Structure–Activity Relationship Study of PD 404182 Derivatives for the Highly Potent Anti-HIV Agents

Using facile synthetic approaches to pyrimido[1,2-c][1,3]benzothiazin-6-imines and related tricyclic derivatives, the parallel structural optimizations were investigated for the central 1,3-thiazin-2-imine core, the benzene part, and the cyclic amidine part of PD 404182. Replacement of the 6-6-6 pyr...

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Autor principal: Mizuhara, Tsukasa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2013
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7122882/
http://dx.doi.org/10.1007/978-4-431-54445-6_3
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author Mizuhara, Tsukasa
author_facet Mizuhara, Tsukasa
author_sort Mizuhara, Tsukasa
collection PubMed
description Using facile synthetic approaches to pyrimido[1,2-c][1,3]benzothiazin-6-imines and related tricyclic derivatives, the parallel structural optimizations were investigated for the central 1,3-thiazin-2-imine core, the benzene part, and the cyclic amidine part of PD 404182. Replacement of the 6-6-6 pyrimido[1,2-c][1,3]benzothiazin-6-imine framework with 5-6-6 or 6-6-5 derivatives led to a significant loss of anti-HIV activity, and introduction of a hydrophobic group at the 9- or 10-positions improved the potency. The most potent PD 404182 derivative exerts anti-HIV effects at an early stage of viral infection including binding and fusion.
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spelling pubmed-71228822020-04-06 Structure–Activity Relationship Study of PD 404182 Derivatives for the Highly Potent Anti-HIV Agents Mizuhara, Tsukasa Development of Novel Anti-HIV Pyrimidobenzothiazine Derivatives Article Using facile synthetic approaches to pyrimido[1,2-c][1,3]benzothiazin-6-imines and related tricyclic derivatives, the parallel structural optimizations were investigated for the central 1,3-thiazin-2-imine core, the benzene part, and the cyclic amidine part of PD 404182. Replacement of the 6-6-6 pyrimido[1,2-c][1,3]benzothiazin-6-imine framework with 5-6-6 or 6-6-5 derivatives led to a significant loss of anti-HIV activity, and introduction of a hydrophobic group at the 9- or 10-positions improved the potency. The most potent PD 404182 derivative exerts anti-HIV effects at an early stage of viral infection including binding and fusion. 2013-10-08 /pmc/articles/PMC7122882/ http://dx.doi.org/10.1007/978-4-431-54445-6_3 Text en © Springer Japan 2013 This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic.
spellingShingle Article
Mizuhara, Tsukasa
Structure–Activity Relationship Study of PD 404182 Derivatives for the Highly Potent Anti-HIV Agents
title Structure–Activity Relationship Study of PD 404182 Derivatives for the Highly Potent Anti-HIV Agents
title_full Structure–Activity Relationship Study of PD 404182 Derivatives for the Highly Potent Anti-HIV Agents
title_fullStr Structure–Activity Relationship Study of PD 404182 Derivatives for the Highly Potent Anti-HIV Agents
title_full_unstemmed Structure–Activity Relationship Study of PD 404182 Derivatives for the Highly Potent Anti-HIV Agents
title_short Structure–Activity Relationship Study of PD 404182 Derivatives for the Highly Potent Anti-HIV Agents
title_sort structure–activity relationship study of pd 404182 derivatives for the highly potent anti-hiv agents
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7122882/
http://dx.doi.org/10.1007/978-4-431-54445-6_3
work_keys_str_mv AT mizuharatsukasa structureactivityrelationshipstudyofpd404182derivativesforthehighlypotentantihivagents

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