potential cytotoxicity...

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Autores principales: Kumarasamy, Dhanabal, Roy, Biswajit Gopal, Rocha-Pereira, Joana, Neyts, Johan, Nanjappan, Satheeshkumar, Maity, Subhasis, Mookerjee, Musfiqua, Naesens, Lieve
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier Ltd. 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7127791/
https://www.ncbi.nlm.nih.gov/pubmed/27979594
http://dx.doi.org/10.1016/j.bmcl.2016.12.010
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author Kumarasamy, Dhanabal
Roy, Biswajit Gopal
Rocha-Pereira, Joana
Neyts, Johan
Nanjappan, Satheeshkumar
Maity, Subhasis
Mookerjee, Musfiqua
Naesens, Lieve
author_facet Kumarasamy, Dhanabal
Roy, Biswajit Gopal
Rocha-Pereira, Joana
Neyts, Johan
Nanjappan, Satheeshkumar
Maity, Subhasis
Mookerjee, Musfiqua
Naesens, Lieve
author_sort Kumarasamy, Dhanabal
collection PubMed
description A series of 4-substituted 3,4-dihydropyrimidine-2-ones (DHPM) was synthesized, characterized by IR, (1)H NMR, (13)C NMR and HRMS spectra. The compounds were evaluated in vitro for their antiviral activity against a broad range of DNA and RNA viruses, along with assessment for potential cytotoxicity in diverse mammalian cell lines. Compound 4m, which possesses a long lipophilic side chain, was found to be a potent and selective inhibitor of Punta Toro virus, a member of the Bunyaviridae. For Rift Valley fever virus, which is another Bunyavirus, the activity of 4m was negligible. DHPMs with a C-4 aryl moiety bearing halogen substitution (4b, 4c and 4d) were found to be cytotoxic in MT4 cells.
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spelling pubmed-71277912020-04-08 Synthesis and in vitro antiviral evaluation of 4-substituted 3,4-dihydropyrimidinones Kumarasamy, Dhanabal Roy, Biswajit Gopal Rocha-Pereira, Joana Neyts, Johan Nanjappan, Satheeshkumar Maity, Subhasis Mookerjee, Musfiqua Naesens, Lieve Bioorg Med Chem Lett Article A series of 4-substituted 3,4-dihydropyrimidine-2-ones (DHPM) was synthesized, characterized by IR, (1)H NMR, (13)C NMR and HRMS spectra. The compounds were evaluated in vitro for their antiviral activity against a broad range of DNA and RNA viruses, along with assessment for potential cytotoxicity in diverse mammalian cell lines. Compound 4m, which possesses a long lipophilic side chain, was found to be a potent and selective inhibitor of Punta Toro virus, a member of the Bunyaviridae. For Rift Valley fever virus, which is another Bunyavirus, the activity of 4m was negligible. DHPMs with a C-4 aryl moiety bearing halogen substitution (4b, 4c and 4d) were found to be cytotoxic in MT4 cells. Elsevier Ltd. 2017-01-15 2016-12-05 /pmc/articles/PMC7127791/ /pubmed/27979594 http://dx.doi.org/10.1016/j.bmcl.2016.12.010 Text en © 2016 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
Kumarasamy, Dhanabal
Roy, Biswajit Gopal
Rocha-Pereira, Joana
Neyts, Johan
Nanjappan, Satheeshkumar
Maity, Subhasis
Mookerjee, Musfiqua
Naesens, Lieve
Synthesis and in vitro antiviral evaluation of 4-substituted 3,4-dihydropyrimidinones
title Synthesis and in vitro antiviral evaluation of 4-substituted 3,4-dihydropyrimidinones
title_full Synthesis and in vitro antiviral evaluation of 4-substituted 3,4-dihydropyrimidinones
title_fullStr Synthesis and in vitro antiviral evaluation of 4-substituted 3,4-dihydropyrimidinones
title_full_unstemmed Synthesis and in vitro antiviral evaluation of 4-substituted 3,4-dihydropyrimidinones
title_short Synthesis and in vitro antiviral evaluation of 4-substituted 3,4-dihydropyrimidinones
title_sort synthesis and in vitro antiviral evaluation of 4-substituted 3,4-dihydropyrimidinones
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7127791/
https://www.ncbi.nlm.nih.gov/pubmed/27979594
http://dx.doi.org/10.1016/j.bmcl.2016.12.010
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